WO1999009944A1 - Aqueous nacreous lustre dispersions - Google Patents

Aqueous nacreous lustre dispersions Download PDF

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Publication number
WO1999009944A1
WO1999009944A1 PCT/EP1998/005187 EP9805187W WO9909944A1 WO 1999009944 A1 WO1999009944 A1 WO 1999009944A1 EP 9805187 W EP9805187 W EP 9805187W WO 9909944 A1 WO9909944 A1 WO 9909944A1
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Prior art keywords
acid
fatty
carbon atoms
pearlescent
alcohol
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PCT/EP1998/005187
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German (de)
French (fr)
Inventor
Achim Ansmann
Rolf Kawa
Bernd Fabry
Hermann Hensen
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Cognis Deutschland Gmbh
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Publication date
Priority claimed from DE19736906A external-priority patent/DE19736906A1/en
Priority claimed from DE19741911A external-priority patent/DE19741911C1/en
Priority claimed from DE19810888A external-priority patent/DE19810888A1/en
Application filed by Cognis Deutschland Gmbh filed Critical Cognis Deutschland Gmbh
Publication of WO1999009944A1 publication Critical patent/WO1999009944A1/en

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    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0089Pearlescent compositions; Opacifying agents
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/24Preparation of carboxylic acid esters by reacting carboxylic acids or derivatives thereof with a carbon-to-oxygen ether bond, e.g. acetal, tetrahydrofuran
    • C07C67/26Preparation of carboxylic acid esters by reacting carboxylic acids or derivatives thereof with a carbon-to-oxygen ether bond, e.g. acetal, tetrahydrofuran with an oxirane ring
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    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2603Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
    • C08G65/2615Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen the other compounds containing carboxylic acid, ester or anhydride groups
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    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
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    • C11D1/52Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
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    • C11D1/52Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
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    • C11D1/90Betaines

Definitions

  • the invention relates to aqueous pearlescent concentrates containing fatty acid polyglycol ester sulfates, pearlescent waxes and optionally further emulsifiers and / or polyols, a process for their preparation, a further process for producing pearlescent surface-active preparations using the concentrates and the use of the fatty acid polyglycol ester sulfates as Emulsifiers for the production of pearlescent concentrates.
  • the prior art knows a large number of formulations which give surface-active agents the desired pearlescence.
  • pearlescent concentrates in the form of flowable aqueous dispersions which contain 15 to 40% by weight of pearlescent components, 5 to 55% by weight of emulsifiers and 0.1 to Contain 5 or 15 to 40 wt .-% polyols.
  • the pearlescent waxes are acylated polyalkylene glycols, monoalkanolamides, linear, saturated fatty acids or ketosulfones.
  • European patent application EP 0205922 A2 (Henkel) relates to flowable pearlescent concentrates which contain 5 to 15% by weight of acylated polyglycols, 1 to 6% by weight of fatty acid monoethanolamides and 1 to 5% by weight of nonionic emulsifiers.
  • nonionic, flowable pearlescent dispersions can also be obtained by preparing mixtures of 5 to 30% by weight of acylated polyglycols and 0.1 to 20% by weight of selected nonionic surfactants.
  • European patent application EP 0581193 A1 Hoechst
  • preservative-free pearlescent dispersions which contain acylated polyglycol ethers, betaines, anionic surfactants and glycerol.
  • polyglycerol esters as crystallization aids for the production of pearlescent concentrates is proposed in European patent application EP 0684302 A1 (Th.Goldschmidt).
  • the invention relates to aqueous pearlescent concentrates containing - based on the nonaqueous fraction -
  • anionic emulsifiers allow the production of concentrates which are excellent pearlescent Have properties and distinguish themselves from the products of the prior art by a higher brilliance with a lower amount, special fine-particle structure and storage stability.
  • the anionic emulsifiers are readily biodegradable, thin in a concentrated form and also allow problematic ingredients such as silicones to be incorporated into cosmetic preparations.
  • Fatty acid polyglycol ester sulfates which are contained in the concentrates as anionic emulsifiers (a) preferably follow the formula (I),
  • R 1 CO is a linear or branched, saturated or unsaturated acyl radical having 6 to 22 carbon atoms
  • x is an average of 1 to 3
  • AO is a CH2CH2O-, CH 2 CH (CH 3 ) 0- and / or CH ( CH 3 ) CH 2 0 radical
  • X is an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium and are prepared by sulfating the corresponding fatty acid polyglycol esters.
  • ethylene oxide, propylene oxide or a mixture thereof - in random or block distribution - is added to the corresponding fatty acids, this reaction being acid-catalyzed, but preferably in the presence of bases, such as, for example, sodium methylate or calcined hydrotalcite.
  • bases such as, for example, sodium methylate or calcined hydrotalcite.
  • the intermediates can also be prepared by esterifying the fatty acids with an appropriate alkylene glycol.
  • the sulfation of the fatty acid polyglycol esters can be carried out in a manner known per se using chlorosulfonic acid or preferably gaseous sulfur trioxide, the molar ratio between fatty acid polyglycol ester and sulfating agent being in the range from 1: 0.95 to 1: 1, 2, preferably 1: 1 to 1: 1 , 1 and the reaction temperature can be 30 to 80 and preferably 50 to 60 ° C. It is also possible to undersulfate the fatty acid polyglycol esters, ie to use significantly fewer sulfating agents than would be stoichiometrically required for complete conversion.
  • Typical examples of suitable starting materials are the addition products of 1 to 3 mol of ethylene oxide and / or propylene oxide, but preferably the adducts with 1 mol of ethylene oxide or 1 mol of propylene oxide with caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid Acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures, which are then sulfated and neutralized as described above.
  • Fatty acid polyglycol ester sulfates of the formula (I) are preferably used in which R 1 CO stands for an acyl radical having 12 to 18 carbon atoms, x for an average of 1 or 2, AO for a CH2CH2 ⁇ group and X for sodium or ammonium, such as lauric acid + 1 EO sulfate sodium salt, lauric acid + 1 EO sulfate ammonium salt, coconut fatty acid + 1 EO sulfate sodium salt, coconut fatty acid + 1 EO sulfate ammonium salt, tallow fatty acid + 1 EO sulfate sodium salt, tallow fatty acid + 1 EO sulfate Ammonium salt and mixtures thereof.
  • R 1 CO stands for an acyl radical having 12 to 18 carbon atoms
  • x for an average of 1 or 2
  • AO for a CH2CH2 ⁇ group
  • X for sodium or ammonium, such as lauric acid + 1 EO s
  • the pearlescent concentrates according to the invention can contain nonionic surfactants from at least one of the following groups as further emulsifiers:
  • Glycerin (b3) Glycerol mono- and diesters and sorbitan mono- and diesters of saturated and unsaturated
  • polysiloxane-polyalkyl-polyether copolymers or corresponding derivatives (b12) mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol according to DE-PS 1165574 and (b13) polyalkylene glycols.
  • adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols, glycone mono- and diesters as well as sorbitan mono- and diesters of fatty acids or with castor oil are known, commercially available products. These are mixtures of homologs whose average degree of alkoxylation corresponds to the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate with which the addition reaction is carried out.
  • Ci2 / i8 fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE 2024051 PS as refatting agents for cosmetic preparations.
  • C ⁇ / i ⁇ alkyl mono- and oligoglycosides their preparation and their use are known from the prior art. They are produced in particular by reacting glucose or oligosaccharides with primary alcohols with 8 to 18 carbon atoms.
  • glycoside residue both monoglycosides in which a cyclic sugar residue is glycosidically bonded to the fatty alcohol and oiigomeric glycosides with a degree of oligomerization of up to preferably about 8 are suitable.
  • the degree of oligomerization is a statistical mean value which is based on a homolog distribution customary for such technical products.
  • alkyl ether sulfates which follow the formula (II) are used as further anionic emulsifiers,
  • R 2 is a linear or branched alkyl and / or alkenyl radical having 6 to 22 carbon atoms
  • n is a number from 1 to 10
  • X is an alkali metal and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
  • Typical examples are the sulfates of addition products with an average of 1 to 10 and in particular 2 to 5 moles of ethylene oxide with capron alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, oleostyl alcohol, isostyl alcohol Elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures, in the form of their sodium and / or magnesium salts.
  • the ether sulfates can have both a conventional and a narrow homolog distribution. It is particularly preferred to use ether sulfates based on adducts of an average of 2 to 3 mol ethylene oxide with technical C12 / 14 or C12 / 18 coconut oil alcohol fractions in the form of their sodium and / or magnesium salts.
  • zwitterionic surfactants can be used as additional emulsifiers.
  • Zwitterionic surfactants are those surface-active compounds in the molecule carry at least one quaternary ammonium group and at least one carboxylate and one sulfonate group.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethyl-ammonium glycinate, for example the cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinate, for example the cocoacylaminopropyldimethylammonium 2-glycinate, and -Alkyl-3-carboxylmethyl-3-hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • betaines such as the N-alkyl-N, N-dimethyl-ammonium glycinate, for example the cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium g
  • Suitable emulsifiers are ampholytic surfactants.
  • Ampholytic surfactants are surface-active compounds which, in addition to a C ⁇ m-alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -S ⁇ 3H group in the molecule and are capable of forming internal salts.
  • ampholytic surfactants are N-alkylglycine, N-alkylpropionic acid, N-alkylaminobutyric acid, N-alkylimino dipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkyl sarcosine, 2-alkylaminopropionic acid and alkylaminoacetic acid each with about 8 to 18 carbon atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and Ci2 / i8-acylsarcosine.
  • quaternary emulsifiers are also suitable, those of the ester quat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred.
  • the pearlescent concentrates according to the invention can contain the further emulsifiers in amounts of 0.1 to 90, preferably 5 to 50 and in particular 10 to 40% by weight.
  • Pearlescent waxes which form component (c) include, for example: alkylene glycol esters; Fatty acid alkanolamides; Partial glycerides; Esters of polyvalent, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms; Fatty substances, such as, for example, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which have a total of at least 24 carbon atoms; Ring opening products of olefin epoxides with 12 to 22 carbon atoms with fatty alcohols with 12 to 22 carbon atoms, fatty acids and / or polyols with 2 to 15 carbon atoms and 2 to 10 hydroxyl groups and mixtures thereof.
  • alkylene glycol ester • alkylene glycol ester.
  • the alkylene glycol esters are usually mono- and / or diesters of alkylene glycols which follow the formula (III)
  • R 3 CO is a linear or branched, saturated or unsaturated acyl radical having 6 to 22 carbon atoms
  • R 4 is hydrogen or R 5 CO
  • A is a linear or branched alkylene radical having 2 to 4 carbon atoms and n is a number from 1 to 5 stands.
  • Typical examples are mono- and / or diesters of ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, triethylene glycol or tetraethylene glycol with fatty acids with 6 to 22, preferably 12 to 18, carbon atoms as there are: caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid , Isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures.
  • the use of ethylene glycol mono- and / or distearate is particularly preferred.
  • Fatty acid alkanolamides which can be used as pearlescent waxes follow the formula (IV),
  • R 5 CO for a linear or branched, saturated or unsaturated acyl radical with 6 to 22 carbon atoms
  • R 6 for hydrogen or an optionally hydroxy-substituted alkyl radical with 1 to 4 carbon atoms
  • B for a linear or branched alkylene group with 1 to 4 carbon atoms stands.
  • Typical examples are condensation products of ethanolamine, methylethanolamine, diethanolamine, propanolamine, methylpropanolamine and dipropanolamine and their mixtures with caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, oleostic acid, oleostic acid Petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures.
  • the use of stearic acid ethanolamide is particularly preferred.
  • Partial glycerides which have pearlescent properties are mono- and / or diesters of glycerol with fatty acids, namely, for example, caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, oleic acid, elaalic acid , Linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures. They follow the formula (V),
  • R 7 CO for a linear or branched acyl radical having 6 to 22 carbon atoms
  • R 7 and R 9 independently of one another for hydrogen or R 7 CO, x, y and z in total for 0 or for numbers from 1 to 30
  • X for is an alkali or alkaline earth metal with the proviso that at least one of the two radicals R 8 and R 9 is hydrogen.
  • Typical examples are lauric acid, lauric, coconut fatty, coconut fatty acid triglyceride, glyceride palmitic acid, Palmitinklaretriglycerid, oleic, stearic acid diglyceride, isostearic acid monoglyceride, Isostearinklaigiycerid, oleic acid diglyceride, monoglyceride monoglyceride tallow, Talgfettklarediglycerid, behenic acid, Behenkladrediglycerid, erucic caklakladoglycerid, Erucaklakladrediglycerid and technical mixtures which may still contain small amounts of triglyceride from the manufacturing process.
  • ⁇ Polyvalent carboxylic acid and hydroxycarboxylic acid esters are Pearlescent waxes which can also be esters of polyvalent, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms.
  • suitable acid components of these esters are malonic acid, maleic acid, fumaric acid, adipic acid, sebacic acid, azelaic acid, dodecanedioic acid, phthalic acid, isophthalic acid and in particular succinic acid and malic acid, citric acid and in particular tartaric acid and mixtures thereof.
  • the fatty alcohols contain 6 to 22, preferably 12 to 18 and in particular 16 to 18 carbon atoms in the alkyl chain.
  • Typical examples are caprone alcohol, capryl alcohol, 2-ethylhexyl alcohol, caprinal alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyla alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linoleyl alcohol alcohol , Erucyl alcohol and brassidyl alcohol and their technical mixtures.
  • the esters can be present as full or partial esters, preferably mono- and especially diesters of carboxylic or hydroxycarboxylic acids.
  • Typical examples are succinic acid mono- and -dilauryl esters, succinic acid mono- and -dicetearly esters, succinic acid mono- and -distearyl esters, tartaric acid mono- and -dilauryl esters, tartaric acid mono- and dicocoalkyl esters, tartaric acid mono- and -dicetearyl esters, citric acid and mono- trilaury esters, citric acid mono-, di- and tricocoalkyl esters as well as citric acid mono-, di- and tricetearyl esters.
  • R 10 represents a linear alkyl radical having 24 to 48, preferably 32 to 36, carbon atoms.
  • the substances mentioned are generally long-chain oxidation products Paraffins.
  • Fat ketones which are suitable as component (a) preferably follow the formula (VII),
  • R 11 and R 12 independently of one another represent alkyl and / or alkenyl radicals having 1 to 22 carbon atoms, with the proviso that they have a total of at least 24 and preferably 32 to 48 carbon atoms.
  • the ketones can be prepared by methods known in the art, for example by pyrolysis of the corresponding fatty acid magnesium salts.
  • the ketones can be symmetrical or asymmetrical, but the two radicals R 11 and R 12 preferably differ only by one carbon atom and are derived from fatty acids having 16 to 22 carbon atoms. Stearon is characterized by particularly advantageous pearlescent properties.
  • Fatty aldehydes Fatty aldehydes suitable as pearlescent waxes correspond to the formula (VIII)
  • R 13 CO represents a linear or branched acyl radical having 24 to 48, preferably 28 to 32, carbon atoms.
  • Fatty ether also suitable as pearlescent waxes are fatty ethers of the formula (IX)
  • R 14 and R 15 independently of one another represent alkyl and / or alkenyl radicals having 1 to 22 carbon atoms, with the proviso that they have a total of at least 24 and preferably 32 to 48 carbon atoms.
  • Fat ethers of the type mentioned are usually prepared by acidic condensation of the corresponding fatty alcohols. Fat ethers with particularly advantageous pearlescent properties are obtained by condensation of fatty alcohols having 16 to 22 carbon atoms, such as, for example, cetyl alcohol, cetearyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, behenyl alcohol and / or erucyl alcohol.
  • Fatty carbonates are also suitable as component (a),
  • RI6O-CO-OR1 7 in which R 16 and R 17 independently of one another represent alkyl and / or alkenyl radicals having 1 to 22 carbon atoms, with the proviso that they have a total of at least 24 and preferably 32 to 48 carbon atoms.
  • the substances are obtained by transesterifying, for example, dimethyl or diethyl carbonate with the corresponding fatty alcohols in a manner known per se. Accordingly, the fatty carbonates can be constructed symmetrically or asymmetrically. However, carbonates are preferably used in which R 16 and R 17 are identical and represent alkyl radicals having 16 to 22 carbon atoms.
  • Transesterification products of dimethyl or diethyl carbonate with cetyl alcohol, cetearyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, behenyl alcohol and / or erucyl alcohol in the form of their mono- and diesters or their technical mixtures are particularly preferred.
  • ⁇ fatty acids Aliphatic, optionally hydroxy-substituted carboxylic acids with 16 to 30 carbons, such as, for example, stearic acid, cetylstearic acid, hydroxystearic acid and behenic acid and their technical mixtures, are suitable for this purpose.
  • the ring opening products are known substances which are usually produced by acid-catalyzed reaction of terminal or internal olefin epoxides with aliphatic alcohols.
  • the reaction products preferably follow the formula (XI)
  • R 18 and R 19 represent hydrogen or an alkyl radical having 10 to 20 carbon atoms, with the proviso that the sum of the carbon atoms of R 18 and R 19 is in the range from 10 to 20 and R 20 represents an alkyl and / or alkenyl radical having 12 to 22 carbon atoms and / or the radical of a polyol having 2 to 15 carbon atoms and 2 to 10 hydroxyl groups.
  • Typical examples are ring opening products of ⁇ -dodecene epoxide, ⁇ -hexadecene epoxide, ⁇ -octadecene epoxide, ⁇ -eicosenepoxide, ⁇ -docosenepoxide, i-dodecenepoxide, i-hexadecenepoxide, i-octadecene epoxide, i-eicosenepoxide and / or i-docosenepoxide with lauryl alcohol, coconut oil alcohol, myristyl alcohol, cetyl alcohol, cetearyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, behenyl alcohol and / or erucyl alcohol.
  • Ring opening products of hexa- and / or octadecene epoxides with fatty alcohols having 16 to 18 carbon atoms are preferably used.
  • polyols are used for the ring opening, the following substances are involved: glycerin; Alkylene glycols, such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexyl lenglycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons; technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10 such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight; Methyl compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol; Lower alkyl giucoside
  • Polyols which are considered as component (d) in the context of the invention preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are
  • Alkylene glycols such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
  • Methyl compounds such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
  • Lower alkyl giucosides in particular those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside;
  • Sugar alcohols with 5 to 12 carbon atoms such as sorbitol or mannitol,
  • Aminosugars such as glucamine.
  • the pearlescent concentrates according to the invention can contain the polyols, preferably glycerol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight in the range from 100 to 10000 in amounts of 0.1 to 40, preferably 0.5 to 15 and in particular 1 to 5% by weight. % contain.
  • n Position of the pearlescent concentrates by preparing a mixture of components (a), (b) and (c), heated to a temperature which is 1 to 30 ° C above the melting point of the mixture, with the required amount of water about the same Temperature mixes and then cools to room temperature. It is also possible to provide a concentrated aqueous (anion) surfactant paste, stir in the pearlescent wax while hot and then dilute the mixture to the desired concentration with further water, or to mix in the presence of polymeric hydrophilic thickeners, such as hydroxypropyl celluloses, xanthan gum or To carry out polymers of the carbomer type.
  • a concentrated aqueous (anion) surfactant paste stir in the pearlescent wax while hot and then dilute the mixture to the desired concentration with further water, or to mix in the presence of polymeric hydrophilic thickeners, such as hydroxypropyl celluloses, xanthan gum or To carry out polymers of the carbomer type.
  • the pearlescent concentrates according to the invention are suitable for adjusting turbidity in surface-active preparations, for example hair shampoos or manual dishwashing detergents.
  • Another object of the invention therefore relates to a process for the preparation of cloudy and pearlescent liquid, aqueous preparations of water-soluble surface-active substances, in which the pearlescent concentrates in an amount of 0.5 to 40, preferably 1 to, the clear aqueous preparations at 0 to 40 ° C. 20% by weight of the preparation is added and distributed therein with stirring.
  • the surface-active preparations which generally have a non-aqueous content in the range from 1 to 50 and preferably 5 to 35% by weight, can contain nonionic, anionic, cationic and / or amphoteric or amphoteric surfactants, the proportion of which in the Average is usually about 50 to 99 and preferably 70 to 90 wt .-%.
  • anionic surfactants are soaps, alkylbenzenesulfonates, alkanesulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, ⁇ -methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, glycerol ether sulfates, fatty acid monoglyceride (ether) sulfate, hydroxyl sulfate amate sulfate, fatty acid sulfate amide sulfate, fatty acid sulfate amate sulfate, hydroxymate sulfate amate sulfate, hydroxymic acid sulfate, fatty acid sulfate amate sulfate, fatty acid sulfate amate sulfate, hydroxymate sulfate, fatty acid sulfate,
  • anionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
  • Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers or mixed formals, alk (en) yl oligoglycosides, fatty acid N-alkyl glucamides, protein drolysates (especially vegetable products based on wheat), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides.
  • nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
  • Typical examples of cationic surfactants are quaternary ammonium compounds and ester quats, in particular quaternized fatty acid trialkanolamine ester salts.
  • Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines. The surfactants mentioned are exclusively known compounds.
  • the surface-active preparations, to which the pearlescent concentrates according to the invention are added can contain further auxiliaries and additives, such as, for example, oil bodies, superfatting agents, stabilizers, waxes, consistency agents, thickeners, polymers, silicone compounds, biogenic active ingredients, antidandruff agents, film formers, preservatives, hydrotropes, solubilizers, UV adsorber, dyes and fragrances.
  • auxiliaries and additives such as, for example, oil bodies, superfatting agents, stabilizers, waxes, consistency agents, thickeners, polymers, silicone compounds, biogenic active ingredients, antidandruff agents, film formers, preservatives, hydrotropes, solubilizers, UV adsorber, dyes and fragrances.
  • TN linear or branched, symmetrical or unsymmetrical dialkyl ethers with 6 to 22 carbon atoms per alkyl group, ring opening products of epoxidized fatty acid esters with polyols, silicone oils and / or aliphatic or naphthenic hydrocarbons.
  • Substances such as, for example, lanolin and lecithin and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.
  • Suitable consistency agents are primarily fatty alcohols or hydroxy fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and, in addition, partial glycerides, fatty acids or hydroxy fatty acids.
  • a combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred.
  • Suitable thickeners are, for example, polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, (for example Carbopole® from Goodrich or Synthalene® from Sigma), polyacrylamides, polyvinyl alcohol and polyvinyl pyrrolidone, surfactants such as, for example, ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as, for example, pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides, and electrolytes such as sodium chloride and ammonium chloride.
  • polysaccharides in particular xanthan gum, guar gu
  • Suitable cationic polymers are, for example, cationic cellulose derivatives, e.g. a quaternized hydroxyethyl cellulose available under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallyl ammonium salts and acrylamides, quaternized vinyl pyrrolidone / vinyl imidazole polymers such as e.g.
  • Luviquat® condensation products of polyglycols and amines, quaternized collagen polypeptides, such as lauryldimonium hydroxypropyl hydrolyzed coilagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as e.g. Amidomethicones, copolymers of adipic acid and dimethylaminohydroxypropyldiethylenethamine (Cartaretine® / Sandoz), copolymers of acrylic acid with dimethyldiallylammonium chloride (Merquat® 550 / Chemviron), polyaminopolyamides, e.g.
  • cationic chitin derivatives such as quaternized chitosan, optionally microcrystalline, condensation products from dihaloalkylene, such as e.g. Dibromobutane with bisdialkylamines, e.g. Bis-dimethylamino-1,3-propane, cationic guar gum, such as e.g. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from Celanese, quaternized ammonium salt polymers such as e.g. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 from Miranol.
  • dihaloalkylene such as e.g. Dibromobutane with bisdialkylamines, e.g. Bis-dimethylamino-1,3-propane
  • cationic guar gum such as e.g. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from Celanese
  • quaternized ammonium salt polymers such as
  • Ais anionic, zwitterionic, amphoteric and nonionic polymers are, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and esters thereof, uncrosslinked and polyol-crosslinked polyacrylic acids, acrylamidopropyl / Acrylate copolymers, octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / dimethylaminoethyl methacrylate / vinylcaprolactam-terpolymers and optionally de
  • Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones and amino, fatty acid, alcohol, polyether, epoxy, fluorine, glycoside and / or alkyl-modified silicone compounds, which can be both liquid and resinous at room temperature.
  • Typical examples of fats are glycerides, waxes include Beeswax, carnauba wax, candelilla wax, montan wax, paraffin wax or micro waxes, optionally in combination with hydrophilic waxes, e.g. Cetylstearyl alcohol or partial glycerides in question.
  • Metal salts of fatty acids such as e.g.
  • Biogenic active substances are, for example, tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, essential oils, plant extracts and vitamins.
  • Climbazole, octopirox and zinc pyrethione can be used as antidandruff agents.
  • Common film formers are, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinyl pyrrolidone, vinyl pyrrolidone / vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid or its salts and similar compounds.
  • Montmorillonites, clay minerals, pemulene and alkyl-modified carbopol types can serve as swelling agents for aqueous phases.
  • UV light protection filters are organic substances which are able to absorb ultraviolet rays and the absorbed energy in the form of longer-wave radiation, e.g. To give off heat again.
  • UVB filters can be oil-soluble or water-soluble. As oil-soluble substances e.g. to call:
  • 4-aminobenzoic acid derivatives preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and amyl 4- (dimethylamino) benzoate;
  • esters of cinnamic acid preferably 2-ethylhexyl 4-methoxycinnamate, isopentyl 4-methoxycinnamate, 2-ethylhexyl 2-cyano-3-phenylcinnamate (octocrylene);
  • esters of salicylic acid preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomethyl salicylic acid;
  • benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
  • Esters of benzalmalonic acid preferably di-2-ethylhexyl 4-methoxybenzmalonate; • Triazine derivatives, such as 2,4,6-trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1, 3,5-triazine and octyltriazone.
  • Propane-1,3-dione e.g. 1- (4-tert-butylphenyl) -3- (4'methoxyphenyl) propane-1,3-dione;
  • Sulfonic acid derivatives of 3-benzylidene camphor e.g. 4- (2-oxo-3-bornylidene methyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bornylidene) sulfonic acid and their salts.
  • UV-A filters such as 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1, 3-dione or 1-phenyl-3-
  • UV-A filters 4'-isopropylphenyl) propane-1,3-dione.
  • the UV-A and UV-B filters can of course also be used in mixtures.
  • insoluble pigments namely finely dispersed metal oxides or salts, such as, for example, titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, zirconium oxide, silicates (talc), barium sulfate and zinc stearate are also suitable for this purpose.
  • the particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm. They can have a spherical shape, but it is also possible to use particles which have an ellipsoidal shape or shape which differs from the spherical shape in some other way.
  • secondary light stabilizers of the antioxidant type can also be used, which interrupt the photochemical reaction chain which is triggered when UV radiation penetrates the skin. Typical examples are superoxide dismutase, tocopherols (vitamin E) and ascorbic acid (vitamin C). Further suitable UV light protection filters can be found in the overview by P.Finkel in S ⁇ FW-Journal 122, 543 (1996).
  • Hydrotropes such as ethanol, isopropyl alcohol or polyols can also be used to improve the flow behavior.
  • Polyols that come into consideration here preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are
  • Alkylene glycols such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
  • Lower alkyl giucosides in particular those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside;
  • Sugar alcohols with 5 to 12 carbon atoms such as sorbitol or mannitol,
  • Aminosugars such as glucamine.
  • Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid and the other classes of substances listed in Appendix 6, Parts A and B of the Cosmetics Ordinance.
  • N, N-diethyl-m-touluamide, 1, 2-pentanediol or Insect repellent 3535 are suitable as insect repellents, and dihydroxyacetone is suitable as a self-tanner.
  • Perfume oils include mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers (lily, lavender, roses, jasmine, neroli, yiang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, Oranges), roots (mace, angelica, celery, cardamom, costus, iris, calmus), wood (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), Needles and twigs (spruce, fir, pine, mountain pine), resins and balms (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
  • Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methyl phenyl glycinate, allyl cyclohexyl propylate pylate allylpropionate,
  • the ethers include, for example, benzylethyl ether, the aldehydes, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde,
  • fragrance oils of lower volatility which are mostly used as aroma components, are also suitable as perfume oils, e.g. sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil.
  • the dyes which can be used are those substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes” by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
  • the total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40% by weight, based on the composition.
  • the agents can be produced by customary cold or hot processes; the phase inversion temperature method is preferably used.
  • Another object of the invention finally relates to the use of fatty acid polyglycol ester sulfates as anionic emulsifiers for the production of aqueous pearlescent concentrates.
  • the pearlescent concentrates 1 to 6 according to the invention and the comparative mixture V1 were stored at 40 ° C. for 14 days and the viscosity was determined using the Brookfield method in an RVT viscometer (23 ° C., 10 rpm, spindle 5).
  • Aqueous hair shampoo formulations were then prepared by mixing the starting materials at 20 ° C., each containing 2 g of pearlescent concentrate, 15 g of coconut oil alcohol + 2EO sulfate sodium salt, 3 g of dimethylpolysiloxane, 5 g of coconut alkyl glucoside and 1.5 g of esterquat (water ad 100 wt .-%) contained.

Abstract

New aqueous nacreous lustre dispersions contain, relative to the non-aqueous part: (a) 1 to 99 wt % fatty acid polyglycol ester sulphates; (b) 0 to 90 wt % anionic, non-ionic, cationic, ampholytic and/or zwitterionic emulsifiers; (c) 1 to 50 wt % nacreous lustre waxes; and (d) 0 to 40 wt % polyols, provided that the amounts indicated add up to 100 wt %.

Description

Wäßrige PerlglanzdispersionenAqueous pearlescent dispersions
Gebiet der ErfindungField of the Invention
Die Erfindung betrifft wäßrige Perlglanzkonzentrate mit einem Gehalt an Fettsäurepolyglycolestersul- faten, Perlglanzwachsen sowie gegebenenfalls weiteren Emulgatoren und/oder Polyolen, ein Verfahren zu ihrer Herstellung, ein weiteres Verfahren zur Herstellung von perlglänzenden oberflächenaktiven Zubereitungen unter Verwendung der Konzentrate sowie die Verwendung der Fettsäurepoly- glycolestersulfate als Emulgatoren zur Herstellung von Perlglanzkonzentraten.The invention relates to aqueous pearlescent concentrates containing fatty acid polyglycol ester sulfates, pearlescent waxes and optionally further emulsifiers and / or polyols, a process for their preparation, a further process for producing pearlescent surface-active preparations using the concentrates and the use of the fatty acid polyglycol ester sulfates as Emulsifiers for the production of pearlescent concentrates.
Stand der TechnikState of the art
Der weich schimmernde Glanz von Perlen hat auf den Menschen schon seit Jahrtausenden eine besondere Faszination ausgeübt. Es ist daher kein Wunder, daß die Hersteller von kosmetischen Zubereitungen versuchen, ihren Produkten ein attraktives, wertvolles und gehaltvolles Erscheinungsbild zu verleihen. Der erste seit dem Mittelalter in der Kosmetik eingesetzte Perlglanz war eine perlglänzende Paste aus natürlichen Fischschuppen. Zu Anfang dieses Jahrhunderts entdeckte man, daß Wismutoxidchloride ebenfalls in der Lage sind, Perlglanz zu erzeugen. Für die moderne Kosmetik sind hingegen Perlglanzwachse, insbesondere vom Typ der Glycolmono- und -difettsäureester von Bedeutung, die überwiegend zur Erzeugung von Perlglanz in Haarshampoos und Duschgelen eingesetzt werden. Eine Übersicht zu modernen, perlglänzenden Formulierungen findet sich von A.Ansmann und R.Kawa in Parf.Kosm. 75, 578 (1994).The soft, shimmering shine of pearls has had a special fascination for people for thousands of years. It is therefore no wonder that manufacturers of cosmetic preparations try to give their products an attractive, valuable and substantial appearance. The first pearlescent used in cosmetics since the Middle Ages was a pearlescent paste made from natural fish scales. At the beginning of this century, it was discovered that bismuth oxychloride was also able to produce pearlescent. For modern cosmetics, on the other hand, pearlescent waxes, in particular of the glycol mono- and difatty acid ester type, are of importance, which are predominantly used to produce pearlescent in hair shampoos and shower gels. An overview of modern, pearlescent formulations can be found by A.Ansmann and R.Kawa in Parf.Kosm. 75, 578 (1994).
Der Stand der Technik kennt eine Vielzahl von Formulierungen, die oberflächenaktiven Mitteln den gewünschten Perlglanz verleihen. So sind beispielsweise aus den beiden Deutschen Patentanmeldungen DE 3843572 A1 und DE 4103551 A1 (Henkel) Perlglanzkonzentrate in Form fließfähiger wäßriger Dispersionen bekannt, die 15 bis 40 Gew.-% perlglänzender Komponenten, 5 bis 55 Gew.-% Emulgatoren und 0,1 bis 5 bzw. 15 bis 40 Gew.-% Polyole enthalten. Bei den Perlglanzwachsen handelt es sich um acylierte Polyalkylenglycole, Monoalkanolamide, lineare, gesättigte Fettsäuren oder Ketosulfone. In den beiden Europäischen Patentschriften EP 0181773 B1 und EP 0285389 B1 (Procter & Gamble) werden Shampoozusammensetzungen vorgeschlagen, die Tenside, nichtflüchtige Silicone und Perlglanzwachse enthalten. Gegenstand der Europäischen Patentanmeldung EP 0205922 A2 (Henkel) sind fließfähige Perlglanzkonzentrate, die 5 bis 15 Gew.-% acylierte Polyglycole, 1 bis 6 Gew.-% Fettsäure- monoethanolamide und 1 bis 5 Gew.-% nichtionische Emulgatoren enthalten. Gemäß der Lehre der Europäischen Patentschrift EP 0569843 B1 (Hoechst) lassen sich nichtionische, fließfähige Perlglanzdispersionen auch erhalten, indem man Mischungen von 5 bis 30 Gew.-% acylierten Polyglycolen und 0,1 bis 20 Gew.-% ausgewählten nichtionischen Tensiden herstellt. Aus der Europäischen Patentanmeldung EP 0581193 A1 (Hoechst) sind ferner fließfähige, konservierungsmittelfreie Perlglanzdispersionen bekannt, die acylierte Polyglycolether, Betaine, Aniontenside und Glycerin enthalten. Schließlich wird in der Europäischen Patentanmeldung EP 0684302 A1 (Th.Goldschmidt) die Verwendung von Polyglycerinestern als Kristallisationshilfsmittel für die Herstellung von Perlglanzkonzentraten vorgeschlagen.The prior art knows a large number of formulations which give surface-active agents the desired pearlescence. For example, from the two German patent applications DE 3843572 A1 and DE 4103551 A1 (Henkel) pearlescent concentrates in the form of flowable aqueous dispersions are known which contain 15 to 40% by weight of pearlescent components, 5 to 55% by weight of emulsifiers and 0.1 to Contain 5 or 15 to 40 wt .-% polyols. The pearlescent waxes are acylated polyalkylene glycols, monoalkanolamides, linear, saturated fatty acids or ketosulfones. In the two European patents EP 0181773 B1 and EP 0285389 B1 (Procter & Gamble) Shampoo compositions have been proposed that contain surfactants, non-volatile silicones and pearlescent waxes. European patent application EP 0205922 A2 (Henkel) relates to flowable pearlescent concentrates which contain 5 to 15% by weight of acylated polyglycols, 1 to 6% by weight of fatty acid monoethanolamides and 1 to 5% by weight of nonionic emulsifiers. According to the teaching of European Patent EP 0569843 B1 (Hoechst), nonionic, flowable pearlescent dispersions can also be obtained by preparing mixtures of 5 to 30% by weight of acylated polyglycols and 0.1 to 20% by weight of selected nonionic surfactants. From the European patent application EP 0581193 A1 (Hoechst) flowable, preservative-free pearlescent dispersions are also known which contain acylated polyglycol ethers, betaines, anionic surfactants and glycerol. Finally, the use of polyglycerol esters as crystallization aids for the production of pearlescent concentrates is proposed in European patent application EP 0684302 A1 (Th.Goldschmidt).
Trotz der Vielzahl von Mitteln besteht im Markt ein ständiges Bedürfnis nach neuen Perlglanzwachsen, die sich gegenüber den Produkten des Stands der Technik auch bei verminderter Einsatzmenge durch einen brillanten Glanz auszeichnen, die die Mitverwendung kritischer Inhaltsstoffe wie beispielsweise von Siliconen zulassen, ohne daß die Stabilität der Formulierungen beeinträchtigt wird, gleichzeitig über Estergruppen verfügen, damit eine ausreichende biologische Abbaubarkeit gewährleistet ist und die insbesondere in konzentrierter Form noch leicht beweglich und damit handhabbar sind. Die Aufgabe der vorliegenden Erfindung hat somit darin bestanden, neue Perlglanzkonzentrate mit dem geschilderten komplexen Anforderungsprofil zur Verfügung zu stellen.Despite the large number of agents, there is a constant need in the market for new pearlescent waxes which, compared to the products of the prior art, are distinguished by a brilliant gloss even when used in reduced quantities, and which allow the use of critical ingredients such as silicones, without the stability of the Formulations is impaired, at the same time have ester groups, so that sufficient biodegradability is guaranteed and which, especially in concentrated form, are still easy to move and thus to handle. The object of the present invention was therefore to provide new pearlescent concentrates with the complex requirement profile described.
Beschreibung der ErfindungDescription of the invention
Gegenstand der Erfindung sind wäßrige Perlglanzkonzentrate, enthaltend - bezogen auf den nichtwäßrigen Anteil -The invention relates to aqueous pearlescent concentrates containing - based on the nonaqueous fraction -
(a) 1 bis 99 Gew.-% Fettsäurepoiyglycolestersulfate,(a) 1 to 99% by weight of fatty acid polyglycol ester sulfates,
(b) 0 bis 90 Gew.-% anionische, nichtionische, kationische, ampholytische und/oder zwitterionische Emulgatoren,(b) 0 to 90% by weight of anionic, nonionic, cationic, ampholytic and / or zwitterionic emulsifiers,
(c) 1 bis 50 Gew.-% Perlglanzwachse sowie(c) 1 to 50% by weight of pearlescent waxes and
(d) 0 bis 40 Gew.-% Polyole,(d) 0 to 40% by weight of polyols,
mit der Maßgabe, daß sich die Mengenangaben zu 100 Gew.-% ergänzen.with the proviso that the quantities add up to 100% by weight.
Überraschenderweise wurde gefunden, daß der Einsatz von Fettsäurepolyglycolestersulfaten als anionische Emulgatoren die Herstellung von Konzentraten erlaubt, die ausgezeichnete perlglänzende Eigenschaften besitzen und sich gegenüber den Produkten des Stands der Technik durch eine höhere Brillanz bei geringerer Einsatzmenge, besondere Feinteiligkeit und Lagerstabilität auszeichnen. Die anionischen Emulgatoren sind leicht biologisch abbaubar, in konzentrierter Form dünnflüssig und erlauben auch die Einarbeitung von problematischen Inhaltsstoffen wie beispielsweise Siliconen in kosmetische Zubereitungen.Surprisingly, it was found that the use of fatty acid polyglycol ester sulfates as anionic emulsifiers allows the production of concentrates which are excellent pearlescent Have properties and distinguish themselves from the products of the prior art by a higher brilliance with a lower amount, special fine-particle structure and storage stability. The anionic emulsifiers are readily biodegradable, thin in a concentrated form and also allow problematic ingredients such as silicones to be incorporated into cosmetic preparations.
FettsäurepolyqlvcolestersulfateFatty acid polyol ester sulfates
Fettsäurepolyglycolestersulfate, die in den Konzentraten als anionische Emulgatoren (a) enthalten sind, folgen vorzugsweise der Formel (I),Fatty acid polyglycol ester sulfates which are contained in the concentrates as anionic emulsifiers (a) preferably follow the formula (I),
R1C00(A0)XS03X (I)R1C00 (A0) X S0 3 X (I)
in der R1CO für einen linearen oder verzweigten, gesättigten oder ungesättigten Acylrest mit 6 bis 22 Kohlenstoffatomen, x für Zahlen von durchschnittlich 1 bis 3 und AO für einen CH2CH2O-, CH2CH(CH3)0- und/oder CH(CH3)CH20-Rest und X für ein Alkali- und/oder Erdalkalimetall, Ammonium, Alkylammonium, Alkanolammonium oder Glucammonium steht und werden durch Sulfatierung der entsprechenden Fettsaurepolyglycolester hergestellt. Diese wiederum sind nach den einschlägigen präparativen Verfahren der organischen Chemie erhältlich. Hierzu wird Ethylenoxid, Propylenoxid oder deren Gemisch - in random- oder Blockverteilung - an die entsprechenden Fettsäuren angelagert, wobei diese Reaktion säurekatalysiert, vorzugsweise aber in Gegenwart von Basen, wie z.B. Natriummethylat oder calciniertem Hydrotalcit erfolgt. Wird ein Alkoxylierungsgrad von 1 gewünscht, können die Zwischenprodukte auch durch Veresterung der Fettsäuren mit einem entsprechenden Alky- lenglycol hergestellt werden. Die Sulfatierung der Fettsaurepolyglycolester kann in an sich bekannter Weise mit Chlorsulfonsäure oder vorzugsweise gasförmigem Schwefeltrioxid durchgeführt werden, wobei das molare Einsatzverhältnis zwischen Fettsaurepolyglycolester und Sulfatierungsmittel im Bereich von 1 : 0,95 bis 1 : 1 ,2, vorzugsweise 1 : 1 bis 1 : 1 ,1 und die Reaktionstemperatur 30 bis 80 und vorzugsweise 50 bis 60°C betragen kann. Es ist ferner möglich, die Fettsaurepolyglycolester zu untersulfatieren, d.h. deutlich weniger Sulfatierungsmittel einzusetzen, als dies für eine vollständige Umsetzung stöchiometrisch erforderlich wäre. Wählt man beispielsweise molare Einsatzmengen von Fettsaurepolyglycolester zu Sulfatierungsmittel von 1 : 0,5 bis 1 : 0,95 werden Mischungen von Fett- säurepolyglycolestersulfaten und Fettsäurepolyglycolestern erhalten, die für eine ganze Reihe von Anwendungen ebenfalls vorteilhaft sind. Um eine Hydrolyse zu vermeiden ist es dabei sehr wichtig, die Neutralisation bei einem pH-Wert im Bereich von 5 bis 9, vorzugsweise 7 bis 8 durchzuführen. Typische Beispiele für geeignete Ausgangsstoffe sind die Anlagerungsprodukte von 1 bis 3 Mol Ethylenoxid und/ oder Propylenoxid, vorzugsweise aber die Addukte mit 1 Mol Ethylenoxid oder 1 Mol Propylenoxid an Capronsäure, Caprylsäure, 2-Ethylhexansäure, Caprinsäure, Laurinsäure, Isotridecansäure, Myristin- säure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petro- selinsäure, Linolsäure, Linolensaure, Elaeostearinsäure, Arachinsäure, Gadoleinsäure, Behensäure und Erucasäure sowie deren technische Mischungen, die dann wie oben beschrieben sulfatiert und neutralisiert werden. Vorzugsweise werden Fettsäurepolyglycolestersulfate der Formel (I) eingesetzt, in der R1CO für einen Acylrest mit 12 bis 18 Kohlenstoffatomen, x für durchschnittlich 1 oder 2, AO für eine CH2CH2θ-Gruppe und X für Natrium oder Ammonium steht, wie beispielsweise Laurinsäure+1 EO- sulfat-Natriumsalz, Laurinsäure+1 EO-sulfat-Ammoniumsalz, Kokosfettsäure+1 EO-sulfat-Natriumsalz, Kokosfettsäure+1 EO-sulfat-Ammonium-salz, Talgfettsäure+1 EO-sulfat-Natriumsalz, Talgfettsäure+1 EO sulfat-Ammoniumsalz sowie deren Mischungen.in which R 1 CO is a linear or branched, saturated or unsaturated acyl radical having 6 to 22 carbon atoms, x is an average of 1 to 3 and AO is a CH2CH2O-, CH 2 CH (CH 3 ) 0- and / or CH ( CH 3 ) CH 2 0 radical and X is an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium and are prepared by sulfating the corresponding fatty acid polyglycol esters. These in turn can be obtained using the relevant preparative processes in organic chemistry. For this purpose, ethylene oxide, propylene oxide or a mixture thereof - in random or block distribution - is added to the corresponding fatty acids, this reaction being acid-catalyzed, but preferably in the presence of bases, such as, for example, sodium methylate or calcined hydrotalcite. If a degree of alkoxylation of 1 is desired, the intermediates can also be prepared by esterifying the fatty acids with an appropriate alkylene glycol. The sulfation of the fatty acid polyglycol esters can be carried out in a manner known per se using chlorosulfonic acid or preferably gaseous sulfur trioxide, the molar ratio between fatty acid polyglycol ester and sulfating agent being in the range from 1: 0.95 to 1: 1, 2, preferably 1: 1 to 1: 1 , 1 and the reaction temperature can be 30 to 80 and preferably 50 to 60 ° C. It is also possible to undersulfate the fatty acid polyglycol esters, ie to use significantly fewer sulfating agents than would be stoichiometrically required for complete conversion. For example, if molar amounts of fatty acid polyglycol ester to sulfating agent of 1: 0.5 to 1: 0.95 are selected, mixtures of fatty acid polyglycol ester sulfates and fatty acid polyglycol esters are obtained, which are also advantageous for a whole range of applications. In order to avoid hydrolysis, it is very important to carry out the neutralization at a pH in the range from 5 to 9, preferably 7 to 8. Typical examples of suitable starting materials are the addition products of 1 to 3 mol of ethylene oxide and / or propylene oxide, but preferably the adducts with 1 mol of ethylene oxide or 1 mol of propylene oxide with caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid Acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures, which are then sulfated and neutralized as described above. Fatty acid polyglycol ester sulfates of the formula (I) are preferably used in which R 1 CO stands for an acyl radical having 12 to 18 carbon atoms, x for an average of 1 or 2, AO for a CH2CH2θ group and X for sodium or ammonium, such as lauric acid + 1 EO sulfate sodium salt, lauric acid + 1 EO sulfate ammonium salt, coconut fatty acid + 1 EO sulfate sodium salt, coconut fatty acid + 1 EO sulfate ammonium salt, tallow fatty acid + 1 EO sulfate sodium salt, tallow fatty acid + 1 EO sulfate Ammonium salt and mixtures thereof.
EmulgatorenEmulsifiers
Die erfindungsgemäßen Perlglanzkonzentrate können als weitere Emulgatoren nichtionogene Tenside aus mindestens einer der folgenden Gruppen enthalten:The pearlescent concentrates according to the invention can contain nonionic surfactants from at least one of the following groups as further emulsifiers:
(b1) Anlagerungsprodukte von 2 bis 30 Mol Ethylenoxid und/ oder 0 bis 5 Mol Propylenoxid an lineare(b1) adducts of 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear
Fettalkohole mit 8 bis 22 C-Atomen, an Fettsäuren mit 12 bis 22 C-Atomen, an Alkylphenole mitFatty alcohols with 8 to 22 carbon atoms, with fatty acids with 12 to 22 carbon atoms, with alkylphenols with
8 bis 15 C-Atomen in der Alkylgruppe und an Triglyceride; (b2) Ci2/ιβ-Fettsäuremono- und -diester von Anlagerungsprodukten von 1 bis 30 Mol Ethylenoxid an8 to 15 carbon atoms in the alkyl group and on triglycerides; (b2) Ci2 / ιβ fatty acid monoesters and diesters of adducts of 1 to 30 moles of ethylene oxide
Glycerin; (b3) Glycerinmono- und -diester und Sorbitanmono- und -diester von gesättigten und ungesättigtenGlycerin; (b3) Glycerol mono- and diesters and sorbitan mono- and diesters of saturated and unsaturated
Fettsäuren mit 6 bis 22 Kohlenstoffatomen und deren Ethylenoxidanlagerungsprodukte; (b4) Alkylmono- und -oligoglycoside mit 8 bis 22 Kohlenstoffatomen im Alkylrest und deren ethoxy- lierte Analoga; (b5) Anlagerungsprodukte von 15 bis 60 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl; (bδ) Polyol- und insbesondere Polyglycerinester wie z.B. Polyglyceringlucosestearate, Polyglycerin- poiyricinoleat oder Polyglycerinpoly-12-hydroxystearat. Ebenfalls geeignet sind Gemische vonFatty acids with 6 to 22 carbon atoms and their ethylene oxide addition products; (b4) alkyl mono- and oligoglycosides with 8 to 22 carbon atoms in the alkyl radical and their ethoxylated analogs; (b5) adducts of 15 to 60 moles of ethylene oxide with castor oil and / or hardened castor oil; (bδ) polyol and especially polyglycerol esters such as e.g. Polyglycerol glucose stearates, polyglycerol polyyricin oleate or polyglycerol poly-12-hydroxystearate. Mixtures of
Verbindungen aus mehreren dieser Substanzklassen; (b7) Anlagerungsprodukte von 2 bis 15 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl; (b8) Partialester auf Basis linearer, verzweigter, ungesättigter bzw. gesättigter Ci2/22-Fettsäuren, Ricinolsäure sowie 12-Hydroxystearinsäure und Glycerin, Polyglycerin, Pentaerythrit, Dipenta- erythrit, Zuckeralkohole (z.B. Sorbit) sowie Polyglucoside (z.B. Cellulose); (b9) Mono-, Di- und/oderTrialkyl(ether)phosphate und deren Salze; (b10) Wollwachsalkohole;Compounds from several of these classes of substances; (b7) adducts of 2 to 15 moles of ethylene oxide with castor oil and / or hardened castor oil; (b8) partial esters based on linear, branched, unsaturated or saturated Ci2 / 22 fatty acids, ricinoleic acid and 12-hydroxystearic acid and glycerin, polyglycerin, pentaerythritol, dipentaerythritol, sugar alcohols (e.g. sorbitol) and polyglucosides (e.g. cellulose); (b9) mono-, di- and / or trialkyl (ether) phosphates and their salts; (b10) wool wax alcohols;
(b11 ) Polysiloxan-Polyalkyl-Polyether-Copolymere bzw. entsprechende Derivate; (b12) Mischester aus Pentaerythrit, Fettsäuren, Citronensäure und Fettalkohol gemäß DE-PS 1165574 sowie (b13) Polyalkylenglycole.(b11) polysiloxane-polyalkyl-polyether copolymers or corresponding derivatives; (b12) mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol according to DE-PS 1165574 and (b13) polyalkylene glycols.
Die Anlagerungsprodukte von Ethylenoxid und/oder von Propylenoxid an Fettalkohole, Fettsäuren, Alkylphenole, Glyce nmono- und -diester sowie Sorbitanmono- und -diester von Fettsäuren oder an Ricinusöl stellen bekannte, im Handel erhältliche Produkte dar. Es handelt sich dabei um Homologengemische, deren mittlerer Alkoxylierungsgrad dem Verhältnis der Stoffmengen von Ethylenoxid und/ oder Propylenoxid und Substrat, mit denen die Anlagerungsreaktion durchgeführt wird, entspricht. Ci2/i8-Fettsäuremono- und -diester von Anlagerungsprodukten von Ethylenoxid an Glycerin sind aus DE 2024051 PS als Rückfettungsmittel für kosmetische Zubereitungen bekannt.The adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols, glycone mono- and diesters as well as sorbitan mono- and diesters of fatty acids or with castor oil are known, commercially available products. These are mixtures of homologs whose average degree of alkoxylation corresponds to the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate with which the addition reaction is carried out. Ci2 / i8 fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE 2024051 PS as refatting agents for cosmetic preparations.
Cβ/iδ-Alkylmono- und -oligoglycoside, ihre Herstellung und ihre Verwendung sind aus dem Stand der Technik bekannt. Ihre Herstellung erfolgt insbesondere durch Umsetzung von Glucose oder Oligosac- chariden mit primären Alkoholen mit 8 bis 18 C-Atomen. Bezüglich des Glycosidrestes gilt, daß sowohl Monoglycoside, bei denen ein cyclischer Zuckerrest glycosidisch an den Fettalkohol gebunden ist, als auch oiigomere Glycoside mit einem Oligomerisationsgrad bis vorzugsweise etwa 8 geeignet sind. Der Oligomerisierungsgrad ist dabei ein statistischer Mittelwert, dem eine für solche technischen Produkte übliche Homologenverteilung zugrunde liegt.Cβ / iδ alkyl mono- and oligoglycosides, their preparation and their use are known from the prior art. They are produced in particular by reacting glucose or oligosaccharides with primary alcohols with 8 to 18 carbon atoms. Regarding the glycoside residue, both monoglycosides in which a cyclic sugar residue is glycosidically bonded to the fatty alcohol and oiigomeric glycosides with a degree of oligomerization of up to preferably about 8 are suitable. The degree of oligomerization is a statistical mean value which is based on a homolog distribution customary for such technical products.
In einer bevorzugten Ausführungsform der Erfindung werden als weitere anionische Emulgatoren Alkylethersulfate eingesetzt, die der Formel (II) folgen,In a preferred embodiment of the invention, alkyl ether sulfates which follow the formula (II) are used as further anionic emulsifiers,
R20-(CH2CH2θ)mS03X (II)R20- (CH 2 CH2θ) m S0 3 X (II)
in der R2 für einen linearen oder verzweigten Alkyl- und/oder Alkenylrest mit 6 bis 22 Kohlenstoffatomen, n für Zahlen von 1 bis 10 und X für ein Alkali- und/oder Erdalkalimetall, Ammonium, Alkylam- monium, Alkanolammonium oder Glucammonium steht. Typische Beispiele sind die Sulfate von Anlagerungsprodukten von durchschnittlich 1 bis 10 und insbesondere 2 bis 5 Mol Ethylenoxid an Capron- alkohol, Caprylalkohol, 2-Ethylhexylalkohol, Caprinalkohol, Laurylalkohol, Isotridecylalkohol, Myristyl- alkohol, Cetylalkohol, Palmoleylalkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Elaidylalkohol, Petroselinylalkohol, Arachylalkohol, Gadoleylalkohol, Behenylalkohol, Erucylalkohol und Brassidylalko- hol sowie deren technische Mischungen, in Form ihrer Natrium- und/oder Magnesiumsalze. Die Ether- sulfate können dabei sowohl eine konventionelle als auch eine eingeengte Homologenverteilung aufweisen. Besonders bevorzugt ist der Einsatz von Ethersulfaten auf Basis von Addukten von durchschnittlich 2 bis 3 Mol Ethylenoxid an technische C12/14- bzw. C12/18- Kokosfettalkoholfraktionen in Form ihrer Natrium- und/oder Magnesiumsalze.in which R 2 is a linear or branched alkyl and / or alkenyl radical having 6 to 22 carbon atoms, n is a number from 1 to 10 and X is an alkali metal and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium. Typical examples are the sulfates of addition products with an average of 1 to 10 and in particular 2 to 5 moles of ethylene oxide with capron alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, oleostyl alcohol, isostyl alcohol Elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures, in the form of their sodium and / or magnesium salts. The ether sulfates can have both a conventional and a narrow homolog distribution. It is particularly preferred to use ether sulfates based on adducts of an average of 2 to 3 mol ethylene oxide with technical C12 / 14 or C12 / 18 coconut oil alcohol fractions in the form of their sodium and / or magnesium salts.
Weiterhin können als zusätzliche Emulgatoren zwitterionische Tenside verwendet werden. Als zwitterionische Tenside werden solche oberflächenaktiven Verbindungen bezeichnet, die im Molekül mindestens eine quartäre Ammoniumgruppe und mindestens eine Carboxylat- und eine Sulfonatgruppe tragen. Beson-ders geeignete zwitterionische Tenside sind die sogenannten Betaine wie die N-Alkyl- N,N-dimethyl-ammoniumglycinate, beispielsweise das Kokosalkyldimethylammoniumgiycinat, N-Acyl- aminopropyl-N,N-dimethylammoniumglycinate, beispielsweise das Kokosacylaminopropyldimethylam- monium-glycinat, und 2-Alkyl-3-carboxylmethyl-3-hydroxyethylimidazoline mit jeweils 8 bis 18 C-Atomen in der Alkyl- oder Acylgruppe sowie das Kokosacylaminoethylhydroxyethylcarboxymethylglycinat. Besonders bevorzugt ist das unter der CTFA-Bezeichnung Cocamidopropyl Betaine bekannte Fettsäureamid-Derivat. Ebenfalls geeignete Emulgatoren sind ampholytische Tenside. Unter ampho- lytischen Tensiden werden solche oberflächenaktiven Verbindungen verstanden, die außer einer Cβm- Alkyl- oder -Acylgruppe im Molekül mindestens eine freie Aminogruppe und mindestens eine -COOH- oder -Sθ3H-Gruppe enthalten und zur Ausbildung innerer Salze befähigt sind. Beispiele für geeignete ampholytische Tenside sind N-Alkylglycine, N-Alkylpropionsäuren, N-Alkylaminobuttersäuren, N-Alkyl- iminodipropionsäuren, N-Hydroxyethyl-N-alkylamidopropylglycine, N-Alkyltaurine, N-Alkylsarcosine, 2- Alkylaminopropionsäuren und Alkylaminoessigsäuren mit jeweils etwa 8 bis 18 C-Atomen in der Alkyl- gruppe. Besonders bevorzugte ampholytische Tenside sind das N-Kokosalkylaminopropionat, das Kokosacylaminoethylaminopropionat und das Ci2/i8-Acylsarcosin. Neben den ampholytischen kommen auch quartäre Emulgatoren in Betracht, wobei solche vom Typ der Esterquats, vorzugsweise methyl- quatemierte Difettsäuretriethanolaminester-Salze, besonders bevorzugt sind.In addition, zwitterionic surfactants can be used as additional emulsifiers. Zwitterionic surfactants are those surface-active compounds in the molecule carry at least one quaternary ammonium group and at least one carboxylate and one sulfonate group. Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethyl-ammonium glycinate, for example the cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinate, for example the cocoacylaminopropyldimethylammonium 2-glycinate, and -Alkyl-3-carboxylmethyl-3-hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate. The fatty acid amide derivative known under the CTFA name of Cocamidopropyl Betaine is particularly preferred. Suitable emulsifiers are ampholytic surfactants. Ampholytic surfactants are surface-active compounds which, in addition to a Cβm-alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -Sθ3H group in the molecule and are capable of forming internal salts. Examples of suitable ampholytic surfactants are N-alkylglycine, N-alkylpropionic acid, N-alkylaminobutyric acid, N-alkylimino dipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkyl sarcosine, 2-alkylaminopropionic acid and alkylaminoacetic acid each with about 8 to 18 carbon atoms in the alkyl group. Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and Ci2 / i8-acylsarcosine. In addition to the ampholytic emulsifiers, quaternary emulsifiers are also suitable, those of the ester quat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred.
Die erfindungsgemäßen Perlglanzkonzentrate können die weiteren Emulgatoren in Mengen von 0,1 bis 90, vorzugsweise 5 bis 50 und insbesondere 10 bis 40 Gew.-% enthalten.The pearlescent concentrates according to the invention can contain the further emulsifiers in amounts of 0.1 to 90, preferably 5 to 50 and in particular 10 to 40% by weight.
PerlqlanzwachsePearlescent waxes
Als Perlglanzwachse, die die Komponente (c) bilden, kommen beispielsweise in Frage: Alkylenglycol- ester; Fettsäurealkanolamide; Partialglyceride; Ester von mehrwertigen, gegebenenfalls hydroxysub- stituierte Carbonsäuren mit Fettalkoholen mit 6 bis 22 Kohlenstoffatomen; Fettstoffe, wie beispielsweise Fettalkohole, Fettketone, Fettaldehyde, Fettether und Fettcarbonate, die in Summe mindestens 24 Kohlenstoffatome aufweisen; Ringöffnungsprodukte von Olefinepoxiden mit 12 bis 22 Kohlenstoffatomen mit Fettalkoholen mit 12 bis 22 Kohlenstoffatomen, Fettsäuren und/oder Polyolen mit 2 bis 15 Kohlenstoffatomen und 2 bis 10 Hydroxylgruppen sowie deren Mischungen.Pearlescent waxes which form component (c) include, for example: alkylene glycol esters; Fatty acid alkanolamides; Partial glycerides; Esters of polyvalent, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms; Fatty substances, such as, for example, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which have a total of at least 24 carbon atoms; Ring opening products of olefin epoxides with 12 to 22 carbon atoms with fatty alcohols with 12 to 22 carbon atoms, fatty acids and / or polyols with 2 to 15 carbon atoms and 2 to 10 hydroxyl groups and mixtures thereof.
• Alkylenglycolester. Bei den Alkylenglycolestem handelt es sich üblicherweise um Mono- und/oder Diester von Alkylenglycolen, die der Formel (III) folgen,• alkylene glycol ester. The alkylene glycol esters are usually mono- and / or diesters of alkylene glycols which follow the formula (III)
Figure imgf000008_0001
in der R3CO für einen linearen oder verzweigten, gesättigten oder ungesättigten Acylrest mit 6 bis 22 Kohlenstoffatomen, R4 für Wasserstoff oder R5CO und A für einen linearen oder verzweigten Alkylenrest mit 2 bis 4 Kohlenstoffatomen und n für Zahlen von 1 bis 5 steht. Typische Beispiele sind Mono- und/oder Diester von Ethylenglycol, Propylenglycol, Diethylenglycol, Dipropylenglycol, Triethylenglycol oder Tetraethylenglycoi mit Fettsäuren mit 6 bis 22, vorzugsweise 12 bis 18 Kohlenstoffatomen als da sind: Capronsäure, Caprylsäure, 2-Ethylhexansäure, Caprinsäure, Laurin- säure, Isotridecansäure, Myristinsäure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselinsäure, Linolsäure, Linolensaure, Elaeostearinsäure, Arachinsäure, Gadoleinsäure, Behensäure und Erucasaure sowie deren technische Mischungen. Besonders bevorzugt ist der Einsatz von Ethylenglycolmono- und/oder -distearat.
Figure imgf000008_0001
in which R 3 CO is a linear or branched, saturated or unsaturated acyl radical having 6 to 22 carbon atoms, R 4 is hydrogen or R 5 CO and A is a linear or branched alkylene radical having 2 to 4 carbon atoms and n is a number from 1 to 5 stands. Typical examples are mono- and / or diesters of ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, triethylene glycol or tetraethylene glycol with fatty acids with 6 to 22, preferably 12 to 18, carbon atoms as there are: caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid , Isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures. The use of ethylene glycol mono- and / or distearate is particularly preferred.
► Fettsäurealkanolamide. Fettsäureaikanolamide, die als Perlglanzwachse in Frage kommen, folgen der Formel (IV),► Fatty acid alkanolamides. Fatty acid aikanolamides which can be used as pearlescent waxes follow the formula (IV),
Figure imgf000009_0001
Figure imgf000009_0001
in der R5CO für einen linearen oder verzweigten, gesättigten oder ungesättigten Acylrest mit 6 bis 22 Kohlenstoffatomen, R6 für Wasserstoff oder einen gegebenenfalls hydroxysubstituierten Alkyl- rest mit 1 bis 4 Kohlenstoffatomen und B für eine lineare oder verzweigte Alkylengruppe mit 1 bis 4 Kohlenstoffatomen steht. Typische Beispiele sind Kondensationsprodukte von Ethanolamin, Methy- lethanolamin, Diethanolamin, Propanolamin, Methylpropanolamin und Dipropanolamin sowie deren Mischungen mit Capronsäure, Caprylsäure, 2-Ethylhexansäure, Caprinsäure, Laurinsäure, Isotridecansäure, Myristinsäure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselinsäure, Linolsäure, Linolensaure, Elaeostearinsäure, Arachinsäure, Gadoleinsäure, Behensäure und Erucasaure sowie deren technische Mischungen. Besonders bevorzugt ist der Einsatz von Stearinsäureethanolamid.in the R 5 CO for a linear or branched, saturated or unsaturated acyl radical with 6 to 22 carbon atoms, R 6 for hydrogen or an optionally hydroxy-substituted alkyl radical with 1 to 4 carbon atoms and B for a linear or branched alkylene group with 1 to 4 carbon atoms stands. Typical examples are condensation products of ethanolamine, methylethanolamine, diethanolamine, propanolamine, methylpropanolamine and dipropanolamine and their mixtures with caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, oleostic acid, oleostic acid Petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures. The use of stearic acid ethanolamide is particularly preferred.
• Partialglyceride. Partialglyceride, die über Perlglanzeigenschaften verfügen, stellen Mono- und/oder Diester des Glycerins mit Fettsäuren, nämlich beispielsweise Capronsäure, Caprylsäure, 2-Ethylhexansäure, Caprinsäure, Laurinsäure, Isotridecansäure, Myristinsäure, Palmitinsäure, Palmoleinsäure, Stearinsäure, Isostearinsäure, Ölsäure, Elaidinsäure, Petroselinsäure, Linolsäure, Linolensaure, Elaeostearinsäure, Arachinsäure, Gadoleinsäure, Behensäure und Erucasaure sowie deren technische Mischungen dar. Sie folgen der Formel (V),• partial glycerides. Partial glycerides which have pearlescent properties are mono- and / or diesters of glycerol with fatty acids, namely, for example, caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, oleic acid, elaalic acid , Linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures. They follow the formula (V),
Figure imgf000009_0002
in der R7CO für einen linearen oder verzweigten Acylrest mit 6 bis 22 Kohlenstoffatomen, R7 und R9 unabhängig voneinander für Wasserstoff oder R7CO, x, y und z in Summe für 0 oder für Zahlen von 1 bis 30 und X für ein Alkali- oder Erdalkalimetall mit der Maßgabe steht, daß mindestens einer der beiden Reste R8 und R9 Wasserstoff darstellt. Typische Beispiele sind Laurinsäuremonoglycerid, Laurinsäurediglycerid, Kokosfettsäuremonoglycerid, Kokosfettsäuretriglycerid, Palmitinsäuremono- glycerid, Palmitinsäuretriglycerid, Stearinsäuremonoglycerid, Stearinsäurediglycerid, Isostearin- säuremonoglycerid, Isostearinsäuredigiycerid, Ölsäuremonoglycerid, Ölsäurediglycerid, Talgfett- säuremonoglycerid, Talgfettsäurediglycerid, Behensäuremonoglycerid, Behensäurediglycerid, Eru- casäuremonoglycerid, Erucasäurediglycerid sowie deren technische Gemische, die untergeordnet aus dem Herstellungsprozeß noch geringe Mengen an Triglycerid enthalten können.
Figure imgf000009_0002
in which R 7 CO for a linear or branched acyl radical having 6 to 22 carbon atoms, R 7 and R 9 independently of one another for hydrogen or R 7 CO, x, y and z in total for 0 or for numbers from 1 to 30 and X for is an alkali or alkaline earth metal with the proviso that at least one of the two radicals R 8 and R 9 is hydrogen. Typical examples are lauric acid, lauric, coconut fatty, coconut fatty acid triglyceride, glyceride palmitic acid, Palmitinsäuretriglycerid, oleic, stearic acid diglyceride, isostearic acid monoglyceride, Isostearinsäuredigiycerid, oleic acid diglyceride, monoglyceride monoglyceride tallow, Talgfettsäurediglycerid, behenic acid, Behensäurediglycerid, erucic casäuremonoglycerid, Erucasäurediglycerid and technical mixtures which may still contain small amounts of triglyceride from the manufacturing process.
► Mehrwertige Carbonsäure- und Hydroxycarbonsäureester. Als Perlglanzwachse kommen weiterhin Ester von mehrwertigen, gegebenenfalls hydroxysubstituierten Carbonsäuren mit Fettalkoholen mit 6 bis 22 Kohlenstoffatomen in Frage. Als Säurekomponente dieser Ester kommen beispielsweise Malonsäure, Maleinsäure, Fumarsäure, Adipinsäure, Sebacinsäure, Azelainsäure, Dodecandisäure, Phthalsäure, Isophthalsäure und insbesondere Bernsteinsäure sowie Äpfelsäure, Citronensäure und insbesondere Weinsäure und deren Mischungen in Betracht. Die Fettalkohole enthalten 6 bis 22, vorzugsweise 12 bis 18 und insbesondere 16 bis 18 Kohlenstoffatome in der Alkylkette. Typische Beispiele sind Capronalkohol, Caprylalkohol, 2-Ethylhexylalkohol, Caprinalko- hol, Laurylalkohol, Isotridecylalkohol, Myristylalkohol, Cetylaikohol, Palmoleylalkohol, Stearylalko- hol, Isostearylalkohol, Oleylalkohol, Elaidylalkohol, Petroselinylalkohol, Linolylalkohol, Linolenyl- alkohol, Elaeostearylalkohol, Arachylalkohol, Gadoleylalkohol, Behenylalkohol, Erucylalkohol und Brassidylalkohol sowie deren technische Mischungen. Die Ester können als Voll- oder Partialester vorliegen, vorzugsweise werden Mono- und vor allem Diester der Carbon- bzw. Hydroxycarbon- säuren eingesetzt. Typische Beispiele sind Bernsteinsäuremono- und -dilaurylester, Bernsteinsäure- mono- und -dicetearlyester, Bernsteinsäuremono- und -distearylester, Weinsäuremono- und -dilaurylester, Weinsäuremono- und dikokosalkylester, Weinsäuremono- und -dicetearylester, Citronen- säuremono-, -di- und -trilaurylester, Citronensäuremono-, -di- und -trikokosalkylester sowie Citro- nensäuremono-, -di- und -tricetearylester.► Polyvalent carboxylic acid and hydroxycarboxylic acid esters. Pearlescent waxes which can also be esters of polyvalent, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms. Examples of suitable acid components of these esters are malonic acid, maleic acid, fumaric acid, adipic acid, sebacic acid, azelaic acid, dodecanedioic acid, phthalic acid, isophthalic acid and in particular succinic acid and malic acid, citric acid and in particular tartaric acid and mixtures thereof. The fatty alcohols contain 6 to 22, preferably 12 to 18 and in particular 16 to 18 carbon atoms in the alkyl chain. Typical examples are caprone alcohol, capryl alcohol, 2-ethylhexyl alcohol, caprinal alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyla alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linolenyl alcohol alcohol, linoleyl alcohol alcohol , Erucyl alcohol and brassidyl alcohol and their technical mixtures. The esters can be present as full or partial esters, preferably mono- and especially diesters of carboxylic or hydroxycarboxylic acids. Typical examples are succinic acid mono- and -dilauryl esters, succinic acid mono- and -dicetearly esters, succinic acid mono- and -distearyl esters, tartaric acid mono- and -dilauryl esters, tartaric acid mono- and dicocoalkyl esters, tartaric acid mono- and -dicetearyl esters, citric acid and mono- trilaury esters, citric acid mono-, di- and tricocoalkyl esters as well as citric acid mono-, di- and tricetearyl esters.
• Fettalkohole. Als weitere Gruppe von Perlglanzwachsen können langkettige Fettalkohole eingesetzt werden, die der Formel (VI) folgen,• fatty alcohols. Long-chain fatty alcohols which follow the formula (VI) can be used as a further group of pearlescent waxes,
Figure imgf000010_0001
Figure imgf000010_0001
in der R10 für einen linearen Alkylrest mit 24 bis 48, vorzugsweise 32 bis 36 Kohlenstoffatomen steht. Bei den genannten Stoffen handelt es sich in der Regel um Oxidationsprodukte langkettiger Paraffine.in which R 10 represents a linear alkyl radical having 24 to 48, preferably 32 to 36, carbon atoms. The substances mentioned are generally long-chain oxidation products Paraffins.
Fettketone. Fettketone, die als Komponente (a) in Betracht kommen, folgen vorzugsweise der Formel (VII),Fat ketones. Fat ketones which are suitable as component (a) preferably follow the formula (VII),
11.CO-R12 (VII)11.CO-R 12 (VII)
in der R11 und R12 unabhängig voneinander für Alkyl- und/oder Alkenylreste mit 1 bis 22 Kohlenstoffatomen stehen, mit der Maßgabe, daß sie in Summe mindestens 24 und vorzugsweise 32 bis 48 Kohlenstoffatome aufweisen. Die Ketone können nach Verfahren des Stands der Technik hergestellt werden, beispielsweise durch Pyrolyse der entsprechenden Fettsäure-Magnesiumsalze. Die Ketone können symmetrisch oder unsymmetrisch aufgebaut sein, vorzugsweise unterscheiden sich die beiden Reste R11 und R12 aber nur um ein Kohlenstoffatom und leiten sich von Fettsäuren mit 16 bis 22 Kohlenstoffatomen ab. Dabei zeichnet sich Stearon durch besonders vorteilhafte Perlglanzeigenschaften aus.in which R 11 and R 12 independently of one another represent alkyl and / or alkenyl radicals having 1 to 22 carbon atoms, with the proviso that they have a total of at least 24 and preferably 32 to 48 carbon atoms. The ketones can be prepared by methods known in the art, for example by pyrolysis of the corresponding fatty acid magnesium salts. The ketones can be symmetrical or asymmetrical, but the two radicals R 11 and R 12 preferably differ only by one carbon atom and are derived from fatty acids having 16 to 22 carbon atoms. Stearon is characterized by particularly advantageous pearlescent properties.
Fettaldehyde. Als Perlglanzwachse geeignete Fettaldehyde entsprechen der Formel (VIII),Fatty aldehydes. Fatty aldehydes suitable as pearlescent waxes correspond to the formula (VIII)
Figure imgf000011_0001
Figure imgf000011_0001
in der R13CO für einen linearen oder verzweigten Acylrest mit 24 bis 48, vorzugsweise 28 bis 32 Kohlenstoffatomen steht.in which R 13 CO represents a linear or branched acyl radical having 24 to 48, preferably 28 to 32, carbon atoms.
Fettether. Als Perlglanzwachse kommen ferner Fettether der Formel (IX) in Frage,Fatty ether. Also suitable as pearlescent waxes are fatty ethers of the formula (IX)
R14-0-R15 (IX)R14-0-R 15 (IX)
in der R14 und R15 unabhängig voneinander für Alkyl- und/oder Alkenylreste mit 1 bis 22 Kohlenstoffatomen stehen, mit der Maßgabe, daß sie in Summe mindestens 24 und vorzugsweise 32 bis 48 Kohlenstoffatome aufweisen. Fettether der genannten Art werden üblicherweise durch saure Kondensation der entsprechenden Fettalkohole hergestellt. Fettether mit besonders vorteilhaften Perlglanzeigenschaften werden durch Kondensation von Fettalkoholen mit 16 bis 22 Kohlenstoffatomen, wie beispielsweise Cetylalkohol, Cetearylalkohol, Stearylalkohol, Isostearylalkohol, Oleylal- kohol, Behenylalkohoi und/oder Erucylalkohol erhalten.in which R 14 and R 15 independently of one another represent alkyl and / or alkenyl radicals having 1 to 22 carbon atoms, with the proviso that they have a total of at least 24 and preferably 32 to 48 carbon atoms. Fat ethers of the type mentioned are usually prepared by acidic condensation of the corresponding fatty alcohols. Fat ethers with particularly advantageous pearlescent properties are obtained by condensation of fatty alcohols having 16 to 22 carbon atoms, such as, for example, cetyl alcohol, cetearyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, behenyl alcohol and / or erucyl alcohol.
Fettcarbonate. Als Komponente (a) kommen weiterhin Fettcarbonate der Formel (X) in Betracht,Fatty carbonates. Fatty carbonates of the formula (X) are also suitable as component (a),
RI6O-CO-OR17 (X) in der R16 und R17 unabhängig voneinander für Alkyl- und/oder Alkenylreste mit 1 bis 22 Kohlenstoffatomen stehen, mit der Maßgabe, daß sie in Summe mindestens 24 und vorzugsweise 32 bis 48 Kohlenstoffatome aufweisen. Die Stoffe werden erhalten, indem man beispielsweise Dimethyl- oder Diethylcarbonat mit den entsprechenden Fettalkoholen in an sich bekannter Weise umestert. Demzufolge können die Fettcarbonate symmetrisch oder unsymmetrisch aufgebaut sein. Vorzugsweise werden jedoch Carbonate eingesetzt, in denen R16 und R17 gleich sind und für Alkylreste mit 16 bis 22 Kohlenstoffatomen stehen. Besonders bevorzugt sind Umesterungsprodukte von Dimethyl- bzw. Diethylcarbonat mit Cetylalkohol, Cetearylalkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Behenylalkohol und/ oder Erucylalkohol in Form ihrer Mono- und Diester bzw. deren technischen Mischungen.RI6O-CO-OR1 7 (X) in which R 16 and R 17 independently of one another represent alkyl and / or alkenyl radicals having 1 to 22 carbon atoms, with the proviso that they have a total of at least 24 and preferably 32 to 48 carbon atoms. The substances are obtained by transesterifying, for example, dimethyl or diethyl carbonate with the corresponding fatty alcohols in a manner known per se. Accordingly, the fatty carbonates can be constructed symmetrically or asymmetrically. However, carbonates are preferably used in which R 16 and R 17 are identical and represent alkyl radicals having 16 to 22 carbon atoms. Transesterification products of dimethyl or diethyl carbonate with cetyl alcohol, cetearyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, behenyl alcohol and / or erucyl alcohol in the form of their mono- and diesters or their technical mixtures are particularly preferred.
► Fettsäuren. Für diesen Zweck kommen aliphatische, gegebenenfalls hydroxysubstituierte Carbonsäuren mit 16 bis 30 Kohlenstoffen in Frage, wie beispielsweise Stearinsäure, Cetylstearinsäure, Hydroxystearinsäure und Behensäure sowie deren technische Gemische.► fatty acids. Aliphatic, optionally hydroxy-substituted carboxylic acids with 16 to 30 carbons, such as, for example, stearic acid, cetylstearic acid, hydroxystearic acid and behenic acid and their technical mixtures, are suitable for this purpose.
» Epoxidringöffnungsprodukte. Bei den Ringöffnungsprodukten handelt es sich um bekannte Stoffe, die üblicherweise durch säurekatalysierte Umsetzung von endständigen oder innenständigen Olefinepoxiden mit aliphatischen Alkoholen hergestellt werden. Die Reaktionsprodukte folgen vorzugsweise der Formel (XI),»Epoxy ring opening products. The ring opening products are known substances which are usually produced by acid-catalyzed reaction of terminal or internal olefin epoxides with aliphatic alcohols. The reaction products preferably follow the formula (XI)
OHOH
Figure imgf000012_0001
Figure imgf000012_0001
in der R18 und R19 für Wasserstoff oder einen Alkylrest mit 10 bis 20 Kohlenstoffatomen steht, mit der Maßgabe, daß die Summe der Kohlenstoffatome von R18 und R19 im Bereich von 10 bis 20 liegt und R20 für einen Alkyl- und/oder Alkenylrest mit 12 bis 22 Kohlenstoffatomen und/oder den Rest eines Polyols mit 2 bis 15 Kohlenstoffatomen und 2 bis 10 Hydroxylgruppen steht. Typische Beispiele sind Ringöffnungsprodukte von α-Dodecenepoxid, α-Hexadecenepoxid, α-Octadecen- epoxid, α-Eicosenepoxid, α-Docosenepoxid, i-Dodecenepoxid, i-Hexadecenepoxid, i-Octadecen- epoxid, i-Eicosenepoxid und/oder i-Docosenepoxid mit Laurylalkohol, Kokosfettalkohol, Myristyl- alkohol, Cetylalkohol, Cetearylalkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Elaidylalko- hol, Petroselinylalkohol, Linolylalkohol, Linolenylalkohol, Behenylalkohol und/oder Erucylalkohol. Vorzugsweise werden Ringöffnungsprodukte von Hexa- und/oder Octadecenepoxiden mit Fettalkoholen mit 16 bis 18 Kohlenstoffatomen eingesetzt. Werden anstelle der Fettalkohole Polyole für die Ringöffnung eingesetzt, so handelt es sich beispielsweise um folgende Stoffe: Glycerin; Alky- lenglycole, wie beispielsweise Ethylenglycol, Diethylenglycol, Propylenglycol, Butylenglycol, Hexy- lenglycol sowie Polyethylenglycole mit einem durchschnittlichen Molekulargewicht von 100 bis 1.000 Dalton; technische Oligoglyceringemische mit einem Eigenkondensationsgrad von 1 ,5 bis 10 wie etwa technische Diglyceringemische mit einem Diglyceringehalt von 40 bis 50 Gew.-%; Methyol- verbindungen, wie insbesondere Trimethylolethan, Trimethylolpropan, Trimethylolbutan, Pentaerythrit und Dipentaerythrit; Niedrigalkylgiucoside, insbesondere solche mit 1 bis 8 Kohlenstoffen im Alkylrest, wie beispielsweise Methyl- und Butylglucosid; Zuckeralkohole mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Sorbit oder Mannit, Zucker mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Glucose oder Saccharose; Aminozucker, wie beispielsweise Glucamin.in which R 18 and R 19 represent hydrogen or an alkyl radical having 10 to 20 carbon atoms, with the proviso that the sum of the carbon atoms of R 18 and R 19 is in the range from 10 to 20 and R 20 represents an alkyl and / or alkenyl radical having 12 to 22 carbon atoms and / or the radical of a polyol having 2 to 15 carbon atoms and 2 to 10 hydroxyl groups. Typical examples are ring opening products of α-dodecene epoxide, α-hexadecene epoxide, α-octadecene epoxide, α-eicosenepoxide, α-docosenepoxide, i-dodecenepoxide, i-hexadecenepoxide, i-octadecene epoxide, i-eicosenepoxide and / or i-docosenepoxide with lauryl alcohol, coconut oil alcohol, myristyl alcohol, cetyl alcohol, cetearyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, behenyl alcohol and / or erucyl alcohol. Ring opening products of hexa- and / or octadecene epoxides with fatty alcohols having 16 to 18 carbon atoms are preferably used. If, instead of the fatty alcohols, polyols are used for the ring opening, the following substances are involved: glycerin; Alkylene glycols, such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexyl lenglycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons; technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10 such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight; Methyl compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol; Lower alkyl giucosides, in particular those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside; Sugar alcohols with 5 to 12 carbon atoms, such as, for example, sorbitol or mannitol, sugars with 5 to 12 carbon atoms, such as, for example, glucose or sucrose; Aminosugars such as glucamine.
PolyolePolyols
Polyole, die im Sinne der Erfindung als Komponente (d) in Betracht kommen, besitzen vorzugsweise 2 bis 15 Kohlenstoffatome und mindestens zwei Hydroxylgruppen. Typische Beispiele sindPolyols which are considered as component (d) in the context of the invention preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are
• Glycerin;• glycerin;
• Alkylenglycole, wie beispielsweise Ethylenglycol, Diethylenglycol, Propylenglycol, Butylenglycol, Hexylenglycol sowie Polyethylenglycole mit einem durchschnittlichen Molekulargewicht von 100 bis 1.000 Dalton;Alkylene glycols, such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
• technische Oligoglyceringemische mit einem Eigenkondensationsgrad von 1 ,5 bis 10, wie etwa technische Diglyceringemische mit einem Diglyceringehalt von 40 bis 50 Gew.-%;Technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10, such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight;
• Methyolverbindungen, wie insbesondere Trimethylolethan, Trimethylolpropan, Trimethylolbutan, Pentaerythrit und Dipentaerythrit;• Methyl compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
• Niedrigalkylgiucoside, insbesondere solche mit 1 bis 8 Kohlenstoffen im Alkylrest, wie beispielsweise Methyl- und Butylglucosid;• Lower alkyl giucosides, in particular those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside;
• Zuckeralkohole mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Sorbit oder Mannit,Sugar alcohols with 5 to 12 carbon atoms, such as sorbitol or mannitol,
• Zucker mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Glucose oder Saccharose;• Sugar with 5 to 12 carbon atoms, such as glucose or sucrose;
• Aminozucker, wie beispielsweise Glucamin.Aminosugars, such as glucamine.
Die erfindungsgemäßen Perlglanzkonzentrate können die Polyole, vorzugsweise Glycerin, Propylenglycol, Butylenglycol, Hexylenglycol sowie Polyethylenglycole mit einem durchschnittlichen Molekulargewicht im Bereich von 100 bis 1.0000 in Mengen von 0,1 bis 40, vorzugsweise 0,5 bis 15 und insbesondere 1 bis 5 Gew.-% enthalten.The pearlescent concentrates according to the invention can contain the polyols, preferably glycerol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight in the range from 100 to 10000 in amounts of 0.1 to 40, preferably 0.5 to 15 and in particular 1 to 5% by weight. % contain.
HerstellverfahrenManufacturing process
In einer bevorzugten Ausführungsform, die ebenfalls Gegenstand der Erfindung ist, erfolgt die Her-In a preferred embodiment, which is also the subject of the invention, the production takes place
n Stellung der Perlglanzkonzentrate, indem man eine Mischung aus den Komponenten (a), (b) und (c) herstellt, auf eine Temperatur erwärmt, die 1 bis 30°C oberhalb des Schmelzpunktes der Mischung liegt, mit der erforderlichen Menge Wasser etwa der gleichen Temperatur mischt und anschließend auf Raumtemperatur abkühlt. Ferner ist es möglich, eine konzentrierte wäßrige (Anion-)Tensidpaste vorzulegen, das Perlglanzwachs in der Wärme einzurühren und die Mischung anschließend mit weiterem Wasser auf die gewünschte Konzentration zu verdünnen oder das Vermischen in Gegenwart polymerer hydrophiler Verdickungsmittel, wie etwa Hydroxypropylcellulosen, Xanthan Gum oder Polymeren vom Carbomer-Typ durchzuführen.n Position of the pearlescent concentrates by preparing a mixture of components (a), (b) and (c), heated to a temperature which is 1 to 30 ° C above the melting point of the mixture, with the required amount of water about the same Temperature mixes and then cools to room temperature. It is also possible to provide a concentrated aqueous (anion) surfactant paste, stir in the pearlescent wax while hot and then dilute the mixture to the desired concentration with further water, or to mix in the presence of polymeric hydrophilic thickeners, such as hydroxypropyl celluloses, xanthan gum or To carry out polymers of the carbomer type.
Gewerbliche AnwendbarkeitIndustrial applicability
Die erfindungsgemäßen Perlglanzkonzentrate eignen sich zur Einstellung einer Trübung in oberflächenaktiven Zubereitungen wie beispielsweise Haarshampoos oder manuellen Geschirrspülmitteln. Ein weiterer Gegenstand der Erfindung betrifft daher ein Verfahren zur Herstellung getrübter und perlglänzender flüssiger, wäßriger Zubereitungen wasserlöslicher grenzflächenaktiver Stoffe, bei dem man den klaren wäßrigen Zubereitungen bei 0 bis 40°C die Perlglanzkonzentrate in einer Menge von 0,5 bis 40, vorzugsweise 1 bis 20 Gew.-% der Zubereitung zusetzt und unter Rühren darin verteilt.The pearlescent concentrates according to the invention are suitable for adjusting turbidity in surface-active preparations, for example hair shampoos or manual dishwashing detergents. Another object of the invention therefore relates to a process for the preparation of cloudy and pearlescent liquid, aqueous preparations of water-soluble surface-active substances, in which the pearlescent concentrates in an amount of 0.5 to 40, preferably 1 to, the clear aqueous preparations at 0 to 40 ° C. 20% by weight of the preparation is added and distributed therein with stirring.
TensideSurfactants
Die oberflächenaktiven Zubereitungen, die in der Regel einen nicht-wäßrigen Anteil im Bereich von 1 bis 50 und vorzugsweise 5 bis 35 Gew.-% aufweisen, können nichtionische, anionische, kationische und/oder amphotere bzw. amphotere Tenside enthalten, deren Anteil an den Mitteln üblicherweise bei etwa 50 bis 99 und vorzugsweise 70 bis 90 Gew.-% beträgt. Typische Beispiele für anionische Tenside sind Seifen, Alkylbenzolsulfonate, Alkansulfonate, Olefinsulfonate, Alkylethersulfonate, Gly- cerinethersulfonate, α-Methylestersulfonate, Sulfofettsäuren, Alkylsulfate, Glycerinethersuifate, Fett- säuremonoglycerid(ether)sulfate, Hydroxymischethersulfate, Fettsäureamid(ether)sulfate, Mono- und Dialkylsulfosuccinate, Mono- und Dialkylsulfosuccinamate, Sulfotriglyceride, Amidseifen, Ethercarbon- säuren und deren Salze, Fettsäureisethionate, Fettsäuresarcosinate, Fettsäuretauride, N-Acylamino- säuren wie beispielsweise Acyllactylate, Acyltartrate, Acylglutamate und Acylaspartate, Alkyloligogluco- sidsulfate, Proteinfettsäurekonden-sate (insbesondere pflanzliche Produkte auf Weizenbasis) und Al- kyl(ether)phosphate. Sofern die anionischen Tenside Polyglycoletherketten enthalten, können diese eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für nichtionische Tenside sind Fettalkoholpolyglycolether, Alkylphenolpolyglycolether, Fettsaurepolyglycolester, Fettsäureamidpolyglycolether, Fettaminpolyglycolether, alkoxylierte Trigly- ceride, Mischether bzw. Mischformale, Alk(en)yloligoglykoside, Fettsäure-N-alkylglucamide, Proteinhy- drolysate (insbesondere pflanzliche Produkte auf Weizenbasis), Polyolfettsäureester, Zuckerester, Sorbitanester, Polysorbate und Aminoxide. Sofern die nichtionischen Tenside Polyglycoletherketten enthalten, können diese eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für kationische Tenside sind quartäre Ammoniumverbindungen und Esterquats, insbesondere quaternierte Fettsäuretrialkanolaminestersalze. Typische Beispiele für amphotere bzw. zwitterionische Tenside sind Alkylbetaine, Alkylamidobetaine, Aminopropionate, Ami- noglycinate, Imidazoliniumbetaine und Sulfobetaine. Bei den genannten Tensiden handelt es sich ausschließlich um bekannte Verbindungen. Hinsichtlich Struktur und Herstellung dieser Stoffe sei auf einschlägige Übersichtsarbeiten beispielsweise J.Falbe (ed.), "Surfactants in Consumer Products", Springer Verlag, Berlin, 1987, S. 54-124 oder J.Falbe (ed.), "Katalysatoren, Tenside und Mineralöladditive", Thieme Verlag, Stuttgart, 1978, S. 123-217 verwiesen. Die gleichen Tenside können auch unmittelbar zur Herstellung der Perlglanzkonzentrate eingesetzt werden, die anionischen Tenside eignen sich auch als Emulgatoren.The surface-active preparations, which generally have a non-aqueous content in the range from 1 to 50 and preferably 5 to 35% by weight, can contain nonionic, anionic, cationic and / or amphoteric or amphoteric surfactants, the proportion of which in the Average is usually about 50 to 99 and preferably 70 to 90 wt .-%. Typical examples of anionic surfactants are soaps, alkylbenzenesulfonates, alkanesulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, α-methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, glycerol ether sulfates, fatty acid monoglyceride (ether) sulfate, hydroxyl sulfate amate sulfate, fatty acid sulfate amide sulfate, fatty acid sulfate amate sulfate, hydroxymate sulfate amate sulfate, hydroxymic acid sulfate, fatty acid sulfate amate sulfate, fatty acid sulfate amate sulfate, hydroxymate sulfate, fatty acid , Mono- and dialkylsulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, N-acylamino acids such as, for example, acyl lactylates, acyl tartrates, acyl glutamates and acyl sulfate products, alkyl sulfate acids, alkyl sulfate fatty acids, alkyl sulfate acids, alkyl sulfate acids, alkyl sulfate products, in particular Wheat base) and alkyl (ether) phosphates. If the anionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution. Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers or mixed formals, alk (en) yl oligoglycosides, fatty acid N-alkyl glucamides, protein drolysates (especially vegetable products based on wheat), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides. If the nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution. Typical examples of cationic surfactants are quaternary ammonium compounds and ester quats, in particular quaternized fatty acid trialkanolamine ester salts. Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines. The surfactants mentioned are exclusively known compounds. With regard to the structure and manufacture of these substances, reference is made to relevant reviews, for example J.Falbe (ed.), "Surfactants in Consumer Products", Springer Verlag, Berlin, 1987, pp. 54-124 or J.Falbe (ed.), "Catalysts, Surfactants and mineral oil additives ", Thieme Verlag, Stuttgart, 1978, pp. 123-217. The same surfactants can also be used directly to produce the pearlescent concentrates; the anionic surfactants are also suitable as emulsifiers.
Hilfs- und ZusatzstoffeAuxiliaries and additives
Die oberflächenaktiven Zubereitungen, denen die erfindungsgemäßen Perlglanzkonzentrate zugesetzt werden, können weitere Hilfs- und Zusatzstoffe enthalten, wie beispielsweise Ölkörper, Überfettungsmittel, Stabilisatoren, Wachse, Konsistenzgeber, Verdickungsmittel, Polymere, Siliconverbindungen, biogene Wirkstoffe, Antischuppenmittel, Filmbildner, Konservierungsmittel, Hydrotrope, Solubilisatoren, UV-Adsorber, Färb- und Duftstoffe.The surface-active preparations, to which the pearlescent concentrates according to the invention are added, can contain further auxiliaries and additives, such as, for example, oil bodies, superfatting agents, stabilizers, waxes, consistency agents, thickeners, polymers, silicone compounds, biogenic active ingredients, antidandruff agents, film formers, preservatives, hydrotropes, solubilizers, UV adsorber, dyes and fragrances.
Als Ölkörper kommen beispielsweise Guerbetalkohole auf Basis von Fettalkoholen mit 6 bis 18, vorzugsweise 8 bis 10 Kohlenstoffatomen, Ester von linearen C6-C22-Fettsäuren mit linearen C6-C22- Fettalkoholen, Ester von verzweigten C6-Ci3-Carbonsäuren mit linearen C6-C22-Fettalkoholen, Ester von linearen C6-C22-Fettsäuren mit verzweigten Alkoholen, insbesondere 2-Ethylhexanol, Ester von linearen und/oder verzweigten Fettsäuren mit mehrwertigen Alkoholen (wie z.B. Propylenglycol, Dimer- diol oder Trimertriol) und/oder Guerbetalkoholen, Triglyceride auf Basis C6-Cιo-Fettsäuren, flüssige Mono-/Di-/Triglyceridmischungen auf Basis von Cβ-Ciβ-Fettsäuren, Ester von C6-C22-Fettalkoholen und/oder Guerbetalkoholen mit aromatischen Carbonsäuren, insbesondere Benzoesäure, Ester von C2- Ci2-Dicarbonsäuren mit linearen oder verzweigten Alkoholen mit 1 bis 22 Kohlenstoffatomen oder Poly- olen mit 2 bis 10 Kohlenstoffatomen und 2 bis 6 Hydroxylgruppen, pflanzliche Öle, verzweigte primäre Alkohole, substituierte Cyclohexane, lineare und verzweigte C6-C22-Fettalkoholcarbonate, Guerbet- carbonate, Ester der Benzoesäure mit linearen und/oder verzweigten C6-C22-Alkoholen (z.B. Finsolv®Guerbet alcohols based on fatty alcohols with 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C6-C22 fatty acids with linear C6-C22 fatty alcohols, esters of branched C6-Ci3 carboxylic acids with linear C6-C22- Fatty alcohols, esters of linear C6-C22 fatty acids with branched alcohols, especially 2-ethylhexanol, esters of linear and / or branched fatty acids with polyhydric alcohols (such as propylene glycol, dimerediol or trimer triol) and / or Guerbet alcohols, triglycerides based on C6 -Cιo fatty acids, liquid mono- / di- / triglyceride mixtures based on Cβ-Ciβ fatty acids, esters of C6-C22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, especially benzoic acid, esters of C2- Ci2-dicarboxylic acids with linear or branched alcohols with 1 to 22 carbon atoms or polyols with 2 to 10 carbon atoms and 2 to 6 hydroxyl groups, vegetable oils, branched primary Alcohols, substituted cyclohexanes, linear and branched C6-C22 fatty alcohol carbonates, Guerbet carbonates, esters of benzoic acid with linear and / or branched C6-C22 alcohols (e.g. Finsolv®
TN), lineare oder verzweigte, symmetrische oder unsymmetrische Dialkylether mit 6 bis 22 Kohlenstoffatomen pro Alkylgruppe, Ringöffnungsprodukte von epoxidierten Fettsäureestern mit Polyolen, Siliconöle und/oder aiiphatische bzw. naphthenische Kohlenwasserstoffe in Betracht. Als Überfettungsmittel können Substanzen wie beispielsweise Lanolin und Lecithin sowie poly- ethoxylierte oder acylierte Lanolin- und Lecithinderivate, Polyolfettsäureester, Monoglyceride und Fett- säurealkanolamide verwendet werden, wobei die letzteren gleichzeitig als Schaumstabilisatoren dienen.TN), linear or branched, symmetrical or unsymmetrical dialkyl ethers with 6 to 22 carbon atoms per alkyl group, ring opening products of epoxidized fatty acid esters with polyols, silicone oils and / or aliphatic or naphthenic hydrocarbons. Substances such as, for example, lanolin and lecithin and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.
Als Konsistenzgeber kommen in erster Linie Fettalkohole oder Hydroxyfettalkohole mit 12 bis 22 und vorzugsweise 16 bis 18 Kohlenstoffatomen und daneben Partialglyceride, Fettsäuren oder Hydroxy- fettsäuren in Betracht. Bevorzugt ist eine Kombination dieser Stoffe mit Alkyloiigoglucosiden und/oder Fettsäure-N-methylglucamiden gleicher Kettenlänge und/oder Polyglycerinpoly-12-hydroxystearaten. Geeignete Verdickungsmittel sind beispielsweise Polysaccharide, insbesondere Xanthan-Gum, Guar- Guar, Agar-Agar, Alginate und Tylosen, Carboxymethyl-cellulose und Hydroxyethylcellulose, ferner höhermolekulare Polyethylenglycolmono- und -diester von Fettsäuren, Polyacrylate, (z.B. Carbopole® von Goodrich oder Synthalene® von Sigma), Polyacrylamide, Polyvinylalkohol und Polyvinylpyrrolidon, Tenside wie beispielsweise ethoxylierte Fettsäureglyceride, Ester von Fettsäuren mit Polyolen wie beispielsweise Pentaerythrit oder Trimethylolpropan, Fettalkoholethoxylate mit eingeengter Homologenverteilung oder Alkyloligoglucoside sowie Elektrolyte wie Kochsalz und Ammoniumchlorid.Suitable consistency agents are primarily fatty alcohols or hydroxy fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and, in addition, partial glycerides, fatty acids or hydroxy fatty acids. A combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred. Suitable thickeners are, for example, polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, (for example Carbopole® from Goodrich or Synthalene® from Sigma), polyacrylamides, polyvinyl alcohol and polyvinyl pyrrolidone, surfactants such as, for example, ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as, for example, pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides, and electrolytes such as sodium chloride and ammonium chloride.
Geeignete kationische Polymere sind beispielsweise kationische Cellulosederivate, wie z.B. eine quaternierte Hydroxyethylcellulose, die unter der Bezeichnung Polymer JR 400® von Amerchol erhältlich ist, kationische Stärke, Copolymere von Diallylammoniumsalzen und Acrylamiden, quaternierte Vinylpyrrolidon/Vinyl-imidazol-Polymere, wie z.B. Luviquat® (BASF), Kondensationsprodukte von Poly- glycolen und Aminen, quaternierte Kollagenpolypeptide, wie beispielsweise Lauryldimonium hydroxy- propyl hydrolyzed coilagen (Lamequat®L/Grünau), quaternierte Weizenpolypeptide, Polyethylenimin, kationische Siliconpolymere, wie z.B. Amidomethicone, Copolymere der Adipinsäure und Dimethyl- aminohydroxypropyldiethylenthamin (Cartaretine®/Sandoz), Copolymere der Acrylsäure mit Dime- thyldiallylammoniumchlorid (Merquat® 550/Chemviron), Polyaminopolyamide, wie z.B. beschrieben in der FR 2252840 A1 sowie deren vernetzte wasserlöslichen Polymere, kationische Chitinderivate wie beispielsweise quaterniertes Chitosan, gegebenenfalls mikrokristallin verteilt, Kondensationsprodukte aus Dihalogenalkylen, wie z.B. Dibrombutan mit Bisdialkylaminen, wie z.B. Bis-Dimethylamino-1 ,3- propan, kationischer Guar-Gum, wie z.B. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 der Firma Celanese, quaternierte Ammoniumsalz-Polymere, wie z.B. Mirapol® A-15, Mirapol® AD-1 , Mirapol® AZ-1 der Firma Miranol.Suitable cationic polymers are, for example, cationic cellulose derivatives, e.g. a quaternized hydroxyethyl cellulose available under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallyl ammonium salts and acrylamides, quaternized vinyl pyrrolidone / vinyl imidazole polymers such as e.g. Luviquat® (BASF), condensation products of polyglycols and amines, quaternized collagen polypeptides, such as lauryldimonium hydroxypropyl hydrolyzed coilagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as e.g. Amidomethicones, copolymers of adipic acid and dimethylaminohydroxypropyldiethylenethamine (Cartaretine® / Sandoz), copolymers of acrylic acid with dimethyldiallylammonium chloride (Merquat® 550 / Chemviron), polyaminopolyamides, e.g. described in FR 2252840 A1 and its crosslinked water-soluble polymers, cationic chitin derivatives such as quaternized chitosan, optionally microcrystalline, condensation products from dihaloalkylene, such as e.g. Dibromobutane with bisdialkylamines, e.g. Bis-dimethylamino-1,3-propane, cationic guar gum, such as e.g. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from Celanese, quaternized ammonium salt polymers such as e.g. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 from Miranol.
Ais anionische, zwitterionische, amphotere und nichtionische Polymere kommen beispielsweise Vinylacetat/Crotonsäure-Copolymere, Vinylpyrrolidon/Vinylacrylat-Copolymere, Vinylacetat/Butylmaleat/ Isobomylacrylat-Copolymere, Methylvinylether/Maleinsäureanhydrid-Copolymere und deren Ester, un- vernetzte und mit Polyolen vernetzte Polyacrylsäuren, Acrylamidopropyltrimethylammoniumchlorid/ Acrylat-Copolymere, Octylacrylamid/Methylmethacrylat/tert.Butylaminoethylmethacrylat/2-Hydroxypro- pylmethacrylat-Copolymere, Polyvinylpyrrolidon, Vinylpyrrolidon/Vinylacetat-Copolymere, Vinylpyrroli- don/Dimethylaminoethylmethacrylat/Vinylcaprolactam-Terpolymere sowie gegebenenfalls derivatisierte Celluioseether und Silicone in Frage.Ais anionic, zwitterionic, amphoteric and nonionic polymers are, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and esters thereof, uncrosslinked and polyol-crosslinked polyacrylic acids, acrylamidopropyl / Acrylate copolymers, octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / dimethylaminoethyl methacrylate / vinylcaprolactam-terpolymers and optionally derivates.
Geeignete Siliconverbindungen sind beispielsweise Dimethylpolysiloxane, Methylphenylpolysiloxane, cyclische Silicone sowie amino-, fettsäure-, alkohol-, polyether-, epoxy-, fluor-, glykosid- und/oder alkylmodifizierte Siliconverbindungen, die bei Raumtemperatur sowohl flüssig als auch harzförmig vorliegen können. Typische Beispiele für Fette sind Glyceride, als Wachse kommen u.a. Bienenwachs, Carnaubawachs, Candelillawachs, Montanwachs, Paraffinwachs oder Mikrowachse gegebenenfalls in Kombination mit hydrophilen Wachsen, z.B. Cetylstearylalkohol oder Partialglyceriden in Frage. Als Stabilisatoren können Metallsalze von Fettsäuren, wie z.B. Magnesium-, Aluminium- und/oder Zink- stearat bzw. -ricinoleat eingesetzt werden. Unter biogenen Wirkstoffen sind beispielsweise Toco- pherol, Tocopherolacetat, Tocopherolpalmitat, Ascorbinsäure, Desoxyribonucleinsäure, Retinol, Bisabolol, Allantoin, Phy-tantriol, Panthenol, AHA-Säuren, Aminosäuren, Ceramide, Pseudoceramide, essentielle Öle, Pflanzenextrakte und Vitaminkomplexe zu verstehen. Als Antischuppenmittel können Climbazol, Octopirox und Zinkpyrethion eingesetzt werden. Gebräuchliche Filmbildner sind beispielsweise Chitosan, mikrokristallines Chitosan, quaterniertes Chitosan, Polyvinylpyrrolidon, Vinyl- pyrrolidon-Vinylacetat-Copoly-merisate, Polymere der Acrylsäurereihe, quaternäre Cellulose-Derivate, Kollagen, Hyaluronsäure bzw. deren Salze und ähnliche Verbindungen. Als Quellmittel für wäßrige Phasen können Montmorillonite, Clay Mineralstoffe, Pemulen sowie alkylmodifizierte Carbopoltypen (Goodrich) dienen.Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones and amino, fatty acid, alcohol, polyether, epoxy, fluorine, glycoside and / or alkyl-modified silicone compounds, which can be both liquid and resinous at room temperature. Typical examples of fats are glycerides, waxes include Beeswax, carnauba wax, candelilla wax, montan wax, paraffin wax or micro waxes, optionally in combination with hydrophilic waxes, e.g. Cetylstearyl alcohol or partial glycerides in question. Metal salts of fatty acids, such as e.g. Magnesium, aluminum and / or zinc stearate or ricinoleate can be used. Biogenic active substances are, for example, tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, essential oils, plant extracts and vitamins. Climbazole, octopirox and zinc pyrethione can be used as antidandruff agents. Common film formers are, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinyl pyrrolidone, vinyl pyrrolidone / vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid or its salts and similar compounds. Montmorillonites, clay minerals, pemulene and alkyl-modified carbopol types (Goodrich) can serve as swelling agents for aqueous phases.
Unter UV-Lichtschutzfiltern sind organische Substanzen zu verstehen, die in der Lage sind, ultraviolette Strahlen zu absorbieren und die aufgenommene Energie in Form längerwelliger Strahlung, z.B. Wärme wieder abzugeben. UVB-Filter können öllöslich oder wasserlöslich sein. Als öllösliche Substanzen sind z.B. zu nennen:UV light protection filters are organic substances which are able to absorb ultraviolet rays and the absorbed energy in the form of longer-wave radiation, e.g. To give off heat again. UVB filters can be oil-soluble or water-soluble. As oil-soluble substances e.g. to call:
• 3-Benzylidencampher und dessen Derivate, z.B. 3-(4-Methylbenzyliden)campher;3-benzylidene camphor and its derivatives, e.g. 3- (4-methylbenzylidene) camphor;
• 4-Aminobenzoesäurederivate, vorzugsweise 4-(Dimethylamino)benzoesäure-2-ethylhexylester, 4- (Dimethylamino)benzoesäure-2-octylester und 4-(Dimethylamino)benzoesäureamylester;4-aminobenzoic acid derivatives, preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and amyl 4- (dimethylamino) benzoate;
• Ester der Zimtsäure, vorzugsweise 4-Methoxyzimtsäure-2-ethylhexylester, 4-Methoxyzimtsäureiso- pentylester, 2-Cyano-3-phenyl-zimtsäure-2-ethylhexylester (Octocrylene);• esters of cinnamic acid, preferably 2-ethylhexyl 4-methoxycinnamate, isopentyl 4-methoxycinnamate, 2-ethylhexyl 2-cyano-3-phenylcinnamate (octocrylene);
• Ester der Salicylsäure, vorzugsweise Salicylsäure-2-ethylhexylester, Salicylsäure-4-isopropylben- zylester, Salicylsäurehomomenthylester;• esters of salicylic acid, preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomethyl salicylic acid;
• Derivate des Benzophenons, vorzugsweise 2-Hydroxy-4-methoxybenzophenon, 2-Hydroxy-4-meth- oxy-4'-methylbenzophenon, 2,2'-Dihydroxy-4-methoxybenzophenon;• Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
• Ester der Benzalmalonsäure, vorzugsweise 4-Methoxybenzmalonsäuredi-2-ethylhexylester; • Triazinderivate, wie z.B. 2,4,6-Trianilino-(p-carbo-2'-ethyl-1 '-hexyloxy)-1 ,3,5-triazin und Octyltriazon.• Esters of benzalmalonic acid, preferably di-2-ethylhexyl 4-methoxybenzmalonate; • Triazine derivatives, such as 2,4,6-trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1, 3,5-triazine and octyltriazone.
• Propan-1 ,3-dione, wie z.B. 1-(4-tert.Butylphenyl)-3-(4'methoxyphenyl)propan-1 ,3-dion;Propane-1,3-dione, e.g. 1- (4-tert-butylphenyl) -3- (4'methoxyphenyl) propane-1,3-dione;
Als wasserlösliche Substanzen kommen in Frage:Possible water-soluble substances are:
• 2-Phenylbenzimidazol-5-sulfonsäure und deren Alkali-, Erdalkali-, Ammonium-, Alkylammonium-, Alkanolammonium- und Glucammoniumsalze;• 2-phenylbenzimidazole-5-sulfonic acid and its alkali, alkaline earth, ammonium, alkylammonium, alkanolammonium and glucammonium salts;
• Sulfonsäurederivate von Benzophenonen, vorzugsweise 2-Hydroxy-4-methoxybenzophenon-5-sul- fonsäure und ihre Salze;• Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts;
• Sulfonsäurederivate des 3-Benzylidencamphers, wie z.B. 4-(2-Oxo-3-bornylidenmethyl)benzolsul- fonsäure und 2-Methyl-5-(2-oxo-3-bornyliden)sulfonsäure und deren Salze.Sulfonic acid derivatives of 3-benzylidene camphor, e.g. 4- (2-oxo-3-bornylidene methyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bornylidene) sulfonic acid and their salts.
Als typische UV-A-Filter kommen insbesondere Derivate des Benzoylmethans in Frage, wie beispielsweise 1-(4'-tert.Butylphenyl)-3-(4'-methoxyphenyl)propan-1 ,3-dion oder 1-Phenyl-3-(4'-isopropylphenyl)- propan-1 ,3-dion. Die UV-A und UV-B-Filter können selbstverständlich auch in Mischungen eingesetzt werden. Neben den genannten löslichen Stoffen kommen für diesen Zweck auch unlösliche Pigmente, nämlich feindisperse Metalloxide bzw. Salze in Frage, wie beispielsweise Titandioxid, Zinkoxid, Eisenoxid, Aluminiumoxid, Ceroxid, Zirkoniumoxid, Silicate (Talk), Bariumsulfat und Zinkstearat. Die Partikel sollten dabei einen mittleren Durchmesser von weniger als 100 nm, vorzugsweise zwischen 5 und 50 nm und insbesondere zwischen 15 und 30 nm aufweisen. Sie können eine sphärische Form aufweisen, es können jedoch auch solche Partikel zum Einsatz kommen, die eine ellipsoide oder in sonstiger Weise von der sphärischen Gestalt abweichende Form besitzen. Neben den beiden vorgenannten Gruppen primärer Lichtschutzstoffe können auch sekundäre Lichtschutzmittel vom Typ der Antioxidantien eingesetzt werden, die die photochemische Reaktionskette unterbrechen, welche ausgelöst wird, wenn UV-Strahlung in die Haut eindringt. Typische Beispiele hierfür sind Superoxid- Dismutase, Tocopherole (Vitamin E) und Ascorbinsäure (Vitamin C). Weitere geeignete UV-Licht- schutzfilter sind der Übersicht von P.Finkel in SÖFW-Journal 122, 543 (1996) zu entnehmen.Derivatives of benzoylmethane, such as 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1, 3-dione or 1-phenyl-3-, are particularly suitable as typical UV-A filters. (4'-isopropylphenyl) propane-1,3-dione. The UV-A and UV-B filters can of course also be used in mixtures. In addition to the soluble substances mentioned, insoluble pigments, namely finely dispersed metal oxides or salts, such as, for example, titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, zirconium oxide, silicates (talc), barium sulfate and zinc stearate are also suitable for this purpose. The particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm. They can have a spherical shape, but it is also possible to use particles which have an ellipsoidal shape or shape which differs from the spherical shape in some other way. In addition to the two aforementioned groups of primary light stabilizers, secondary light stabilizers of the antioxidant type can also be used, which interrupt the photochemical reaction chain which is triggered when UV radiation penetrates the skin. Typical examples are superoxide dismutase, tocopherols (vitamin E) and ascorbic acid (vitamin C). Further suitable UV light protection filters can be found in the overview by P.Finkel in SÖFW-Journal 122, 543 (1996).
Zur Verbesserung des Fließverhaltens können ferner Hydrotrope, wie beispielsweise Ethanol, Isopropylalkohol, oder Polyole eingesetzt werden. Polyole, die hier in Betracht kommen, besitzen vorzugsweise 2 bis 15 Kohlenstoffatome und mindestens zwei Hydroxylgruppen. Typische Beispiele sindHydrotropes such as ethanol, isopropyl alcohol or polyols can also be used to improve the flow behavior. Polyols that come into consideration here preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are
• Glycerin;• glycerin;
• Alkylenglycole, wie beispielsweise Ethylenglycol, Diethylenglycol, Propylenglycol, Butylenglycol, Hexylenglycol sowie Polyethylenglycole mit einem durchschnittlichen Molekulargewicht von 100 bis 1.000 Dalton;Alkylene glycols, such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
• technische Oligoglyceringemische mit einem Eigenkondensationsgrad von 1 ,5 bis 10 wie etwa technische Diglyceringemische mit einem Diglyceringehalt von 40 bis 50 Gew.-%; • Methyolverbindungen, wie insbesondere Trimethylolethan, Trimethylolpropan, Trimethylolbutan, Pentaerythrit und Dipentaerythrit;Technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10, such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight; • Methyl compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
• Niedrigalkylgiucoside, insbesondere solche mit 1 bis 8 Kohlenstoffen im Alkylrest, wie beispielsweise Methyl- und Butylglucosid;• Lower alkyl giucosides, in particular those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside;
• Zuckeralkohole mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Sorbit oder Mannit,Sugar alcohols with 5 to 12 carbon atoms, such as sorbitol or mannitol,
• Zucker mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Glucose oder Saccharose;• Sugar with 5 to 12 carbon atoms, such as glucose or sucrose;
• Aminozucker, wie beispielsweise Glucamin.Aminosugars, such as glucamine.
Ais Konservierungsmittel eignen sich beispielsweise Phenoxyethanol, Formaldehydlösung, Para- bene, Pentandiol oder Sorbinsäure sowie die in Anlage 6, Teil A und B der Kosmetikverordnung aufgeführten weiteren Stoffklassen. Als Insekten-Repellentien kommen N,N-Diethyl-m-touluamid, 1 ,2- Pentandiol oder Insect repellent 3535 in Frage, als Selbstbräuner eignet sich Dihydroxyaceton.Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid and the other classes of substances listed in Appendix 6, Parts A and B of the Cosmetics Ordinance. N, N-diethyl-m-touluamide, 1, 2-pentanediol or Insect repellent 3535 are suitable as insect repellents, and dihydroxyacetone is suitable as a self-tanner.
Als Parfümöle seien genannt Gemische aus natürlichen und synthetischen Riechstoffen. Natürliche Riechstoffe sind Extrakte von Blüten (Lilie, Lavendel, Rosen, Jasmin, Neroli, Yiang-Ylang), Stengeln und Blättern (Geranium, Patchouli, Petitgrain), Früchten (Anis, Koriander, Kümmel, Wacholder), Fruchtschalen (Bergamotte, Zitrone, Orangen), Wurzeln (Macis, Angelica, Sellerie, Kardamon, Costus, Iris, Calmus), Hölzern (Pinien-, Sandel-, Guajak-, Zedern-, Rosenholz), Kräutern und Gräsern (Estragon, Lemongras, Salbei, Thymian), Nadeln und Zweigen (Fichte, Tanne, Kiefer, Latschen), Harzen und Balsamen (Galbanum, Elemi, Benzoe, Myrrhe, Olibanum, Opoponax). Weiterhin kommen tierische Rohstoffe in Frage, wie beispielsweise Zibet und Castoreum. Typische synthetische Riechstoffverbindungen sind Produkte vom Typ der Ester, Ether, Aldehyde, Ketone, Alkohole und Kohlenwasserstoffe. Riechstoffverbindungen vom Typ der Ester sind z.B. Benzylacetat, Phenoxy- ethylisobutyrat, p-tert.-Butylcyclohexylacetat, Linalylacetat, Dimethylbenzylcarbinylacetat, Phenylethyl- acetat, Linalylbenzoat, Benzylformiat, Ethylmethyl-phenylglycinat, Allylcyclohexylpropionat, Styrallylpro- pionat und Benzylsalicylat. Zu den Ethern zählen beispielsweise Benzylethylether, zu den Aldehyden z.B. die linearen Alkanale mit 8 bis 18 Kohlenstoffatomen, Citral, Citronellal, Citronellyloxyacetaldehyd, Cyclamenaldehyd, Hydroxycitronellal, Lilial und Bourgeonal, zu den Ketonen z.B. die Jonone, oc-lso- methylionon und Methyl-cedrylketon, zu den Alkoholen Anethol, Citronellol, Eugenol, Isoeugenol, Gera- niol, Linalool, Phenylethylalkohol und Terpineol, zu den Kohlenwasserstoffen gehören hauptsächlich die Terpene und Balsame. Bevorzugt werden jedoch Mischungen verschiedener Riechstoffe verwendet, die gemeinsam eine ansprechende Duftnote erzeugen. Auch ätherische Öle geringerer Flüchtigkeit, die meist als Aromakomponenten verwendet werden, eignen sich als Parfümöle, z.B. Salbeiöl, Kamillenöl, Nelkenöl, Melissenöl, Minzenöl, Zimtblätteröl, Lindenblütenöl, Wacholderbeerenöl, Vetiver- öl, Olibanöl, Galbanumöl, Labolanumöl und Lavandinöl. Vorzugsweise werden Bergamotteöl, Dihydro- myrcenol, Lilial, Lyral, Citronellol, Phenylethylalkohol, oc-Hexylzimtaldehyd, Geraniol, Benzylaceton, Cyclamenaldehyd, Linalool, Boisambrene Forte, Ambroxan, Indol, Hedione, Sandelice, Citronenöl, Mandarinenöl, Orangenöl, Allylamylglycolat, Cyclovertal, Lavandinöl, Muskateller Salbeiöl, ß-Damas- cone, Geraniumöl Bourbon, Cyclohexylsalicylat, Vertofix Coeur, Iso-E-Super, Fixolide NP, Evernyl, Iraldein gamma, Phenylessigsäure, Geranylacetat, Benzylacetat, Rosenoxid, Romilllat, Irotyl und Floramat allein oder in Mischungen, eingesetzt.Perfume oils include mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers (lily, lavender, roses, jasmine, neroli, yiang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, Oranges), roots (mace, angelica, celery, cardamom, costus, iris, calmus), wood (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), Needles and twigs (spruce, fir, pine, mountain pine), resins and balms (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Animal raw materials, such as civet and castoreum, are also suitable. Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methyl phenyl glycinate, allyl cyclohexyl propylate pylate allylpropionate, The ethers include, for example, benzylethyl ether, the aldehydes, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal, the ketones, for example, the jonones, oc-isomethylionone and methyl cedryl ketone , the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons mainly include the terpenes and balsams. However, preference is given to using mixtures of different fragrances which together produce an appealing fragrance. Essential oils of lower volatility, which are mostly used as aroma components, are also suitable as perfume oils, e.g. sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil. Bergamot oil, dihydro myrcenol, lilial, lyral, citronellol, phenylethyl alcohol, oc-hexyl cinnamaldehyde, geraniol, benzylacetone, cyclamenaldehyde, linalool, boisambrene forte, ambroxan, indole, hedione, sandelice, lemon oil, mandarin oil, allyl oil oil, orangol oil, orangol oil, orangol oil, are preferred , Muscatel sage oil, ß-damask cone, geranium oil bourbon, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, Evernyl, Iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romilllate, irotyl and floramate used alone or in mixtures.
Als Farbstoffe können die für kosmetische Zwecke geeigneten und zugelassenen Substanzen verwendet werden, wie sie beispielsweise in der Publikation "Kosmetische Färbemittel" der Farbstoffkommission der Deutschen Forschungsgemeinschaft, Verlag Chemie, Weinheim, 1984, S.81-106 zusammengestellt sind. Diese Farbstoffe werden üblicherweise in Konzentrationen von 0,001 bis 0,1 Gew.-%, bezogen auf die gesamte Mischung, eingesetzt.The dyes which can be used are those substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes" by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
Der Gesamtanteil der Hilfs- und Zusatzstoffe kann 1 bis 50, vorzugsweise 5 bis 40 Gew.-% - bezogen auf die Mittel - betragen. Die Herstellung der Mittel kann durch übliche Kalt- oder Heißprozesse erfolgen; vorzugsweise arbeitet man nach der Phaseninversionstemperatur-Methode.The total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40% by weight, based on the composition. The agents can be produced by customary cold or hot processes; the phase inversion temperature method is preferably used.
Ein weiterer Gegenstand der Erfindung betrifft schließlich die Verwendung von Fettsäurepolyglycolestersulfaten als anionische Emulgatoren zur Herstellung von wäßrigen Perlglanzkonzentraten. Another object of the invention finally relates to the use of fatty acid polyglycol ester sulfates as anionic emulsifiers for the production of aqueous pearlescent concentrates.
BeispieleExamples
Beispiele 1 bis 6, Vergleichsbeispiel V1. Die erfindungsgemäßen Perlglanzkonzentrate 1 bis 6 sowie die Vergleichsmischung V1 wurden 14 Tage bei 40°C gelagert und die Viskosität nach der Brookfield- Methode in einem RVT-Viskosimeter (23°C, 10 Upm, Spindel 5) bestimmt. Anschließend wurden wäßrige Haarshampooformulierungen durch Vermischen der Einsatzstoffe bei 20°C zubereitet, die jeweils 2 g Perlglanzkonzentrat, 15 g Kokosfettalkohol+2EO-sulfat-Natriumsalz, 3 g Dimethylpoly- siloxan, 5 g Kokosalkylglucosid und 1 ,5 g Esterquat (Wasser ad 100 Gew.-%) enthielten. Die Fein- teiligkeit der Perlglanzkristalle in den Haarshampoos wurde unter dem Mikroskop visuell auf einer Skala von 1 = sehr feine Kristalle bis 5 = grobe Kristalle beurteilt. Die Beurteilung des Perlglanzes erfolgte ebenfalls auf einer Skala von 1 = brillant bis 5 = stumpf; die Trübung wurde visuell bestimmt und mit (+) = trüb oder (-) = trübungsfrei beurteilt. Die Zusammensetzungen und Ergebnisse sind in Tabelle 1 zusammengefaßt; alle Mengenangaben verstehen sich als Gew.-%Examples 1 to 6, comparative example V1. The pearlescent concentrates 1 to 6 according to the invention and the comparative mixture V1 were stored at 40 ° C. for 14 days and the viscosity was determined using the Brookfield method in an RVT viscometer (23 ° C., 10 rpm, spindle 5). Aqueous hair shampoo formulations were then prepared by mixing the starting materials at 20 ° C., each containing 2 g of pearlescent concentrate, 15 g of coconut oil alcohol + 2EO sulfate sodium salt, 3 g of dimethylpolysiloxane, 5 g of coconut alkyl glucoside and 1.5 g of esterquat (water ad 100 wt .-%) contained. The fineness of the pearlescent crystals in the hair shampoos was visually assessed under a microscope on a scale from 1 = very fine crystals to 5 = coarse crystals. The pearlescence was also assessed on a scale from 1 = brilliant to 5 = dull; the turbidity was determined visually and rated as (+) = cloudy or (-) = free of turbidity. The compositions and results are summarized in Table 1; all quantities are understood as% by weight
Tabelle 1Table 1
Zusammensetzung und Performance von PerlglanzkonzentratenComposition and performance of pearlescent concentrates
Figure imgf000021_0001
Rezepturbeispiele (Mengenangaben als Gew.-%, Wasser ad 100)
Figure imgf000021_0001
Recipe examples (quantities as% by weight, water ad 100)
Figure imgf000022_0001
Figure imgf000022_0001

Claims

Patentansprüche claims
1. Wäßrige Perlglanzkonzentrate, enthaltend - bezogen auf den nicht-wäßrigen Anteil -1. Aqueous pearlescent concentrates containing - based on the non-aqueous portion -
(a) 1 bis 99 Gew.-% Fettsäurepolyglycolestersulfate,(a) 1 to 99% by weight of fatty acid polyglycol ester sulfates,
(b) 0 bis 90 Gew.-% anionische, nichtionische, kationische, ampholytische und/oder zwitterionische Emulgatoren,(b) 0 to 90% by weight of anionic, nonionic, cationic, ampholytic and / or zwitterionic emulsifiers,
(c) 1 bis 50 Gew.-% Perlglanzwachse,(c) 1 to 50% by weight of pearlescent waxes,
(d) 0 bis 40 Gew.-% Polyole,(d) 0 to 40% by weight of polyols,
mit der Maßgabe, daß sich die Mengenangaben zu 100 Gew.-% ergänzen.with the proviso that the quantities add up to 100% by weight.
2. Perlglanzkonzentrate nach Anspruch 1 , dadurch gekennzeichnet, daß sie Fettsäurepolyglycol- estersulfate der Formel (I) enthalten,2. pearlescent concentrates according to claim 1, characterized in that they contain fatty acid polyglycol ester sulfates of the formula (I),
RiCOO(AO)xS03X (I)RiCOO (AO) x S0 3 X (I)
in der R1CO für einen linearen oder verzweigten, gesättigten oder ungesättigten Acylrest mit 6 bis 22 Kohlenstoffatomen, x für Zahlen von durchschnittlich 1 bis 3 und AO für einen CH2CH2O-, CH2CH(CH3)0- und/oder CH(CH3)CH20-Rest und X für ein Alkali- und/oder Erdalkalimetall, Ammonium, Alkylammonium, Alkanolammonium oder Glucammonium stehtin which R 1 CO is a linear or branched, saturated or unsaturated acyl radical having 6 to 22 carbon atoms, x is an average of 1 to 3 and AO is a CH2CH2O-, CH 2 CH (CH 3 ) 0- and / or CH ( CH 3 ) CH 2 0 radical and X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium
4. Perlglanzkonzentrate nach den Ansprüchen 1 bis 3, dadurch gekennzeichnet, daß sie als Komponente (b) Emulgatoren vom Typ der Alkylethersulfate der Formel (II) enthalten,4. pearlescent concentrates according to claims 1 to 3, characterized in that they contain as component (b) emulsifiers of the alkyl ether sulfate type of the formula (II),
R 0.(CH2CH20)mS03X (II)R 0. (CH 2 CH 2 0) m S0 3 X (II)
in der R2 für einen linearen oder verzweigten Alkyl- und/oder Alkenylrest mit 6 bis 22 Kohlenstoffatomen, n für Zahlen von 1 bis 10 und X für ein Alkali- und/oder Erdalkalimetall, Ammonium, Alkylammonium, Alkanolammonium oder Glucammonium steht.in which R 2 is a linear or branched alkyl and / or alkenyl radical having 6 to 22 carbon atoms, n is a number from 1 to 10 and X is an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
5. Perlglanzkonzentrate nach den Ansprüchen 1 bis 4, dadurch gekennzeichnet, daß sie als Komponente (b) Emulgatoren vom Typ der zwitterionischen Tenside und/oder Esterquats enthalten.5. pearlescent concentrates according to claims 1 to 4, characterized in that they contain as component (b) emulsifiers of the type of zwitterionic surfactants and / or ester quats.
6. Perlglanzkonzentrate nach den Ansprüchen 1 bis 5, dadurch gekennzeichnet, daß sie als Komponente (c) Perlglanzwachse enthalten, die ausgewählt sind aus der Gruppe, die gebildet wird von Alkylenglycolestem, Fettsäurealkanolamiden, Partialglyceriden, Estern von mehrwertigen, gege- benenfalls hydroxysubstituierte Carbonsäuren mit Fettalkoholen mit 6 bis 22 Kohlenstoffatomen, Fettalkoholen, Fettketonen, Fettaldehyden, Fettethern und/oder Fettcarbonaten, die in Summe mindestens 24 Kohienstoffatome aufweisen, Fettsäuren und Hydroxyfettsäuren mit 16 bis 30 Kohlenstoffatomen; sowie Ringöffnungsprodukten von Olefinepoxiden mit 12 bis 22 Kohlenstoffatomen mit Fettalkoholen mit 12 bis 22 Kohlenstoffatomen und/oder Polyolen mit 2 bis 15 Kohlenstoffatomen und 2 bis 10 Hydroxylgruppen.6. pearlescent concentrates according to claims 1 to 5, characterized in that they contain as component (c) pearlescent waxes which are selected from the group formed by alkylene glycol esters, fatty acid alkanolamides, partial glycerides, esters of polyvalent, counter- optionally also hydroxy-substituted carboxylic acids with fatty alcohols with 6 to 22 carbon atoms, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and / or fatty carbonates which have a total of at least 24 carbon atoms, fatty acids and hydroxy fatty acids with 16 to 30 carbon atoms; and ring opening products of olefin epoxides with 12 to 22 carbon atoms with fatty alcohols with 12 to 22 carbon atoms and / or polyols with 2 to 15 carbon atoms and 2 to 10 hydroxyl groups.
7. Perlglanzkonzentrate nach den Ansprüchen 1 bis 6, dadurch gekennzeichnet, daß sie als Komponente (d) 0,1 bis 40 Gew.-% Glycerin, 1 ,2-Propylenglycol, Butylenglycol, Hexylenglycol und/ oder Polyethylenglycole mit einem durchschnittlichen Molekulargewicht im Bereich von 100 bis 1.000 Dalton enthalten.7. pearlescent concentrates according to claims 1 to 6, characterized in that they contain as component (d) 0.1 to 40 wt .-% glycerol, 1, 2-propylene glycol, butylene glycol, hexylene glycol and / or polyethylene glycols with an average molecular weight in the range from 100 to 1,000 daltons included.
8. Verfahren zur Herstellung zur Herstellung von Perlglanzkonzentraten nach Anspruch 1 , dadurch gekennzeichnet, daß man eine Mischung aus den Komponenten (a), (b) und (c) herstellt, auf eine Temperatur erwärmt, die 1 bis 30°C oberhalb des Schmelzpunktes der Mischung liegt, mit der erforderlichen Menge Wasser etwa der gleichen Temperatur mischt und anschließend auf Raumtemperatur abkühlt.8. A process for the preparation of pearlescent concentrates according to claim 1, characterized in that a mixture of components (a), (b) and (c) is prepared, heated to a temperature which is 1 to 30 ° C above the melting point the mixture lies, mixes with the required amount of water at about the same temperature and then cools to room temperature.
9. Verfahren zur Herstellung getrübter und perlglänzender flüssiger, wäßriger Zubereitungen wasserlöslicher grenzflächenaktiver Stoffe, bei dem man den klaren wäßrigen Zubereitungen bei 0 bis 40°C Perlglanzkonzentrate nach den Ansprüchen 1 bis 8 in einer Menge von 0,5 bis 40 Gew.-% der Zubereitung zusetzt und unter Rühren darin verteilt.9. A process for the preparation of cloudy and pearlescent liquid, aqueous preparations of water-soluble surfactants, in which the clear aqueous preparations at 0 to 40 ° C pearlescent concentrates according to claims 1 to 8 in an amount of 0.5 to 40 wt .-% of Add the preparation and distribute it while stirring.
10. Verwendung von Fettsäurepolyglycolestersulfaten als anionische Emulgatoren zur Herstellung von wäßrigen Perlglanzkonzentraten. 10. Use of fatty acid polyglycol ester sulfates as anionic emulsifiers for the production of aqueous pearlescent concentrates.
PCT/EP1998/005187 1997-08-25 1998-08-17 Aqueous nacreous lustre dispersions WO1999009944A1 (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
DE19736906A DE19736906A1 (en) 1997-08-25 1997-08-25 Process for the preparation of sulfated fatty acid alkylene glycol esters
DE19736906.5 1997-08-25
DE19741911.9 1997-09-25
DE19741911A DE19741911C1 (en) 1997-09-25 1997-09-25 Fatty acid polyglycol ester sulphate as foam booster for surfactants
DE19810888A DE19810888A1 (en) 1998-03-13 1998-03-13 Aqueous pearlescent concentrate useful e.g. in shampoo and washing-up liquid
DE19810888.5 1998-03-13

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WO2001010403A1 (en) * 1999-08-06 2001-02-15 Cognis Deutschland Gmbh Aqueous pearly luster dispersions containing alkoxylated carboxylic acid esters
WO2002030370A1 (en) * 2000-10-13 2002-04-18 L'oreal Cosmetic composition comprising an anionic latex, an ether having two fatty chains and a mixture of fatty alcohols
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WO2003004594A1 (en) * 2001-06-30 2003-01-16 Henkel Kommanditgesellschaft Auf Aktien Rapidly soluble detergent gel
WO2003033634A1 (en) * 2001-10-13 2003-04-24 Cognis Deutschland Gmbh & Co. Kg Low-viscosity opacifiers free from anionic surface-active agents
EP1707180A1 (en) * 2005-03-31 2006-10-04 L'oreal Cosmetic or dermatological compositions comprising selendioxide, a surfactant and optionally an ether with at least two specific fatty chains and processes for cosmetic treatment
FR2883739A1 (en) * 2005-03-31 2006-10-06 Oreal Cosmetic or dermatological composition, useful as a shampoo, comprises a washing base and selenium disulfide in an aqueous medium, and presenting a rheological profile defined by a relaxation time of 1-18 minutes at 25 degree centigrade
FR2883740A1 (en) * 2005-03-31 2006-10-06 Oreal Cosmetic or dermatological composition, useful as a shampoo, comprises a washing base and selenium disulfide in an aqueous medium, and presenting a rheological profile defined by a relaxation time of 1-18 minutes at 25 degree centigrade
WO2008068222A1 (en) * 2006-12-08 2008-06-12 Unilever Plc Concentrated surfactant compositions
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WO2011023803A3 (en) * 2009-08-27 2011-06-03 Otc Gmbh Pearlescent concentrate and method for producing the same
WO2014190130A1 (en) * 2013-05-24 2014-11-27 The Procter & Gamble Company Concentrated surfactant composition
US9267095B2 (en) 2013-05-24 2016-02-23 The Procter & Gamble Company Low pH detergent composition comprising nonionic surfactants
US10519400B2 (en) 2013-05-24 2019-12-31 The Procter & Gamble Company Low PH detergent composition
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WO2001010403A1 (en) * 1999-08-06 2001-02-15 Cognis Deutschland Gmbh Aqueous pearly luster dispersions containing alkoxylated carboxylic acid esters
WO2002030370A1 (en) * 2000-10-13 2002-04-18 L'oreal Cosmetic composition comprising an anionic latex, an ether having two fatty chains and a mixture of fatty alcohols
FR2815251A1 (en) * 2000-10-13 2002-04-19 Oreal A cosmetic composition for use as a shampoo comprising ether with two fatty chains and mixture of linear saturated long chain alcohols containing at least half alcohol with 22 carbon atoms
WO2002056839A2 (en) * 2001-01-18 2002-07-25 Cognis Deutschland Gmbh & Co. Kg Pearlescent agent
WO2002056839A3 (en) * 2001-01-18 2003-10-02 Cognis Deutschland Gmbh Pearlescent agent
WO2003004594A1 (en) * 2001-06-30 2003-01-16 Henkel Kommanditgesellschaft Auf Aktien Rapidly soluble detergent gel
WO2003033634A1 (en) * 2001-10-13 2003-04-24 Cognis Deutschland Gmbh & Co. Kg Low-viscosity opacifiers free from anionic surface-active agents
EP1707180A1 (en) * 2005-03-31 2006-10-04 L'oreal Cosmetic or dermatological compositions comprising selendioxide, a surfactant and optionally an ether with at least two specific fatty chains and processes for cosmetic treatment
FR2883739A1 (en) * 2005-03-31 2006-10-06 Oreal Cosmetic or dermatological composition, useful as a shampoo, comprises a washing base and selenium disulfide in an aqueous medium, and presenting a rheological profile defined by a relaxation time of 1-18 minutes at 25 degree centigrade
FR2883740A1 (en) * 2005-03-31 2006-10-06 Oreal Cosmetic or dermatological composition, useful as a shampoo, comprises a washing base and selenium disulfide in an aqueous medium, and presenting a rheological profile defined by a relaxation time of 1-18 minutes at 25 degree centigrade
US7910535B2 (en) 2006-03-22 2011-03-22 The Procter & Gamble Company Liquid treatment composition comprising a pearlescent agent
US8969281B2 (en) 2006-03-22 2015-03-03 The Procter & Gamble Company Liquid treatment composition
US8003589B2 (en) 2006-03-22 2011-08-23 The Procter & Gamble Company Laundry composition
US8188026B2 (en) 2006-03-22 2012-05-29 The Procter & Gamble Company Liquid treatment composition
US8236745B2 (en) 2006-03-22 2012-08-07 The Procter & Gamble Company Liquid treatment composition
US8357648B2 (en) 2006-03-22 2013-01-22 The Procter & Gamble Company Liquid treatment unitized dose composition
WO2008068222A1 (en) * 2006-12-08 2008-06-12 Unilever Plc Concentrated surfactant compositions
AU2007328936B2 (en) * 2006-12-08 2010-09-02 Unilever Plc Concentrated surfactant compositions
WO2011023803A3 (en) * 2009-08-27 2011-06-03 Otc Gmbh Pearlescent concentrate and method for producing the same
US8623809B2 (en) 2009-08-27 2014-01-07 Otc Gmbh Pearlescent concentrate and process for production
WO2014190130A1 (en) * 2013-05-24 2014-11-27 The Procter & Gamble Company Concentrated surfactant composition
CN105283530A (en) * 2013-05-24 2016-01-27 宝洁公司 Concentrated surfactant composition
US9267095B2 (en) 2013-05-24 2016-02-23 The Procter & Gamble Company Low pH detergent composition comprising nonionic surfactants
US9840681B2 (en) 2013-05-24 2017-12-12 The Procter & Gamble Company Concentrated surfactant composition
US10519400B2 (en) 2013-05-24 2019-12-31 The Procter & Gamble Company Low PH detergent composition
WO2020044235A1 (en) * 2018-08-27 2020-03-05 Lonza Ltd High-concentrate flowable liquid anionic surfactant composition
US11793740B2 (en) 2018-08-27 2023-10-24 Arxada Ag High-concentrate flowable liquid anionic surfactant composition

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