DE19808824C1 - Hair treatment agent useful as styling liquid, mousse, gel or spray - Google Patents

Abstract

Hair treatment agent contains polymer(s) (I) with acid groups and optionally N-substituted polyhydroxyamine(s) (II) with >= 4 hydroxyl (OH) groups. An Independent claim is also included for the use of (II) for neutralizing (I) in hair treatment agents.

Description

The invention relates to a hair treatment agent containing at least one polymer acidic groups and at least one polyhydroxyamine.

An attractive appearance has already been always considered very important. A special role plays the hairstyle. Basis for an appealing The exterior is well-groomed and well-groomed hair. For the Cleaning and care of the hair there is a whole Range of hair treatment products such as shampoos, cures, Rinses, top fluids dissolving in different types of application, for example as leave on or as rinse off products, to be applied. Beside these Toiletries come in three more product categories used in hair modification; namely permanent or temporary hair dyes, permanent hair ver Formulation funds as well as funds that are only temporary Allow deformation and stabilization of the hairstyle and commonly known as styling agents. For this count products like hair sprays, hair lacquers, fixatives lotions, setting foams, hair gels, luster-giving Products, hairstyle creams etc. All these means is  common that they usually come from a variety Single substances or components that make up the different tasks within the recipe fulfill.

We are looking for substances or substance combinations, the possible in both ethanolic as well as in aqueous-ethanolic or aqueous formulations are compatible. To the claims that are good For example, frozen hair is counted that the hair can be well styled while wet and in the wet Dry a pleasant grip, elasticity, volume (Exception "wetlook" hairstyles) and should have stop.

In styling agents containing polymers with Acid groups, the polymers are often in neutrali sated form. Have usual neutralizing agents either the disadvantage that they are volatile and have an undesirable odor like for example, ammonia, ethanolamine or aminomethyl propanol or neutralizing agents the quality of the polymer film in an undesirable manner such as sodium hydroxide or ammonia. The Films are often not flexible enough and the Hair has an unnatural grip.

The object of the present invention was therefore in it, a hair treatment agent with good at the same time  Film forming properties and as low as possible To provide odor.

The invention relates to a hair treatment composition with a content of

• (A) at least one polymer having acidic groups and
• (B) at least one N-unsubstituted or N substituted polyhydroxyamine

in a suitable cosmetic basis. The Polyhydroxyamine has at least 4, more preferably 4 to 6 hydroxyl groups.

Component (A) is preferably in an amount of 0.1 to 20% by weight, more preferably from 0.1 to 10 weight percent before. Component (B) is located preferably in an amount of 0.01 to 20 weight percent ago. There are aqueous or aqueous-alcoholic Preferred solvent systems, but also pure Alcoholic solutions are possible.

Preferably, component (B) is a saccharide-based amine. Particularly suitable amines have the general formula RR'N-CH ₂ - (CHOH) ₄ -CH ₂ OH, where R and R 'may be identical or different and denote H, alkyl or hydroxyalkyl, where the alkyl groups may contain 1 to 7 carbon atoms , Aminopentaols are preferably used on Monosaccharidbais, in particular glycamines such as glucamine or galactamine.

The glycamines are characterized by the fact that they do not are volatile, odorless and very soluble in water, despite high basicity favorable physiological properties show their skin compatibility as not are classified as irritating and concerning theirs Environmental behavior as biologically very degradable too are denote.

If one sets glucamine, preferably with the radicals R and R 'is H, as a neutralizing agent in styling preparations, such as liquid and foam consolidate, so for the first time predominantly aqueous Recipes possible and the treated hair gets in the Dry good consolidation and resilience in predominantly aqueous formulations, the solvent is 60 up to 100% water.

The polymers of component (A) can be used in the Hair treatment agent according to the invention partially or completely with the amine of component (B) be neutralized. Preferred are such agents, in which in the polymer of component (A) the acidic Groups of 50 to 100%, more preferably 80 to 85% neutralized with the amine of component (B) become. Another neutralization can with a  additional, customary co-neutralizing agents such as for example, aminomethylpropanol, ethanolamine or Diethanolamine done.

The polymer with acid groups can be a natural or a synthetic homo- or copolymer with acid groups be contained monomer units, which given if with comonomers that are not acid groups contained, copolymerized. Come as acid groups Sulfonic acid, phosphoric acid and carboxylic acid groups in Consider, of which the carboxylic acid groups are preferred are. Suitable acid group-containing monomers are for example, acrylic acid, methacrylic acid, crotonic acid, Maleic acid or maleic anhydride, aldehydocarbon acids or ketocarboxylic acids.

Not substituted with acid groups are comonomers For example, acrylamide, methacrylamide, alkyl and Dialkylacrylamide, alkyl and dialkylmethacrylamide, Alkyl acrylate, alkyl methacrylate, vinyl caprolactone, Vinyl pyrrolidone, vinyl ester, vinyl alcohol, propylene glycol or ethylene glycol, amine-substituted vinyl monomers such as dialkylaminoalkyl acrylate, Dialkylaminoalkylmethacrylat, monoalkylaminoalkyl acrylate and monoalkylaminoalkyl methacrylate, wherein the Alkyl groups of these monomers preferably C1 to C7 Alkyl groups, more preferably C1 to C3 alkyl groups are.  

Suitable polymers with acid groups are in particular uncrosslinked or with polyfunctional agents ver netzten homopolymers of acrylic acid or methacrylic acid, copolymers of acrylic acid or methacrylic acid with monomers selected from acrylic acid or Methacrylic acid esters, acrylamides, methacrylamides and Vinylpyrrolidone, homopolymers of crotonic acid as well Copolymers of crotonic acid with monomers selected from Vinyl esters, acrylic acid or methacrylic esters, Acrylamides and methacrylamides. A suitable one natural polymer is shellac, for example.

Preferably, the polymers are the Component (A) for film-forming and hair-fixing Polymers. Under film-forming, hair-setting Polymers should be understood as meaning such polymers which alone in 0.1 to 5% aqueous, alcoholic or aqueous-alcoholic solution applied are to deposit a polymer film on the hair and in this way to strengthen the hair.

Preferred polymers with acid groups are crosslinked or uncrosslinked vinyl acetate / crotonic acid copolymers, for example in the form of a 60% solution in Isopropanol / water under the trade name ARISTOFLEX® from the company HOECHST / Germany or by BASF under the trade  named LUVISET® CA-66. Further suitable anionic polymers are, for example Terpolymers of vinyl acetate, crotonic acid and Polyethylene oxide and terpolymers of acrylic acid, Alkyl acrylate and N-alkylacrylamide, especially acrylic acid / ethyl acrylate / N-t-butylacrylamide terpolymers, such as under the trade names ULTRAHOLD® 8 and ULTRAHOLD® STRONG the company BASF / Germany or terpolymers of vinyl acetate, crotonate and Vinylalkanoate, in particular vinyl acetate / crotonate / vinyl neodecanoate copolymers, as described, for. B. from the company National Starch under the trade name RESYN 28- 2930 are sold.

Further, preferably used polymers with acidic Groups are amphoteric polymers such as Copolymers formed from alkylacrylamide, in particular Octylacrylamide, alkylaminoalkyl acrylate or meth acrylate, in particular t-butylaminoethyl methacrylate and at least two monomers selected from acrylic acid, Methacrylic acid or its esters, as for example under the trade name Amphomer or Amphomer LV-71 of the Company NATIONAL STARCH, USA are available.

In addition, the agent according to the invention can be further Component 0.01 to 50 weight percent, preferably 0.5 to 50 weight percent of at least one syntheti natural or film-forming, nonionic  or cationic hair fixative polymer. The hair-setting polymers may be used singly or in be used a mixture. Furthermore you can Polymers with thickening effect can be used.

Suitable synthetic, nonionic, film-forming, Hair-setting polymers are, for example, homopolymers of vinylpyrrolidone, for example, among the Trade names LUVISKOL® K from BASF, Germany or PVP-K from the company ISP, USA and homopolymers of N-vinyl formamids, for example, under the trade designation PVF of the company National Starch / USA to be expelled. Further suitable synthetic film forming, nonionic hair-fixing polymers for example, copolymers of vinylpyrrolidone and Vinyl acetate, for example, under the trade designations LUVISKOL® VA from BASF / Germany are distributed; Terpolymers of vinyl pyrrolidone, vinyl acetate and vinyl propionate, the for example under the trade name LUVISKOL® VAP from BASF / Germany; Polyacrylamides, for example, under the trade designations AKYPOMINE® P 191 from the company CHEM-Y / Germany or SEPIGEL® 305 from the company SEPPIC / USA to be expelled; Polyvinyl alcohols, the example wise under the trade names ELVANOL® the company  Du Pont or VINOL® 523/540 from Air Products / USA be sold, and high molecular weight polyethylene glycol or high molecular weight copolymers of ethylene glycol with propylene glycol with firming properties, the for example, under the trade names LIPOXOL® 1000 from HÜLS AG / Germany, PLURACOL E 4000 from BASF / Germany or UPIWAX® 20,000 from the UPI company.

Suitable natural film-forming polymers with hair Firming effect are, for example, different Saccharide types such as polysaccharides or Mixtures of oligo-, mono- and disaccharides, which for example, under the trade name C-PUR® of the Cerestar, Belgium. Further suitable natural polymers are Chinese Gum rosin and cellulose derivatives, for example Hydroxypropyl cellulose having a molecular weight of 30,000 to 50,000 g / mol, which, for example, under the trade name NISSO SL® from Lehmann & Voss / Germany.

Of the cationic polymers used in the invention may be included, for example Polyvinyl pyrrolidone / dimethylaminoethyl methacrylate Copolymer sold under the trade name Gafquat® 755 N is sold by the company Gaf Co./USA,  suitable. Other cationic polymers are, for example wise that of the company BASF AG / Germany under the Trade name LUVIQUAT® HM 550 sold copolymer Polyvinylpyrolidone and imidazolimine methochloride, the from the company Calgon / USA under the trade name Merquat® Plus 3300 distributed terpolymer from dimethyl diallyl ammonium chloride, sodium acrylate and acrylamide, that of the company ISP / USA under the trade name Gaffix® VC 713 distributed terpolymer of vinyl pyrrolidone, dimethylaminoethyl methacrylate and vinyl caprolactam, from the company Amerchol / USA, under the Trade name Polymer IR® distributed quaternized Ammonium salt of hydroxyethyl cellulose and a trimethylammonium-substituted epoxide derived from the Company Gaf under the trade name Gafquat® HS 100 distributed vinylpyrrolidone / methacrylamidopropyltri methylammonium chloride copolymer and that of the company GOLDSCHMIDT / Germany under the trade name Abil® Quat 3272 distributed diquaternary polydimethylsiloxane.

Of the thickeners in the composition of the invention may be contained are homopolymers of acrylic acid with a molecular weight of 2,000,000 to 6,000,000 to name, for example, the company BF Goodrich / USA under the trade name Carbopol® to be expelled. As a further thickener that can Composition according to the invention an acrylic acid homopolymer with  contain a molecular weight of 4,000,000, the for example, by the company BF Goodrich under the Trade name Carbopol® 940 is sold. Further thickeners are for example those of the company BF Goodrich under the trade name Carbopol® ETD 2001 or by the company Protex / France under the Trade name Modarez V 600 PX distributed acrylic acid homopolymer, that of the company Hoechst / Germany sold under the trade name Hostacerin® PN 73 Polymer of acrylic acid and acrylamide (sodium salt) with a molecular weight of 2,000,000 to 6,000,000 and that of the company Alban Muller, Montreuil / France Sclerotium marketed under the trade name Amigel® Gum. Particularly preferred are the copolymers of Acrylic acid or methacrylic acid as used in the art Example under the trade name Carbopol 1342 or Pemulen TR1 from GOODRICH, USA.

The agent according to the invention is preferably used in one aqueous or in an aqueous-alcoholic medium assembled. Furthermore, solvents or a mixture of solvents with a boiling point below 400 ° C in an amount of 0.1 to 90 weight percent preferably from 1 to 50 percent by weight be set. Particularly suitable are unbranched or branched hydrocarbons such as pentane, hexane, iso pentane and cyclic hydrocarbons such as cyclopentane  and cyclohexane. As alcohols, in particular the commonly used for cosmetic purposes lower alcohols having 1 to 4 carbon atoms such as Example, be included ethanol and isopropanol. Further, particularly preferred water-soluble solutions are glycerol and propylene glycol in an amount to 30 weight percent.

The agent according to the invention can also be used for Hair treatment agent usual additives contain, for example wetting agents or emulsifiers the classes of anionic, amphoteric or not ionic surface-active surfactants, such as fatty alcohol sulfates, alkylbenzenesulfonates, alkyltrimethylammonium salts, alkyl betaines, ethoxylated fatty alcohols, ethoxylated nonylphenols, fatty acid alkanolamides, Oxyethylated fatty acid esters, in an amount of 0.1 to 30 weight percent; Humectants; Perfume oils in an amount of 0.1 to 0.5 weight percent; Turbidity agent, such as ethylene glycol distearate, in an amount of about 0.2 to 5.0 percent by weight; Pearlescing agents, such as a mixture of Fatty acid monoalkylolamide and ethylene glycol distearate, in an amount of about 1.0 to 10 weight percent; bactericidal and fungicidal agents such as 2,4,4-trichloro-2-hydroxydiphenyl ether or methylchloro isothiazolione, in an amount of 0.01 to 1.0 Weight percent; Thickeners, such as  Coconut fatty acid diethanolamide, in an amount of about 0.2 to 3.0 weight percent, buffering agents, such as for example, sodium citrate or sodium phosphate, in an amount of 0.1 to 1.0 weight percent; solution mediators, such as ethoxylated castor oil, in an amount of about 0.1 to 1.0 weight percent; Staining substances, such as fluorescein sodium salt, in an amount of about 0.1 to 1.0 weight percent; Care substances, such as plant and Herbal extracts, protein and silk hydrolysates, cationic resins, lanolin derivatives, in an amount of 0.1 to 5 weight percent; physiologically compatible Silicone derivatives, such as silicone oil, silicone polymers and siloxanes; Sunscreens, antioxidants dantien, radical scavengers, anti-dandruff agents, in an amount of about 0.01 to 2 weight percent; direct hair dyes, hair dyes, the be oxidatively developed, oxidizing agents, Reducing agents, fatty alcohols, brighteners, vitamins, Plasticizers, combability improvers, moisturizers Agents and defoamers.

The agent according to the invention can be used in various ways Application forms find application, such as in aerosol preparations as a foam or as a spray, the other than non-aerosol, which by means of a pump or as "pump and spray" is used. The Use in standard O / W and W / O emulsions is the same  possible as in application forms as gel, wax or Microemulsion.

If the agent according to the invention is in the form of an aerosol hair spray or aerosol hair lacquer, it additionally contains from 3 to 85% by weight, preferably from 25 to 75% by weight, of a propellant and is filled in a pressure vessel. Suitable blowing agents are, for example, lower alkanes, such as n-butane, i-butane and propane or mixtures thereof or dimethyl ethers and fluorohydrocarbons such as F 152 (1,1-difluoroethane) or F 134 (tetrafluoroethane) and further in the case of consideration Compressive gaseous propellants, such as N ₂ , N ₂ O and CO _2, as well as mixtures of the abovementioned propellants are suitable.

The agent according to the invention can also be in the form of a Help a suitable mechanically operated Sprühvor Direction sprayable non-aerosol hair sprays or a non-aerosol hair coat. Under mecha Niche spray devices are such devices too understand what the spraying of a liquid without Allow use of a propellant. When suitable mechanical spray device can, for example example, a spray pump or with a spray valve provided elastic container in which the invention appropriate cosmetic means is filled under pressure,  wherein the elastic container expands and out of the means as a result of contraction of elastic Container when opening the spray valve continuously is used.

If the cosmetic agent of the invention for Hair fixation used, it will be as follows applied: After shampooing be in the towel dry hair depending on hair fullness 5 to 30 g of the remedy distributed. Then the hair is combed through and shaped and dried hairstyle.

After the application of the remedy will be a constant the technical characteristics, such as hold, despite watery Formulation found in the hair. The invention Means especially in watery hairstyling products, such as liquid stabilizer, foam firm, hair gel or hair spray a good hold of the Hair and thus cause the hairstyle. It forms especially smooth and flexible film, creating a ensures natural and flexible hold of the hair becomes. At the same time, the funds are odorless.

The following examples are intended to illustrate the subject matter of Explain the invention in more detail.  

Examples Example 1: Hairstyling agent

1.84 g glucamine 3.00 g Vinyl acetate / crotonic acid / polyethylene oxide copolymer 0.20 g 1,2-propylene glycol 0.15 g Perfume 0.03 g cetyltrimethylammonium 94.78 g water AL = R <100.00 g

Example 2: Hairstyling agent

1.60 g glucamine 200 g Vinyl acetate / crotonic acid / polyethylene oxide copolymer 1.00 g shellac 0.20 g 1,2-propylene glycol 0.15 g Perfume 0.05 g cetyltrimethylammonium 88.71 g water 6.29 g ethanol AL = R <100.00 g

Example 3: Hairdryer lotion with UV protection

1.90 g glucamine 1.50 g Vinyl acetate / crotonic acid copolymer 1.55 g Vinyl acetate / crotonic acid / polyethylene oxide copolymer 0.20 g Perfume 0.15 g Glycerol (85%) 0.10 g 2-hydroxy-4-methoxybenzophenone 59.35 g water 35.25 g ethanol AL = R <100.00 g

Example 4: Hair Care Firming Lotion

2.45 g glucamine 4.00 g Vinyl acetate / crotonic acid / polyethylene oxide copolymer 0.40 g Hydrogenated castor oil ethoxylated with 40 moles of ethylene oxide 0.20 g Perfume 92.95 g water AL = R <100.00 g

Example 5: Mousse with strong consolidation

3.25 g glucamine 5.30 g Vinyl acetate / crotonic acid / polyethylene oxide copolymer 0.45 g glyceryl 0.15 g Perfume 0.16 g cetyltrimethylammonium 5.00 g Propane / butane (5.0 bar) 10.40 g ethanol 75.29 g water AL = R <100.00 g

Example 6: Mousse

1.72 g glucamine 2.80 g Vinyl acetate / crotonic acid / polyethylene oxide copolymer 0.20 g 1,2-propylene glycol 0.17 g Perfume 0.10 g cetyltrimethylammonium 6.00 g Propane / butane (5.0 bar) 10.14 g ethanol 78.87 g water AL = R <100.00 g

Example 7: Mousse

1.12 g glucamine 3.40 g Octylacrylamide / acrylic acid / butylaminoethyl methacrylate / methacrylate / hydroxypropyl methacrylate copolymer 0.60 g Hydrogenated castor oil ethoxylated with 40 moles of ethylene oxide 0.22 g decylpolyglucoside 0.27 g Vinylpyrrolidone / methacrylamidopropyltrimethylammonium 0.20 g Perfume 6.00 g Propane / butane (5.0 bar) 88.19 g water AL = R <100.00 g

Example 8: Styling Hairspray

2.14 g glucamine 6.50 g Octylacrylamide / acrylic acid / butylaminoethyl methacrylate / methacrylate / hydroxypropyl methacrylate copolymer 0.15 g Perfume 10.67 g Butane (1.5 bar) 33.33 g Propane / butane 47.21 g ethanol AL = R <100.00 g

Example 9: 80% VOC Hairspray

2.45 g glucamine 4.00 g Vinyl acetate / crotonic acid / polyethylene oxide copolymer 0.20 g Cyclo-tetra (dimethylsiloxane) 0.15 g Perfume 13.20 g water 40.00 g ethanol 40.00 g dimethyl ether AL = R <100.00 g

Example 10: Pump spray

2.79 g glucamine 4.55 g Vinyl acetate / crotonic acid / polyethylene oxide terpolymer 0.30 g Perfume 0.10 g Dimethylsiloxane / ethylene glycol copolymer 6.53 g water 85.73 g ethanol AL = R <100.00 g

Example 11: 80% VOC pump spray

3.07 g glucamine 5.00 g Vinyl acetate / crotonic acid / polyethylene oxide copolymer 0.30 g Perfume 11.63 g water 80.00 g ethanol AL = R <100.00 g

Example 12: Hair gel

0.76 g glucamine 0.40 g polyacrylic acid 0.10 g hydroxypropyl methylcellulose 0.80 g Polyoxyethylene (20) sorbitan monopalmitate 0.50 g Polyoxyethylene (25) -p-aminobenzoic acid 0.12 g cis-1- (3-chloroallyl) -3,5,7-triaza-1-azonlaadamantan chloride 0.10 g Perfume 23.00 g Glycerine (86%) 74.22 g water AL = R <100.00 g

Example 13: 55% VOC pump spray

1.2 g glucamine 4.0 g Vinyl acetate / crotonic acid / polyethylene oxide copolymer 2.0 g shellac 0.2 g Perfume 37.6 g water 55.0 g ethanol AL = R <100.0 g

Example 14: Firming Hair Styling Gel

1.53 g glucamine 2.50 g Vinyl acetate / crotonic acid / polyethylene oxide copolymer 2.10 g Hydroxypropyl guar 0.80 g Hydrogenated castor oil, ethoxylated with 45 moles of ethylene oxide 0.45 g sodium benzoate 0.30 g hydroxyethyl 0.20 g Perfume 0.09 g sodium 0.05 g Mica / titanium oxide / tin oxide powder (Soloron® Silver Sparkle, Merck / Germany) 91.98 g water AL = R <100.00 g

Example 15: Hair-setting liquid gel

1.15 g glucamine 1.80 g Vinyl acetate / crotonic acid / polyethylene oxide copolymer 0.16 g polyacrylic acid 0.15 g hydroxyethyl 1.80 g Polyoxyethylene (20) sorbitan monopalmitate 1.35 g Polyethylene glycol (45) 1.05 g hydroxyethyl 0.20 g 1,2-dibromo-2,4-dicyanobutane 0.30 g Perfume 92.04 g water AL = R <100.00 g

Example 16: Styling hair spray

2.78 g N-methylglucamine 6.50 g Octylacrylamide / acrylic acid / butylaminoethyl methacrylate / methacrylate / Hydroxypropyl methacrylate copolymer @ 0.15 g Perfume 10.67 g Butane (1.5 bar) 33.33 g Propane / butane           Ad 100.00 g          ethanol

Example 17: Mousse with strong firmness

3.88 g N-Methylglucamim 5.30 g Vinyl acetoacetate / crotonic acid / polyethylene oxide copolymer 0.45 g glyceryl 0.15 g Perfume 0.16 g cetyltrimethylammonium 5.00 g Propane / butane (5.0 bar) 10.40 g ethanol           Ad 100.00 g          water

Claims (13)

1. hair treatment products containing

• (A) at least one polymer having acidic groups and
• (B) at least one N-unsubstituted or N-substituted polyhydroxyamine having at least four hydroxyl groups.

2. Composition according to claim 1, characterized in that Component (B) is a saccharide-based amine. 3. Composition according to claim 1, characterized in that component (B) is a compound of the general formula RR'N-CH ₂ - (CHOH) ₄ -CH ₂ OH, where R and R 'may be identical or different and H, Alkyl or hydroxyalkyl mean. 4. Composition according to one of the preceding claims, characterized in that component (B) a Is monosaccharide-based aminopentaol. 5. Composition according to one of the preceding claims, characterized in that component (B) is glucamine or galactamine. 6. Composition according to one of the preceding claims, characterized characterized in that it contains component (A) in an amount from 0.1 to 20 weight percent. 7. Composition according to one of the preceding claims, characterized characterized in that component (A) amounts to 50 to 100% neutralized with component (B).   8. Composition according to one of the preceding claims, characterized characterized in that component (A) is a film-forming and hair fixative polymer. 9. Composition according to one of the preceding claims, characterized characterized in that component (A) is selected from networked or not networked Vinyl acetate / crotonic acid copolymers, vinyl acetate / Crotonic acid / polyethylene oxide copolymers, acrylic acid / Alkyl acrylate / N-alkylacrylamide copolymers and Vinyl acetate / crotonate / vinyl alkanoate copolymers. 10. Composition according to one of the preceding claims, characterized in that component (A) a amphoteric polymer. 11. Composition according to claim 9, characterized in that Component (A) is selected from copolymers formed from alkylacrylamide, alkylaminoalkylacrylate or methacrylate and at least two monomers selected from acrylic acid, methacrylic acid or their Esters. 12. Composition according to one of the preceding claims, characterized in that it is in an aqueous or in an aqueous-alcoholic solvent system is present. 13. Use of at least one N-unsubstituted or N-substituted polyhydroxyamine with at least four hydroxyl groups in hair treatment agents for Neutralization of polymers with acidic groups.