WO1994003150A1 - Washing composition - Google Patents

Washing composition Download PDF

Info

Publication number
WO1994003150A1
WO1994003150A1 PCT/EP1993/002059 EP9302059W WO9403150A1 WO 1994003150 A1 WO1994003150 A1 WO 1994003150A1 EP 9302059 W EP9302059 W EP 9302059W WO 9403150 A1 WO9403150 A1 WO 9403150A1
Authority
WO
WIPO (PCT)
Prior art keywords
surfactant
composition according
oily component
ionic
sugar
Prior art date
Application number
PCT/EP1993/002059
Other languages
French (fr)
Inventor
May Shana'a
Original Assignee
Unilever Plc
Unilever N.V.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Unilever Plc, Unilever N.V. filed Critical Unilever Plc
Priority to AU47060/93A priority Critical patent/AU4706093A/en
Priority to BR9306851A priority patent/BR9306851A/en
Priority to EP93917727A priority patent/EP0653933A1/en
Priority to JP6505007A priority patent/JPH07509706A/en
Publication of WO1994003150A1 publication Critical patent/WO1994003150A1/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/737Galactomannans, e.g. guar; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/604Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54Polymers characterized by specific structures/properties
    • A61K2800/542Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5426Polymers characterized by specific structures/properties characterized by the charge cationic

Definitions

  • the present invention relates to washing compositions. More particularly, the invention relates to compositions for washing the human body which deliver oily components to the skin or hair.
  • compositions which contain both one or more oils and a surfactant so as to form an emulsion on dilution with water.
  • EP 0366070 discloses bathing compositions comprising an oily- component (preferably a silicone oil, jojoba or olive oil, 2-ethyl hexanoic acid, squalene or cetyl octanoate) , a non ⁇ ionic surfactant (preferably a poly-oxyethylene alkyl ether) and a cationic polymer (preferably synthetic N,N-dimethyl- 3,5-methylenepiperidinium chloride polymer or distearyl- dimethyl-ammonium chloride polymer) .
  • the compositions are generally pressed into a tablet so as to provide a convenient dosage form.
  • the oily component forms an emulsion in water in the presence of the non-ionic surfactant and that the cationic polymer exerts a synergistic effect with the aforementioned emulsion to improve the texture of the skin and to suppressing dryness after bathing.
  • the oil content of the bath water disclosed in EP 0366070 ranges from 2 to 500ppm, and the surfactant content of the product is such that it preferably ranges from 18-60wt% of the oil content, that is, the surfactant content is always less than the oil content so as to avoid foaming.
  • the above-mentioned compositions have a skin benefit but do not clean well due to the low level of surfactant present.
  • oils have a depressant effect on foam, eg. in fabric washing compositions silicone oils are used as antifoams as disclosed in US 3843558 and GB 1407997. Other oils are also known as antifoams.
  • washing compositions are mild to the skin. While non-ionic surfactants are known to be particularly mild, especially as compared with anionic and cationic surfactants, non-ionic surfactants generally exhibit much worse foaming performance than ionic surfactants.
  • foaming, mild washing compositions having an oily skin benefit can be formulated with:
  • At least one non-ionic sugar-based surfactant said surfactant being present in weight excess over the oily component
  • a water-soluble cationic polymer Suitable sugar based surfactants are selected from the group comprising the sugar-amides, sugar-ethers and sugar-esters having surfactant properties.
  • the sugar based non-ionic is selected from the group comprising aldonamides, alkylpolyglycosides and mixtures thereof.
  • Aldonamides are amides of aldonic acid.
  • Aldonic acids are sugar substances (eg. cyclic sugars) in which the aldehyde group (generally found at the C, position on the sugar) is replaced by a carboxylic acid.
  • Aldonamides can be based on sugars comprising one saccharide unit, (eg. gluconamide) , two saccharide units, (eg. lactobionamide or maltobionamide) or can be based on longer polysaccharides with an available terminal aldehyde group.
  • Aldonamides are disclosed as emulsifiers in Walden, US 2752334, and as components for use in detergent compositions in our co-pending application US 07/816419.
  • aldobionamide which may be used for purposes of the invention is the disaccharide lactobionamide set forth below:
  • R, and R 2 are the same or different and are selected from the group consisting of hydrogen; an aliphatic hydrocarbon radical (eg., alkyl groups and alkene groups which groups may contain heteroatoms such as N, 0 or S or alkoxylated alkyl chains such as ethoxylated or propoxylated alkyl groups) , preferably an alkyl group having 8 to 24, preferably 10 to 18 carbons; an aromatic radical (including substituted or unsubstituted aryl groups and arenes); a cycloaliphatic radical; an amino acid ester, ether amines and mixtures thereof, except that R_ and R 2 cannot be hydrogen at the same time, and must have a total carbon chain length of at least 8 on average.
  • an aliphatic hydrocarbon radical eg., alkyl groups and alkene groups which groups may contain heteroatoms such as N, 0 or S or alkoxylated alkyl chains such as ethoxylated or propoxylated alkyl groups
  • Suitable aliphatic hydrocarbon radicals include saturated and unsaturated radicals including but not limited to methyl, ethyl, amyl, hexyl, heptyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, and octadecyl, and allyl, undecenyl, oleyl, linoleyl, linolenyl, propenyl, and heptenyl .
  • Aromatic radicals are exemplified, for example, by benzyl.
  • Suitable mixed aliphatic aromatic radicals are exemplified by benzyl, phenyl ethyl, and vinyl benzyl.
  • Cycloaliphatic radicals are exemplified by cyclopentyl and cyclohexyl.
  • Alkylpolyglycosides are known for inclusion in hair care and washing compositions, and have the advantages that they are mild, readily biodegradable and preparable from renewable resources.
  • the alkyl polyglycoside may be any APG which is capable of being employed in a body or hair care composition.
  • the APG is one which comprises an alkyl group connected (optionally via a bridging group) to a block of one or more glycosyl groups.
  • Preferred APG's are described by the following formula:
  • R is a branched or straight chain alkyl group which may be saturated or unsaturated and G is a saccharide group.
  • R may represent a mean alkyl chain length of from about C 5 to about C 20 .
  • R represents a mean alkyl chain length of from about C 9 to about C 12 .
  • Most preferably the value of R lies between about 9.5 and about 10.5.
  • G may be selected from C 5 or C 6 monosaccharide residues or mixtures of C 5 and C 6 monosaccharide residues, and is preferably a glucoside.
  • G may be selected from the group comprsing glucose, xylose, lactose, fructose, mannose and derivatives thereof.
  • G is glucose.
  • the degree of polymerisation, n may have a value of from about 1 to about 10 or more.
  • the value of n lies in the range of from about 1.1 to about 2.
  • the value of n lies in the range of from about 1.3 to about 1.5.
  • Suitable alkyl polyglycosides for use in the invention are commercially available and include for example those materials identified by the trademarks: Ora ix NS10 ex Seppic; APG225, APG300, APG350, APG550 and APG600 ex Henkel; BW 2762ZA, BW 2762ZB, BW 2761ZA and BW 2761ZB ex Huls; SCS 1050 and SCS 1087 ex ICI.
  • the water soluble cationic polymer has a cationic charge density (as defined in US patent 3580853) greater than 0.0001 in aqueous solution.
  • Cationic charge density refers to the ratio of the number of positive charges on a monomeric unit of which.the polymer is j comprised to the molecular weight of said monomeric unit.
  • the preferred cationic polymer for use in the washing composition of the invention is a cationically substituted galactomannan gum.
  • the gum occurs naturally as guar gum, the principal component of the seed of the guar plant, cyamopsis tetraqonalobus.
  • the guar molecule is essentially a straight chain mannan branched at quite regular intervals with single membered galactose units on alternative mannose units. The mannose units are linked to each other by means of beta (1-4) glycosidic linkages. The galactose branching is accomplished through an alpha (1-6) linkage.
  • the cationic derivatives are obtained by reaction between the hydroxyl groups of the polygalactomannan and reactive quaternary ammonium compounds. The degree of substitution of the cationic groups is sufficient to provide a cationic charge density of 0.0001 to 0.0017.
  • the quaternary ammonium compounds which can be used for preparing the cationic agents employed in this invention are those
  • R 1 , R 2 and R 3 are methyl or ethyl groups and R 4 is an epoxyalkyl group of the formula
  • R 5 is a C1-C3 alkylene group and X is chlorine or bromine, Z being an anion such as Cl “ , Br “ , I “ or HSO ⁇ ,
  • R represents guar gum
  • quaternary ammonium derivative is hydroxypropyltrimethylammonium guar gum of the formula
  • JAGUAR C-13-S Such a material is available commercially from Celanese- Stein Hall, USA under the name JAGUAR C-13-S; the word JAGUAR is a trade mark. This material also has the CTFA designation Guar Hydroxypropyltrimonium Chloride. JAGUAR C- 13-S has a cationic charge density of 0.0008. Another suitable material is that known as JAGUAR C-17 which is similar to JAGUAR C-13-S but has a higher degree of substitution of cationic groups and has a cationic charge density of 0.0016.
  • a further example of a suitable guar derivative is the hydroxypropylated cationic guar derivative known as Jaguar C-16 which as well as containing the above cationic quaternary ammonium groups also contains hydroxypropyl (-CH 2 CH(OH)CH 3 ) substitutent groups.
  • JAGUAR C- 16 has a cationic charge density of approximately 0.0008, the degree of substitution of the hydroxypropyl groups being 0.8 - 1.1.
  • the preferred oily components are selected from natural fats and oils, preferably di glycerides having a carbon number of 24-44 and tri-glycerides having a carbon number of 30-73, more preferably, olive oil, coconut oil, and/or cacao fats: hydro-carbons, preferably liquid paraffin and/or vaseline: higher fatty acids, preferably having a branched or straight, saturated or unsaturated carbon chain length of C 12 -C 22 : higher alcohols, preferably lauryl, cetyl, stearyl, oleyl alcohols, cholesterol, and/or 2-hexyldecanol: esters, particularly isopropyl esters, preferably isopropyl myristate and/or palmitate: silicone oils, preferably dimethicone, phenyl dimethicone, dimethicone copolyol, and/or cyclomethicone.
  • natural fats and oils preferably di glycerides having a carbon number of 24-44 and tri-glycerides
  • the most preferred oil components are olive oil, the silicone oils, the isopropyl esters and liquid paraffin.
  • compositions according to the present invention can comprise a polyol, preferably glycerol.
  • Minor components are inessential but typical components of washing compositions. These can be selected from one or more of opacifiers, preferably 0.2-2.0%wt; preservatives, preferably 0.2-2.0%wt and perfumes, preferably 0.5-2.0 wt%. Optional components include colouring agents, germicides, anti-oxidants and preservatives.
  • compositions comprise (on product) :
  • oily component fall in the range 3-20wt% on product, more preferably 4-10wt%.
  • Preferred levels of non-ionic sugar based surfactant fall in the range 10-30wt% on product.
  • the preferred ratio of the oily component to the sugar based non-ionic surfactant falls in the range 1:1.5-1:6, higher ratios being preferred for concentrated products, typical ratios for non-concentrates being 1:1.5 to 1:4.
  • ORAMIX NS-10 An alkylpolyglucoside, available in the marketplace from SEPPIC.
  • APG-600 An alkylpolyglucoside, (PLANTAREN) available in the marketplace from HENKEL.
  • Rl hydrogen
  • R2 being derived from the fatty acids of coconut (Cocos nuctifera) fat (predominantly C 12 ) .
  • Brij 76 Alcohol ethoxylate (C18, EO average 10) non-ionic surfactant as supplied by ATLAS.
  • BC89/138 silicone oil available as an emulsion (containing 50%wt silicone) from the Basildon Chemical Company Ltd.
  • compositions were prepared with formulations as given in table 1 below.
  • the JAGUAR C13-S was made up into a 2wt% solution from powder, all other components were used as supplied in the quantities given.
  • compositions were prepared by adding the actives to water, under shear, followed by addition of the oil, any glycerol, and polymer, preservatives and perfume in sequence. Mixing was performed at room temperature.
  • Foam values given in Table 1 are foam heights in cm using a cylinder shaking method.
  • 0.25 ml of product was introduced into 50mls of water in a 200ml stoppered measuring cylinder and shaken vigorously 30 times by hand. Each shake involved a vertical up/down motion of 30cm and, on average, twenty shakes occurred every 5 seconds. After shaking the stoppers were removed and the initial foam height was measured.
  • Examples 1-6 of the present invention and comparative examples 7-10 show that typical foam volumes of 1.5-9.0 (expressed in terms of foam height) are obtained with formulations comprising conventional non-ionics (examples 7- 9) even when very high levels of ethoxylation are used (compare 7 with 8-10) .
  • foam volumes are particularly bad in the presence of silicone oil (compare examples 8: 0.5 with oil and 9: 2 without oil) . The limits of error in these examples are around 1 unit.
  • Example 6 which contained C 12 lactobionamide as the sole surfactant component is an example of a solid formulation.
  • Examples 1-5 exhibit much higher foam volumes in the presence of oil, than comparable formulations (examples 7,8 and 10, with conventional non-ionics) in the presence of oil. This illustrates how formulations based on conventional non-ionic surfactants, would not achieve the benefit of the present invention in terms of foam volume. It is believed that this is due to the foam-breaking effects of oil on surfactant systems as well as the relatively poor foaming behaviour of non-ionics.
  • Silicone deposition was measured using X-ray fluorescence in arbitrary units. It can be seen from the results that all of the compositions deposit at least 0.26 units of silicone which is a satisfactory level of deposition. While the conventional non-ionic formulations of comparative examples 8 and 10 exhibit high levels of silicone deposition, they do not have acceptable foam behaviour as discussed above.

Abstract

The present invention relates to the washing composition. More particularly, the invention relates to compositions for washing the human body which deliver oily components to the skin or hair. We have now determined that, foaming, mild washing compositions having an oily skin benefit can be formulated with: (a) an oily component; (b) one or more nonionic sugar-based surfactant, said surfactant being present in weight excess over the oily component, and; (c) a water soluble cationic polymer. Generally, the sugar based nonionic is selected from the group comprising aldonamides, alkylpolyglycosides and mixtures thereof.

Description

WASHING COMPOSITION
The present invention relates to washing compositions. More particularly, the invention relates to compositions for washing the human body which deliver oily components to the skin or hair.
It is well known to add oil to bath water so as to obtain a so-called skin benefit. It is also known to prepare compositions which contain both one or more oils and a surfactant so as to form an emulsion on dilution with water.
EP 0366070 discloses bathing compositions comprising an oily- component (preferably a silicone oil, jojoba or olive oil, 2-ethyl hexanoic acid, squalene or cetyl octanoate) , a non¬ ionic surfactant (preferably a poly-oxyethylene alkyl ether) and a cationic polymer (preferably synthetic N,N-dimethyl- 3,5-methylenepiperidinium chloride polymer or distearyl- dimethyl-ammonium chloride polymer) . The compositions are generally pressed into a tablet so as to provide a convenient dosage form. In that document, it is said that the oily component forms an emulsion in water in the presence of the non-ionic surfactant and that the cationic polymer exerts a synergistic effect with the aforementioned emulsion to improve the texture of the skin and to suppressing dryness after bathing. The oil content of the bath water disclosed in EP 0366070 ranges from 2 to 500ppm, and the surfactant content of the product is such that it preferably ranges from 18-60wt% of the oil content, that is, the surfactant content is always less than the oil content so as to avoid foaming. The above-mentioned compositions have a skin benefit but do not clean well due to the low level of surfactant present. Moreover, while the presence of foam is undesirable in moisturising bathing compositions, many consumers require bathing or other washing compositions to foam. It is known that oils have a depressant effect on foam, eg. in fabric washing compositions silicone oils are used as antifoams as disclosed in US 3843558 and GB 1407997. Other oils are also known as antifoams.
In addition, it is important that washing compositions are mild to the skin. While non-ionic surfactants are known to be particularly mild, especially as compared with anionic and cationic surfactants, non-ionic surfactants generally exhibit much worse foaming performance than ionic surfactants.
From the above, having regard to the poor foaming properties of non-ionic surfactants and the anti-foam effects of oils, it can be seen that the preparation of a foaming, mild washing composition capable of depositing an oil on the skin presents considerable technical problems.
We have now determined that, foaming, mild washing compositions having an oily skin benefit can be formulated with:
a) An oily component
b) At least one non-ionic sugar-based surfactant, said surfactant being present in weight excess over the oily component, and,
c) A water-soluble cationic polymer Suitable sugar based surfactants are selected from the group comprising the sugar-amides, sugar-ethers and sugar-esters having surfactant properties.
Generally, the sugar based non-ionic is selected from the group comprising aldonamides, alkylpolyglycosides and mixtures thereof.
Aldonamides are amides of aldonic acid. Aldonic acids are sugar substances (eg. cyclic sugars) in which the aldehyde group (generally found at the C, position on the sugar) is replaced by a carboxylic acid. Aldonamides can be based on sugars comprising one saccharide unit, (eg. gluconamide) , two saccharide units, (eg. lactobionamide or maltobionamide) or can be based on longer polysaccharides with an available terminal aldehyde group. Aldonamides are disclosed as emulsifiers in Walden, US 2752334, and as components for use in detergent compositions in our co-pending application US 07/816419.
A specific example of an aldobionamide which may be used for purposes of the invention is the disaccharide lactobionamide set forth below:
OH
OH Q OH
Figure imgf000005_0001
OH O OH
HO 0
OH
OH
wherein R, and R2 are the same or different and are selected from the group consisting of hydrogen; an aliphatic hydrocarbon radical (eg., alkyl groups and alkene groups which groups may contain heteroatoms such as N, 0 or S or alkoxylated alkyl chains such as ethoxylated or propoxylated alkyl groups) , preferably an alkyl group having 8 to 24, preferably 10 to 18 carbons; an aromatic radical (including substituted or unsubstituted aryl groups and arenes); a cycloaliphatic radical; an amino acid ester, ether amines and mixtures thereof, except that R_ and R2 cannot be hydrogen at the same time, and must have a total carbon chain length of at least 8 on average.
Suitable aliphatic hydrocarbon radicals include saturated and unsaturated radicals including but not limited to methyl, ethyl, amyl, hexyl, heptyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, and octadecyl, and allyl, undecenyl, oleyl, linoleyl, linolenyl, propenyl, and heptenyl .
Aromatic radicals are exemplified, for example, by benzyl.
Suitable mixed aliphatic aromatic radicals are exemplified by benzyl, phenyl ethyl, and vinyl benzyl.
Cycloaliphatic radicals are exemplified by cyclopentyl and cyclohexyl.
Alkylpolyglycosides (APG's) are known for inclusion in hair care and washing compositions, and have the advantages that they are mild, readily biodegradable and preparable from renewable resources.
The alkyl polyglycoside (APG) may be any APG which is capable of being employed in a body or hair care composition. Typically, the APG is one which comprises an alkyl group connected (optionally via a bridging group) to a block of one or more glycosyl groups. Preferred APG's are described by the following formula:
RO-(G)n "
wherein R is a branched or straight chain alkyl group which may be saturated or unsaturated and G is a saccharide group.
R may represent a mean alkyl chain length of from about C5 to about C20. Preferably, R represents a mean alkyl chain length of from about C9 to about C12. Most preferably the value of R lies between about 9.5 and about 10.5. G may be selected from C5 or C6 monosaccharide residues or mixtures of C5 and C6 monosaccharide residues, and is preferably a glucoside. G may be selected from the group comprsing glucose, xylose, lactose, fructose, mannose and derivatives thereof. Preferably G is glucose.
The degree of polymerisation, n, may have a value of from about 1 to about 10 or more. Preferably, the value of n lies in the range of from about 1.1 to about 2. Most preferably the value of n lies in the range of from about 1.3 to about 1.5.
Suitable alkyl polyglycosides for use in the invention are commercially available and include for example those materials identified by the trademarks: Ora ix NS10 ex Seppic; APG225, APG300, APG350, APG550 and APG600 ex Henkel; BW 2762ZA, BW 2762ZB, BW 2761ZA and BW 2761ZB ex Huls; SCS 1050 and SCS 1087 ex ICI.
Typically, the water soluble cationic polymer has a cationic charge density (as defined in US patent 3580853) greater than 0.0001 in aqueous solution. Cationic charge density refers to the ratio of the number of positive charges on a monomeric unit of which.the polymer isj comprised to the molecular weight of said monomeric unit.
The preferred cationic polymer for use in the washing composition of the invention is a cationically substituted galactomannan gum. The gum occurs naturally as guar gum, the principal component of the seed of the guar plant, cyamopsis tetraqonalobus. The guar molecule is essentially a straight chain mannan branched at quite regular intervals with single membered galactose units on alternative mannose units. The mannose units are linked to each other by means of beta (1-4) glycosidic linkages. The galactose branching is accomplished through an alpha (1-6) linkage. The cationic derivatives are obtained by reaction between the hydroxyl groups of the polygalactomannan and reactive quaternary ammonium compounds. The degree of substitution of the cationic groups is sufficient to provide a cationic charge density of 0.0001 to 0.0017. The quaternary ammonium compounds which can be used for preparing the cationic agents employed in this invention are those of the general formula
R1
R-N*-R2
R3
where R1, R2 and R3 are methyl or ethyl groups and R4 is an epoxyalkyl group of the formula
H2C-CH-R5- 0 or halohydrin group of the formula
X-CH,-CH-RJ-
OH
where R5 is a C1-C3 alkylene group and X is chlorine or bromine, Z being an anion such as Cl", Br", I" or HSO~,
These reagents would lead to the formation of a galactomannan derivative of the formula
R-
R-0-CH2-CH-Rs-N+-R2 OH
R3
where R represents guar gum.
An example of a suitable quaternary ammonium derivative is hydroxypropyltrimethylammonium guar gum of the formula
R-0-CH2-CH-CH2 N*(CH3)3C1" OH
Such a material is available commercially from Celanese- Stein Hall, USA under the name JAGUAR C-13-S; the word JAGUAR is a trade mark. This material also has the CTFA designation Guar Hydroxypropyltrimonium Chloride. JAGUAR C- 13-S has a cationic charge density of 0.0008. Another suitable material is that known as JAGUAR C-17 which is similar to JAGUAR C-13-S but has a higher degree of substitution of cationic groups and has a cationic charge density of 0.0016. A further example of a suitable guar derivative is the hydroxypropylated cationic guar derivative known as Jaguar C-16 which as well as containing the above cationic quaternary ammonium groups also contains hydroxypropyl (-CH2CH(OH)CH3) substitutent groups. JAGUAR C- 16 has a cationic charge density of approximately 0.0008, the degree of substitution of the hydroxypropyl groups being 0.8 - 1.1.
The preferred oily components are selected from natural fats and oils, preferably di glycerides having a carbon number of 24-44 and tri-glycerides having a carbon number of 30-73, more preferably, olive oil, coconut oil, and/or cacao fats: hydro-carbons, preferably liquid paraffin and/or vaseline: higher fatty acids, preferably having a branched or straight, saturated or unsaturated carbon chain length of C12-C22: higher alcohols, preferably lauryl, cetyl, stearyl, oleyl alcohols, cholesterol, and/or 2-hexyldecanol: esters, particularly isopropyl esters, preferably isopropyl myristate and/or palmitate: silicone oils, preferably dimethicone, phenyl dimethicone, dimethicone copolyol, and/or cyclomethicone.
The most preferred oil components are olive oil, the silicone oils, the isopropyl esters and liquid paraffin.
In addition to the above, compositions according to the present invention can comprise a polyol, preferably glycerol.
Minor components are inessential but typical components of washing compositions. These can be selected from one or more of opacifiers, preferably 0.2-2.0%wt; preservatives, preferably 0.2-2.0%wt and perfumes, preferably 0.5-2.0 wt%. Optional components include colouring agents, germicides, anti-oxidants and preservatives.
In embodiments of the invention, typical compositions comprise (on product) :
a) 1 to about 50wt% oily component,
b) about 1 to 50wt% non-ionic sugar based surfactant, said surfactant being present in weight excess over the oily component (a) , and,
c) 0.001-2wt% water soluble cationic polymer.
Preferred levels of oily component fall in the range 3-20wt% on product, more preferably 4-10wt%. Preferred levels of non-ionic sugar based surfactant fall in the range 10-30wt% on product. The preferred ratio of the oily component to the sugar based non-ionic surfactant falls in the range 1:1.5-1:6, higher ratios being preferred for concentrated products, typical ratios for non-concentrates being 1:1.5 to 1:4.
Particularly preferred embodiments of the invention comprise:
a) 4-10wt% of a silicone oil,
b) 10-20wt% of a non-ionic surfactant selected from lactobionamide, alkylpolyglycoside or mixtures thereof, and, c) 0.01-lwt% of hydroxy propyl trimethyl ammonium guar gum.
In order that the present invention can be further understood it will be described hereinafter with reference to examples.
EXAMPLES :
In the examples given below the following components are identified by their trade names:
ORAMIX NS-10 An alkylpolyglucoside, available in the marketplace from SEPPIC.
APG-600 An alkylpolyglucoside, (PLANTAREN) available in the marketplace from HENKEL.
C12-LACTOBIONAMIDE An aldonamide as described above having Rl = hydrogen and R2 = lauryl residue. Manufactured according to US 07/816419.
C14-LACTOBIONAMIDE An aldonamide as described above having Rl = hydrogen and R2 = myristyl residue. Manufactured according to US 07/816419.
COCO-LACTOBIONAMIDE An aldonamide as described above having Rl = hydrogen and R2 being derived from the fatty acids of coconut (Cocos nuctifera) fat (predominantly C12) . Manufactured according to US 07/816419. Brij 76 Alcohol ethoxylate (C18, EO average 10) , non-ionic surfactant as supplied by ATLAS.
Genapol 0-020 Alcohol ethoxylate (C18 EO average 2), non-ionic surfactant as supplied by HOECHΞT.
BC89/138 (silicone) A silicone oil available as an emulsion (containing 50%wt silicone) from the Basildon Chemical Company Ltd.
JAGUAR C13-S Guar hydroxy propyl tri-methyl ammonium chloride available in the marketplace from Celanese-Stein Hall.
EXAMPLES 1-6 and Comparative Examples
Compositions were prepared with formulations as given in table 1 below. The JAGUAR C13-S was made up into a 2wt% solution from powder, all other components were used as supplied in the quantities given.
TABLE 1
10
15
20
Figure imgf000015_0001
Compositions were prepared by adding the actives to water, under shear, followed by addition of the oil, any glycerol, and polymer, preservatives and perfume in sequence. Mixing was performed at room temperature.
Foam values given in Table 1 are foam heights in cm using a cylinder shaking method. In the 'cylinder-shaking' test method, 0.25 ml of product was introduced into 50mls of water in a 200ml stoppered measuring cylinder and shaken vigorously 30 times by hand. Each shake involved a vertical up/down motion of 30cm and, on average, twenty shakes occurred every 5 seconds. After shaking the stoppers were removed and the initial foam height was measured.
Examples 1-6 of the present invention and comparative examples 7-10 show that typical foam volumes of 1.5-9.0 (expressed in terms of foam height) are obtained with formulations comprising conventional non-ionics (examples 7- 9) even when very high levels of ethoxylation are used (compare 7 with 8-10) . For a particular non-ionic (see examples 8-10), foam volumes are particularly bad in the presence of silicone oil (compare examples 8: 0.5 with oil and 9: 2 without oil) . The limits of error in these examples are around 1 unit.
Example 6 which contained C12 lactobionamide as the sole surfactant component is an example of a solid formulation.
Examples 1-5 exhibit much higher foam volumes in the presence of oil, than comparable formulations (examples 7,8 and 10, with conventional non-ionics) in the presence of oil. This illustrates how formulations based on conventional non-ionic surfactants, would not achieve the benefit of the present invention in terms of foam volume. It is believed that this is due to the foam-breaking effects of oil on surfactant systems as well as the relatively poor foaming behaviour of non-ionics.
Silicone deposition was measured using X-ray fluorescence in arbitrary units. It can be seen from the results that all of the compositions deposit at least 0.26 units of silicone which is a satisfactory level of deposition. While the conventional non-ionic formulations of comparative examples 8 and 10 exhibit high levels of silicone deposition, they do not have acceptable foam behaviour as discussed above.

Claims

CLAIMS :
Foaming, mild washing compositions comprising:
a) An oily component,
b) One or more non-ionic sugar-based surfactant, said surfactant being present in weight excess over the oily component, and,
c) A water soluble cationic polymer.
2. Composition according to claim 1 wherein the sugar based non-ionic is selected from the group comprising aldonamides, alkylpolyglycosides and mixtures thereof.
3. Composition according to claim 1 wherein the water soluble cationic polymer has a cationic charge density greater than 0.0001 in aqueous solution.
4. Composition according to claim 1 wherein the oily component is selected from:
a) natural fats and oils, preferably di glycerides having a carbon number of 24-44 and tri-glycerides having a carbon number of 30-73, more preferably, olive oil, coconut oil, and/or cacao fats and/or,
b) hydro-carbons, preferably liquid paraffin and/or vaseline and/or,
c) higher fatty acids, preferably having a branched or straight, saturated or unsaturated carbon chain length of C12-C24 and/or, d) higher alcohols, preferably lauryl, cetyl, stearyl, oleyl alcohols, cholesterol, and/or 2- hexyldecanol: esters, particularly isopropyl esters, preferably isopropyl myristate and/or palmitate and/or,
e) silicone oils, preferably dimethicone, phenyl dimethicone, dimethicone copolyol, and/or cyclomethicone.
5. Composition according to claim 1 further comprising a polyol, preferably glycerol .
6. Composition according to claim 1 comprising:
a) 1 to about 50wt% oily component,
b) about 1 to 50wt% non-ionic sugar based surfactant, said surfactant being present in weight excess over the oily component (a) , and,
c) 0.001-2wt% water soluble cationic polymer.
7. Composition according to claim 6 wherein the ratio of the oily component to the sugar based non-ionic surfactant falls in the range 1:1.5-1:6.
8. Composition according to claim 6 comprising:
a) 4-10wt% of a silicone oil,
b) 10-20wt% of a non-ionic surfactant selected from lactobionamide, alkylpolyglycoside or mixtures thereof, and, 0.01-lwt% of hydroxy propyl trimethyl ammonium guar gum.
PCT/EP1993/002059 1992-08-07 1993-07-31 Washing composition WO1994003150A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
AU47060/93A AU4706093A (en) 1992-08-07 1993-07-31 Washing composition
BR9306851A BR9306851A (en) 1992-08-07 1993-07-31 Sparkling composition for gentle washing
EP93917727A EP0653933A1 (en) 1992-08-07 1993-07-31 Washing composition
JP6505007A JPH07509706A (en) 1992-08-07 1993-07-31 cleaning composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB929216767A GB9216767D0 (en) 1992-08-07 1992-08-07 Washing composition
GB9216767.5 1992-08-07

Publications (1)

Publication Number Publication Date
WO1994003150A1 true WO1994003150A1 (en) 1994-02-17

Family

ID=10719972

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1993/002059 WO1994003150A1 (en) 1992-08-07 1993-07-31 Washing composition

Country Status (8)

Country Link
EP (1) EP0653933A1 (en)
JP (1) JPH07509706A (en)
AU (1) AU4706093A (en)
BR (1) BR9306851A (en)
CA (1) CA2141878A1 (en)
GB (1) GB9216767D0 (en)
WO (1) WO1994003150A1 (en)
ZA (1) ZA935731B (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997002012A1 (en) * 1995-07-03 1997-01-23 Henkel Kommanditgesellschaft Auf Aktien Skin-care agents containing nonionic surfactants and cationic biopolymers
EP0776656A1 (en) * 1995-11-11 1997-06-04 Henkel Kommanditgesellschaft auf Aktien Cosmetic and/or pharmaceutical emulsions
EP0776657A3 (en) * 1995-11-11 1997-07-30 Henkel Kgaa Cosmetic and/or pharmaceutical emulsions
EP0911022A1 (en) * 1997-09-26 1999-04-28 Unilever N.V. Ultramild antibacterial cleaning composition for frequent use
US6008173A (en) * 1995-11-03 1999-12-28 Colgate-Palmolive Co. Bar composition comprising petrolatum
FR2780278A1 (en) * 1998-06-24 1999-12-31 Oreal Foam-forming conditioning and cleansing composition, especially shampoo
WO2000048568A1 (en) * 1999-02-19 2000-08-24 The Procter & Gamble Company Cosmetic compositions
US7786176B2 (en) 2005-07-29 2010-08-31 Kimberly-Clark Worldwide, Inc. Vaginal treatment composition containing xylitol

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6998372B2 (en) 2001-08-16 2006-02-14 J&J Consumer Companies, Inc. Moisturizing detergent compositions
JP2014015426A (en) * 2012-07-10 2014-01-30 Wacker Asahikasei Silicone Co Ltd Silicone emulsion composition for bath agent

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2523962A1 (en) * 1982-03-24 1983-09-30 Centre Nat Rech Scient Detergent aldonic acid amide(s) - are prepd. from acid and long chain amine
EP0398177A2 (en) * 1989-05-17 1990-11-22 Kao Corporation Detergent composition
EP0400976A1 (en) * 1989-05-30 1990-12-05 Unilever Plc Shampoo composition
EP0463780A2 (en) * 1990-06-20 1992-01-02 Unilever N.V. Shampoo composition
US5085857A (en) * 1989-12-04 1992-02-04 Chesebrough-Pond's Usa Co. Conditioning shampoo comprising a surfactant, a non-volatile silicone oil and guar hydroxypropyltrimonium chloride as a cationic conditioning polymer
WO1992005764A1 (en) * 1990-09-28 1992-04-16 The Procter & Gamble Company Improved shampoo compositions
EP0531650A2 (en) * 1991-08-22 1993-03-17 Goldwell Aktiengesellschaft Haircleaning composition

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2523962A1 (en) * 1982-03-24 1983-09-30 Centre Nat Rech Scient Detergent aldonic acid amide(s) - are prepd. from acid and long chain amine
EP0398177A2 (en) * 1989-05-17 1990-11-22 Kao Corporation Detergent composition
EP0400976A1 (en) * 1989-05-30 1990-12-05 Unilever Plc Shampoo composition
US5085857A (en) * 1989-12-04 1992-02-04 Chesebrough-Pond's Usa Co. Conditioning shampoo comprising a surfactant, a non-volatile silicone oil and guar hydroxypropyltrimonium chloride as a cationic conditioning polymer
EP0463780A2 (en) * 1990-06-20 1992-01-02 Unilever N.V. Shampoo composition
WO1992005764A1 (en) * 1990-09-28 1992-04-16 The Procter & Gamble Company Improved shampoo compositions
EP0531650A2 (en) * 1991-08-22 1993-03-17 Goldwell Aktiengesellschaft Haircleaning composition

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997002012A1 (en) * 1995-07-03 1997-01-23 Henkel Kommanditgesellschaft Auf Aktien Skin-care agents containing nonionic surfactants and cationic biopolymers
US6008173A (en) * 1995-11-03 1999-12-28 Colgate-Palmolive Co. Bar composition comprising petrolatum
US6156713A (en) * 1995-11-03 2000-12-05 Colgate-Palmolive Company Composition
US6365560B1 (en) 1995-11-03 2002-04-02 Colgate-Palmolive Company Composition comprising triclocarban or triclosan
EP0776656A1 (en) * 1995-11-11 1997-06-04 Henkel Kommanditgesellschaft auf Aktien Cosmetic and/or pharmaceutical emulsions
EP0776657A3 (en) * 1995-11-11 1997-07-30 Henkel Kgaa Cosmetic and/or pharmaceutical emulsions
EP0911022A1 (en) * 1997-09-26 1999-04-28 Unilever N.V. Ultramild antibacterial cleaning composition for frequent use
FR2780278A1 (en) * 1998-06-24 1999-12-31 Oreal Foam-forming conditioning and cleansing composition, especially shampoo
EP0974341A1 (en) * 1998-06-24 2000-01-26 L'oreal Foaming conditioning and washing composition
US6156297A (en) * 1998-06-24 2000-12-05 L'oreal, S.A. Conditioning and detergent compositions and use
WO2000048568A1 (en) * 1999-02-19 2000-08-24 The Procter & Gamble Company Cosmetic compositions
US7786176B2 (en) 2005-07-29 2010-08-31 Kimberly-Clark Worldwide, Inc. Vaginal treatment composition containing xylitol

Also Published As

Publication number Publication date
JPH07509706A (en) 1995-10-26
CA2141878A1 (en) 1994-02-17
ZA935731B (en) 1995-02-06
GB9216767D0 (en) 1992-09-23
EP0653933A1 (en) 1995-05-24
BR9306851A (en) 1998-12-08
AU4706093A (en) 1994-03-03

Similar Documents

Publication Publication Date Title
US5656200A (en) Foaming emulsions
EP0813406B1 (en) Crystalline hydroxy waxes as oil in water stabilizers for skin cleansing liquid composition
US6579907B1 (en) Foaming oil-in-water emulsion based on nonionic surfactants, a fatty phase and a crosslinked cationic or anionic polymer, and its use in topical applications
EP2039751B1 (en) Cleansing composition
US5489395A (en) Detergent compositions
US20140023606A1 (en) Process for producing a conditioning cleaning agent
JP4037907B2 (en) Aqueous pearlescent concentrate
JP4658328B2 (en) Shampoo composition
EP0728475A2 (en) Skin cleanser
EP2688547A2 (en) Process for producing a conditioning cleaning agent
JP2001509162A (en) Cleaning products
JPH05132411A (en) Aqueous preparation of highly viscous surfactant
JPH11514016A (en) Shampoo composition
WO1994024248A1 (en) Liquid pearlizing composition
WO1994003150A1 (en) Washing composition
EP0175485A2 (en) Shampoo compositions
JP2007145726A (en) Non-aerosol type foam jetting hair detergent product and hair detergent composition
JP4181217B2 (en) Aqueous pearlescent agent concentrate
EP2033622B1 (en) Cosmetic cleaning products with a low pH
JP4037908B2 (en) Aqueous pearl luster concentrate
JPH11514032A (en) Cleansing composition
JP3909038B2 (en) Cleaning composition
JP2592573B2 (en) Shampoo composition
JP2000515884A (en) Shampoo composition
EP0777466A1 (en) Detergent compositions

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AT AU BB BG BR BY CA CH CZ DE DK ES FI GB HU JP KP KR KZ LK LU MG MN MW NL NO NZ PL PT RO RU SD SE SK UA VN

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
WWE Wipo information: entry into national phase

Ref document number: 1993917727

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 2141878

Country of ref document: CA

WWP Wipo information: published in national office

Ref document number: 1993917727

Country of ref document: EP

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

WWW Wipo information: withdrawn in national office

Ref document number: 1993917727

Country of ref document: EP