[go: up one dir, main page]

WO1996037589A1 - Composition nettoyante contenant des agents tensioactifs a base d'amide d'acide gras polyhydroxyle - Google Patents

Composition nettoyante contenant des agents tensioactifs a base d'amide d'acide gras polyhydroxyle Download PDF

Info

Publication number
WO1996037589A1
WO1996037589A1 PCT/US1996/006578 US9606578W WO9637589A1 WO 1996037589 A1 WO1996037589 A1 WO 1996037589A1 US 9606578 W US9606578 W US 9606578W WO 9637589 A1 WO9637589 A1 WO 9637589A1
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
weight
composition according
surfactant
formula
Prior art date
Application number
PCT/US1996/006578
Other languages
English (en)
Inventor
Russell Phillip Elliott
Nicola Jacqueline Phipps
Sara Louise Holloway
Original Assignee
The Procter & Gamble Company
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 The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to BR9608852A priority Critical patent/BR9608852A/pt
Priority to JP8535705A priority patent/JPH11505839A/ja
Priority to EP96914603A priority patent/EP0828807A4/fr
Publication of WO1996037589A1 publication Critical patent/WO1996037589A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42—Amides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/65—Mixtures of anionic with cationic compounds
    • C11D1/652—Mixtures of anionic compounds with carboxylic amides or alkylol amides
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/596—Mixtures of surface active compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146—Sulfuric acid esters
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/90—Betaines

Definitions

  • the present invention relates to cleansing compositions.
  • cleansing compositions In particular it relates to mild personal cleansing compositions with good skin feel attributes, rinsing behaviour and foaming properties which are suitable for simultaneously cleansing and conditioning the skin and/or the hair and which may be used, for example, in the form of foam bath preparations, shower products, skin cleansers, hand, face and body cleansers, shampoos, etc.
  • Mild cosmetic compositions must satisfy a number of criteria including cleansing power, foaming properties and mildness/low i ⁇ itancy/good feel with respect to the skin, hair and the ocular mucosae.
  • Skin is made up of several layers of cells which coat and protect the keratin and collagen fibrous proteins that form the skeleton of its structure. The outermost of these layers, referred to as the stratum coraeum, is known to be composed of 250 A protein bundles surrounded by 80 A thick layers. Hair similarly has a protective outer coating enclosing the hair fibre which is called the cuticle.
  • Anionic surfactants can penetrate the stratum corneum membrane and the cuticle and, by delipidization destroy membrane integrity. This interference with skin and hair protective membranes can lead to a rough skin feel and eye irritation and may eventually permit the surfactant to interact with the keratin and hair proteins creating irritation and loss of barrier and water retention functions.
  • Ideal cosmetic cleansers should cleanse the skin or hair gently, without defatting and/or drying the hair and skin and without irritating the ocular mucosae or leaving skin taut after frequent use. Most lathering soaps, shower and bath products, shampoos and bars fail in this respect.
  • the subject of the present invention is a mild, foam-producing, easily rinsed, stable cleansing product suitable for personal cleansing of the skin or hair and which may be used as shower products, skin cleansers and shampoos etc.
  • a liquid personal cleansing composition comprising:
  • auxiliary surfactant selected from anionic surfactant other than C8 t0 ClO alkyl sulphate, nonionic, zwitterionic and amphoteric surfactants and mixtures thereof;
  • a personal cleansing composition comprising:
  • auxiliary surfactant selected from anionic surfactant other than Cs to Cio alkyl sulphate, nonionic, zwitterionic and amphoteric and mixtures thereof; and optionally
  • ratio of short chain alkyl sulphate to alkyl ethoxy sulphate is in the range of from about 1:3 to about 3:1, more preferably from about 2:1 to about 1:2.
  • Rg is C5-C31 hydrocarbyl
  • R9 is Ci-Cs alkyl or hydroxyalkyl
  • Z2 is a polyhydroxyhydrocarbyl moiety
  • auxiliary surfactant selected from anionic surfactants other than C8 to Cio alkyl sulphates, other nonionic, zwitterionic and amphoteric surfactants and mixtures thereof;
  • the invention takes the form of a foam producing liquid cleansing composition with superior skin feel and mildness characteristics, excellent rinsing behaviour, improved perceived dryness and expertly graded dryness and skin hydration measurements and trans epidermal water loss (TEWL), combined with excellent lathering, good stability, cleansing ability and conditioning performance. All concentrations and ratios herein are by weight of the cleansing composition, unless otherwise specified. Surfactant chain lengths are also on a weight average chain length basis, unless otherwise specified.
  • liquid cleansing compositions herein are based on a combination of short chain alkyl sulphates with other mild surfactants and polymeric skin conditioning agents. Preferred embodiments also contain perfume or cosmetic oils.
  • compositions of the present invention contain, as an essential component, a short chain alkyl sulphate surfactant where 'short chain' as defined herein means an average carbon chain length of Cio or l ess - Th ⁇ short chain alkyl sulphate surfactants of the present invention are valuable in shower gel compositions for the delivery of improved skin mildness attributes and product rinsing benefits in combination with a desirable lather profile.
  • Alkyl sulphate surfactants suitable for inclusion in the compositions of the present invention have the general formula (I);
  • R is straight or branched chain alkyl, preferably straight chain, containing on average from about 8 to about 10 carbon atoms, preferably about 10 carbon atoms and wherein M is selected from alkali metals, ammonium or other suitable monovalent cation or mixtures thereof.
  • Cg is an average value and as such may contain certain proportions of both higher and lower carbon chain lengths as a direct function of its synthesis. The level of such material can be achieved by modification of the process and the nature of the starting materials. While Cio alkyl sulphate is the preferred surfactant in the compositions of the invention mixtures of short chain alkyl sulphates may also be used.
  • Cio alkyl sulphate material containing at least about 80% by weight of the Cio, preferably at least about 90% Cio, more preferably at least about 95% Cio and especially at least about 99% Cio alkyl sulphate.
  • Suitable short chain alkyl sulphate materials are available from Albright and Wilson under the trade names Empicol LC35 and Empicol 0758F.
  • the short chain alkyl sulphate is present in the compositions herein described at a level of from about 1% to about 10%, more preferably from about 2% to about 5% by weight.
  • compositions of the present invention comprise a mild surfactant system of water-soluble auxihary surfactants.
  • Mild surfactants suitable for inclusion in compositions according to the present invention generally have a lipophilic chain length of from about 12 to about 22 carbon atoms and can be selected from anionic, nonionic, zwitterionic and amphoteric surfactants and mixtures thereof.
  • the total level of auxiliary surfactant is preferably from about 3% to about 40%, more preferably from about 4% to about 20%, and especially from about 5% to about 15% by weight.
  • the compositions preferably comprise a mixture of anionic with zwitterionic and/or amphoteric surfactants.
  • the level of the individual auxihary anionic, zwitterionic and amphoteric surfactant components, where present, is in the range from about 1% to about 15%, and especially from about 2% to about 13% by weight of the composition, while the level of nonionic surfactant, where present, is in the range from about 0.1% to about 20% by weight, preferably from about 0.5% to about 16%, more preferably from about 1% to about 12% by weight.
  • the weight ratio of auxiliary anionic surfactant: zwitterionic and/or amphoteric surfactant is in the range from about 1:2 to about 6:1.
  • compositions within the scope of the invention comprise mixtures of anionic, zwitterionic and/or amphoteric surfactants with one or more nonionic surfactants.
  • Preferred for use herein are soluble or dispersible nonionic surfactants selected from ethoxylated animal and vegetable oils and fats and mixtures thereof, sometimes referred to herein as "oil-derived" nonionic surfactants.
  • Auxiliary anionic surfactants suitable for inclusion in the compositions of the invention can generally be described as mild synthetic detergent surfactants and include ethoxylated alkyl sulfates, alkyl glyceryl ether sulfonates, methyl acyl taurates, fatty acyl glycinates, N-acyl glutamates, acyl isethionates, alkyl sulfosuccinates, alky ethoxysulphosuccinates, alpha- sulfonated fatty acids, their salts and/or their esters, alkyl ethoxy carboxylates, alkyl phosphate esters, ethoxylated alkyl phosphate esters, alkyl sulphates, acyl sarcosinates and fatty acid/protein condensates, and mixtures thereof.
  • Alkyl and/or acyl chain lengths for these surfactants are C12-C22. preferably C12-C
  • Particularly preferred are the alkyl sulfates containing from about 1 to 6, preferably 2 to 4 moles of ethylene oxide, such as sodium laureth-2 sulfate, sodium laureth-3 sulfate and magnesium sodium laureth- 3.6 sulfate and especially preferred is sodium laureth-3 sulphate.
  • the anionic surfactant contains at least about 50%, especially at least about 75% by weight of ethoxylated alkyl sulfate.
  • ethoxylated alkyl sulphates obtained from narrow range ethoxylates are particularly suitable for use in the present compositions.
  • NREs narrow range ethoxylated alkyl sulphates
  • Narrow range ethoxylated alkyl sulphates are particularly valuable in the compositions of the invention for the delivery of improved skin mildness and product lather attributes.
  • Narrow range ethoxylated alkyl sulphates suitable for use herein are selected from sulphated alkyl ethoxylates containing on average from about 1 to about 6, preferably from about 2 to about 4 and especially about 3 moles of ethylene oxide such as NRE sodium laureth-3 sulphate.
  • NRE materials suitable for use herein contain distributions of the desired ethlyene oxide (EO Q ) in the ranges of from 15% to about 30% of EO n , from about 10% to about 20% of EO n + ⁇ and from about 10% to about 20% of EO n _ ⁇ .
  • Highly preferred NRE materials contain less than about 5% by weight of ethoxylated alkyl sulphate having 6 or more moles of ethylene oxide and less than about 5% by weight of non-ethoxylated alkyl sulphate.
  • compositions of the invention can also comprise an auxiliary water-soluble nonionic surfactant at levels from about 0.1% to about 20%, more preferably from about 0.1% to about 10%, and especially from about 1% to about 8% by weight.
  • surfactants of this class include C12-C14 fatty acid mono-and diethanolamides, sucrose polyester surfactants and polyhydroxy fatty acid amide surfactants having the general formula (H).
  • N-alkyl, N-alkoxy or N-aryloxy, polyhydroxy fatty acid amide surfactants according to formula (IX) are those in which Rg is C5- C31 hydrocarbyl, preferably C6-C19 hydrocarbyl, including straight-chain and branched chain alkyl and alkenyl, or mixtures thereof and R9 is typically C1-C8 alkyl or hydroxyalkyl, preferably methyl, or a group of formula -R - 0-R2 wherein Rl is C2-Cg hydrocarbyl including straight-chain, branched- chain and cychc (including aryl), and is preferably C2-C4 alkylene, R2 is Ci-Cg straight-chain, branched-chain and cyclic hydrocarbyl including aryl and oxyhydrocarbyl, and is preferably C1-C4 alkyl, especially methyl, or phenyl.
  • Z2 is a polyhydroxyhydrocarbyl moiety having a linear hydrocarbyl chain with at least 2 (in the case of glyceraldehyde) or at least 3 hydroxyls (in the case of other reducing sugars) directly connected to the chain, or an alkoxylated derivative (preferably ethoxylated or propoxylated) thereof.
  • Z2 preferably will be derived from a reducing sugar in a reductive amination reaction, most preferably Z2 is a glycityl moiety.
  • Suitable reducing sugars include glucose, fructose, maltose, lactose, galactose, mannose, and xylose, as well as glyceraldehyde.
  • high dextrose corn syrup, high fructose corn syrup, and high maltose corn syrup can be utilized as well as the individual sugars hsted above. These corn syrups may yield a mix of sugar components for Z2. It should be understood that it is by no means intended to exclude other suitable raw materials.
  • Z2 preferably will be selected from the group consisting of -CH2-(CHOH) n -CH2 ⁇ H, - CH(CH2 ⁇ H)-(CHOH)n. ⁇ -CH2H, CH2(CHOH)2(CHOR')CHOH)-CH2 ⁇ H, where n is an integer from 1 to 5, inclusive, and R' is H or a cychc mono- or poly-saccharide, and alkoxylated derivatives thereof. As noted, most preferred are glycityls wherein n is 4, particularly -CH2-(CHOH)4 ⁇ CH2 ⁇ H.
  • the most preferred polyhydroxy fatty acid amide has the formula Rg(CO)N(CH3)CH2(CHOH)4CH2 ⁇ H wherein Rg is a C6-C19 straight chain alkyl or alkenyl group.
  • Rg-CO- N ⁇ can be, for example, cocoamide, stearamide, oleamide, lauramide, myristamide, capricamide, palmiamide, tallow amide, etc.
  • a preferred process for making the above compounds having formula (II) comprises reacting a fatty acid triglyceride with an N-substituted polyhydroxy amine in the substantial absence of lower (C1-C4) alcoholic solvent, but preferably with an alkoxylated alcohol or alkoxylated alkyl phenol such as NEODOL and using an alkoxide catalyst at temperatures of from about 50°C to about 140°C to provide high yields (90-98%) of the desired products.
  • Suitable processes for making the desired polyhydroxy fatty acid amide compounds are outlined in US-A-5, 194,639 and US-A- 5,380,891.
  • compositions for use herein suitably also contain a water-soluble auxiliary amphoteric surfactant.
  • Amphoteric surfactants suitable for use in the compositions of the invention include:
  • Ri is C7-C22 alkyl or alkenyl
  • R2 is hydrogen or CH2Z
  • each Z is independently CO2M or CH2CO2M
  • M is H, alkali metal, alkaline earth metal, ammonium or alkanolammonium; and/or ammonium derivatives of formula (IV)
  • R 1 CONH(CH 2 ) 2 N + CH 2 Z wherein R ⁇ , R2 and Z are as defined above;
  • n, m, p, and q are numbers from 1 to 4, and Ri and M are independently selected from the groups specified above;
  • Suitable amphoteric surfactants of type (a) are marketed under the trade name Miranol and Empigen and are understood to comprise a complex mixture of species.
  • Miranols have been described as having the general formula HI, although the CTFA Cosmetic Ingredient Dictionary, 3rd Edition indicates the non-cychc structure IV while the 4th Edition indicates yet another structural isomer in which R2 is O-linked rather than N-linked.
  • CTFA Cosmetic Ingredient Dictionary, 3rd Edition indicates the non-cychc structure IV while the 4th Edition indicates yet another structural isomer in which R2 is O-linked rather than N-linked.
  • a complex mixture of cyclic and non- cychc species is likely to exist and both definitions are given here for sake of completeness.
  • Preferred for use herein, however, are the non-cychc species.
  • Suitable amphoteric surfactants of type (a) include compounds of formula HI and/or IV in which Ri is C Hi7 (especially iso- capryl), C9H19 and Ci 1H23 alkyl. Especially preferred are the compounds in which Ri is C9H19, Z is CO2M and R2 is H; the compounds in which Rl is C11H23, Z is CO2M and R2 is CH2CO2M; and the compounds in which Ri is Ci 1H23, Z is CO2M and R2 is H.
  • materials suitable for use in the present invention include cocoamphocarboxypropionate, cocoamphocarboxy propionic acid, and especially cocoamphoacetate and cocoamphodiacetate (otherwise referred to as cocoamphocarboxyglycinate).
  • Specific commercial products include those sold under the trade names of Ampholak 7TX (sodium carboxy methyl tallow polypropyl arnine), Empigen CDL60 and CDR 60 (Albright & Wilson), Miranol H2M Cone. Miranol C2M Cone. N.P., Miranol C2M Cone.
  • Miranol C2M SF Miranol CM Special (Rh ⁇ ne-Poulenc); Alkateric 2CIB (Alkaril Chemicals); Amphoterge W-2 (Lonza, Inc.); Monateric CDX-38, Monateric CSH-32 (Mona Industries); Rewoteric AM-2C (Rewo Chemical Group); and Schercotic MS-2 (Scher Chemicals).
  • amphoteric surfactants of this type are manufactured and sold in the form of electroneutral complexes with, for example, hydroxide counterions or with anionic sulfate or sulfonate surfactants, especially those of the sulfated Cg- Cig alcohol, Cg-Cig ethoxylated alcohol or Cg-Cig acyl glyceride types.
  • anionic sulfate or sulfonate surfactants especially those of the sulfated Cg- Cig alcohol, Cg-Cig ethoxylated alcohol or Cg-Cig acyl glyceride types.
  • compositions which are essentially free of (non-ethoxylated) sulfated alcohol surfactants are based herein on the uncomplexed forms of the surfactants, any anionic surfactant counterions being considered as part of the overall anionic surfactant component content.
  • amphoteric surfactants of type (b) include N- alkyl polytrimethylene poly-, carboxymemylamines sold under the trade names Ampholak X07 and Ampholak 7CX by Berol Nobel and also salts, especially the triethanolammonium salts and salts of N-lauiyl-beta-amino propionic acid and N-lauryl-imino-dipropionic acid. Such materials are sold under the trade name Deriphat by Henkel and Mirataine by Rh ⁇ ne-Poulenc.
  • the compositions herein can also contain from about 0.1% to about 20%, more preferably from about 0.1% to about 10%, and especially from about 1% to about 8% of a zwitteriomc surfactant.
  • Water-soluble auxihary betaine surfactants suitable for inclusion in the compositions of the present invention include alkyl betaines of the formula RsR ⁇ N ⁇ (CH2)nC ⁇ 2M (Vm) and amido betaines of the formula (DC)
  • R5 is Ci 1-C22 alkyl or alkenyl
  • R$ and R7 are independently Ci- C3 alkyl
  • M is H
  • alkali metal alkaline earth metal
  • n, m are each numbers from 1 to 4.
  • Preferred betaines include cocoamidopropyldime ylcarboxymethyl betaine, laurylamidopropyldimethylcarboxymethyl betaine and Tego betaine (RTM).
  • Water-soluble auxiliary sultaine surfactants suitable for inclusion in the compositions of the present invention include alkyl sultaines of the formula
  • Ri is C7 to C22 alkyl or alkenyl
  • R2 and R3 are independently Ci to C3 alkyl
  • M is H
  • m and n are numbers from 1 to 4.
  • Preferred for use herein is coco amido propylhydroxy sultaine.
  • Water-soluble auxiliary amine oxide surfactants suitable for inclusion in the compositions of the present invention include alkyl amine oxide R5R6R7NO and amido amine oxides of the formula (XI)
  • R5 is Ci 1 to C22 alkyl or alkenyl
  • R and R7 are independently Ci to C3 alkyl
  • M is H, alkah metal, alkaline earth metal, ammonium or alkanolammonium
  • m is a number from 1 to 4.
  • Preferred amine oxides include cocoan ⁇ dopropylamine oxide, lauryl dimethyl arnine oxide and myristyl dimethyl amine oxide.
  • compositions according to the present invention can also include a skin conditioning cationic polymer.
  • the cationic polymer is valuable in the compositions according to the present invention for provision of skin feel attributes and for improved rheology and application characteristics in the presence of the hydrophobically modified cellulose ether moiety.
  • the polymeric skin conditioning agent is preferably present at a level from about 0.01% to about 5%, preferably from about 0.01% to about 3% and especially from about 0.01% to about 2% by weight.
  • Suitable polymers are high molecular weight materials (mass-average molecular weight determined, for instance, by light scattering, being generally from about 2,000 to about 5,000,000, preferably from about 5,000 to about 3,000,000 more preferably from 100,000 to about 1,000,000).
  • Representative classes of polymers include cationic polysaccharides; cationic homopolymers and copolymers derived from acrylic and/or methacryhc acid; cationic cellulose resins; cationic copolymers of dimethyldiallylammonium chloride and acrylamide and or acrylic acid; cationic homopolymers of dimethyldiallylammonium chloride; cationic polyalkylene and ethoxypolyalkylene imines; quaternized silicones, and mixtures thereof.
  • cationic polymers suitable for use herein include cationic guar gums such as hydroxypropyl trimethyl ammonium guar gum (d.s. of from 0.11 to 0.22) available commercially under the trade names Jaguar C-14-S(RTM) and Jaguar C-17(RTM) and also Jaguar C- 16(RTM), which contains hydroxypropyl substituents (d.s. of from 0.8-1.1) in addition to the above-specified cationic groups, and quaternized hydroxy ethyl cellulose ethers available commercially under the trade names Ucare Polymer JR-30M, JR-400, Catanal (RTM) and Celquat.
  • quaternized hydroxy ethyl cellulose ethers available commercially under the trade names Ucare Polymer JR-30M, JR-400, Catanal (RTM) and Celquat.
  • Suitable cationic polymers are homopolymers of dimethyldiallylammonium chloride available commercially under the trade name Merquat 100, copolymers of dimethyl aminoethylmethacrylate and acrylamide, copolymers of dimethyldiallylammonium chloride and acrylamide, available commercially under the trade names Merquat 550 and Merquat S, acrylic acid/dimethyldiallylammonium chloride/acrylamide copolymers available under the trade name Merquat 3300, quaternized vinyl pyrrohdone acrylate or methacrylate copolymers of amino alcohol available commercially under the trade name Gafquat, for example Polyquaternium 11, 23 and 28 (quaternized copolymers of vinyl pyrrohdone and dimethyl aminoethylmethacrylate - Gafquat 755N and HS-100), vinyl pyrrolidone/vinyl imidazolium methochloride copolymers available under the trade names Luviquat HM
  • compositions of the invention preferably also contain from about 0.1% to about 20%, preferably from about 1% to about 15%, and more preferably from about 2% to about 10% by weight of an oil derived auxihary nonionic surfactant or mixture of oil derived auxiliary nonionic surfactants.
  • Oil derived auxiliary nonionic surfactants are valuable in compositions according to the invention for the provision of skin feel benefits both in use and after use.
  • Suitable oil derived nonionic surfactants for use herein include water soluble vegetable and animal-derived emollients such as triglycerides with a polyethyleneglycol chain inserted; ethoxylated mono and di-glycerides, polyethoxylated lanolins and ethoxylated butter derivatives.
  • One preferred class of oil-derived auxihary nonionic surfactants for use herein have the general formula (XII)
  • n is from about 5 to about 200, preferably from about 20 to about 100, more preferably from about 30 to about 85, and wherein R comprises an aliphatic radical having on average from about 5 to 20 carbon atoms, preferably from about 7 to 18 carbon atoms.
  • Suitable ethoxylated oils and fats of this class include polyethyleneglycol derivatives of glyceryl cocoate, glyceryl caproate, glyceryl caprylate, glyceryl tallowate, glyceryl palmate, glyceryl stearate, glyceryl laurate, glyceryl oleate, glyceryl ricinoleate, and glyceryl fatty esters derived from triglycerides, such as palm oil, almond oil, and corn oil, preferably glyceryl tallowate and glyceryl cocoate.
  • Suitable oil derived auxiliary nonionic surfactants of this class are available from Croda Inc. (New York, USA) under their Crovol line of materials such as Crovol EP40 (PEG 20 evening primrose glyceride), Crovol EP 70 (PEG 60 evening primrose glyceride) Crovol A-40 (PEG 20 almond glyceride), Crovol A-70 (PEG 60 almond glyceride), Crovol M-40 (PEG 20 maize glyceride), Crovol M-70 (PEG 60 maize glyceride), Crovol PK-40 (PEG 12 palm kernel glyceride), and Crovol PK-70 (PEG 45 palm kernel glyceride) and under their Solan range of materials such as Solan E, E50 and X polyethoxylated lanolins and Aqualose L-20 (PEG 24 lanolin alcohol) and Aqualose W15 (PEG 15 lanolin alcohol) available from Westbrook Lanolin.
  • Crovol EP40 PEG 20 evening primrose glyceride
  • Varonic LI 48 polyethylene glycol (
  • auxiliary nonionic surfactants derived from composite vegetable fats extracted from the fruit of the Shea Tree (Butyrospermum Karkii Kotschy) and derivatives thereof.
  • This vegetable fat known as Shea Butter is widely used in Central Africa for a variety of means such as soap making and as a barrier cream, it is marketed by Sederma (78610 Le Perray En Yvelines, France).
  • Particularly suitable are ethoxylated derivatives of Shea butter available from Karlshamn Chemical Co. (Columbos, Ohio, USA) under their Lipex range of chemicals, such as Lipex 102 E-75 and Lipex 102 E-3 (ethoxylated mono, di-glycerides of Shea butter) and from Croda Inc.
  • Crovol SB-70 ethoxylated mono, di-glycerides of Shea butter
  • ethoxylated derivatives of Mango, Cocoa and Illipe butter may be used in compositions according to the invention. Although these are classified as ethoxylated nonionic surfactants it is understood that a certain proportion may remain as non-ethoxylated vegetable oil or fat.
  • Suitable oil-derived auxiliary nonionic surfactants include ethoxylated derivatives of almond oil, peanut oil, rice bran oil, wheat germ oil, linseed oil, jojoba oil, oil of apricot pits, walnuts, palm nuts, pistachio nuts, sesame seeds, rapeseed, cade oil, corn oil, peach pit oil, poppyseed oil, pine oil, castor oil, soybean oil, avocado oil, saf ⁇ lower oil, coconut oil, hazelnut oil, olive oil, grapeseed oil, and sunflower seed oil.
  • Oil derived auxihary nonionic surfactants highly preferred for use herein from the viewpoint of optimum mildness and skin feel characteristics are Lipex 102-3 (RTM) (PEG-3 ethoxylated derivatives of Shea Butter) and Softigen 767 (RTM) (PEG-6 caprylic/capric glycerides).
  • compositions according to the present invention can also comprise lipophilic emulsifiers as skin care actives.
  • Suitable lipophilic skin care actives include anionic food grade emulsifiers which comprise a di-acid mixed with a monoglyceride such as succinylated monoglycerides, monostearyl citrate, glyceryl monostearate diacetyl tartrate and mixtures thereof.
  • compositions of the invention may also include an insoluble perfume or cosmetic oil or wax or a mixture thereof at a level up to about 10%, preferably up to about 3% by weight wherein the oil or wax is insoluble in the sense of being insoluble in the product matrix at a temperature of 25°C.
  • Addition of such oils or waxes can provide emolliency, mildness and rinsibility characteristics to personal cleansing compositions according to the invention. It is a feature of the invention, however, that compositions having excellent emolliency and mildness together with desirable physical attributes (clarity etc.) can be dehvered which are essentially oil-free, ie which contain less than about 1%, preferably less than 0.5% by weight of an added oil phase.
  • compositions of this type take the form of an optically-clear solution or microemulsion.
  • compositions including an additional perfume or cosmetic oil or wax preferably the weight ratio of oil-derived nonionic surfactant to added oil is at least about 1:2, more especially at least about 3:1.
  • Suitable insoluble cosmetic oils and waxes for use herein can be selected from water-insoluble silicones inclusive of non-volatile polyalkyl and polyaryl siloxane gums and fluids, volatile cychc and linear polyalkylsiloxanes, polyalkoxylated silicones, amino and quaternary ammonium modified silicones, rigid cross-linked and reinforced silicones and mixtures thereof, C1-C24 esters of Cg-C30 fatty acids such as isopropyl myristate, myristyl myristate and cetyl ricinoleate, Cg-C30 esters of benzoic acid, beeswax, saturated and unsarurated fatty alcohols such as behenyl alcohol, hydrocarbons such as mineral oils, petrolatum squalane and squalene, polybutene, fatty sorbitan esters (see US-A-3988255, Seiden, issued October 26th 1976), lanolin and oil-like lanolin derivatives
  • Nonionic water-soluble cellulose ethers can be used as additional skin moisturising agents in the compositions according to the present inventions
  • Widely used, commercially-available nonionic cellulose ethers include methyl cellulose, hydroxy propyl methyl cellulose, hydroxyethylcellulose, hydroxypropyl cellulose and ethyl hydroxyethyl cellulose.
  • Particularly preferred for use as moisturisation aids are hydrophobically modified hydroxy ethyl cellulose materials.
  • One commercially available material suitable for use herein is NATROSOL PLUS Grade 330 CS (RTM), a hydrophobically modified hydroxyethylcellulose available from Aqualon Company, Wilmington, Delaware.
  • This material has a Ci6 alkyl substitution of from 0.4% to 0.8% by weight.
  • the hydroxyethyl molar substitution for this material is from 3.0 to 3.7.
  • the average molecular weight for the water-soluble cellulose prior to modification is approximately 300,000.
  • Another material of this type is sold under the trade name NATROSOL PLUS CS Grade D-67 (RTM), by Aqualon Company, Wilmington, Delaware.
  • This material has a Ci6 substitution of from 0.50% to 0.95%, by weight.
  • the hydroxyethyl molar substitution for this material is from 2.3 to 3.7.
  • the average molecular weight for the water soluble cellulose prior to modification is approximately 700,000.
  • compositions can also comprise a nonionic or anionic polymeric thickening component, especially a water-soluble polymeric materials, having a molecular weight greater than about 20,000.
  • a nonionic or anionic polymeric thickening component especially a water-soluble polymeric materials, having a molecular weight greater than about 20,000.
  • water- soluble polymer is meant that the material will form a substantially clear solution in water at a 1% concentration at 25°C and the material will increase the viscosity of the water.
  • water-soluble polymers which may desirably be used as an additional thickening component in the present compositions, are hydroxyethylcellulose, hydroxypropyl cellulose, hydroxypropyl methylcellulose, polyethylene glycol, polyacrylamide, polyacrylic acid, polyvinyl alcohol, polyvinyl pyrrohdone K-120, dextrans, for example Dextran purified crude Grade 2P, available from D&O Chemicals, carboxymethyl cellulose, plant exudates such as acacia, ghatti, and tragacanth, seaweed extracts such as sodium alginate, propylene glycol alginate and sodium carrageenan.
  • Preferred as the additional thickeners for the present compositions are natural polysaccharide materials. Examples of such materials are guar gum, locust bean gum, and xanthan gum. Also suitable herein preferred is hydroxyethyl cellulose having a molecular weight of about 700,000.
  • Additional polymeric thickening agents include acrylic acid/ethyl acrylate copolymers and the carboxyvinyl polymers sold by the B.F. Goodrich Company under the trade mark of Carbopol resins. These resins consist essentially of a colloidally water-soluble polyalkenyl polyether crosslinked polymer of acryhc acid crosshnked with from 0.75% to 2.00% of a crosslinking agent such as for example polyallyl sucrose or polyallyl pentaerythritol. Examples include Carbopol 934, Carbopol 940, Carbopol 950, Carbopol 980, Carbopol 951 and Carbopol 981.
  • Carbopol 934 is a water-soluble polymer of acrylic acid crosslinked with about 1% of a polyallyl ether of sucrose having an average of about 5.8 allyl groups for each sucrose molecule. Also suitable for use herein are hydrophobically- modified cross-linked polymers of acryhc acid having amphipathic properties available under the Trade Name Carbopol 1382, Carbopol 1342 and Pemulen TR-1 (CFTA Designation: Acrylates/10-30 Alkyl Acrylate Crosspolymer). A combination of the polyalkenyl polyether cross-linked acryhc acid polymer and hydrophobically modified cross-linked acrylic acid polymer is also suitable for use herein.
  • the polymeric thickening component if present in the compositions of the present invention, is at a level of from 0.3% to 5.0%, preferably from 0.4% to 3.0% by weight.
  • Further additional thickening agents suitable for use herein include ethylene glycol or polyethylene glycol esters of a fatty acid having from about 16 to about 22 carbon atoms and up to 7 ethyleneoxy units, preferably the ethylene glycol stearates, both mono and distearate, but particularly the distearate containing less than about 7% of the mono stearate, alkanolamides of fatty acids, having from about 16 to about 22 carbon atoms, preferably about 16 to 18 carbon atoms such as stearic monoethanolamide, stearic diethanolamide, stearic monoisopropanolamide and stearic monoethanolamide, alkyl (Ci6 - C22) dimethyl amine oxides such as stearyl dimethyl amine oxide and electrolytes such as magnesium sulphate and sodium chloride salts.
  • alkanolamides of fatty acids having from about 16 to about 22 carbon atoms, preferably about 16 to 18 carbon atoms such as stearic monoethanolamide
  • Fatty alcohol or fatty acid materials having from about 12 to about 22 carbon atoms as thickening components are also suitable for use as thickening agents in the compositions of the present invention.
  • Suitable fatty acid and fatty alcohol thickeners include Laurex NC (C 12/14 fatty alcohol) available from Albright and Wilson and Prifac 7908 (palm keraal fatty acid) available from Unichema.
  • the viscosity of the final composition (Brookfield RVT DCP, 1 rpm with Cone CP41 or CP52, 25°C, neat) is preferably at least about 500 cps, more preferably from about 1,000 to about 50,000 cps, especially from about 4,000 to about 30,000 cps, more especially from about 4,000 to about 15,000 cps.
  • the cleansing compositions can optionally include other hair or skin moisturizers which are soluble in the cleansing composition matrix.
  • the preferred level of such moisturizers is from about 0.5% to about 20% by weight.
  • the moisturizer is selected from essential amino acid compounds found naturally occurring in the stratum comeum of the skin and water-soluble nonpolyol nonocclusives and mixtures thereof.
  • nonocclusive moisturizers are polybutene, squalane, sodium pyrrohdone carboxylic acid, lactic acid, L- proline, guanidine, pyrrohdone, hydrolyzed protein and other collagen- derived proteins, aloe vera gel, acetamide MEA and lactamide MEA and mixtures thereof.
  • compositions according to the present invention may also include an opacifier or pearlescing agent. Such materials may be included at a level of from about 0.01% to about 5%, preferably from about 0.2% to about 1.3% by weight.
  • a suitable opacifier for inclusion in the present compositions is a polystyrene dispersion available under the trade names Lytron 621 & 631 (RTM) from Morton International.
  • Additional opacifiers/pearlescers suitable for inclusion in the compositions of the present invention include: titanium dioxide, Ti ⁇ 2; EUPERLAN 810 (RTM); TEGO-PEARL (RTM); long chain (Ci6 - C22) acyl derivatives such as glycol or polyethylene glycol esters of fatty acid having from about 16 to about 22 carbon atoms and up to 7 ethyleneoxy units; alkanolamides of fatty acids, having from about 16 to about 22 carbon atoms, preferably about 16 to 18 carbon atoms such as stearic monoethanolamide, stearic diethanolamide, stearic monoisopropanolamide and stearic monoethanolamide and alkyl (Ci6 - C22) dimethyl amine oxides such as stearyl dimethyl amine oxide.
  • the opacifier/pearlescer is present in the form of crystals.
  • the opacifier/pearlescer is a paniculate polystyrene dispersion having a particle size of from about 0.05 microns to about 0.45 microns, preferably from about 0.17 microns to about 0.3 microns, such dispersions being preferred from the viewpoint of providing optimum rheology and shear-thinning behaviour.
  • Highly preferred is styrene PVP copolymer and Lyton 631 (RTM).
  • a number of additional optional materials can be added to the cleansing compositions each at a level of from about 0.1% to about 2% by weight.
  • Such materials include proteins and polypeptides and derivatives thereof; water-soluble or solubilizable preservatives such as DMDM Hydantoin, Germall 115, methyl, ethyl, propyl and butyl esters of hydroxybenzoic acid, EDTA, Euxyl (RTM) K400, natural preservatives such as benzyl alcohol, potassium sorbate and bisabalol; sodium benzoate and 2-phenoxyethanol; other moisturizing agents such as hyaluronic acid, chitin , and starch-grafted sodium polyacrylates such as Sanwet (RTM) IM- 1000, IM-1500 and IM-2500 available from Celanese Superabsorbent Materials, Portsmith, VA, USA and described in US-A-4,076,663; solvents ; anti-bacterial agents such as Oxeco (phenoxy isoprop
  • viscosity control agents such as magnesium sulfate and other electrolytes; colouring agents; Ti ⁇ 2 and Ti ⁇ 2-coated mica; perfumes and perfume solubilizers; and zeolites such as Valfour BV400 and derivatives thereof and Ca2+/Mg2+ sequestrants such as polycarboxylates, arnino polycarboxylates, polyphosphonates, amino polyphosphonates, EDTA etc and water softening agents such as sodium citrate.
  • Water is also present at a level preferably of from about 5% to about 97.9%, preferably from about 40% to about 80%, more preferably at least about 65% by weight of the compositions herein.
  • the pH of the compositions is preferably from about 4 to about 10, more preferably from about 6 to about 9, especially from about 5 to about 7.
  • Polymer 1 Polymer JR-400(RTM) - hydroxyethylcellulose reacted with epichlorohydrin and quaternized with trimethylamine, m.wt. 4 x 10 ⁇
  • compositions in the form of shower gel or bath foam products and which are representative of the present invention:
  • Anionic 2 10.0 - - - 2.0 5.0 - - -4.0 2.03.0 -
  • compositions I to X are prepared by firstly dispersing the water- soluble or coUoidally water-soluble polymeric rheology modifier in water at 25 °C either in a Tri-blender (RTM) or by extended stirring prior to neutralisation with NaOH or alternative base mixture and hydration.
  • RTM Tri-blender
  • the mixture can be heated to about 50°C to enhance dispersion efficiency.
  • the solubilisation agent is added with further stirring.
  • the surfactants and other skin care agents can then be added along with the remaining water-soluble, oil-insoluble ingredients.
  • an oil phase B is formed from these oil-soluble ingredients which is then admixed with A at ambient temperature.
  • the polymeric dispersion is then added to the ambient temperature mix and finally the remaining water, preservative, opacifier and perfume are added.
  • compositions have a viscosity (Brookfield RVT DCP, lrpm with Cone CP41 or CP52, 25°C, neat) in the range of from 500 to 50,000cps, preferably from 1,000 to 10,000cps.
  • the products provide excellent in-use and efficacy benefits including mildness, skin conditioning, skin moisturising, good product stability, cleansing, lathering and excellent rinsibility.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)

Abstract

L'invention porte sur une composition nettoyante liquide d'usage personnel comprenant: a) d'environ 1 à 15 % environ en poids d'un agent tensioactif à base de sulfate d'alkyle à chaîne courte ayant en moyenne de 8 à 10 atomes de carbone dans la chaîne alkyle et de mélanges de celui-ci, b) d'environ 0,1 à 20 % environ en poids d'un agent tensioactif non ionique à base d'amide d'acide gras polyhydroxylé de la formule générale (II), dans laquelle R8 représente un hydrocarbyle en C5-C31, R1 représente un alkyle en C1-C8 ou un hydroxyalkyle et où Z2 représente une fraction de polyhydroxyhydrocarbyle, c) d'environ 1 à 60 % environ en poids d'un agent tensioactif complémentaire choisi parmi un tensioactif anionique autre que des tensioactifs à base de sulfate d'alkyle en C8-C10 des tensioactifs non ioniques, zwittérioniques et amphotériques et leurs mélanges et d) de l'eau. Ces produits offrent de remarquables avantages sur le plan de l'efficacité à l'usage, au nombre desquels, la douceur, une sensation d'hydratation de la peau, une grande facilité de rinçage ainsi qu'une bonne stabilité et un fort pouvoir moussant.
PCT/US1996/006578 1995-05-27 1996-05-09 Composition nettoyante contenant des agents tensioactifs a base d'amide d'acide gras polyhydroxyle WO1996037589A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
BR9608852A BR9608852A (pt) 1995-05-27 1996-05-09 Composição de limpeza que contém agentes tensoativos de amida de ácidos graxos poliidroxi
JP8535705A JPH11505839A (ja) 1995-05-27 1996-05-09 ポリヒドロキシ脂肪酸アミド界面活性剤を含有するクレンジング組成物
EP96914603A EP0828807A4 (fr) 1995-05-27 1996-05-09 Composition nettoyante contenant des agents tensioactifs a base d'amide d'acide gras polyhydroxyle

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB9510839.5A GB9510839D0 (en) 1995-05-27 1995-05-27 Cleansing Compositions
GB9510839.5 1995-05-27

Publications (1)

Publication Number Publication Date
WO1996037589A1 true WO1996037589A1 (fr) 1996-11-28

Family

ID=10775191

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1996/006578 WO1996037589A1 (fr) 1995-05-27 1996-05-09 Composition nettoyante contenant des agents tensioactifs a base d'amide d'acide gras polyhydroxyle

Country Status (7)

Country Link
EP (1) EP0828807A4 (fr)
JP (1) JPH11505839A (fr)
CN (1) CN1076049C (fr)
BR (1) BR9608852A (fr)
CA (1) CA2222422A1 (fr)
GB (1) GB9510839D0 (fr)
WO (1) WO1996037589A1 (fr)

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011088089A1 (fr) 2010-01-12 2011-07-21 The Procter & Gamble Company Intermédiaires et tensioactifs utiles dans des compositions de nettoyage ménager et d'hygiène personnelle, et leurs procédés de fabrication
WO2012112828A1 (fr) 2011-02-17 2012-08-23 The Procter & Gamble Company Sulfonates d'alkylphényle linéaires d'origine biologique
WO2012138423A1 (fr) 2011-02-17 2012-10-11 The Procter & Gamble Company Compositions comprenant des mélanges de sulfonates d'alkylphényle c10-c13
WO2014138141A1 (fr) 2013-03-05 2014-09-12 The Procter & Gamble Company Compositions de sucre mélangées
WO2015078586A1 (fr) * 2013-11-29 2015-06-04 Clariant International Ltd Shampoings conditionneurs contenant des tensioactifs anioniques, des glucamides et des alcools gras
WO2015086142A3 (fr) * 2013-12-10 2015-09-03 Clariant International Ltd Agent de traitement capillaire contenant des n-alkylpolyhydroxyalkylamides d'acide carboxylique
US10172774B2 (en) 2012-05-30 2019-01-08 Clariant International Ltd. Use of N-methyl-N-acylglucamines as thickening agents in surfactant solutions
US10472593B2 (en) 2015-07-31 2019-11-12 Lion Corporation Liquid detergent
US10772324B2 (en) 2012-11-03 2020-09-15 Clariant International Ltd. Aqueous adjuvant-compositions
US10813862B2 (en) 2012-05-30 2020-10-27 Clariant International Ltd. Use of N-methyl-N-acylglucamines as solubilizers
US10864275B2 (en) 2012-05-30 2020-12-15 Clariant International Ltd. N-methyl-N-acylglucamine-containing composition
US10920080B2 (en) 2015-10-09 2021-02-16 Clariant International Ltd. N-Alkyl glucamine-based universal pigment dispersions
US10961484B2 (en) 2015-10-09 2021-03-30 Clariant International Ltd. Compositions comprising sugar amine and fatty acid
CN113164800A (zh) * 2018-11-26 2021-07-23 株式会社资生堂 洗涤剂组合物
US11220603B2 (en) 2016-05-09 2022-01-11 Clariant International Ltd. Stabilizers for silicate paints
US11425904B2 (en) 2014-04-23 2022-08-30 Clariant International Ltd. Use of aqueous drift-reducing compositions

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MX2010007867A (es) * 2008-01-18 2010-08-09 Procter & Gamble Composiciones de limpieza personal concentradas.
US10265253B2 (en) * 2012-05-30 2019-04-23 Clariant International Ltd. N-methyl-N-acylglucamine-containing composition
US9452121B2 (en) * 2012-05-30 2016-09-27 Clariant International Ltd. Composition containing amino acid surfactants, betaines and N-methyl-N-acylglucamines and having improved foam quality and higher viscosity
CN105531000B (zh) * 2013-06-28 2019-05-07 克拉里安特国际有限公司 特定的n-甲基-n-酰基葡糖胺在皮肤清洁剂和手洗洗涤剂中的用途
CN107541947A (zh) * 2017-08-04 2018-01-05 江苏新瑞贝科技股份有限公司 一种织物亲水疏油剂的制备方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5318728A (en) * 1992-11-30 1994-06-07 The Procter & Gamble Company Low sudsing polyhydroxy fatty acid amide detergents
US5332528A (en) * 1990-09-28 1994-07-26 The Procter & Gamble Company Polyhydroxy fatty acid amides in soil release agent-containing detergent compositions
US5395542A (en) * 1991-01-23 1995-03-07 Kao Corporation Liquid detergent composition
US5409640A (en) * 1990-10-12 1995-04-25 The Procter & Gamble Company Cleansing compositions

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4997641A (en) * 1990-04-09 1991-03-05 Colgate-Palmolive Company Hair conditioning shampoo containing C6 -C10 alkyl sulfate or alkyl alkoxy sulfate
EP0636166A4 (fr) * 1992-03-25 1999-02-03 Procter & Gamble Compositions de nettoyage.
GB9207799D0 (en) * 1992-04-09 1992-05-27 Procter & Gamble Aqueous compositions
CA2168346A1 (fr) * 1993-07-28 1995-02-09 Katherine Margaret Wansborough Concentre peu irritant pour soins de la peau
GB9510833D0 (en) * 1995-05-27 1995-07-19 Procter & Gamble Cleansing compositions

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5332528A (en) * 1990-09-28 1994-07-26 The Procter & Gamble Company Polyhydroxy fatty acid amides in soil release agent-containing detergent compositions
US5409640A (en) * 1990-10-12 1995-04-25 The Procter & Gamble Company Cleansing compositions
US5395542A (en) * 1991-01-23 1995-03-07 Kao Corporation Liquid detergent composition
US5318728A (en) * 1992-11-30 1994-06-07 The Procter & Gamble Company Low sudsing polyhydroxy fatty acid amide detergents

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP0828807A4 *

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011088089A1 (fr) 2010-01-12 2011-07-21 The Procter & Gamble Company Intermédiaires et tensioactifs utiles dans des compositions de nettoyage ménager et d'hygiène personnelle, et leurs procédés de fabrication
US8933131B2 (en) 2010-01-12 2015-01-13 The Procter & Gamble Company Intermediates and surfactants useful in household cleaning and personal care compositions, and methods of making the same
US9193937B2 (en) 2011-02-17 2015-11-24 The Procter & Gamble Company Mixtures of C10-C13 alkylphenyl sulfonates
WO2012112828A1 (fr) 2011-02-17 2012-08-23 The Procter & Gamble Company Sulfonates d'alkylphényle linéaires d'origine biologique
WO2012138423A1 (fr) 2011-02-17 2012-10-11 The Procter & Gamble Company Compositions comprenant des mélanges de sulfonates d'alkylphényle c10-c13
US10172774B2 (en) 2012-05-30 2019-01-08 Clariant International Ltd. Use of N-methyl-N-acylglucamines as thickening agents in surfactant solutions
US10813862B2 (en) 2012-05-30 2020-10-27 Clariant International Ltd. Use of N-methyl-N-acylglucamines as solubilizers
US10864275B2 (en) 2012-05-30 2020-12-15 Clariant International Ltd. N-methyl-N-acylglucamine-containing composition
US10772324B2 (en) 2012-11-03 2020-09-15 Clariant International Ltd. Aqueous adjuvant-compositions
WO2014138141A1 (fr) 2013-03-05 2014-09-12 The Procter & Gamble Company Compositions de sucre mélangées
WO2015078586A1 (fr) * 2013-11-29 2015-06-04 Clariant International Ltd Shampoings conditionneurs contenant des tensioactifs anioniques, des glucamides et des alcools gras
WO2015086142A3 (fr) * 2013-12-10 2015-09-03 Clariant International Ltd Agent de traitement capillaire contenant des n-alkylpolyhydroxyalkylamides d'acide carboxylique
EP3536385A3 (fr) * 2013-12-10 2019-11-27 Clariant International Ltd Agent de traitement des cheveux contenant du n-alkylpolyhydroxyalkylamide d'acide carboxylique
US11425904B2 (en) 2014-04-23 2022-08-30 Clariant International Ltd. Use of aqueous drift-reducing compositions
US10472593B2 (en) 2015-07-31 2019-11-12 Lion Corporation Liquid detergent
US10961484B2 (en) 2015-10-09 2021-03-30 Clariant International Ltd. Compositions comprising sugar amine and fatty acid
US10920080B2 (en) 2015-10-09 2021-02-16 Clariant International Ltd. N-Alkyl glucamine-based universal pigment dispersions
US11220603B2 (en) 2016-05-09 2022-01-11 Clariant International Ltd. Stabilizers for silicate paints
CN113164800A (zh) * 2018-11-26 2021-07-23 株式会社资生堂 洗涤剂组合物

Also Published As

Publication number Publication date
BR9608852A (pt) 1999-06-08
JPH11505839A (ja) 1999-05-25
GB9510839D0 (en) 1995-07-19
EP0828807A4 (fr) 1999-01-13
CN1190985A (zh) 1998-08-19
EP0828807A1 (fr) 1998-03-18
MX9709173A (es) 1998-07-31
CN1076049C (zh) 2001-12-12
CA2222422A1 (fr) 1996-11-28

Similar Documents

Publication Publication Date Title
CA2222424C (fr) Compositions nettoyantes
US6074996A (en) Liquid personal cleansing composition containing cationic polymeric skin conditioning agent
US6191083B1 (en) Cleansing compositions
EP0794997A1 (fr) Compositions demaquillantes
WO1996037589A1 (fr) Composition nettoyante contenant des agents tensioactifs a base d'amide d'acide gras polyhydroxyle
US5858342A (en) Cleansing compositions
US5910472A (en) Cleansing compositions
CA2359481A1 (fr) Compositions nettoyantes a base de surfactant, polyalphaolefine et un hydrosoluble agissant sur la peau
US6218345B1 (en) Cleansing compositions
GB2288812A (en) Cleansing compositions
EP1019469A1 (fr) Compositions nettoyantes
US5905062A (en) Cleansing compositions technical field
GB2297975A (en) A liquid personal cleaning composition
WO1996017917A1 (fr) Compositions nettoyantes
WO1998000496A1 (fr) Compositions nettoyantes
EP0794766A1 (fr) Composition de nettoyage
EP1019471A1 (fr) Compositions nettoyantes
WO1998000495A1 (fr) Compositions nettoyantes
EP1007612A1 (fr) Compositions nettoyantes
EP1023043A2 (fr) Compositions nettoyantes
EP0801671A1 (fr) Compositions nettoyantes pour la toilette
EP1019468A1 (fr) Compositions nettoyantes
CA2206339C (fr) Compositions demaquillantes
EP1014929A1 (fr) Composition de lavage a base de silicones modifies de maniere hydrophobe
MXPA97009177A (en) Liquid composition for personal cleaning containing a cationic polymeric conditioning agent for the p

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 96195568.6

Country of ref document: CN

AK Designated states

Kind code of ref document: A1

Designated state(s): BR CA CN JP MX US

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FI FR GB GR IE IT LU MC NL PT SE

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

Ref document number: 1996914603

Country of ref document: EP

ENP Entry into the national phase

Ref document number: 2222422

Country of ref document: CA

Ref document number: 2222422

Country of ref document: CA

Kind code of ref document: A

Ref document number: 1997 973051

Country of ref document: US

Date of ref document: 19971126

Kind code of ref document: A

ENP Entry into the national phase

Ref document number: 1996 535705

Country of ref document: JP

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: PA/a/1997/009173

Country of ref document: MX

WWP Wipo information: published in national office

Ref document number: 1996914603

Country of ref document: EP

WWW Wipo information: withdrawn in national office

Ref document number: 1996914603

Country of ref document: EP