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WO1995013355A1 - Composition de lavage - Google Patents

Composition de lavage Download PDF

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Publication number
WO1995013355A1
WO1995013355A1 PCT/US1994/012495 US9412495W WO9513355A1 WO 1995013355 A1 WO1995013355 A1 WO 1995013355A1 US 9412495 W US9412495 W US 9412495W WO 9513355 A1 WO9513355 A1 WO 9513355A1
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WO
WIPO (PCT)
Prior art keywords
weight
fatty acid
composition according
formula
cationic
Prior art date
Application number
PCT/US1994/012495
Other languages
English (en)
Inventor
Luis Carlos Dias
Ronald Scott Baur
Robert Raymond Schmidt
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 JP7513864A priority Critical patent/JPH09505098A/ja
Publication of WO1995013355A1 publication Critical patent/WO1995013355A1/fr

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    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • 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
    • C11D10/00—Compositions of detergents, not provided for by one single preceding group
    • C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • 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
    • C11D9/00—Compositions of detergents based essentially on soap
    • C11D9/002—Non alkali-metal soaps
    • 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
    • C11D9/00—Compositions of detergents based essentially on soap
    • C11D9/02—Compositions of detergents based essentially on soap on alkali or ammonium soaps
    • 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
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5422—Polymers characterized by specific structures/properties characterized by the charge nonionic
    • 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
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
    • 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
    • C11D1/04—Carboxylic acids or salts thereof
    • C11D1/08—Polycarboxylic acids containing no nitrogen or sulfur
    • 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
    • C11D1/04—Carboxylic acids or salts thereof
    • C11D1/10—Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates thereof
    • 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
    • C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
    • 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
    • C11D1/126—Acylisethionates
    • 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
    • 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
    • C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • 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
    • 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
    • C11D1/66—Non-ionic 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
    • C11D1/66—Non-ionic compounds
    • C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols
    • 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
    • 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, stable personal cleansing compositions with good skin feel attributes and foaming properties suitable for simultaneous cleansing and conditioning of 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 irritancy/good feel with respect to the skin, hair and 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 corneum, 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.
  • soap-based toilet bar compositions it has been desirable to include free fatty acids in the composition.
  • Such compositions are referred to as "superfatted" soaps.
  • the free fatty acid contributes substantially to the lathering performance of the composition and also provides a mildness benefit in that it produces a lower pH product than is obtained with fully neutralized soap, and it has an emollient effect on the skin (see US Patent No 3,576,749, Megson et al, issued April 27th 1971).
  • Liquid soap-based skin cleansing products are well known in the art and generally use potassium neutralized fatty acids (see US Patent No 2,912,385, Golub et al, issued November 10th 1958). These have a higher solubility than the sodium soaps which are normally used in toilet bars. Free fatty acids can be incorporated into such compositions by using added solubility agents such as synthetic surfactants and/or hydrotropes.
  • Liquid soaps have been formulated with mixtures of saturated and unsaturated soaps to achieve highly concentrated, physically stable systems (see US Patent No 4,065,398, Brouwer, issued December 27th, 1977, and US Patent No 2,655,480, Spitzer et al, issued October 13th 1953).
  • a mild, foam-producing cleansing product suitable for personal cleansing of the skin or hair and which may be used as foam bath and shower products, skin cleansers and shampoos etc.
  • a liquid personal cleansing composition comprising: a) from about 6% to about 20% by weight of a mixture of alkali metal or ammonium hydroxide neutralized fatty acid and organic base neutralized fatty acid in a weight ratio of from about 10: 1 to about
  • weight ratio of neutralized fatty acid to unneutralized fatty acid is greater than about 2:1, and wherein the total fatty acid mixture has a Cj2 content of less than about 5% by weight.
  • liquid personal cleansing compositions of the invention exhibit superior skin feel and rinsing benefits together with excellent lathering, stability, mildness, cleansing and conditioning characteristics.
  • liquid personal cleansing compositions of the present invention comprise alkali metal or ammonium hydroxide neutralized fatty acid, organic base neutralized fatty acid, unneutralized fatty acid, synthetic surfactant and water.
  • the mixture of fatty acids used in the present invention preferably have a fatty acid C ⁇ 2 content of less than about 5% by weight thereof.
  • a low fatty acid C ⁇ 2 content is desirable herein from the viewpoint of reduction in harshness and irritancy of the compositions, as well as for product stability purposes.
  • They fatty acids used in the compositions of the invention preferably comprise a mixture of C14 saturated fatty acids and C16-C18 saturated and monounsaturated fatty acids in a weight ratio of from about 10:1 to about 1 :3, preferably from about 3:1 to about 1:2, more preferably from about 1.5: 1 to about 1 : 1.5.
  • the C 14 saturated fatty acids known as myristic acids can be obtained from synthetic sources, as well as from the hydrolysis of natural oils such as coconut oil and palm kernel oil. Completely pure saturated fatty acids of any particular chain length are very difficult to procure, and therefore it is contemplated within the present invention that the saturated fatty acids used herein can contain minor amounts of other fatty acids.
  • typical coconut oil fatty acids used as a source of C14 fatty acids will consist of about 15% Cg to C10 acids, about 48% C ⁇ 2 acids, about 18% C 14 acids, about 9% Ci6 acids, about 2% Ci acids and about 8% Cig unsaturated acids. When purified, myristic acid will contain less than about 5% of other fatty acid chain lengths.
  • the Ci6 ⁇ C ⁇ saturated and monounsaturated fatty acids used herein can be derived from vegetable, animal or synthetic fatty acid sources.
  • the C 16-C 1 g saturated and monounsaturated fatty acids used herein are preferably derived from tallow.
  • the tallow used herein typically has the following carbon chain length distribution: 1% C12 saturated, 2-3% C 14 saturated, 22-26% Ci6 saturated, 2-3% C 6 monounsaturated, 2% C ⁇ saturated, ' 18-25% Cig saturated, 40-46% Cig monounsaturated and 1-4%
  • Cig diunsaturated The Ci6-C ⁇ g fatty acids can also be derived from vegetable oils.
  • a mixture of C14 saturated fatty acid and tallow fatty acid is used in the composition wherein the ratio of C14 saturated fatty acid:tallow is in the range from about 4:1 to about 1:4.
  • compositions of the invention comprise a total of from about 6% to about 20%, preferably from about 8% to about 15%, by weight of neutralized fatty acid.
  • the fatty acids herein are neutralized by alkali metal or ammonium hydroxide and organic base so as to give a mixture of alkali metal or ammonium hydroxide neutralized fatty acid and organic base neutralized fatty acid in a weight ratio in the range from about 10: 1 to about 1 :1, preferably from about 5:1 to about 2:1, and especially from about 3:1 to about 2: 1.
  • the ratio of neutralized to unneutralized fatty acids in the compositions herein is greater than about 2:1, preferably greater than about 4: 1.
  • the amount of fatty acid in the compositions is expressed in terms of fatty acid, without regard to whether it is neutralized or unneutralized.
  • the neutralized fatty acids are obtained by neutralizing the fatty acids in a conventional manner.
  • the alkali metal hydroxide used herein is preferably potassium hydroxide and the organic base is preferably triethanolamine. These neutralizing agents are preferred in the compositions herein from the viewpoint of improved lather, product stability, skin feel and rinsing characteristics.
  • compositions herein also comprise from about 0.5% to about 20%, preferably from about 1% to about 15%, especially from about 5% to about 10% by weight of synthetic surfactant selected from anionic, nonionic, cationic, zwitterionic and amphoteric surfactants, and mixtures thereof.
  • the compositions preferably comprise a mixture of anionic and amphoteric surfactants in a weight ratio of from about 10: 1 to about 1 :3, preferably from about 5:1 to about 1:3, and especially from about 3:1 to about 1 :2.
  • Other preferred embodiments of the compositions of the invention comprise mixtures of anionic amphoteric and nonionic surfactants.
  • the level of the individual anionic, cationic, zwitterionic, amphoteric and nonionic surfactant components, where present, is in the range from about 0.1% to about 15%, preferably from about 0.5% to about 10% by weight of the composition.
  • Suitable anionic surfactants for use herein include mild synthetic detergent surfactants such as ethoxylated alkyl sulfates, alkyl glyceryl ether sulfonates, methyl acyl taurates, fatty acyl glycinates, N-acyl glutamates, acyl isethionates, alkyl sulfosuccinates, alpha-sulfonated fatty acids, their salts and/or their esters, alkyl ethoxy carboxylates, acyl sarcosinates and fatty acid/protein condensates, and mixturesthereof.
  • the alkyl and/or acyl chain lengths for these surfactants are Cg-C22. More preferably
  • Cio-Cig and especially C12-C14 Preferred for use herein from the viewpoint of optimum mildness and lathering characteristics are the C12-C14 acyl sarcosinates, and salts thereof.
  • Suitable amphoteric surfactants for use herein include:
  • R is C7-C22 alkyl or alkenyl
  • R2 is hydrogen or CH2Z
  • each Z is independently CO2 or CH2 CO2M
  • M is H, alkali metal, alkaline earth metal, ammonium or alkanolammonium; and/or ammonium derivatives of formula [II]
  • Rl, 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 names Miranol and Empigen and are understood to comprise a complex mixture of species.
  • the Miranols have been described as having the general formula I, although the CTFA Cosmetic Ingredient Dictionary, 3rd Edition indicates the non-cyclic structure II, 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-cyclic structure II
  • 4th Edition indicates yet another structural isomer in which R2 is O-linked rather than N-linked.
  • a complex mixture of cyclic and non- cyclic species is likely to exist and both definitions are given here for sake of completeness.
  • Preferred for use herein, however, are the non-cyclic species.
  • amphoteric surfactants of type (a) include compounds of formula I and/or II in which R is CgH 7 (especially isocapryl), C9H19 and Ci 1H23 alkyl.
  • R is CgH 7 (especially isocapryl), C9H19 and Ci 1H23 alkyl.
  • Ri is C9H19, Z is CO2M and R2 is H; the compounds in which Ri is Ci 1H23, 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 amine), 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 the above type are manufactured and sold in the form of electroneutral complexes with, for example, hydroxide couterions 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 Preferred from the viewpoint of mildness and product stability, however, are compositions which are essentially free of (non-ethoxylated) sulfated alcohol surfactants. Note also that the concentrations and weight ratios of the amphoteric 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-, carboxymethylamines sold under the trade names Ampholak X07 and Ampholak 7CX by Berol Nobel and also salts, especially the triethanolammonium salts and salts of N-lauryl-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.
  • compositions herein can also contain from about 0.1% to about 15%, more preferably from about 0.5% to about 10% of zwitterionic surfactant, especially an alkyl betaine or amidobetaine surfactant.
  • Betaine surfactants suitable for inclusion in the composition of the invention include alkyl betaines of the formula:
  • R5 is C12-C22 alkyl or alkenyl
  • R$ and R7 are independently C 1 - C3 alkyl
  • M is H, alkali metal, alkaline earth metal, ammonium or alkanolammonium
  • n and m are each numbers from 1 to 4.
  • Preferred betaines include cocoamidopropyldimethylcarboxymethyl betaine, laurylamidopropyldimethylcarboxymethyl betaine and Tego betaine.
  • compositions of the invention preferably also contain from about 0.1% to about 15%, preferably from about 0.5% to about 10% by weight of nonionic surfactant, especially an oil derived nonionic surfactant or mixture of oil derived nonionic surfactants.
  • Oil derived 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 nonionic surfactants for use herein have the general formula (VI)
  • 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 9 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 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 EP70 [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 lanolin alcohol] available from Westbrook Lanolin.
  • Veronic LI 2 [PEG 28 glyceryl tallowate]
  • Varonic LI 420 [PEG 200 glyceryl tallowate
  • Varonic LI 63 and 67 PEG 30 and PEG 80 glyceryl coco
  • nonionic surfactant derived from composition 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 [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 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, safflower oil, coconut oil, hazlenut oil, olive oil, grapeseed oil, and sunflower seed oil.
  • Oil derived nonionic surfactants highly preferred for use herein from the viewpoint of optimum mildness and skin feel characteristics are PEG 60 evening primrose triglycerides; PEG 55 lanolin polyethoxylated derivatives and PEG 6 Cg-Cio glycerides.
  • 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 delivered 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.
  • compositons including an additional perfume or cosmetic oil or wax preferably the weight ratio of 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 cyclic 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, myristryl myristate and cetyl ricinoleate, Cg-C30 ester of benzoic acid, beeswax, saturated and unsaturated fatty alcohols such as behenyl alcohol, hydrocarbons such as mineral oils, petrolatum, squalane and squalene, polybutene, fatty sorbitan esters [see US-A-3,988,255, Seiden, issued October 26th 1976], lanolin and oil-like lanolin derivatives,
  • compositions according to the present invention also include in preferred embodiments a skin conditioning cationic or nonionic polymer.
  • the polymeric skin conditioning agent is preferably present at a level from about 0.01% to about 5%, preferably from about 0.04% to about 2% and especially from about 0.05% to about 1% 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 methacrylic acid; cationic and nonionic cellulose resins; cationic copolymers of dimethyldiallylammonium chloride and acrylic acid cationic homopolymers of dimethyldiallylammonium chloride; cationic polyalkylene and ethoxypolyalkylene imines; quatemized 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-386 FA.(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 quatemized cellulose ethers such as those known under the CTFA name Polyquatemium 10 and available commercially under the trade names Ucare Polymer JR-30M, JR-400 and Celquat.
  • quatemized cellulose ethers such as those known under the CTFA name Polyquatemium 10 and available commercially under the trade names Ucare Polymer JR-30M, JR-400 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, quatemized vinyl pyrrolidone acrylate or methacrylate copolymers of amino alcohol available commercially under the trade name Gafquat, for example, Polyquatemium 11 and 23, and polyalkyleneimines such as polyethylenimine and ethoxylated polyethylenimine.
  • the viscosity of the final composition is preferably at least about 500 cps.
  • the viscositiy of the compositions are preferably in the range of from about 1,000 to about 50,000 cps, more preferably from about 2,000 to about 30,000 cps, and especially from about 5,000 to about 18,000 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:
  • nonocclusive moisturizers are glycerine, polyethylene glycol, propylene glycol, sorbitol, polyethylene glycol and propylene glycol ethers of methyl glucose [eg ethyl glucam E-20 and propylglucan P-10], polyethylene glycol and propylene glycol ethers of lanolin alcohol [eg Solulan-75], sodium pyrrolidone carboxylic acid, L- proline, guanidine, pyrrolidone, hydrolyzed protein and other collagen- derived proteins, aloe vera gel and acetamide MEA and mixtures thereof.
  • glycerine is highly preferred.
  • 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 such as hexylene glycol and propylene glycol; anti-
  • Antioxidants are used at a level of from about 0.001% to about 0.05%. Water is also present at a level preferably of from about 45% to about 93% preferably at least about 60% by weight of the compositions herein.
  • the pH of the compositions is preferably from about 4 to about 10, most preferably from about 6 to about 10.
  • compositions of the invention can also contain a hydrophilic gelling agent at a level preferably from about 0.01% to about 10%, more preferably from about 0.02% to about 2%, and especially from about 0.02% to about 0.5%.
  • the gelling agent preferably has a viscosity [1% aqueous solution, 20°C, Brookfield RVT] of at least about 4000 mPa.s, more preferably at least about 10,000 mPa.s and especially at least 50,000 mPa.s.
  • Suitable hydrophilic gelling agents can generality be described as water- soluble or colloidally water-soluble polymers, and include cellulose ethers [eg hydroxyethyl cellulose, methyl cellulose, hydroxypropylmethyl cellulose], polyvinylpyrrolidone, polyvinylalcohol, guar gum, hydroxypropyl guar gum and xanthan gum.
  • cellulose ethers eg hydroxyethyl cellulose, methyl cellulose, hydroxypropylmethyl cellulose
  • polyvinylpyrrolidone polyvinylalcohol
  • guar gum hydroxypropyl guar gum
  • xanthan gum xanthan gum
  • Preferred hydrophobic gelling agents herein are acrylic acid/ethyl acrylate copolymers and the carboxyvinyl polymers sold by B.F. Goodrich Company under the trade mark of Carbopol resins. These resins consist essentially of colloidally water-soluble polyalkenyl polyether cross-linked polymer of acrylic acid cross-linked 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 cross-linked with about 1% of a polyallyl ether of sucrose having an average of about 5.8 allyl groups for each sucrose molecule.
  • a most preferred polymer is Carbopol 951.
  • hydrophobically-modified cross-linked polymers of acrylic acid having amphiphathic properties available under the trade name Carbopol 1382, Carbopol 1342 and Pemulen TR-1 [CTFA Designation; Acrylates/ 10-30 Alkyl Acrylate Crosspolymer].
  • CTFA Designation Acrylates/ 10-30 Alkyl Acrylate Crosspolymer
  • a combination of the polyalkenyl polyether cross-linked acrylic acid polymer and the hydrophobically modified cross-linked acrylic acid polymer is also suitable and is preferred for use herein.
  • the gelling agents herein are particularly valuable for providing excellent stability characteristics over both normal and elevated temperatures.
  • Neutralizing agents suitable for use in neutralizing acidic group containing hydrophilic gelling agents herein include sodium hydroxide, potassium hydroxide, ammonium hydroxide, monoethanolamine, diethanolamine and triethanolamine.
  • the following Examples are illustrative of the personal cleansing compositions of the present invention.
  • Carbomer 1382 0.8 0.4 0.4 0.4 0.5
  • compositions of the Examples contain about 1% of unneutralized fatty acids by weight of composition.
  • compositions of the Examples are prepared as follows.
  • the thickening agent is added to the water in a sanitary agitated and jacketed stainless steel vessel.
  • the contents of the vessel are vigorously agitated until the thickening agent is hydrated.
  • the agitation is decreased and the vessel is heated to 65.6-71.1°C [150-160°F].
  • Pre-melted sources of the fatty acids are added to the vessel.
  • the neutralizing agents are then added to the vessel at 65.6°C [150°F] with agitation in order to neutralize the fatty acids.
  • the surfactants are added to the vessel with agitation, followed by the remaining ingredients. Finally, the resulting mixture is rapidly cooled to room temperature.
  • the product is then ready for packing.
  • compositions of the Examples provide excellent mildness, product stability, lather, skin feel, moisturising, cleansing and rinsing characteristics.

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Abstract

Composition d'hygiène personnelle liquide qui comprend: (a) d'environ 6 % à environ 10 % en poids d'un mélange d'acide gras neutralisé par un métal alcalin ou de l'hydroxyde d'ammonium et d'acide gras neutralisé par une base organique dans une proportion en poids d'environ 10/1 à environ 1/1; (b) d'environ 0,1 % à environ 5 % en poids d'acide gras non neutralisé; (c) d'environ 0,5 % à environ 20 % en poids d'un tensioactif synthétique choisi parmi des tensioactifs anioniques, non ioniques, cationiques, zwitterioniques et amphotères et des mélanges desdits tensioactifs et (d) de l'eau. Dans ladite composition, le rapport en poids de l'acide gras neutralisé à l'acide gras non neutralisé est supérieur à 2/1 et le mélange total d'acides gras possède une teneur en acides gras C12 inférieure à environ 5 % en poids. Lesdites compositions présentent un pouvoir moussant, une stabilité, une douceur, des propriétés de sensation pour la peau et des caractéristiques de rinçage améliorées.
PCT/US1994/012495 1993-11-11 1994-10-31 Composition de lavage WO1995013355A1 (fr)

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GB939323306A GB9323306D0 (en) 1993-11-11 1993-11-11 Cleansing compositions

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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996036313A1 (fr) * 1995-05-17 1996-11-21 Unilever Plc Composition liquide et aqueuse de nettoyage contenant des savons a base d'acides gras
US7884061B1 (en) 2009-08-12 2011-02-08 Conopco, Inc. Concentrated liquid soap formulations with greater than 50% long chain soap and fatty acid having readily pumpable viscosity
US7884060B1 (en) 2009-08-12 2011-02-08 Conopco, Inc. Concentrated liquid soap formulations having readily pumpable viscosity
WO2011018337A1 (fr) 2009-08-12 2011-02-17 Unilever Plc Formulations de savon liquide concentrées ayant une viscosité facile à pomper
WO2011057909A1 (fr) * 2009-11-13 2011-05-19 Unilever Plc Composition de nettoyant personnel liquide
US8110533B1 (en) 2010-09-28 2012-02-07 Conopco, Inc. Liquid soap compositions
US8133853B1 (en) 2010-09-28 2012-03-13 Conopco, Inc. Fragranced soap compositions
JPWO2013141118A1 (ja) * 2012-03-19 2015-08-03 ライオン株式会社 液体洗浄剤組成物
US9622951B2 (en) 2012-10-29 2017-04-18 The Procter & Gamble Company Personal care compositions
KR101778272B1 (ko) * 2010-11-30 2017-09-13 (주)아모레퍼시픽 고기포 세안제 조성물
EP2925282B1 (fr) 2012-11-29 2019-01-02 Unilever N.V. Compositions de nettoyage antibactériennes douces

Families Citing this family (8)

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JP3498199B2 (ja) * 1996-09-04 2004-02-16 株式会社コーセー 皮膚用洗浄剤組成物
JPH11189784A (ja) * 1997-12-26 1999-07-13 Kose Corp 洗浄剤組成物
JP2002356699A (ja) * 2001-03-28 2002-12-13 Shiseido Co Ltd 液体洗浄剤組成物
US6998372B2 (en) * 2001-08-16 2006-02-14 J&J Consumer Companies, Inc. Moisturizing detergent compositions
US7098180B2 (en) * 2003-08-28 2006-08-29 Johnson & Johnson Consumer Companies Inc. Mild and effective cleansing compositions
WO2017209165A1 (fr) * 2016-06-01 2017-12-07 Kao Corporation Composition de nettoyage de la peau comprenant des particules de cellulose en tant qu'agent de frottement
JP6315219B2 (ja) * 2016-09-16 2018-04-25 新機能科学株式会社 泡立ち性外用組成物
JP2018090630A (ja) * 2018-03-09 2018-06-14 新機能科学株式会社 泡立ち性外用組成物

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US4976953A (en) * 1987-03-06 1990-12-11 The Procter & Gamble Company Skin conditioning/cleansing compositions containing propoxylated glycerol derivatives
US5015471A (en) * 1988-12-01 1991-05-14 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Topical composition

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US4364837A (en) * 1981-09-08 1982-12-21 Lever Brothers Company Shampoo compositions comprising saccharides
US4976953A (en) * 1987-03-06 1990-12-11 The Procter & Gamble Company Skin conditioning/cleansing compositions containing propoxylated glycerol derivatives
US5015471A (en) * 1988-12-01 1991-05-14 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Topical composition

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996036313A1 (fr) * 1995-05-17 1996-11-21 Unilever Plc Composition liquide et aqueuse de nettoyage contenant des savons a base d'acides gras
US7884061B1 (en) 2009-08-12 2011-02-08 Conopco, Inc. Concentrated liquid soap formulations with greater than 50% long chain soap and fatty acid having readily pumpable viscosity
US7884060B1 (en) 2009-08-12 2011-02-08 Conopco, Inc. Concentrated liquid soap formulations having readily pumpable viscosity
WO2011018337A1 (fr) 2009-08-12 2011-02-17 Unilever Plc Formulations de savon liquide concentrées ayant une viscosité facile à pomper
EA025565B1 (ru) * 2009-11-13 2017-01-30 Унилевер Н.В. Жидкая индивидуальная очищающая композиция
US8017566B2 (en) 2009-11-13 2011-09-13 Conopco, Inc. Liquid personal cleansing composition
WO2011057909A1 (fr) * 2009-11-13 2011-05-19 Unilever Plc Composition de nettoyant personnel liquide
US8110533B1 (en) 2010-09-28 2012-02-07 Conopco, Inc. Liquid soap compositions
US8133853B1 (en) 2010-09-28 2012-03-13 Conopco, Inc. Fragranced soap compositions
KR101778272B1 (ko) * 2010-11-30 2017-09-13 (주)아모레퍼시픽 고기포 세안제 조성물
JPWO2013141118A1 (ja) * 2012-03-19 2015-08-03 ライオン株式会社 液体洗浄剤組成物
US9622951B2 (en) 2012-10-29 2017-04-18 The Procter & Gamble Company Personal care compositions
EP2925282B1 (fr) 2012-11-29 2019-01-02 Unilever N.V. Compositions de nettoyage antibactériennes douces

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GB9323306D0 (en) 1994-01-05
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