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WO1993019149A1 - Compositions de nettoyage - Google Patents

Compositions de nettoyage Download PDF

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Publication number
WO1993019149A1
WO1993019149A1 PCT/US1993/002411 US9302411W WO9319149A1 WO 1993019149 A1 WO1993019149 A1 WO 1993019149A1 US 9302411 W US9302411 W US 9302411W WO 9319149 A1 WO9319149 A1 WO 9319149A1
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WO
WIPO (PCT)
Prior art keywords
weight
surfactant
composition
nonionic
composition according
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/US1993/002411
Other languages
English (en)
Inventor
Michel Joseph Giret
Anne Langlois (Nmn)
Roland Philip Duke
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
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
Priority claimed from GB929206465A external-priority patent/GB9206465D0/en
Priority claimed from GB939301303A external-priority patent/GB9301303D0/en
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Priority to EP93907544A priority Critical patent/EP0636166A4/fr
Priority to US08/307,673 priority patent/US5776872A/en
Publication of WO1993019149A1 publication Critical patent/WO1993019149A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • 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)
    • 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
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • 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
    • 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
    • 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/38—Products with no well-defined composition, e.g. natural products
    • 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
    • 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
    • C11D1/29—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
    • C11D1/66—Non-ionic compounds
    • C11D1/662—Carbohydrates or derivatives
    • 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.
  • foam-producing personal cleansing compositions 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.
  • Foaming cosmetic compositions must satisfy a number of criteria including cleansing power, foaming properties and mildness/low irritancy 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 corneum, is known to be
  • 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. Certain synthetic surfactants are known to be mild. However, a major drawback of most mild synthetic surfactant systems when
  • a 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 personal cleansing composition comprising: (a) from about 5% to about 50% by weight of a mixed surfactant system which comprises:
  • nonionic oil or wax or mixture of insoluble, nonionic oils or waxes and
  • the anionic surfactant and amphoteric surfactant together comprise from about 5% to about 30% by weight of the composition, the weight ratio of anionic surfactant: amphoteric surfactant is in the range from about 1:5 to about 20:1, the weight ratio of total surfactant: nonionic oil or wax is in the range from about 10:1 to about 1:3, and wherein the composition is in the form of an oil-in-water emulsion having a viscosity (Brookfield RVT, Helipath, Spindle TB, 5 rmp, 25 °C, Imin) in the range from 10,000 to 40,000 cps and a yield point of at least
  • a viscosity Brookfield RVT, Helipath, Spindle TB, 5 rmp, 25 °C, Imin
  • the invention relates to a foam-producing cleansing composition with superior lathering characteristics (creaminess, abundance, stability) combined with excellent mildness to the skin and hair, together with good stability, cleansing ability and conditioning performance.
  • the invention also relates to a wash and rinse-off personal cleansing product having the above lathering, mildness, rinsibility, stability and conditioning benefits.
  • the cleansing compositions herein are based on a combination of mild surfactants which in general terms can be selected from anionic, amphoteric, nonionic and betaine surfactants and mixtures thereof.
  • the compositions preferably comprise a mixture of anionic and amphoteric surfactants and highly preferred systems also incorporate a nonionic or betaine surfactant.
  • Other suitable compositions within the scope of the invention comprise mixtures of anionic with one or more nonionic or betaine surfactants or mixture thereof; and mixtures of amphoteric with one or more nonionic or betaine surfactants or mixture thereof.
  • the level of each of the anionic and amphoteric surfactants is generally in the range from about 1% to about 20%, preferably from about 2% to about 15%, and especially from about 3% to about 12% by weight of the composition.
  • the weight ratio of anionic surfactant:amphoteric surfactant is generally from about 1:5 to about 20:1, preferably from about 1:2 to about 5:1, and especially from about 1:1 to about 2:1.
  • the total level of anionic and amphoteric surfactants is generally about 5% to about 30%, preferably from about 8% to about 25% and especially from about 10% to about 20% by weight of the cleansing composition.
  • Anionic surfactants suitable for inclusion in the compositions of the invention can generally be described as mild synthetic detergent
  • surfactants include 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 phosphate esters, ethoxylated alkyl phosphate esters, acyl sarcosinates and fatty acid/protein condensates, and mixtures thereof.
  • Alkyl and/or acyl chain lengths for these surfactants are C 8 -C 22 . preferably C 10 -C 18 .
  • Particularly preferred are the alkyl sulfates containing from about 2 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.
  • the anionic surfactant contains at least about 50%, especially at least about 75% by weight of ethoxylated alkyl sulfate.
  • the anionic surfactant counterions are selected from magnesium and mixtures of magnesium with one or more counterions selected from alkali metal, ammonium and alkanolammonium, this being preferred from the viewpoint of providing optimum lathering, mildness, emolliency, viscosity and stability.
  • a personal cleansing composition comprising:
  • nonionic oil or wax or mixture of insoluble, nonionic oils or waxes and
  • anionic surfactant and amphoteric surfactant together comprise from about 5% to about 30% by weight of the composition
  • the weight ratio of anionic surfactant:amphoteric surfactant is in the range from about 1:5 to about 20:1
  • the weight ratio of total surfactant: nonionic oil or wax is in the range from about 10:1 to about 1:3
  • the anionic surfactant counterions are selected from magnesium and mixtures of magnesium with one or more counterions selected from alkali metal, ammonium and alkanolammonium.
  • magnesium is preferably present in an amount equivalent to at least 10 mole %, preferably at least 20 mole % of the anionic surfactant. It will be understood that magnesium can be introduced into the compositions of the invention either as the preformed magnesium or partial magnesium salt of the anionic surfactant, or in the form of a water-soluble, non-surface active magnesium salt, for example magnesium chloride, magnesium sulfate or hydrate thereof. Preferred compositions for use herein also contain an amphoteric surfactant.
  • Amphoteric surfactants suitable for use in the compositions of the invention include:
  • R 1 is C 7 -C 22 alkyl or alkenyl
  • R 2 is hydrogen or CH 2 Z
  • each Z is independently CO 2 M or CH 2 CO 2 M
  • M is H, alkali metal, alkaline earth metal, ammonium or alkanolammonium; and/or ammonium derivatives of formula
  • R 1 , R 2 and Z are as defined above;
  • Miranol and Empigen 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.
  • the Miranols have been described as having the general formula II, although the CTFA Cosmetic Ingredient Dictionary, 4th Edition indicates the non-cyclic structure III. In practice, a complex mixture of cyclic and non-cyclic species is likely to exist and both definitions are given here for sake of completeness.
  • amphoteric surfactants of type (a) include compounds of formula II and/or III in which R 1 is C 8 H 17 (especially isocapryl), C 9 H 19 and C 11 H 23 alkyl. Especially preferred are the compounds in which R 1 is C 9 H 19 , Z is CO 2 M and R 2 is H; the compounds in which R 1 is C 11 H 23 , Z is CO 2 M and R 2 is CH 2 CO 2 M; and the compounds in which R 1 is C 11 H 23 , Z is CO 2 M and R 2 is H.
  • materials preferred 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
  • 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 C 8 -C 18 alcohol, C 8 -C 18 ethoxylated alcohol or C 8 -C 18 acyl glyceride types.
  • anionic sulfate or sulfonate surfactants especially those of the sulfated C 8 -C 18 alcohol, C 8 -C 18 ethoxylated alcohol or C 8 -C 18 acyl glyceride types.
  • compositions which are essentially free of (non-ethoxylated) sulfated alcohol surfactants are essentially free of (non-ethoxylated) sulfated alcohol surfactants.
  • 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.
  • suitable amphoteric surfactants of type (b) include salts, especially the triethanolammonium salts and salts of N-lauryl-beta-amino propionic acid and N-lauryl-imino-dipropionic acid.
  • compositions of the invention also contain from about 3 % to about 40%, preferably from about 5% to about 20%, and more preferably from about 8% to about 15% by weight of an insoluble nonionic oil or wax or mixture thereof, the oil or wax being insoluble in the sense that it is insoluble in the cleansing composition liquid matrix at a temperature of 25°C.
  • oil or wax is present in composition in a level such that the weight ratio of total surfactant: oil or wax is in the range from about 10:1 to about 1:3,, preferably from about 5:1 to about 1:2, and especially from about 2:1 to about 1:1, this being preferred from the viewpoint of providing personal cleansing compositions having optimum lathering, mildness, emolliency, rinsibility and stability characteristics.
  • Suitable 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, C 1 -C 24 esters of C 8 -C 30 fatty acids such as isopropyl myristate and cetyl ricinoleate, beeswax, saturated and unsaturated fatty alcohols such as behenyl alcohol, hydrocarbons such as mineral oils, petrolatum and squalene, fatty sorbitan esters (see US-A-3988255, Seiden, issued
  • lanolin and oil like lanolin derivatives animal and vegetable triglycerides
  • animal and vegetable triglycerides such as almond oil, peanut 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, poppy seed oil, pine oil, castor oil, soybean oil, avocado oil, safflower oil, coconut oil, hazlenut oil, olive oil, grapeseed oil, and sunflower seed oil, and C 1 - C 24 esters of dimer and trimer acids such as diisopropyl dimerate, diisostearylmalate, diisostearyldimerate and triisostearyltrimerate.
  • the vegetable triglyceride oils highly preferred from the viewpoint of optimum lathering and mildness are the vegetable triglyceride oils.
  • the average size of the emulsion droplets is in the range from about 1 to about 150 microns, preferably from about 2 to about 50 microns, and more preferably from about 3 to about 10 microns (droplet size being measured by, for example, laser diffraction using, e.g. a Malvern Series 2600).
  • the oil or wax is preferably used herein in combination with a mild surfactant system.
  • Suitable mild surfactants include those having a
  • Surfactants which have Relative Barrier Penetration Values of greater than 75 can be used along with the mild surfactant at low levels in the compositions of this invention, as long as their use does not significantly change the clinical skin mildness of the total cleansing composition.
  • a personal cleansing composition comprising:
  • compositions herein preferably 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 nonionic or betaine surfactant.
  • nonionic surfactants selected from C 12 -C 14 fatty acid mono- and diethanolamides; alkylpolysaccharides having the general formula (VI)
  • RO(C n H 2n O) t Z x where Z is a moiety derived from glucose, fructose or galactose, R is C 8 -C 18 alkyl or alkenyl, n is 2 or 3, t is from 0 to 10 and x is from about
  • polyhydroxy fatty acid amide surfactants having the general formula (VII)
  • R 9 is H, C 1 -C 4 hydrocarbyl, 2-hydroxyethyl, 2-hydroxypropyl or a mixture thereof, R 8 is C 5 -C 31 hydrocarbyl and Z 2 is a
  • polyhydroxyhydrocarbyl having a linear chain with at least 3 hydroxyls directly connected to said chain, or an alkoxylated derivative thereof; and polyethyleneglycol glyceryl fatty ester surfactants having the formula (IX)
  • 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
  • aliphatic radical having from about 5 to 19 carbon atoms, preferably from about 9 to 17 carbon atoms, more preferably from about 11 to 17 carbon atoms, most preferably from about 11 to 14 carbon atoms; and mixtures of said alkyl polysaccharide, amide or glyceryl fatty ester surfactants.
  • polysaccharides from the viewpoint of skin conditioning.
  • a long chain alcohol (ROH) can be reacted with glucose, in the presence of an acid catalyst to form the desired glucoside.
  • the short chain alkylglucoside content of the final alkylpolyglucoside material should be less than 50%, preferably less than 10%, more preferably less than 5%, most preferably 0% of the alkylpolyglucoside.
  • the amount of unreacted alcohol (the free fatty alcohol content) in the desired alkylpolysaccharide surfactant is preferably less than about 2%, more preferably less than about 0.5% by weight of the total of the alkyl polysaccharide plus unreacted alcohol.
  • the amount of alkylmonosaccharide is about 20% to about 70%, preferably 30% to 60%, more preferably 30% to 50% by weight of the total of the
  • the preferred polyhydroxy fatty acid amide surfactants are those in which R 9 is C 1-4 alkyl, preferably methyl, and R 8 is C 7 -C 19 alkyl or alkenyl, more preferably straight-chain C 9 -C 17 alkyl or alkenyl, or mixture thereof; and Z 2 is a polyhydroxyhydrocarbyl having a linear hydrocarbyl chain with at least 3 hydroxyls directly connected to the chain, or an alkoxylated derivative (preferably ethoxylated or
  • Z 2 preferably will be derived from a reducing sugar in a reductive amination reaction; more preferably Z 2 is a glycityl.
  • Suitable reducing sugars include glucose, fructose, maltose, lactose, galactose, mannose, and xylose.
  • high dextrose corn syrup, high fructose corn syrup, and high maltose corn syrup can be utilized as well as the individual sugars listed above. These corn syrups may yield a mix of sugar components for Z 2 . It should be understood that it is by no means intended to exclude other suitable raw materials.
  • Z 2 preferably will be selected from the group consisting of - CH 2 (CHOH) n -CH 2 OH,-CH(CH 2 OH)-(CHOH) n-1 -CH 2 OH, -CH 2 - (CHOH) 2 (CHOR')(CHOH)-CH 2 OH, where n is an integer from 3 to 5, inclusive, and R' is H or a cyclic or aliphatic monosaccharide, and alkoxylated derivatives thereof. Most preferred are glycityls wherein n is 4, particularly -CH 2 -(CHOH) 4 -CH 2 OH.
  • the most preferred polyhydroxy fatty acid amide has the formula R 8 (CO)N(CH 3 )CH 2 (CHOH) 4 CH 2 OH wherein R 8 is a C11-C17 straight chain alkyl or alkenyl group.
  • Suitable glyceryl fatty ester surfactants 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 surfactants of this class are commercially available from Sherex Chemical Co.
  • Varonic LI 420 PEG 200 glyceryl tallowate
  • Varonic LI 63 and 67 PEG 30 and PEG 80 glyceryl cocoates
  • 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
  • Crovol PK-70 PEG 45 palm kernel glyceride
  • monotallowate and cocoate fatty ester derivatives of polyethylene glycol, or mixtures thereof particularly materials such as PEG 82 glyceryl monotallowate and PEG 30 glyceryl cocoate, and mixtures thereof.
  • PEG (6) capric/caprylic glyceride Softigen 767
  • Betaine surfactants suitable for inclusion in the composition of the invention include alkyl betaines of the formula R 5 R 6 R 7 N + (CH 2 ) n M (VII) and amido betaines of the formula (VIII)
  • R 5 is C 12 -C 22 alkyl or alkenyl
  • R 6 and R 7 are independently C 1 -C 3 alkyl
  • M is H, alkali metal, alkaline earth metal, ammonium or alkanolammonium
  • n, m are each numbers from 1 to 4.
  • Preferred betaines include cocoamidopropyldimethylcarboxymethyl betaine and laurylamidopropyldimethylcarboxymethyl betaine.
  • a personal cleansing composition comprising:
  • RO(C n H 2n O) t Z x where Z is a moiety derived from glucose, fructose or galactose, R is C 8 -C 18 alkyl or alkenyl, n is 2 or 3, t is from
  • 0 to 10 and x is from about 1 to 10, preferably from about 1.5 to 4
  • the anionic surfactant and amphoteric surfactant together comprise from about 5% to about 30% by weight of the composition, the weight ratio of anionic surfactant: amphoteric surfactant is in the range from about 1:5 to about 20:1, the weight ratio of total surfactant: nonionic oil or wax is in the range from about 10:1 to about 1:3, and wherein the composition is in the form of an oil-in-water emulsion having a viscosity (Brookfield RVT, Helipath, Spindle TB, 5 rmp, 25 °C, Imin) in the range from 10,000 to 40,000 cps and a yield point of at least
  • a viscosity Brookfield RVT, Helipath, Spindle TB, 5 rmp, 25 °C, Imin
  • compositions of the invention preferably also contain from about 0.5% to about 6%, preferably from about 1.5% to about 5% by weight of saturated or unsaturated acyl fatty acids having a weight average chain length of from 10 to 18, preferably from 12 to 16 carbon atoms.
  • saturated or unsaturated acyl fatty acids having a weight average chain length of from 10 to 18, preferably from 12 to 16 carbon atoms.
  • myristic saturated fatty acid and palm kernel unsaturated fatty acid are valuable both from the viewpoint of providing emolliency benefits and also for controlling the viscosity and stability of the final composition.
  • Highly preferred from the viewpoint of providing optimum viscosity and low temperature stability characteristics are compositions comprising the unsaturated fatty acids.
  • a personal cleansing composition comprising:
  • compositions of the invention preferably also contain a cationic or nonionic polymeric skin or hair conditioning agent 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%.
  • the polymer is found to be valuable for enhancing the creaminess and quality of the foam as well as providing a hair or skin conditioning utility.
  • Useful polymers are the cationic, nonionic, amphoteric, and anionic polymers useful in the cosmetic field. Preferred are cationic and nonionic polymers used in the cosmetic fields as hair or skin conditioning agents.
  • Representative classes of polymers include cationic and nonionic polysaccharides; cationic and nonionic 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
  • ethoxypolyalkylene imines ethoxypolyalkylene imines
  • quatemized silicones 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-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 quatemized cellulose ethers available commercially under the trade names Ucare Polymer JR and Celquat.
  • Other suitable cationic polymers are homopolymers of dimethyldiallylammonium chloride available
  • Anionic polymers suitable herein include hydrophobically-modified cross-linked polymers of acrylic acid having amphipathic properties as marketed by B F Goodrich under the trade name Pemulen TR1 and
  • Pemulen TR 2 Pemulen TR 2 ; and the carboxy vinyl polymers sold by B F Goodrich under the trade mark Carbopol and which consist of polymers of acrylic acid cross-linked with polyallyl sucrose or polyallyl pentaeythritol, for example, Carbopol 934, 940 and 950.
  • the viscosity of the final composition (Brookfield RVT, Spindle 5, 50 rpm, 25 °C) is preferably at least about 1,000 cps, more preferably from about 2000 to about 10,000 cps, especially from about 5,000 to about 7,000 cps.
  • compositions have non-Newtonian viscosity characteristics, however, with a viscosity (Brookfield RVT, Helipath, Spindle T-B, 5 rpm, 25 °C, 1 min) in the range of from about 10,000 to about 40,000 cps, more preferably from about 20,000 to about 30,000 cps and a yield point (shear stress at zero shear rate) of at least 50 dynes/cm 2 , preferably at least 100 dynes/cm 2 (Brookfield RVT, Spindle CP52, Plate Code A, 25°C).
  • a viscosity Brookfield RVT, Helipath, Spindle T-B, 5 rpm, 25 °C, 1 min
  • the composition of the invention also display a shear stress versus temperature profile such that (S45-S5)/S5 is less than about 0.4, preferably less than about 0.2, and more preferably less than about 0.1, where St is the shear stress in dynes/cm 2 at temperature t(°C) and at a shear rate of 500 sec -1
  • compositions of the invention that the particula surfactant mixtures employed therein display excellent lathering
  • compositions as they are admixed with water during use can optionally include a hair or skin moisturizer which is soluble in the cleansing composition matrix.
  • the preferred level of moisturizer 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 (e.g. methyl glucam-20), sodium pyrrolidone carboxylic acid, lactic acid, urea, L-proline, guanidine, pyrrolidone, hydrolyzed protein and other collagen-derived proteins, aloe vera gel and acetamide ME A and mixtures thereof.
  • glycerine is highly preferred.
  • a number of additional optional materials can be added to the cleansing compositions.
  • 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, Bronopol (2- bromo-2-nitropropane-1,3-diol), sodium benzoate and 2-phenoxyethanol; other moisturizing agents such as hyaluronic acid, chitin , and starchgrafted sodium polyacrylates such as Sanwet (RTM) IM-1000, IM-1500 and IM-2500 available from Celanese Superabsorbent Materials,
  • solvents such as hexylene glycol and propylene glycol
  • low temperature phase modifiers such as ammonium ion sources (e.g. NH 4 Cl)
  • viscosity control agents such as magnesium sulfate and other electrolytes
  • pearlescers and opacifiers such as ethylene glycol distearate, TiO 2 and TiO 2 -coated mica; perfumes and perfume solubilizers etc.
  • Water is also present at a level preferably of from about 45% to about 92% preferably at least about 60% by weight of the compositions herein.
  • the pH of the compositions is preferably from about 4 to about 8, more preferably from about 4.5 to about 6.5.
  • cocoamphoacetate (the amphoteric of formula I and/or IV in which R 1 is coconut alkyl, R 2 is H, and Z is
  • Amphoteric 2 Sodium N-lauryl-beta-amino-propionate.
  • R 8 is C 11 -C 17 alkyl
  • R 9 is methyl
  • Z 2 is
  • Compositions I to VII are prepared by forming a surfactant phase A containing a portion of the water, the anionic and amphoteric surfactants an the remaining water-soluble, oil-insoluble ingredients, forming an oil phase containing the MA, DEA, Softigen and oil, admixing B with A at about 40 70°C, cooling to ambient temperature then adding the remaining water, preservative and water.
  • the average particle size of the emulsion droplets about 5 micron. (Malvem Series 2600 laser diffraction).
  • the composition have a viscosity (Brookfield RVT, Helipath, Spindle TB, 5 rmp, 25°C, Im in the range from 10,000 to 40,000 cps and a yield point of at least 50 dynes/cm 2 (Brookfield RVT, Spindle CP52, Plate Code A, 25°).

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Abstract

Produit d'hygiène personnelle comportant: (a) de 5 à 50 % en poids environ d'un système tensio-actif mixte comprenant: (i) de 1 à 20 % en poids environ d'une composition de tensio-actif anionique, et (ii) de 1 à 20 % en poids environ d'une composition de tensio-actif amphotère; (b) de 3 à 40 % en poids environ d'une huile ou cire non ionique et insoluble; et (c) de l'eau. Ledit tensio-actif anionique et ledit tensio-actif amphotère constituent ensemble de 5 à 30 % en poids environ de la composition; le rapport de poids entre le tensio-actif anionique et le tensio-actif amphotère est compris entre 1:5 et 20:1 environ; le rapport de poids entre la quantité globale de tensio-actif et l'huile ou cire non ionique est compris entre 10:1 et 1:3 environ; et la composition se présente sous la forme d'une émulsion aqueuse dont la viscosité est comprise entre 10.000 et 40.000 cps, et dont le seuil d'écoulement est d'au moins 50 dynes/cm2. Ces produits de nettoyage présentent d'excellentes caractéristiques d'action moussante, de douceur, de stabilité, d'élimination par rinçage et de conditionnement.
PCT/US1993/002411 1992-03-25 1993-03-18 Compositions de nettoyage Ceased WO1993019149A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP93907544A EP0636166A4 (fr) 1992-03-25 1993-03-18 Compositions de nettoyage.
US08/307,673 US5776872A (en) 1992-03-25 1993-03-18 Cleansing compositions technical field

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB9206465.8 1992-03-25
GB929206465A GB9206465D0 (en) 1992-03-25 1992-03-25 Cleansing compositions
GB9301303.5 1993-01-23
GB939301303A GB9301303D0 (en) 1993-01-23 1993-01-23 Cleansing compositions

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WO1993019149A1 true WO1993019149A1 (fr) 1993-09-30

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EP (1) EP0636166A4 (fr)
CN (1) CN1047620C (fr)
AU (1) AU3811193A (fr)
CA (1) CA2131174C (fr)
EG (1) EG20556A (fr)
MA (1) MA22840A1 (fr)
MX (1) MX9301658A (fr)
MY (1) MY109164A (fr)
WO (1) WO1993019149A1 (fr)

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WO1995015150A3 (fr) * 1993-11-24 1995-06-29 Procter & Gamble Composition nettoyante moussante ultra-douce pour la peau
WO1995017880A1 (fr) * 1993-12-30 1995-07-06 The Procter & Gamble Company Shampooings a fort pouvoir moussant et de depot, contenant un systeme tensioactif doux
WO1996002224A1 (fr) * 1994-07-19 1996-02-01 Unilever Plc Composition detergente
WO1996002225A1 (fr) * 1994-07-19 1996-02-01 Unilever Plc Composition detergente
US5518647A (en) * 1993-12-20 1996-05-21 Colgate-Palmolive Company Foaming liquid emulsion composition
WO1996017591A1 (fr) * 1994-12-06 1996-06-13 The Procter & Gamble Company Demaquillant liquide a longue duree de conservation contenant un polymere formant gel et des lipides
WO1996021426A1 (fr) * 1995-01-09 1996-07-18 The Procter & Gamble Company Composition de nettoyage de la peau trois en un, liquide, antibacterienne, moussante, ultra douce
WO1997001328A1 (fr) * 1995-06-26 1997-01-16 The Procter & Gamble Company Compositions de nettoyage liquides a usage personnel contenant des cations metalliques polyvalents
WO1997038672A1 (fr) * 1996-04-17 1997-10-23 Unilever Plc Composition de nettoyage
DE19723763A1 (de) * 1997-06-06 1998-12-10 Goldwell Gmbh Haarwaschmittel
WO1998056496A1 (fr) * 1997-06-12 1998-12-17 Henkel Corporation Emploi de polyglycosides d'alkyle ameliorant la stabilisation des mousses des amphoacetates
EP0828807A4 (fr) * 1995-05-27 1999-01-13 Procter & Gamble Composition nettoyante contenant des agents tensioactifs a base d'amide d'acide gras polyhydroxyle
EP0828810A4 (fr) * 1995-05-27 1999-02-03 Procter & Gamble Compositions nettoyantes
WO1999004751A3 (fr) * 1997-07-24 1999-04-08 Unilever Plc Composition liquide stable a haute teneur en emollients
EP0828808A4 (fr) * 1995-05-27 1999-08-25 Procter & Gamble Compositions nettoyantes liquides pour l'hygiene personnelle, contenant un polymere cationique comme agent de conditionnement de la peau
EP0828813A4 (fr) * 1995-05-27 1999-09-15 Procter & Gamble Composition de nettoyage aqueuse pour hygiene personnelle comprenant un polyester d'acide gras et un polyol liquide non occlusif specifique
EP0828814A4 (fr) * 1995-05-27 1999-09-15 Procter & Gamble Composition nettoyante aqueuse d'usage personnel a phase huileuse dispersee comportant deux composantes huiles definies specifiquement
DE19812669A1 (de) * 1998-03-23 1999-10-07 Kao Corp Haarwaschmittel
EP0777462A4 (fr) * 1994-07-30 2000-01-05 Procter & Gamble Compositions demaquillantes
DE19846607A1 (de) * 1998-10-09 2000-04-20 Goldwell Gmbh Flüssiges Körperreinigungsmittel und Verfahren zu dessen Herstellung
DE19922538A1 (de) * 1999-05-10 2000-11-16 Schuelke & Mayr Gmbh Flüssig-Konzentrat zur Konservierung von Kosmetika
US6156297A (en) * 1998-06-24 2000-12-05 L'oreal, S.A. Conditioning and detergent compositions and use
DE10154628A1 (de) * 2001-09-25 2003-04-10 Beiersdorf Ag Verwendung von Alkylglucosiden zum Erzielen oder Erhöhen der Selektivität von Reinigungszubereitungen
DE10257984A1 (de) * 2002-12-12 2004-06-24 Beiersdorf Ag Verwendung von Fettsäuresalzen zum Erzielen oder Erhöhen der Selektivität von Reinigungszubereitungen
DE10318526A1 (de) * 2003-04-24 2004-11-11 Beiersdorf Ag Reinigungsemulsion mit hohem Fettgehalt
US8071520B2 (en) 2009-11-06 2011-12-06 Ecolab Usa Inc. Sulfonated alkyl polyglucoside use for enhanced food soil removal
US8172953B2 (en) 2009-11-06 2012-05-08 Ecolab Usa Inc. Alkyl polyglucosides and a propoxylated-ethoxylated extended chain surfactant
US8216994B2 (en) 2009-11-09 2012-07-10 Ecolab Usa Inc. Phosphate functionalized alkyl polyglucosides used for enhanced food soil removal
US8389463B2 (en) 2009-11-09 2013-03-05 Ecolab Usa Inc. Enhanced dispensing of solid compositions
WO2013178683A3 (fr) * 2012-05-30 2014-07-03 Clariant International Ltd. Composition contenant de la n-méthyl-n-acylglucamine
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
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
US11834624B2 (en) 2014-03-07 2023-12-05 Ecolab Usa Inc. Alkyl amides for enhanced food soil removal and asphalt dissolution

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GB9704643D0 (en) 1997-03-06 1997-04-23 Johnson & Johnson Chemical composition
CN106473938B (zh) * 2015-09-02 2021-09-03 花王株式会社 清洁剂组合物
CN117338604B (zh) * 2023-11-06 2024-06-14 广州雅纯化妆品制造有限公司 一种护发组合物

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Cited By (51)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994016043A1 (fr) * 1993-01-11 1994-07-21 Societe Nationale Elf Aquitaine Compositions pour le nettoyage d'animaux souilles et procede de mise en ×uvre
WO1995015150A3 (fr) * 1993-11-24 1995-06-29 Procter & Gamble Composition nettoyante moussante ultra-douce pour la peau
US5518647A (en) * 1993-12-20 1996-05-21 Colgate-Palmolive Company Foaming liquid emulsion composition
US5683972A (en) * 1993-12-20 1997-11-04 Colgate-Palmolive Company Foaming oil-in-water emulsion
WO1995017880A1 (fr) * 1993-12-30 1995-07-06 The Procter & Gamble Company Shampooings a fort pouvoir moussant et de depot, contenant un systeme tensioactif doux
WO1996002224A1 (fr) * 1994-07-19 1996-02-01 Unilever Plc Composition detergente
WO1996002225A1 (fr) * 1994-07-19 1996-02-01 Unilever Plc Composition detergente
US5661189A (en) * 1994-07-19 1997-08-26 Lever Brothers Company, Division Of Conopco, Inc. Detergent composition
EP0777462A4 (fr) * 1994-07-30 2000-01-05 Procter & Gamble Compositions demaquillantes
WO1996017591A1 (fr) * 1994-12-06 1996-06-13 The Procter & Gamble Company Demaquillant liquide a longue duree de conservation contenant un polymere formant gel et des lipides
WO1996021426A1 (fr) * 1995-01-09 1996-07-18 The Procter & Gamble Company Composition de nettoyage de la peau trois en un, liquide, antibacterienne, moussante, ultra douce
EP0828813A4 (fr) * 1995-05-27 1999-09-15 Procter & Gamble Composition de nettoyage aqueuse pour hygiene personnelle comprenant un polyester d'acide gras et un polyol liquide non occlusif specifique
EP0828807A4 (fr) * 1995-05-27 1999-01-13 Procter & Gamble Composition nettoyante contenant des agents tensioactifs a base d'amide d'acide gras polyhydroxyle
EP0828808A4 (fr) * 1995-05-27 1999-08-25 Procter & Gamble Compositions nettoyantes liquides pour l'hygiene personnelle, contenant un polymere cationique comme agent de conditionnement de la peau
EP0828814A4 (fr) * 1995-05-27 1999-09-15 Procter & Gamble Composition nettoyante aqueuse d'usage personnel a phase huileuse dispersee comportant deux composantes huiles definies specifiquement
EP0828810A4 (fr) * 1995-05-27 1999-02-03 Procter & Gamble Compositions nettoyantes
WO1997001328A1 (fr) * 1995-06-26 1997-01-16 The Procter & Gamble Company Compositions de nettoyage liquides a usage personnel contenant des cations metalliques polyvalents
US5968890A (en) * 1996-04-17 1999-10-19 Lever Brothers Company Cleansing composition containing polyethylene glycol
WO1997038672A1 (fr) * 1996-04-17 1997-10-23 Unilever Plc Composition de nettoyage
DE19723763A1 (de) * 1997-06-06 1998-12-10 Goldwell Gmbh Haarwaschmittel
DE19723763C2 (de) * 1997-06-06 2000-02-24 Goldwell Gmbh Haarwaschmittel
WO1998056496A1 (fr) * 1997-06-12 1998-12-17 Henkel Corporation Emploi de polyglycosides d'alkyle ameliorant la stabilisation des mousses des amphoacetates
AU743903B2 (en) * 1997-07-24 2002-02-07 Unilever Plc Stable liquid composition comprising high levels of emollients
WO1999004751A3 (fr) * 1997-07-24 1999-04-08 Unilever Plc Composition liquide stable a haute teneur en emollients
DE19812669A1 (de) * 1998-03-23 1999-10-07 Kao Corp Haarwaschmittel
EP0974341B2 (fr) † 1998-06-24 2017-03-15 L'Oréal Composition moussante conditionnante et détergente
US6156297A (en) * 1998-06-24 2000-12-05 L'oreal, S.A. Conditioning and detergent compositions and use
DE19846607A1 (de) * 1998-10-09 2000-04-20 Goldwell Gmbh Flüssiges Körperreinigungsmittel und Verfahren zu dessen Herstellung
DE19846607B4 (de) * 1998-10-09 2009-04-02 Kpss-Kao Professional Salon Services Gmbh Verfahren zur Herstellung eines klaren, konditionierenden Haarreinigungsmittels
US8501206B2 (en) 1999-05-10 2013-08-06 Air Liquide Sante (International) Liquid concentrate for preserving cosmetics
US7537776B1 (en) 1999-05-10 2009-05-26 Air Liquide Sante (International) Liquid concentrate for preserving cosmetics
DE19922538A1 (de) * 1999-05-10 2000-11-16 Schuelke & Mayr Gmbh Flüssig-Konzentrat zur Konservierung von Kosmetika
US8197833B2 (en) 1999-05-10 2012-06-12 Air Liquide Sante (International) Liquid concentrate for preserving cosmetics
DE10154628A1 (de) * 2001-09-25 2003-04-10 Beiersdorf Ag Verwendung von Alkylglucosiden zum Erzielen oder Erhöhen der Selektivität von Reinigungszubereitungen
DE10257984A1 (de) * 2002-12-12 2004-06-24 Beiersdorf Ag Verwendung von Fettsäuresalzen zum Erzielen oder Erhöhen der Selektivität von Reinigungszubereitungen
DE10318526A1 (de) * 2003-04-24 2004-11-11 Beiersdorf Ag Reinigungsemulsion mit hohem Fettgehalt
US8071520B2 (en) 2009-11-06 2011-12-06 Ecolab Usa Inc. Sulfonated alkyl polyglucoside use for enhanced food soil removal
US8172953B2 (en) 2009-11-06 2012-05-08 Ecolab Usa Inc. Alkyl polyglucosides and a propoxylated-ethoxylated extended chain surfactant
US8216994B2 (en) 2009-11-09 2012-07-10 Ecolab Usa Inc. Phosphate functionalized alkyl polyglucosides used for enhanced food soil removal
US8389463B2 (en) 2009-11-09 2013-03-05 Ecolab Usa Inc. Enhanced dispensing of solid compositions
US10813862B2 (en) 2012-05-30 2020-10-27 Clariant International Ltd. Use of N-methyl-N-acylglucamines as solubilizers
US10265253B2 (en) 2012-05-30 2019-04-23 Clariant International Ltd. N-methyl-N-acylglucamine-containing composition
WO2013178683A3 (fr) * 2012-05-30 2014-07-03 Clariant International Ltd. Composition contenant de la n-méthyl-n-acylglucamine
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
US11834624B2 (en) 2014-03-07 2023-12-05 Ecolab Usa Inc. Alkyl amides for enhanced food soil removal and asphalt dissolution
US12180439B2 (en) 2014-03-07 2024-12-31 Ecolab Usa Inc. Alkyl amides for enhanced food soil removal and asphalt dissolution
US11425904B2 (en) 2014-04-23 2022-08-30 Clariant International Ltd. Use of aqueous drift-reducing compositions
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
US11220603B2 (en) 2016-05-09 2022-01-11 Clariant International Ltd. Stabilizers for silicate paints

Also Published As

Publication number Publication date
EP0636166A1 (fr) 1995-02-01
CA2131174C (fr) 1999-01-12
MA22840A1 (fr) 1993-10-01
AU3811193A (en) 1993-10-21
MX9301658A (es) 1994-01-31
CA2131174A1 (fr) 1993-09-30
MY109164A (en) 1996-12-31
CN1047620C (zh) 1999-12-22
EG20556A (en) 1999-08-30
CN1078746A (zh) 1993-11-24
EP0636166A4 (fr) 1999-02-03

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