WO1996021423A1 - Formulations tensioactives aqueuses exemptes de sel electrolytique - Google Patents

Formulations tensioactives aqueuses exemptes de sel electrolytique Download PDF

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Publication number
WO1996021423A1
WO1996021423A1 PCT/EP1995/005140 EP9505140W WO9621423A1 WO 1996021423 A1 WO1996021423 A1 WO 1996021423A1 EP 9505140 W EP9505140 W EP 9505140W WO 9621423 A1 WO9621423 A1 WO 9621423A1
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WO
WIPO (PCT)
Prior art keywords
carbon atoms
alkyl
acid
alcohol
radical
Prior art date
Application number
PCT/EP1995/005140
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German (de)
English (en)
Inventor
Thomas Förster
Marcus Claas
Hermann Hensen
Jörg KAHRE
Werner Seipel
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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Publication of WO1996021423A1 publication Critical patent/WO1996021423A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/56—Glucosides; Mucilage; Saponins
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • 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
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/02—Alkyl sulfonates or sulfuric acid ester salts derived from monohydric 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
    • C11D1/66—Non-ionic compounds
    • C11D1/83—Mixtures of non-ionic with 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
    • C11D1/86—Mixtures of anionic, cationic, and non-ionic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/596—Mixtures of surface active compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • 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
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—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
    • C11D1/66—Non-ionic compounds
    • C11D1/667—Neutral esters, e.g. sorbitan esters

Definitions

  • the invention relates to electrolyte salt-free surfactant formulations containing sugar surfactants, fatty alcohol ether sulfates and polyol esters, a process for their preparation and the use of polyol esters as viscosity regulators.
  • the surfactant raw materials are usually used as highly concentrated aqueous pastes which are easy to handle and should therefore be as low-viscosity as possible. 2. When diluted with water, the finished surfactant formulations result from the concentrates, which in turn must now have a significantly higher viscosity.
  • sugar surfactants - such as alkyl oligoglucosides or fatty acid N-alkyl glucamides - and fatty alcohol ether sulfates, alone or in combination, have proven to be particularly suitable for the production of skin-compatible agents for the care and cleaning of skin and hair. Accordingly, the prior art is extensive, which refers to these surfactants or surfactant mixtures with regard to their use in the field of cosmetics.
  • aqueous surfactant mixtures based on alkyl oligoglucosides and fatty alcohol ether sulfates can be thickened by adding electrolyte salts and nonionic polymers.
  • DE-A 4121612 (Henkel) describes dilute aqueous anionic surfactant formulations which, through small additions of a ternary combination of alkyl oligoglucosides, electrochemicals, lytic salts and polyol ether esters are thickened.
  • DE-A 4139935 discloses liquid personal cleansing agents which can contain alkyl polyglucosides, oil bodies such as monoglycerides and anionic surfactants such as ether sulfates.
  • the object of the invention was therefore to provide formulations which have exactly the opposite viscosity and dilution behavior.
  • the invention relates to aqueous surfactant formulations which contain no electrolytes and contain
  • sugar surfactants are alkyl and alkenyl oligoglycosides, which are known substances which follow the general formula (I)
  • R 1 stands for an alkyl and / or alkenyl radical with 4 to 22 carbon atoms
  • G for a sugar radical with 5 or 6 carbon atoms and p for numbers from 1 to 10, and which are obtained by the relevant methods of preparative organic chemistry can be.
  • the alkyl and / or alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
  • alkyl and / or alkenyl oligoglycosides with a medium oligomer degree of risk p from 1.1 to 3.0 is used. From an application-technical point of view, preference is given to those alkyl and / or alkenyl oligoglycosides whose degree of oligomerization is less than 1.7 and in particular between 1.2 and 1.4.
  • the alkyl or alkenyl radical R 1 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capronic alcohol, caprylic alcohol, capric alcohol and decyl alcohol and their technical mixtures, such as are obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxo synthesis.
  • the alkyl or alkenyl radical R 1 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms. Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, and their technical mixtures, which can be obtained as described above. Alkyl oligoglucosides based on hardened c 12/14 ⁇ Ko k osa _U co h ° -L with a DP of 1 to 3 are preferred. Fatty acid N-alkyl polydroxyalkylamides
  • Suitable sugar surfactants are fatty acid N-alkyl polyhydroxyalkylamides of the formula (II)
  • R ⁇ CO stands for an aliphatic acyl radical with 6 to 22 carbon atoms
  • R3 for hydrogen, an alkyl or hydroxyalkyl radical with 1 to 4 carbon atoms
  • [Z] for a linear or branched polyhydroxyalkyl radical with 3 to 12 carbon atoms and 3 to 10 hydroxyl groups .
  • the fatty acid N-alkyl polyhydroxyalkylamides are known substances which can usually be obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
  • a reducing sugar with ammonia
  • an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
  • H. Kelkenberg An overview of this topic by H. Kelkenberg can be found in Tens. Surf.Det. J25, 8 (1988).
  • the fatty acid N-alkylpolyhydroxyalkylamides are preferably derived from reducing sugars with 5 or 6 carbon atoms, in particular from glucose.
  • the preferred fatty acid N-alkyl polyhydroxyalkylamides are therefore fatty acid-N-alkylglucamides as represented by the formula (III):
  • the preferred fatty acid N-alkylpolyhydroxyalkylamides used are glucamides of the formula (III) in which R 3 represents hydrogen or an amine group and R 2 C0 represents the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, Palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroseline acid, linoleic acid, linolenic acid, arachidic acid, gadoleic acid, behenic acid or erucic acid or their technical mixtures.
  • R 3 represents hydrogen or an amine group
  • R 2 C0 represents the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, Palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroseline acid,
  • Fatty acid N-alkylglucamides of the formula (III) which are obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or C12 14-coconut fatty acid or a corresponding derivative are particularly preferred.
  • the polyhydroxyalkylamides can also be derived from maltose and palatinose.
  • fatty acid N-alkylpolyhydroxyalkylamides are also the subject of a large number of publications. Their use as a thickener is known, for example, from European patent application EP-AI 0285768 (Hüls). French published patent application FR-A 1580491 (Henkel) describes aqueous detergent mixtures based on sulfates and / or sulfonates, nonionic surfactants and optionally soaps, which contain fatty acid N-alkylglucamides as foam regulators.
  • ether sulfates are known anionic surfactants which are produced on an industrial scale by SO3 or CSA sulfation of fatty alcohol polyglycol ethers and subsequent neutralization.
  • R ⁇ for a linear or branched alkyl and / or alkenyl radical having 6 to 22 carbon atoms
  • m for numbers of 1 to 10
  • X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
  • Typical examples are the sulfates of adducts of an average of 1 to 10 and in particular 2 to 5 moles of ethylene oxide with capron alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, isostearyl alcohol Oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol and erucyl alcohol and their technical mixtures, in the form of their sodium and / or magnesium salts.
  • the ether sulfates can have both a conventional and a narrowed homolog distribution.
  • ether sulfates based on adducts of an average of 2 to 3 mol ethylene oxide with technical C 2/14 ⁇ or C 1 ⁇ / ig coconut fatty alcohol fractions in the form of their sodium and / or magnesium salts.
  • Components (a) and (b) can be used in a weight ratio of 5: 1 to 1: 5, preferably 2: 1 to 1: 2, based on the active substance content.
  • Polyolesters are understood to mean substances which are obtained by reacting polyols having 2 to 12 hydroxyl groups with fatty acids having 6 to 22 carbon atoms.
  • suitable polyol components include glycerin; Alkylene glycols such as, for example, ethylene glycol, diethylene glycol, propylene glycol; technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10, such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight; Methyl compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol; Lower alkyl glucosides, in particular those with 1 to 8 carbons in the alkyl radical, such as, for example, methyl and butyl glucoside; Sugar alcohols with 5 to 12 carbon atoms such as sorbitol or mannitol, sugars
  • Suitable fatty acid components are: caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, eladoleinic acid, elaleolachic acid, elaleoleinic acid, elaleolachic acid, elaleolachic acid, elaleolachic acid, elaleolachic acid, elaleolachic acid, elaleolachic acid, elaoleolic acid , Behenic acid and erucic acid and their technical mixtures, for example in the pressure splitting of natural fats and oils, in the reduction of aldehydes from Roelen's
  • polyesters are esters of partial glycerides, sorbitan and / or oligoglycerols with saturated fatty acids with 12 to 18 carbon atoms.
  • Typical examples are technical lauric acid, palmitic acid, stearic acid re, coconut fatty acid mono / diglycerides and the sorbitan mono-, sesqui-, di- and / or triesters of the fatty acids mentioned. These substances are known commercial products.
  • the viscosity regulators are usually used in amounts of 5 to 15, preferably 8 to 12,% by weight, based on the sum of the solids contents of components (a) and (b).
  • the concentrated formulations can have a solids content of 25 to 50, preferably 30 to 40% by weight and the dilute solutions a solids content of 10 to 25, preferably 15 to 20% by weight.
  • polyol esters preferably partial glyceride fatty acid esters and / or sorbitan fatty acid esters
  • concentration aqueous systems containing sugar surfactants and ether sulfates results in an advantageously low viscosity. If these solutions are diluted with water, on the other hand, a desired increase in viscosity takes place, especially in the absence of electrolyte salts.
  • Another object of the invention therefore relates to the use of polyol esters as viscosity regulators for electrolyte salt-free aqueous surfactant formulations based on sugar surfactants and fatty alcohol ether sulfates.
  • the mixtures according to the invention are suitable for the production of foaming cleaning agents, preferably in Area of hair and body care.
  • the formulations can be present in these compositions in amounts of 1 to 50, preferably 4 to 35% by weight, based on the composition.
  • the hair and body cleansing agents can contain auxiliaries and additives. These include, in particular, other surfactants that are compatible with the other ingredients. Typical examples are monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid isethionates, fatty acid sarcosinates, fatty acid tauides, ether carboxylic acids, alkyl amido betaines or protein fatty acid condensates.
  • Emulsifiers, superfatting agents, further thickening agents, biogenic active substances, film formers, preservatives, colorants and fragrances may also be present as auxiliaries and additives.
  • W / O and O / W emulsifiers such as, for example, hardened and ethoxylated castor oil, polyglycerol fatty acid esters or polyglycerol poly- ricinoleates are suitable as emulsifiers.
  • Substances such as, for example, polyethoxylated lanolin derivatives, lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.
  • Suitable thickeners are, for example, polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, polyvinyl alcohol and polyvinylpyrrolidone, surfactants such as, for example, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides and electrolytes such as sodium chloride and ammonium chloride.
  • Biogenic active substances are understood to mean, for example, plant extracts and vitamin complexes.
  • Common film formers are, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinyl pyrrolidone, vinyl pyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid or its salts and similar compounds.
  • Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid.
  • Suitable pearlizing agents are, for example, glycol distearic acid esters such as ethylene glycol distearate, but also fatty acid monoglycol esters.
  • Dyes which can be used are the substances which are suitable and approved for cosmetic purposes, as described, for example, in the publication "Cosmetic Colorants” by Farbstoffk ⁇ mmission of the German Research Foundation, published by Verlag Chemie, Weinheim, 1984, pp. 81-106. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
  • the total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40% by weight, based on the composition.
  • A Ci2 / i6- ⁇ ° fcosalkyloligoglucosid (Plantaren ( R) APG 1200)
  • B Ci2 / i4- okosfettalkohol + 2EO ether sulfate Na / Mg salt
  • the examples and comparative examples show that concentrated mixtures of alkyl oligoglucosides and alkyl ether sulfates are low-viscosity due to the addition of polyol esters, while the same dilute solutions have an advantageously high viscosity.
  • the addition of electrolyte salts as a thickener surprisingly causes a breakdown in the viscosity.

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Abstract

L'invention concerne de nouvelles formulations tensioactives aqueuses exemptes de sel électrolytique, qui contiennent (a) des tensioactifs sacchariques, (b) des sulfates d'ether d'alcool gras et (c) des esters de polyol. Ces formulations sont de faible viscosité lorsqu'elles sont très concentrées, mais très visqueuses lorsqu'elles sont diluées.
PCT/EP1995/005140 1995-01-13 1995-12-27 Formulations tensioactives aqueuses exemptes de sel electrolytique WO1996021423A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19500799.9 1995-01-13
DE19500799A DE19500799A1 (de) 1995-01-13 1995-01-13 Elektrolytsalzfreie wäßrige Tensidformulierungen

Publications (1)

Publication Number Publication Date
WO1996021423A1 true WO1996021423A1 (fr) 1996-07-18

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Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19829646A1 (de) * 1998-07-02 2000-01-05 Wella Ag Verfahren zur Herstellung von wäßrigen Lösungen von Alkylethersulfaten

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0070074A2 (fr) * 1981-07-13 1983-01-19 THE PROCTER & GAMBLE COMPANY Compositions moussantes contenant des agents tensio-actifs
EP0490041A1 (fr) * 1990-12-08 1992-06-17 Hüls Aktiengesellschaft Composition cosmétique
DE4121612A1 (de) * 1991-06-29 1993-01-07 Henkel Kgaa Waessrige tensidzubereitungen
WO1993008250A1 (fr) * 1991-10-15 1993-04-29 Henkel Kommanditgesellschaft Auf Aktien Preparations tensioactives visqueuses aqueuses
DE4139935A1 (de) * 1991-12-04 1993-06-09 Kao Corporation Gmbh, 4000 Duesseldorf, De Fluessiges koerperreinigungsmittel
WO1994010975A1 (fr) * 1992-11-09 1994-05-26 Unilever Plc Composition de lavage

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0070074A2 (fr) * 1981-07-13 1983-01-19 THE PROCTER & GAMBLE COMPANY Compositions moussantes contenant des agents tensio-actifs
EP0490041A1 (fr) * 1990-12-08 1992-06-17 Hüls Aktiengesellschaft Composition cosmétique
DE4121612A1 (de) * 1991-06-29 1993-01-07 Henkel Kgaa Waessrige tensidzubereitungen
WO1993008250A1 (fr) * 1991-10-15 1993-04-29 Henkel Kommanditgesellschaft Auf Aktien Preparations tensioactives visqueuses aqueuses
DE4139935A1 (de) * 1991-12-04 1993-06-09 Kao Corporation Gmbh, 4000 Duesseldorf, De Fluessiges koerperreinigungsmittel
WO1994010975A1 (fr) * 1992-11-09 1994-05-26 Unilever Plc Composition de lavage

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