WO1996004887A1 - Foaming detergent mixtures - Google Patents

Foaming detergent mixtures Download PDF

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Publication number
WO1996004887A1
WO1996004887A1 PCT/EP1995/003123 EP9503123W WO9604887A1 WO 1996004887 A1 WO1996004887 A1 WO 1996004887A1 EP 9503123 W EP9503123 W EP 9503123W WO 9604887 A1 WO9604887 A1 WO 9604887A1
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WIPO (PCT)
Prior art keywords
mixtures according
weight
additives
detergent
detergent mixtures
Prior art date
Application number
PCT/EP1995/003123
Other languages
German (de)
French (fr)
Inventor
Jörg KAHRE
Hermann Hensen
Reinhard Müller
Holger Tesmann
Claudia Panzer
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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Publication of WO1996004887A1 publication Critical patent/WO1996004887A1/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0094High foaming compositions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/604Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/04Preparations for permanent waving or straightening the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/017Mixtures of compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/83Mixtures of non-ionic with anionic compounds
    • CCHEMISTRY; METALLURGY
    • C14SKINS; HIDES; PELTS; LEATHER
    • C14CCHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C9/00Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/596Mixtures of surface active compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/04Carboxylic acids or salts thereof
    • C11D1/10Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives

Definitions

  • the invention relates to detergent mixtures with improved foaming power, containing alkyl glycosides and acylglutamates, surface-active agents which contain these mixtures and the use of the mixtures for the preparation of surface-active agents.
  • Alkyl oligoglycosides in particular alkyl oligoglucosides, are nonionic surfactants which are becoming increasingly important due to their excellent detergent properties and high ecotoxicological compatibility.
  • the production and use of these substances have recently been described in a number of review articles, of which the publications by H.Hensen in Skin Care Forum, 1, (Oct. 1992), D.Balzer and N.Ripke in Seifen ⁇ le- Fette waxes 118, 894 (1992) and B.Brancg in soap oils Fette waxes 118, 905 (1992) should be mentioned.
  • Alkyl oligoglucosides are characterized by a foam strength that is otherwise only typical of anionic surfactants.
  • liquid personal cleansing agents are also known which also contain alkyl polyglucosides and protein fatty acid condensates.
  • European patent application EP-A1 0531650 finally discloses hair shampoos based on anionic surfactants, cation polymers, polysiloxanes and vegetable protein fatty acid condensates, which may contain alkyl glucosides as an optional component. Combinations of alkyl glucosides with protein fatty acid condensates are distinguished by a particularly advantageous dermatological compatibility, but are unsatisfactory in terms of their foaming power. Accordingly, the object of the invention was to provide new detergent mixtures which are characterized by improved foaming power and at least equally good skin tolerance.
  • the invention relates to foaming detergent mixtures comprising a) alkyl and alkenyl oligoglycosides of the general formula (I),
  • R 2 CO represents a linear or branched acyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds and X represents hydrogen, an alkali metal and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
  • Alkyl and alkenyl oligoglycosides are known substances that can be obtained by the relevant methods of preparative organic chemistry.
  • 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.
  • the index number p in the general formula (I) indicates the degree of oligomerization (DP degree), ie the distribution of mono and oligoglycosides, and stands for a number between 1 and 10. While p must always be an integer in a given compound, the value p for a certain alkyl oligoglycoside is an analytically determined arithmetic parameter, which usually represents a fractional number. Alkyl and / or alkenyl oligoglycosides with an average degree of oligomerization p of 1.1 to 3 are preferably used. From an application point of view, those alkyl and / or alkenyl oligoglycosides are preferred whose degree of oligomerization is less than 1.6 and in particular between 1.2 and 1.5.
  • the alkyl or alkenyl radical R * 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 coconut alcohol with a DP of 1.1 to 1.6 are preferred.
  • Acyl glutamates are known anionic surfactants which can be obtained, for example, by Schotten-Baumann acylation of glutamic acid with fatty acids, fatty acid esters or chlorides. Sales products are available, for example, from Hoechst AG, Frankfurt / DE or Ajinomoto Co. Inc., Tokyo / JP. An overview of the production and properties of the acylglutamates is given by M.Takehara et al. in J.Am.Oil.Chem.Soc., 49, 143 (1972).
  • glutamic acid is one of the products that would be obtained by total hydrolysis of proteins.
  • the hydrolysis of proteins leads to mixtures of oligopeptides which still have an average of 5 to 20 amino acid units.
  • conventional protein fatty acid condensates represent acylation products of oligopeptides.
  • Acylglutamates differ from these substances in that they represent "monomers" to a certain extent.
  • acylglutamates which are considered as component (b) in the context of the invention are anionic surfactants which are derived from fatty acids having 6 to 22, preferably 12 to 18, carbon atoms, such as, for example, C12 / 14- or C12 / 18 -coconut fatty acid, lauric acid, myristine acid, palmitic acid and / or stearic acid.
  • anionic surfactants which are derived from fatty acids having 6 to 22, preferably 12 to 18, carbon atoms, such as, for example, C12 / 14- or C12 / 18 -coconut fatty acid, lauric acid, myristine acid, palmitic acid and / or stearic acid.
  • Sodium N-cocoyl and sodium N-stearoyl-L-glutamate are particularly preferred
  • the detergent mixtures according to the invention can contain the alkyl and / or alkenyl oligoglucosides and the acyl glutamates in a weight ratio of 1:99 to 99: 1, preferably 10:90 to 90:10 and in particular 80:20 to 50:50.
  • the surfactant mixtures according to the invention can be combined with further anionic, nonionic, cationic, amphoteric and / or zwitterionic surfactants.
  • anionic surfactants are alkylbenzenesulfonates, alkanesulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether, ⁇ -methyl ester sulfonates, sulfofatty acids, alkyl sulfates, fatty alcohol ether sulfates, Glycerol ether, Hydroxymischethersulfate, monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, mono- and dialkyl sulfosuccinates, mono- and Dialkyl sulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, acyl lactylates, alkyl oligogluco
  • anionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
  • Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, fatty acid N-alkylglucamides, polyol fatty acid esters, sugar esters, sorbitan esters and polysorbates.
  • the nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
  • cationic surfactants are quaternary ammonium compounds and ester gates, in particular guatemated fatty acid trialkanolamine ester salts.
  • amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
  • the surfactants mentioned are exclusively known compounds. With regard to the structure and manufacture of these substances, reference is made to relevant reviews, for example, J.Falbe (ed.), “Surfactants in Consumer Products”, Springer Verlag, Berlin, 1987, pp. 54-124 or J.Falbe (ed.), “Catalysts, Tenside und Mineralöladditive ", Thieme Verlag, Stuttgart, 1978, pp. 123-217.
  • the detergent mixtures according to the invention can have a proportion of the above-mentioned further surfactants from 0 to 90, preferably 5 to 15 and in particular 10 to 25% by weight, based on the solids content of the mixtures.
  • the detergent mixtures according to the invention are notable for improved foaming power, a property which is important in the development of a large number of surface-active agents:
  • Further objects of the invention therefore relate to surface-active agents which have a content of these detergent mixtures and which are defined in more detail below: o Powdery universal detergents containing 10 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives . Liquid universal detergents containing 10 to 70% by weight, based on the detergent, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Liquid mild detergent, containing 10 to 50% by weight, based on the detergent, of the detergent mixtures according to the invention and customary auxiliaries and additives. o softening agents containing 10 to 50% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
  • o Hand dishwashing detergent containing 10 to 50% by weight, based on the detergent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
  • o rinse aid containing 10 to 50% by weight, based on the detergent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
  • o Liquid cleaning agents and disinfectants containing 10 to 30% by weight, based on the agent, of the detergent mixtures according to the invention, as well as customary auxiliaries and additives.
  • o Bar soaps of the K ⁇ mbibar type containing 1 to 2% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
  • o Hair waving compositions containing 10 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives.
  • o Bubble baths containing 10 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
  • o Facial cleansing agent containing 10 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
  • o Textile and fiber auxiliaries containing 1 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives.
  • o Leather greasing agent containing 1 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
  • o Flotation auxiliaries containing 1 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives.
  • o Aids for dewatering of solids containing 1 to 30% by weight, based on the agent, of the detergent mixtures according to the invention, and customary auxiliaries and additives.
  • Washing, rinsing, cleaning and conditioning agents based on the detergent mixtures according to the invention can contain - in addition to the surfactants already mentioned - other auxiliaries and additives, for example, builders, salts, bleaching agents, bleach activators, optical brighteners, graying inhibitors, solubilizers and enzymes.
  • auxiliaries and additives for example, builders, salts, bleaching agents, bleach activators, optical brighteners, graying inhibitors, solubilizers and enzymes.
  • Common builders are sodium aluminum silicates (zeolites), phosphates, phosphonates, ethylenediaminetetraacetic acid, nitrilotriacetate, citric acid and / or polycarboxylates.
  • Suitable salts or adjusting agents are, for example, sodium sulfate, sodium carbonate or sodium silicate (water glass).
  • Typical individual examples for further additives are sodium borate, starch, sucrose, polydextrose, TAED, stilbene compounds, methyl cellulose, toluenesulfonate, cumene sulfonate, long-chain soaps, silicones, misethers, lipases and proteases.
  • Hair shampoos, hair lotions or bubble baths can contain emulsifiers such as alkoxylated fatty alcohols or sorbitan esters as further auxiliaries and additives, in addition to the surfactants already mentioned.
  • emulsifiers such as alkoxylated fatty alcohols or sorbitan esters as further auxiliaries and additives, in addition to the surfactants already mentioned.
  • Substances such as polyethoxylated lanolin derivatives, lecithin derivatives 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 colmono- and diesters of fatty acids, polyacrylates, polyvinyl alcohol and polyvinylpyrrolidone as well as electrolytes such as table salt 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, guaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, guaternary cellulose derivatives and similar compounds.
  • Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentadiol or sorbic acid.
  • Suitable pearlizing agents are, for example, glycol distearic acid esters such as ethylene glycol distearate, but also fatty acid monoglycol esters.
  • the dyes which can be used are the substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes” by the Dye Commission 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 last subject of the invention finally relates to the use of the detergent mixtures according to the invention for the production of liquid or solid surface-active agents, in which they are present in amounts of 1 to 99 and preferably 10 up to 90 wt .-% - based on the solids content of the agent - may be included.

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Abstract

Detergent mixtures with improved foaming power contain (a) alkyl and alkenyl oligoglycosides having the general formula (I) R1O-[G]p, in which: R1 stands for an alkyl and/or alkenyl residue with 4 to 22 carbon atoms, G stands for a sugar residue with 5 or 6 carbon atoms and p equals 1 to 10; and (b) acyl glutamates having the formula (II), in which R2CO stands for a linear or branched acyl residue with 6 to 22 carbon atoms and 0, 1, 2 and/or 3 double bonds and X stands for hydrogen, an alkaline and/or alkaline-earth metal, ammonium, alkyl ammonium, alkanol ammonium or glucammonium.

Description

Schäumende Detergensgemische  Foaming detergent mixtures
Gebiet der Erfindung Field of the Invention
Die Erfindung betrifft Detergensgemische mit verbessertem Schaumvermögen, enthaltend Alkylglykoside und Acylglutamate, oberflächenaktive Mittel, die diese Gemische enthalten sowie die Verwendung der Gemische zur Herstellung von oberflächenaktiven Mitteln. The invention relates to detergent mixtures with improved foaming power, containing alkyl glycosides and acylglutamates, surface-active agents which contain these mixtures and the use of the mixtures for the preparation of surface-active agents.
Stand der Technik State of the art
Alkyloligoglykoside, insbesondere Alkyloligoglucoside stellen nichtionische Tenside dar, die infolge ihrer ausgezeichneten Detergenseigenschaften und hohen ökotoxikologischen Verträglichkeit zunehmend an Bedeutung gewinnen. Herstellung und Verwendung dieser Stoffe sind gerade in letzter Zeit in einer Reihe von Übersichtsartikeln dargestellt worden, von denen stellvertretend die Veröffentlichungen von H.Hensen in Skin Care Forum, 1, (Okt.1992), D.Balzer und N.Ripke in SeifenÖle-Fette-Wachse 118, 894 (1992) und B.Brancg in Seifen-ÖleFette-Wachse 118, 905 (1992) genannt werden sollen. Alkyloligoglucoside zeichnen sich durch eine Schaumstärke aus, die sonst nur für anionische Tenside typisch ist. Diese Schaumentwicklung kann durch Kombination mit anderen, vorzugsweise anionischen Tensiden noch in synergistischer Weise gesteigert werden. Aus der Vielzahl von Veröffentlichungen zu diesem Thema sei stellvertretend und wegen seiner grundsätzlichen Bedeutung auf das europäische Patent BP-B1 0070074 (Procter & Gamble) verwiesen, in dem schäumende Detergensgemische, enthaltend Alkylglykoside und anionische Tenside mit Carboxylat-, Sulfat- und/oder Sulfonatstruktur beansprucht werden. Alkyl oligoglycosides, in particular alkyl oligoglucosides, are nonionic surfactants which are becoming increasingly important due to their excellent detergent properties and high ecotoxicological compatibility. The production and use of these substances have recently been described in a number of review articles, of which the publications by H.Hensen in Skin Care Forum, 1, (Oct. 1992), D.Balzer and N.Ripke in SeifenÖle- Fette waxes 118, 894 (1992) and B.Brancg in soap oils Fette waxes 118, 905 (1992) should be mentioned. Alkyl oligoglucosides are characterized by a foam strength that is otherwise only typical of anionic surfactants. This foam development can be increased in a synergistic manner by combination with other, preferably anionic, surfactants. From the large number of publications on this subject, representative and because of its fundamental importance, reference is made to European patent BP-B1 0070074 (Procter & Gamble), in which foaming detergent mixtures containing alkyl glycosides and anionic surfactants with carboxylate, sulfate and / or sulfonate structure be claimed.
Auch Kombinationen von Alkylglucosiden mit acylierten Abbauprodukten von pflanzlichen bzw. tierischen Proteinen, sogenannten Proteinfettsäurekondensaten, sind ebenfalls bekannt. So werden beispielsweise in den Europäischen Patentanmeldungen EP-A1 0308189, EP-A1 0308190 und EP-A1 0309259 (Procter & Gamble) Toilettenseifen offenbart, die Seife, kationische Polymere sowie nichtionische und anionische Tenside wie beispielsweise Alkylglucoside und Proteinfettsäurekondensate enthalten. Combinations of alkyl glucosides with acylated degradation products of vegetable or animal proteins, so-called protein fatty acid condensates, are also known. For example, the European patent applications EP-A1 0308189, EP-A1 0308190 and EP-A1 0309259 (Procter & Gamble) disclose toilet soaps which contain soap, cationic polymers and nonionic and anionic surfactants such as alkyl glucosides and protein fatty acid condensates.
Aus der EP-A1 0521965 (Henkel) sind auch flüssige Körperreinigungsmittel bekannt, die ebenfalls Alkylpolyglucoside und Proteinfettsäurekondensate enthalten. From EP-A1 0521965 (Henkel), liquid personal cleansing agents are also known which also contain alkyl polyglucosides and protein fatty acid condensates.
In der Europäischen Patentanmeldung EP-A1 0531650 (Kao) werden schließlich Haarshampoos auf Basis von Aniontensiden, Kationpolymeren, Polysiloxanen und pflanzlichen Proteinfettsäurekondensaten offenbart, die als fakultative Komponente Alkylglucoside enthalten können. Kombinationen von Alkylglucosiden mit Proteinfettsäurekondensaten zeichnen sich zwar durch eine besonders vorteilhafte dermatologische Verträglichkeit aus, sind jedoch hinsichtlich ihres Schaumvermögens nicht zufriedenstellend. Demzufolge hat die Aufgabe der Erfindung darin bestanden, neue Detergensgemische zur Verfügung zu stellen, die sich durch ein verbessertes Schaumvermögen bei mindestens gleich guter Hautverträglichkeit auszeichnen. European patent application EP-A1 0531650 (Kao) finally discloses hair shampoos based on anionic surfactants, cation polymers, polysiloxanes and vegetable protein fatty acid condensates, which may contain alkyl glucosides as an optional component. Combinations of alkyl glucosides with protein fatty acid condensates are distinguished by a particularly advantageous dermatological compatibility, but are unsatisfactory in terms of their foaming power. Accordingly, the object of the invention was to provide new detergent mixtures which are characterized by improved foaming power and at least equally good skin tolerance.
Beschreibung der Erfindung Description of the invention
Gegenstand der Erfindung sind schäumende Detergensgemische, enthaltend a) Alkyl- und Alkenyloligoglykoside der allgemeinen Formel (I), The invention relates to foaming detergent mixtures comprising a) alkyl and alkenyl oligoglycosides of the general formula (I),
R10-[G]p (I) in der R1 für einen Alkyl- und/oder Alkenylrest mit 4 bis 22 Kohlenstoffatomen, G für einen Zuckerrest mit 5 oder 6 Kohlenstoffatomen und p für Zahlen von 1 bis 10 steht, und b) Acylglutamate der Formel (II), R 1 0- [G] p (I) in which R 1 represents an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, G represents a sugar radical having 5 or 6 carbon atoms and p represents numbers from 1 to 10, and b ) Acylglutamates of the formula (II),
Figure imgf000005_0001
in der R2CO für einen linearen oder verzweigten Acylrest mit 6 bis 22 Kohlenstoffatomen und 0 und/ oder 1, 2 oder 3 Doppelbindungen und X für Wasserstoff, ein Alkaliund/oder Erdalkalimetall, Ammonium, Alkylammonium, Alkanolammonium oder Glucammonium steht.
Figure imgf000005_0001
in which R 2 CO represents a linear or branched acyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds and X represents hydrogen, an alkali metal and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
Überraschenderweise wurde gefunden, daß Abmischungen von Alkylglucosiden mit Acylglutamaten eine sehr gute dermatologische Verträglichkeit und gegenüber einer Kombination mit Proteinhydrolysaten ein verbessertes Schaumvermögen sowohl hinsichtlich des Basisschaums als auch der Schaumstabilität in Gegenwart von Wasserhärte aufweisen. Surprisingly, it was found that mixtures of alkyl glucosides with acyl glutamates have very good dermatological compatibility and, compared to a combination with protein hydrolyzates, have improved foaming capacity with regard to both the base foam and the foam stability in the presence of water hardness.
Alkyl- und/oder Alkenyloligoglykoside Alkyl and / or alkenyl oligoglycosides
Alkyl- und Alkenyloligoglykoside stellen bekannte Stoffe dar, die nach den einschlägigen Verfahren der präparativen organischen Chemie erhalten werden können. Stellvertretend für das umfangreiche Schrifttum sei hier auf die Schriften EP-A1 0301298 und WO 90/03977 verwiesen. Alkyl and alkenyl oligoglycosides are known substances that can be obtained by the relevant methods of preparative organic chemistry. As representative of the extensive literature, reference is made here to the documents EP-A1 0301298 and WO 90/03977.
Die Alkyl- und/oder Alkenyloligoglykoside können sich von Aldosen bzw. Ketosen mit 5 oder 6 Kohlenstoffatomen, vorzugsweise der Glucose ableiten. Die bevorzugten Alkyl- und/ oder Alkenyloligoglykoside sind somit Alkyl- und/oder Alkenyloligoglucoside. 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.
Die Indexzahl p in der allgemeinen Formel (I) gibt den Oligomerisierungsgrad (DP-Grad), d. h. die Verteilung von Monound Oligoglykosiden an und steht für eine Zahl zwischen 1 und 10. Während p in einer gegebenen Verbindung stets ganzzahlig sein muß, ist der Wert p für ein bestimmtes Alkyloligoglykosid eine analytisch ermittelte rechnerische Größe, die meistens eine gebrochene Zahl darstellt. Vorzugsweise werden Alkyl- und/oder Alkenyloligoglykoside mit einem mittleren Oligomerisierungsgrad p von 1,1 bis 3 eingesetzt. Aus anwendungstechnischer Sicht sind solche Alkyl- und/oder Alkenyloligoglykoside bevorzugt, deren Oligomerisierungsgrad kleiner als 1,6 ist und insbesondere zwischen 1,2 und 1,5 liegt. The index number p in the general formula (I) indicates the degree of oligomerization (DP degree), ie the distribution of mono and oligoglycosides, and stands for a number between 1 and 10. While p must always be an integer in a given compound, the value p for a certain alkyl oligoglycoside is an analytically determined arithmetic parameter, which usually represents a fractional number. Alkyl and / or alkenyl oligoglycosides with an average degree of oligomerization p of 1.1 to 3 are preferably used. From an application point of view, those alkyl and / or alkenyl oligoglycosides are preferred whose degree of oligomerization is less than 1.6 and in particular between 1.2 and 1.5.
Der Alkyl- bzw. Alkenylrest R1 kann sich von primären Alkoholen mit 4 bis 11, vorzugsweise 8 bis 10 Kohlenstoffatomen ableiten. Typische Beispiele sind Butanol, Capronalkohol, Caprylalkohol, Caprinalkohol und Undecylalkohol sowie deren technische Mischungen, wie sie beispielsweise bei der Hydrierung von technischen Fettsäuremethylestern oder im Verlauf der Hydrierung von Aldehyden aus der Roelen'sehen Oxo- synthese anfallen. Bevorzugt sind Alkyloligoglucoside der Kettenlänge C8-C10 (DP - 1,1 bis 1,3), die als Vorlauf bei der destillativen Auftrennung von technischem C8-C18-Kokosfettalkohol anfallen und mit einem Anteil von weniger als 6 Gew.-% C12 _Alkohol verunreinigt sein können sowie Alkyloligoglucoside auf Basis technischer C9/11-Oxoalkohole (DP = 1,1 bis 1,3). 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 undecyl 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. Alkyl oligoglucosides of chain length C 8 -C 10 (DP - 1.1 to 1.3) are preferred, which are obtained as a preliminary step in the separation of technical C 8 -C 18 coconut fatty alcohol by distillation and with a proportion of less than 6% by weight. % C 12 _ alcohol may be contaminated and alkyl oligoglucosides based on technical C9 / 11-oxo alcohols (DP = 1.1 to 1.3).
Der Alkyl- bzw. Alkenylrest R* kann sich ferner auch von primären Alkoholen mit 12 bis 22, vorzugsweise 12 bis 14 Kohlenstoffatomen ableiten. Typische Beispiele sind Laurylalkohol, Myristylalkohol, Cetylalkohol, Palmoleylalkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Elaidylalkohol, Petroselinylalkohol, Arachylalkohol, Gadoleylalkohol, Behenyl alkohol, Erucylalkohol, sowie deren technische Gemische, die wie oben beschrieben erhalten werden können. Bevorzugt sind Alkyloligoglucoside auf Basis von gehärtetem C12/14-Kokosalkohol mit einem DP von 1 , 1 bis 1,6. The alkyl or alkenyl radical R * 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 coconut alcohol with a DP of 1.1 to 1.6 are preferred.
Acylglutamate Acylglutamates
Acylglutamate stellen bekannte anionische Tenside dar, die beispielsweise durch Schotten-Baumann Acylierung von Glutaminsäure mit Fettsäuren, Fettsäureestern oder -Chloriden erhlten werden können. Verkaufsprodukte sind beispielsweise von der Hoechst AG, Frankfurt/DE oder der Ajinomoto Co. Inc., Tokyo/JP erhältlich. Eine Übersicht zu Herstellung und Eigenschaften der Acylglutamate fin- det sich von M.Takehara et al. in J.Am.Oil.Chem.Soc., 49, 143 (1972). Acyl glutamates are known anionic surfactants which can be obtained, for example, by Schotten-Baumann acylation of glutamic acid with fatty acids, fatty acid esters or chlorides. Sales products are available, for example, from Hoechst AG, Frankfurt / DE or Ajinomoto Co. Inc., Tokyo / JP. An overview of the production and properties of the acylglutamates is given by M.Takehara et al. in J.Am.Oil.Chem.Soc., 49, 143 (1972).
Glutaminsäure stellt formal eines der Produkte dar, das man bei einer Totalhydrolyse von Proteinen erhalten würde. Tatsächlich führt die Hydrolyse von Proteinen jedoch zu Gemischen von Oligopeptiden, die noch im Mittel 5 bis 20 Aminosäureeinheiten aufweisen. Demzufolge stellen übliche Proteinfettsäurekondensate Acylierungsprodukte von Oligopeptiden dar. Acylglutamate unterscheiden sich von diesen Stoffen dadurch, daß sie gewissermaßen "Monomere" darstellen. Formally, glutamic acid is one of the products that would be obtained by total hydrolysis of proteins. In fact, however, the hydrolysis of proteins leads to mixtures of oligopeptides which still have an average of 5 to 20 amino acid units. As a result, conventional protein fatty acid condensates represent acylation products of oligopeptides. Acylglutamates differ from these substances in that they represent "monomers" to a certain extent.
Typische Beispiele für geeignete Acylglutamate, die im Sinne der Erfindung als Komponente (b) in Betracht kommen, sind Aniontenside, die sich von Fettsäuren mit 6 bis 22, vorzugsweise 12 bis 18 Kohlenstoffatomen ableiten, wie beispielsweise C12/14- bzw. C12/18-kokosfettsäure, Laurinsäure, Myristin säure, Palmitinsäure und/oder Stearinsäure. Besonders bevorzugt sind Natrium-N-cocoyl- und Natrium-N-stearoyl-L-glutamat Typical examples of suitable acylglutamates which are considered as component (b) in the context of the invention are anionic surfactants which are derived from fatty acids having 6 to 22, preferably 12 to 18, carbon atoms, such as, for example, C12 / 14- or C12 / 18 -coconut fatty acid, lauric acid, myristine acid, palmitic acid and / or stearic acid. Sodium N-cocoyl and sodium N-stearoyl-L-glutamate are particularly preferred
Die erfindungsgemäßen Detergensgemische können die Alkylund/oder Alkenyloligoglucoside und die Acylglutamate im Gewichtsverhältnis 1 : 99 bis 99 : 1, vorzugsweise 10 : 90 bis 90 : 10 und insbesondere 80 : 20 bis 50 : 50 enthalten. The detergent mixtures according to the invention can contain the alkyl and / or alkenyl oligoglucosides and the acyl glutamates in a weight ratio of 1:99 to 99: 1, preferably 10:90 to 90:10 and in particular 80:20 to 50:50.
Tenside Surfactants
Die erfindungsgemäßen Tensidgemische können im Sinne der Erfindung mit weiteren anionischen, nichtionischen, kationischen, amphoteren und/oder zwitterionischen Tensiden kombiniert werden. For the purposes of the invention, the surfactant mixtures according to the invention can be combined with further anionic, nonionic, cationic, amphoteric and / or zwitterionic surfactants.
Typische Beispiele für anionische Tenside sind Alkylbenzolsulfonate, Alkansulfonate, Olefinsulfonate, Alkylethersulfonate, Glycerinethersulfonate, α-Methylestersulfonate, Sulfofettsäuren, Alkylsulfate, Fettalkoholethersulfate, Glycerinethersulfate, Hydroxymischethersulfate, Monoglycerid(ether)sulfate, Fettsäureamid(ether)sulfate, Mono- und Dialkylsulfosuccinate, Mono- und Dialkylsulfosuccinamate, Sulfotriglyceride, Amidseifen, Ethercarbonsäuren und deren Salze, Fettsäureisethionate, Fettsäuresarcosinate, Fettsäuretauride, Acyllactylate, Alkyloligoglucosidsulfate und Alkyl (ether)phosphate. Sofern die anionischen Tenside Polyglycoletherketten enthalten, können sie eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für nichtionische Tenside sind Fettalkoholpolyglycolether, Alkylphenolpolyglycolether, Fettsäurepolyglycolester, Fettsäureamidpolygylcolether, Fettaminpolyglycolether, alkoxylierte Triglyceride, Fettsäure-N-alkylglucamide, Polyolfettsäureester, Zuckerester, Sorbitanester und Polysorbate. Sofern die nichtionischen Tenside Polyglycoletherketten enthalten, können sie eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typical examples of anionic surfactants are alkylbenzenesulfonates, alkanesulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether, α-methyl ester sulfonates, sulfofatty acids, alkyl sulfates, fatty alcohol ether sulfates, Glycerol ether, Hydroxymischethersulfate, monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, mono- and dialkyl sulfosuccinates, mono- and Dialkyl sulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, acyl lactylates, alkyl oligoglucoside sulfates and alkyl (ether) phosphates. If the anionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution. Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, fatty acid N-alkylglucamides, polyol fatty acid esters, sugar esters, sorbitan esters and polysorbates. If the nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
Typische Beispiele für kationische Tenside sind guartäre Ammoniumverbindungen und Esterguats, insbesondere guatemierte Fettsäuretrialkanolaminester-Salze. Typical examples of cationic surfactants are quaternary ammonium compounds and ester gates, in particular guatemated fatty acid trialkanolamine ester salts.
Typische Beispiele für amphotere bzw. zwitterionische Tenside sind Alkylbetaine, Alkylamidobetaine, Aminopropionate, Aminoglycinate, Imidazoliniumbetaine und Sulfobetaine. Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
Bei den genannten Tensiden handelt es sich ausschließlich um bekannte Verbindungen. Hinsichtlich Struktur und Herstellung dieser Stoffe sei auf einschlägige Übersichtsarbeiten beispielsweise J.Falbe (ed.), "Surfactants in Consumer Products", Springer Verlag, Berlin, 1987, S.54-124 oder J.Falbe (ed.), "Katalysatoren, Tenside und Mineralöladditive", Thieme Verlag, Stuttgart, 1978, S.123-217 verwiesen. The surfactants mentioned are exclusively known compounds. With regard to the structure and manufacture of these substances, reference is made to relevant reviews, for example, J.Falbe (ed.), "Surfactants in Consumer Products", Springer Verlag, Berlin, 1987, pp. 54-124 or J.Falbe (ed.), "Catalysts, Tenside und Mineralöladditive ", Thieme Verlag, Stuttgart, 1978, pp. 123-217.
Die erfindungsgemäßen Detergensgemische können einen Anteil der oben genannten weiteren Tenside von 0 bis 90, vorzugsweise 5 bis 15 uns insbesondere 10 bis 25 Gew.-% - bezogen auf den Feststoffgehalt der Gemische - aufweisen. Gewerbliche Anwendbarkeit The detergent mixtures according to the invention can have a proportion of the above-mentioned further surfactants from 0 to 90, preferably 5 to 15 and in particular 10 to 25% by weight, based on the solids content of the mixtures. Industrial applicability
Die erfindungsgemäßen Detergensgemische zeichnen sich durch ein verbessertes Schaumvermögen aus, eine Eigenschaft, die bei der Entwicklung einer Vielzahl von oberflächenaktiven Mitteln von Bedeutung ist: The detergent mixtures according to the invention are notable for improved foaming power, a property which is important in the development of a large number of surface-active agents:
Weitere Gegenstände der Erfindung betreffen daher oberflächenaktive Mittel, die einen Gehalt dieser Detergensgemische aufweisen und die im folgenden näher derfiniert werden: o Pulverförmige Universalwaschmittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Flüssige Universalwaschmittel, enthaltend 10 bis 70 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Flüssige Feinwaschmittel, enthaltend 10 bis 50 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Avivagemittel, enthaltend 10 bis 50 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Handgeschirrspülmittel, enthaltend 10 bis 50 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Klarspüler, enthaltend 10 bis 50 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Flüssige Reinigungs- und Desinfektionsmittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Stückseifen vom Kαmbibar-Typ, enthaltend 1 bis 2 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Syndetseifen, enthaltend 1 bis 2 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Haarshampoos, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Haarspülungen, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Haarfärbemittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Haarwellmittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Schaumbäder, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Gesichtsreinigungsmittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Textil- und Faserhilfsmittel, enthaltend 1 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Lederfettungsmittel, enthaltend 1 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Flotationshilfsmittel, enthaltend 1 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. o Hilfsmittel für die Feststoffentwässerung, enthaltend 1 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. Hilfs- und Zusatzstoffe Further objects of the invention therefore relate to surface-active agents which have a content of these detergent mixtures and which are defined in more detail below: o Powdery universal detergents containing 10 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives . Liquid universal detergents containing 10 to 70% by weight, based on the detergent, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Liquid mild detergent, containing 10 to 50% by weight, based on the detergent, of the detergent mixtures according to the invention and customary auxiliaries and additives. o softening agents containing 10 to 50% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Hand dishwashing detergent, containing 10 to 50% by weight, based on the detergent, of the detergent mixtures according to the invention and customary auxiliaries and additives. o rinse aid, containing 10 to 50% by weight, based on the detergent, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Liquid cleaning agents and disinfectants, containing 10 to 30% by weight, based on the agent, of the detergent mixtures according to the invention, as well as customary auxiliaries and additives. o Bar soaps of the Kαmbibar type, containing 1 to 2% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Syndet soaps containing 1 to 2% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Hair shampoos containing 10 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Hair rinses containing 10 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Hair colorants containing 10 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Hair waving compositions containing 10 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Bubble baths containing 10 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Facial cleansing agent, containing 10 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Textile and fiber auxiliaries, containing 1 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Leather greasing agent, containing 1 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Flotation auxiliaries containing 1 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives. o Aids for dewatering of solids, containing 1 to 30% by weight, based on the agent, of the detergent mixtures according to the invention, and customary auxiliaries and additives. Auxiliaries and additives
Wasch-, Spül-, Reinigungs- und Avivagemittel auf Basis der erfindungsgemäßen Detergensgemische können - neben den bereits genannten Tensiden - als weitere Hilfs- und Zusatzstoffe beispielsweise Builder, Salze, Bleichmittel, Bleichaktivatoren, optische Aufheller, Vergrauungsinhibitoren, Lösungsvermittler und Enzyme enthalten. Washing, rinsing, cleaning and conditioning agents based on the detergent mixtures according to the invention can contain - in addition to the surfactants already mentioned - other auxiliaries and additives, for example, builders, salts, bleaching agents, bleach activators, optical brighteners, graying inhibitors, solubilizers and enzymes.
Übliche Builder sind Natriumaluminiumsilicate (Zeolithe), Phosphate, Phosphonate, Ethylendiamintetraessigsäure, Nitrilotriacetat, Citronensäure und/oder Polycarboxylate. Als Salze bzw. Stellmittel kommen beispielsweise Natriumsulfat, Natriumcarbonat oder Natriumsilicat (Wasserglas) in Betracht. Als typische Einzelbeispiele für weitere Zusatzstoffe sind Natriumborat, Stärke, Saccharose, Polydextrose, TAED, Stilbenverbindungen, Methylcellulose, Toluolsulfonat, Cumolsulfonat, langkettige Seifen, Silicone, Misehether, Lipasen und Proteasen zu nennen. Common builders are sodium aluminum silicates (zeolites), phosphates, phosphonates, ethylenediaminetetraacetic acid, nitrilotriacetate, citric acid and / or polycarboxylates. Suitable salts or adjusting agents are, for example, sodium sulfate, sodium carbonate or sodium silicate (water glass). Typical individual examples for further additives are sodium borate, starch, sucrose, polydextrose, TAED, stilbene compounds, methyl cellulose, toluenesulfonate, cumene sulfonate, long-chain soaps, silicones, misethers, lipases and proteases.
Haarshampoos, Haarlotionen oder Schaumbäder können als weitere Hilfs- und Zusatzstoffe - neben den bereits genannten Tensiden - Emulgatoren wie etwa alkoxylierte Fettalkohole oder Sorbitanester enthalten. Als Überfettungsmittel können Substanzen wie beispielsweise polyethoxylierte Lanolinderivate, Lecithinderivate und Fettsäurealkanolamide verwendet werden, wobei die letzteren gleichzeitig als Schaumstabilisatoren dienen. Geeignete Verdickungsmittel sind beispielsweise Polysaccharide, insbesondere Xanthan-Gum, Guar-Guar, Agar- Agar, Alginate und Tylosen, Carboxymethylcellulose und Hydroxyethylcellulose, ferner höhermolekulare Polyethylengly colmono- und -diester von Fettsäuren, Polyacrylate, Polyvinylalkohol und Polyvinylpyrrolidon sowie Elektrolyte wie Kochsalz und Ammoniumchlorid. Unter biogenen Wirkstoffen sind beispielsweise Pflanzenextrakte und Vitaminkomplexe zu verstehen. Gebräuchliche Filmbildner sind beispielsweise Chitosan, mikrokristallines Chitosan, guaterniertes Chitosan, Polyvinylpyrrolidon, Vinylpyrrolidon-Vinylacetat-Copolymerisate, Polymere der Acrylsäurereihe, guaternäre Cellulose-Derivate und ähnliche Verbindungen. Als Konservierungsmittel eignen sich beispielsweise Phenoxyethanol, Formaldehydlösung, Parabene, Pentadiol oder Sorbinsäure. Als Perlglanzmittel kommen beispielsweise Glycoldistearinsäureester wie Ethylenglycoldistearat, aber auch Fettsäuremonoglycolester in Betracht. Als Farbstoffe können die für kosmetische Zwecke geeigneten und zugelassenen Substanzen verwendet werden, wie sie beispielsweise in der Publikation "Kosmetische Färbemittel" der Farbstoffkommission der Deutschen Forschungsgemeinschaft, veröffentlicht im Verlag Chemie, Weinheim, 1984, S.81-106 zusammengestellt sind. Diese Farbstoffe werden üblicherweise in Konzentrationen von 0,001 bis 0,1 Gew.-%, bezogen auf die gesamte Mischung, eingesetzt. Hair shampoos, hair lotions or bubble baths can contain emulsifiers such as alkoxylated fatty alcohols or sorbitan esters as further auxiliaries and additives, in addition to the surfactants already mentioned. Substances such as polyethoxylated lanolin derivatives, lecithin derivatives 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 colmono- and diesters of fatty acids, polyacrylates, polyvinyl alcohol and polyvinylpyrrolidone as well as electrolytes such as table salt 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, guaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, guaternary cellulose derivatives and similar compounds. Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentadiol or sorbic acid. Suitable pearlizing agents are, for example, glycol distearic acid esters such as ethylene glycol distearate, but also fatty acid monoglycol esters. The dyes which can be used are the substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes" by the Dye Commission 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.
Der Gesamtanteil der Hilfs- und Zusatzstoffe kann 1 bis 50, vorzugsweise 5 bis 40 Gew.-% - bezogen auf die Mittel - betragen. The total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40% by weight, based on the composition.
Ein letzter Gegenstand der Erfindung betrifft schließlich die Verwendung der erfindungsgemäßen Detergengemische zur Herstellung von flüssigen oder festen oberflächenaktiven Mitteln, in denen sie in Mengen von 1 bis 99 und vorzugsweise 10 bis 90 Gew.-% - bezogen auf den Feststoffgehalt der Mittel - enthalten sein können. A last subject of the invention finally relates to the use of the detergent mixtures according to the invention for the production of liquid or solid surface-active agents, in which they are present in amounts of 1 to 99 and preferably 10 up to 90 wt .-% - based on the solids content of the agent - may be included.
Die folgenden Beispiele sollen den Gegenstand der Erfindung näher erläutern, ohne ihn darauf einzuschränken. The following examples are intended to explain the subject matter of the invention in more detail without restricting it.
Beispiele Examples
I. Ein ges etzte Tenside I. A set surfactant
A1) C8/16-Alkyloligoglucosid A1) C 8/16 alkyl oligoglucoside
(PLANTAREN(R) APG 2000, Henkel KGaA, Düsseldorf/FRG) (PLANTAREN (R) APG 2000, Henkel KGaA, Düsseldorf / FRG)
B1) Natrium-cocoyl-L-glutamat B1) Sodium cocoyl L-glutamate
(Acylglutamat CS 11, Ajinomoto Co. Inc., Tokyo/JP) B2) Proteinfettsäurekondensat  (Acylglutamate CS 11, Ajinomoto Co. Inc., Tokyo / JP) B2) Protein fatty acid condensate
(LAMEPON(R) S, Henkel KGaA, Düsseldorf/FRG) (LAMEPON (R) S, Henkel KGaA, Düsseldorf / FRG)
B3) Natriumlaurylethersulfat B3) sodium lauryl ether sulfate
(TEXAPON(R) NSO, Henkel KGaA, Düsseldorf/FRG)  (TEXAPON (R) NSO, Henkel KGaA, Düsseldorf / FRG)
II. Schaumvermögen II. Foaming power
Die Untersuchung des Schaumvermögens erfolgte gemäß Götte nach DIN 53902, Teil 1 (1 g AS/1 bei 15°d mit 0,1 g Sebum nach Bey. Die Ergebnisse zu Basisschaum und Schaumzerfall sind in Tabelle 1 zusammengefaßt( Prozentangaben als Gew-%): The foaming power was examined in accordance with Götte in accordance with DIN 53902, Part 1 (1 g AS / 1 at 15 ° d with 0.1 g Sebum according to Bey. The results for base foam and foam breakdown are summarized in Table 1 (percentages as% by weight) :
Figure imgf000018_0001
Figure imgf000018_0001
Die Beispiele und Vergleichbeispiele zeigen, daß eine Kombination aus Alkyloligoglucosid und Acylglutamat ein Schaumvermögen bietet, wie es (allerdings bei geringerer dermatologischer Verträglichkeit) nur in der Abmischung mit Ethersulfaten erreicht wird. Eine Abmischung von Alkyloligoglucosid mit Proteinfettsäurekondensaten führt hingegen zu einer Absenkung der Schaumwerte auf das Niveau des reinen Proteinfettsäurekondensate. III. Rezepturbeispiele The examples and comparative examples show that a combination of alkyl oligoglucoside and acyl glutamate offers foaming power, which is achieved only when mixed with ether sulfates (albeit with lower dermatological compatibility). Mixing alkyl oligoglucoside with protein fatty acid condensates, on the other hand, leads to a lowering of the foam values to the level of pure protein fatty acid condensates. III. Recipe examples
Die Handelbezeichnungen sind an Hand ihrer CTFA-Registrierung in Tabelle 2 erläutert. The trade names are explained in Table 2 on the basis of their CTFA registration.
Figure imgf000019_0001
Figure imgf000020_0001
Figure imgf000021_0001
Figure imgf000022_0001
Figure imgf000023_0001
Figure imgf000024_0001
Figure imgf000019_0001
Figure imgf000020_0001
Figure imgf000021_0001
Figure imgf000022_0001
Figure imgf000023_0001
Figure imgf000024_0001
Figure imgf000025_0001
Figure imgf000025_0001

Claims

Patentansprüche claims
1. Schäumende Detergensgemische, enthaltend a) Alkyl- und Alkenyloligoglykoside der allgemeinen Formel (I), 1. Foaming detergent mixtures containing a) alkyl and alkenyl oligoglycosides of the general formula (I),
R10-[G]p (I) in der R1 für einen Alkyl- und/oder Alkenylrest mit 4 bis 22 Kohlenstoffatomen, G für einen Zuckerrest mit 5 oder 6 Kohlenstoffatomen und p für Zahlen von 1 bis 10 steht, und b) Acylglutamate der Formel (II), R10 - [G] p (I) in which R 1 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and p is a number from 1 to 10, and b) acylglutamates of the formula (II),
Figure imgf000026_0001
in der R2CO für einen linearen oder verzweigten Acylrest mit 6 bis 22 Kohlenstoffatomen und 0 und/ oder 1, 2 oder 3 Doppelbindungen und X für Wasserstoff, ein Alkali- und/oder Erdalkalimetall, Ammonium, Alkylammonium, Alkanolammonium oder Glucammonium steht.
Figure imgf000026_0001
in which R 2 CO represents a linear or branched acyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds and X represents hydrogen, an alkali metal and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
2. Detergensgemische nach den Ansprüchen 1 bis 5, dadurch gekennzeichnet, daß sie die Alkyl- und/oder Alkenyloligoglucoside und die Acylglutamate im Gewichtsverhältnis 1 : 99 bis 99 : 1 enthalten. 2. Detergent mixtures according to claims 1 to 5, characterized in that they contain the alkyl and / or alkenyl oligoglucosides and the acyl glutamates in a weight ratio of 1:99 to 99: 1.
3. Detergensgemische nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, daß sie weiterhin anionische Tenside enthalten, die ausgewählt sind aus der Gruppe, die von Alkylbenzolsulfonaten, Alkansulfonaten, Olefinsulfonaten, Alkylethersulfonaten, Glycerinethersulfonaten, oxMethylestersulfonaten, Sulfofettsäuren, Alkylsulfaten, Fettalkoholethersulfaten, Glycerinethersulfaten, Hydroxymischethersulfaten, Monoglycerid(ether)Sulfaten, Fettsäureamid(ether) Sulfaten, Mono- und Dialkylsulfosuccinaten, Mono- und Dialkyklsulfosuccinamaten, Sulfotriglyceriden, Amidseifen, Ethercarbonsäuren und deren Salzen, Fettsäureisethionaten, Fettsäuresarcosina- ten, Fettsäuretauriden, Acyllactylaten, Alkyloligoglucosidsulfaten, Alkyl (ether)phosphaten und/oder Proteinfettsäurekondensaten auf tierischer bzw. pflanzlicher Basis gebildet wird. 3. Detergent mixtures according to claims 1 and 2, characterized in that they further contain anionic surfactants which are selected from the group consisting of alkylbenzenesulfonates, alkanesulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, oxomethyl ester sulfonates, sulfofatty acids, alkyl sulfates, fatty alcohol sulfate ethersulfates , Monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, mono- and dialkyl sulfosuccinates, mono- and dialkyl sulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, fatty acid arcosinates, fatty acid taurides, alkyl sulfate, acyl lactate, acyl lactate, acyl lactate / or protein fatty acid condensates are formed on an animal or vegetable basis.
4. Detergensgemische nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, daß sie weiterhin nichtionische Tenside enthalten, die ausgewählt sind aus der Gruppe, die von Fettalkoholpolyglycolethern, Alkylphenolpolyglycolethern, Fettsäurepolyglycolestern, Fettsäureamidpolyglycolethern, Fettaminpolyglycolethern, - alkoxylierten Triglyceriden, Alk(en)yloligoglykosiden, Fettsäure-Nalkylglucamiden, Polyolfettsäureestern, Zuckerestern, Sorbitanestern, Polysorbaten und Proteinhydrolysaten auf tierischer bzw. vorzugsweise pflanzlicher Basis gebildet wird. 4. Detergent mixtures according to claims 1 and 2, characterized in that they further contain non-ionic surfactants which are selected from the group consisting of fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, - alkoxylated triglycerol acid, fatty acid eniglycerol acid, fatty acid enol glycerol, fatty acid enol glycerol, fatty acids -Nalkylglucamiden, polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and protein hydrolyzates on an animal or preferably vegetable basis is formed.
5. Detergensgemische nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, daß sie weiterhin kationische Tenside enthalten, die ausgewählt sind aus der Gruppe die von guartären Ammoniumverbindungen und Esterguats, insbesondere guaternierten Difettsäuretrialkanolaminester- Salzen gebildet wird. 5. Detergent mixtures according to claims 1 and 2, characterized in that they further contain cationic surfactants which are selected from the group formed by quaternary ammonium compounds and ester fuels, in particular quaternized difatty acid trialkanolamine ester salts.
6. Detergensgemische nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, daß sie weiterhin amphotere bzw. zwitterionische Tenside enthalten, die ausgewählt sind aus der Gruppe, die von Alkylbetainen, Alkylamidobetainen, Aminopropionaten, Aminoglycinaten, Imidazoliniumbetainen und Sulfobetainen gebildet wird. 6. Detergent mixtures according to claims 1 and 2, characterized in that they further contain amphoteric or zwitterionic surfactants which are selected from the group consisting of alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
7. Pulverförmige Universalwaschmittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 7. Powdered universal detergent containing 10 to 30% by weight, based on the detergent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
8. Flüssige Universalwaschmittel, enthaltend 10 bis 70 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 8. Liquid universal detergents containing 10 to 70% by weight, based on the detergent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
9. Flüssige Feinwaschmittel, enthaltend 10 bis 50 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 9. Liquid mild detergent containing 10 to 50% by weight, based on the detergent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
10. Handgeschirrspülmittel, enthaltend 10 bis 50 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 10. Hand dishwashing detergent, containing 10 to 50% by weight, based on the detergent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
11. Klarspüler, enthaltend 10 bis 50 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 11. Rinse aid, containing 10 to 50% by weight, based on the detergent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
12. Flüssige Reinigungs- und Desinfektionsmittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 12. Liquid detergents and disinfectants containing 10 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
13. Stückseifen vom Kombibar-Typ, enthaltend 1 bis 2 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 13. Bar soaps of the combibar type, containing 1 to 2% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
14. Syndetseifen, enthaltend 1 bis 2 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 14. Syndet soaps containing 1 to 2% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
15. Haarshampoos, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 15. Hair shampoos containing 10 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives.
16. Haarspülungen, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 16. Hair rinses containing 10 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
17. Haarfärbemittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 17. Hair colorants containing 10 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives.
18. Haarwellmittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 18. Hair waving compositions containing 10 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives.
19. Schaumbäder, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 19. Bubble baths containing 10 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
20. Gesichtsreinigungsmittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 20. Facial cleansing agent containing 10 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
21. Textil- und Faserhilfsmittel, enthaltend 1 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 21. Textile and fiber auxiliaries containing 1 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives.
22. Lederfettungsmittel, enthaltend 1 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 22. Leather greasing agent, containing 1 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
23. Flotationshilfsmittel, enthaltend 1 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 23. Flotation auxiliaries containing 1 to 30% by weight, based on the composition, of the detergent mixtures according to the invention and customary auxiliaries and additives.
24. Hilfsmittel für die Feststoffentwässerung, enthaltend 1 bis 30 Gew.-% - bezogen auf das Mittel - der erfindungsgemäßen Detergensgemische sowie übliche Hilfs- und Zusatzstoffe. 24. Aids for dewatering of solids, containing 1 to 30% by weight, based on the agent, of the detergent mixtures according to the invention and customary auxiliaries and additives.
25. Verwendung der Detergengemische nach Anspruch 1 zur Herstellung von oberflächenaktiven Mitteln. 25. Use of the detergent mixtures according to claim 1 for the production of surface-active agents.
PCT/EP1995/003123 1994-08-16 1995-08-07 Foaming detergent mixtures WO1996004887A1 (en)

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US6315040B1 (en) 1998-05-01 2001-11-13 Shell Oil Company Expandable well screen
US6391325B1 (en) 1996-05-22 2002-05-21 Ciba Specialty Chemicals Corporation Use of nitrogen-containing complexing agents for deodorization and antimicrobial treatment of the skin and textile fibre materials
EP3275982A1 (en) * 2016-07-25 2018-01-31 Henkel AG & Co. KGaA Acylglutamate as textile care ingredients

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DE10102007A1 (en) * 2001-01-18 2002-10-10 Cognis Deutschland Gmbh surfactant mixture
DE10154628A1 (en) * 2001-09-25 2003-04-10 Beiersdorf Ag Surfactant(s) for use in cosmetic or dermatological cleaning, comprise alkyl glucosides
DE10221813A1 (en) * 2002-05-16 2003-11-27 Beiersdorf Ag High-foaming aqueous cosmetic cleansing gel for use on facial and body skin contains a thickener and an acylamino acid surfactant
DE10342127A1 (en) * 2003-09-12 2005-04-07 Beiersdorf Ag Cosmetic cleansing product for human or animal body, has container with e.g. shower, bath, shampoo, sensitive or refatting formulation or (peeling) gel, attached to base plate of massager with valve in area with massaging nubs
DE10342418A1 (en) * 2003-09-13 2005-04-07 Beiersdorf Ag Washing-active cosmetic or dermatological formulations, used for e.g. for bath and shower formulation or shampoo, contain alkyl and/or alkyl ether sulfate, anionic surfactant and ethoxylated fatty acid glycerides
DE102010001193A1 (en) * 2010-01-25 2011-07-28 Dahms, Gerd, 47138 Surfactant composition, useful e.g. in surface-active preparation, comprises protein-fatty acid-condensate and/or protein hydrolyzate quat, alkylpolyglucoside, water, and optionally further surfactants e.g. betaine, and further additives
WO2013092309A2 (en) * 2011-12-19 2013-06-27 Firmenich Sa Sulfate-free and peg-free body cleansers
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