WO1994026857A1 - Aqueous detergent mixtures - Google Patents

Aqueous detergent mixtures Download PDF

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Publication number
WO1994026857A1
WO1994026857A1 PCT/EP1994/001399 EP9401399W WO9426857A1 WO 1994026857 A1 WO1994026857 A1 WO 1994026857A1 EP 9401399 W EP9401399 W EP 9401399W WO 9426857 A1 WO9426857 A1 WO 9426857A1
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WIPO (PCT)
Prior art keywords
alkyl
anionic
cationic
nonionic
amphoteric
Prior art date
Application number
PCT/EP1994/001399
Other languages
German (de)
French (fr)
Inventor
Bernd Fabry
Udo Hees
Holger Tesmann
Manfred Weuthen
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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Publication date
Application filed by Henkel Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Publication of WO1994026857A1 publication Critical patent/WO1994026857A1/en

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D1/00—Flotation
    • B03D1/001—Flotation agents
    • B03D1/004—Organic compounds
    • B03D1/012—Organic compounds containing sulfur
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/37—Mixtures of compounds all of which are anionic
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/65—Mixtures of anionic with cationic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/65—Mixtures of anionic with cationic compounds
    • C11D1/652—Mixtures of anionic compounds with carboxylic amides or alkylol amides
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D2201/00—Specified effects produced by the flotation agents
    • B03D2201/02—Collectors
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D2203/00—Specified materials treated by the flotation agents; Specified applications
    • B03D2203/02—Ores
    • B03D2203/04—Non-sulfide ores
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/04—Carboxylic acids or salts thereof
    • C11D1/06—Ether- or thioether carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/04—Carboxylic acids or salts thereof
    • C11D1/10—Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates thereof
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/126—Acylisethionates
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/16—Sulfonic acids or sulfuric acid esters; Salts thereof derived from divalent or polyvalent alcohols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic 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
    • C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/32—Protein hydrolysates; Fatty acid condensates thereof
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/34—Derivatives of acids of phosphorus
    • C11D1/345—Phosphates or phosphites
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/42—Amino alcohols or amino ethers
    • C11D1/44—Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with amines
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/662—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 aqueous detergent mixtures containing alkyl and / or alkenyl oligoglycoside isethionates and other surfactants, surface-active agents which contain these mixtures and the use of the mixtures for the preparation of the surface-active agents.
  • Alkyl oligoglycosides and especially alkyl oligoglucosides are non-ionic surfactants, which are becoming increasingly important due to their natural raw material base - fatty alcohol and sugar - and are used, for example, in manual detergents or cosmetic products [cf. Tens. Surf.Det. 28, 413 (1991)].
  • anionic surfactants with a related structure that can be used advantageously in conjunction with other classic surfactants in surface-active agents and whose performance synergistically exceeds that of the individual substances.
  • the object of the invention was therefore to develop synergistic detergent mixtures based on anionically modified alkyl and / or alkenyl oligoglycosides with further improved properties.
  • the invention relates to aqueous detergent mixtures comprising a) alkyl and / or alkenyl oligoglycoside isethionates and b) further anionic, nonionic, cationic and / or ampholytic or zwitterionic surfactants.
  • the detergent mixtures according to the invention have a washing, rinsing, foaming and cleaning ability and a skin-cosmetic tolerance which exceeds that of the individual substances in the sense of a synergistic reinforcement.
  • the mixtures are particularly suitable for use in the cosmetics sector.
  • Mixtures of alkyl oligoglucoside isethionates and the corresponding alkyl oligoglucosides, as well as fatty acid N-methylglucamides and vegetable protein hydrolysates or fatty acid condensates (for example based on soy protein) have proven to be particularly skin-friendly.
  • Alkyl and / or alkenyl oligoglycoside isethionates are anionic surfactants and follow the formula (I),
  • Alkyl oligoglucoside isethionates of the formula (I) are particularly preferred, in which R 1 for an alkyl radical having 12 to 18 carbon atoms, X for sodium or magnesium, G for a glucose radical and p for numbers from 1 to 3, in particular 1.1 to 1.9 stands.
  • anionic surfactants are alkyl benzene sulfonates, alkane sulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, ⁇ -methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfate, hydroxymix ether sulfates, monoglyceride sulfate sulfate ether sulfate, sulfate ether sulfate, sulfate fatty acid Sarcosinates, taurides, alkyl oligoglucoside sulfates, alkyl (ether) phosphates and vegetable or animal protein hydrolyzates or their condensation products with fatty acids. If the anionic surfactants contain polyglycol ether chains, they can have polyglycol
  • 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, alk (en) yl oligoglycosides, fatty acid glucamides, polyol fatty acid esters and sugar esters, sorbitan sorbitan. If 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 quaternized difatty acid trialkanolamine esters.
  • 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 aqueous detergent mixtures according to the invention can contain the alkyl and / or alkenyl oligoglycoside isethionates in amounts of 1 to 99, preferably 30 to 75% by weight, based on the solids content of the mixtures.
  • the aqueous detergent mixtures can be prepared by simple mechanical mixing of the aqueous solutions of the components, if appropriate at elevated temperatures of 30 to 50 ° C; a chemical reaction does not take place here.
  • Powdered universal detergent containing 10 to 30 wt .-% - based on the agent - a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives .
  • Liquid mild detergent containing 10 to 5C% by weight, based on the detergent, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and of nonionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries. and additives.
  • Liquid cleaning and disinfecting agents containing 10 to 30% by weight, based on the agent, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cavionic and / or amphoteric or zwitterionic surfactants and, if appropriate other auxiliaries and additives.
  • hair shampoos containing 10 to 30% by weight, based on the composition, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives.
  • Hair conditioners containing 10 to 30% by weight, based on the composition, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and
  • Syndet soaps containing 10 to 50% by weight, based on the agent, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives.
  • Flotation aids containing 10 to 95% by weight, based on the composition, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives.
  • Detergents and cleaning agents based on the detergent mixture according to the invention can contain, for example, builders, salts, bleaches, bleach activators, optical brighteners, graying inhibitors, solubilizers, defoamers and enzymes as auxiliaries and additives.
  • 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 of further additives are sodium borate, starch, sucrose, polydextrose, TAED, stilbene compounds, methyl cellulose, toluenesulfonate, cumene sulfonate, long-chain soaps, silicones, mixed ethers, lipases and proteases.
  • Hair shampoos, hair lotions or foam baths based on the detergent mixtures according to the invention can contain, for example, emulsifiers, oil components, fats and waxes, thickeners, superfatting agents, biogenic agents, film formers, fragrances, dyes, pearlescent agents, preservatives and pH regulators as auxiliaries and additives.
  • Common oil components are substances such as paraffin oil, vegetable oils, fatty acid esters, squalane and 2-octyldodecanol, while fats and waxes are used, for example, as walrus, beeswax, montan wax, paraffin and cetylstearyl alcohol.
  • Substances such as, for example, polyethoxylated lanolin derivatives, lecithin derivatives and fatty acid alkanolamides can be used as superfatting agents, the latter also serve 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, furthermore higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, polyvinyl alcohol and polyvinyl pyrrolidone and ammonium chloride such as sodium chloride.
  • Biogenic active substances are understood to mean, for example, plant extracts, protein hydrolyzates and vitamin complexes.
  • Common film formers are, for example, polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives and similar compounds.
  • Suitable preservatives are, for example, formaldehyde solution, p-hydroxybenzoate 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 those 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. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
  • the detergent mixtures according to the invention are notable for excellent washing, rinsing, foaming and cleaning performance and for advantageous skin-cosmetic and ecotoxicological compatibility.
  • Another object of the invention therefore relates to their use for the production of washing, rinsing, cleaning and flotation aids, products for hair and body care, in which they are present in amounts of 1 to 99, preferably 10 to 30,% by weight on the means - may be included.
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Abstract

Described are aqueous detergent mixtures containing (a) alkyl and/or alkenyl oligoglycoside isethionates and (b) other anionic, non-ionic, cationic and/or ampholytic or zwitterionic surfactants. Such mixtures exhibit a synergistic action with respect to their washing, rinsing, foaming and cleaning power as well as their cosmetic compatibility with the skin. They are therefore suitable for use in the production of a wide variety of surface-active agents.

Description

Wäßrige Detergensgemi sehe  See aqueous detergent mixture
Gebiet der Erfindung Field of the Invention
Gegenstand der Erfindung sind wäßrige Detergensgemisehe, enthaltend Alkyl- und/oder Alkenyloligoglykosidisethionate und weitere Tenside, oberflächenaktive Mittel, die diese Gemische enthalten sowie die Verwendung der Gemische zur Herstellung der oberflächenaktiven Mittel. The invention relates to aqueous detergent mixtures containing alkyl and / or alkenyl oligoglycoside isethionates and other surfactants, surface-active agents which contain these mixtures and the use of the mixtures for the preparation of the surface-active agents.
Stand der Technik State of the art
Alkyloligoglykoside und insbesondere Alkyloligoglucoside stellen nichtionische Tenside dar, die wegen ihrer nativen Rohstoffbasis - Fettalkohol und Zucker - zunehmend an Bedeutung gewinnen und beispielsweise in manuellen Spülmitteln oder kosmetischen Produkten eingesetzt werden [vgl. Tens. Surf.Det. 28, 413 (1991)]. Im Hinblick auf die vorzüglichen anwendungstechnischen Eigenschaften der Glykoside besteht jedoch auch ein Bedarf an anionischen Tensiden verwandter Struktur, die sich vorteilhaft zusammen mit anderen klassischen Tensiden in oberflächenaktiven Mitteln einsetzen lassen und deren Leistungsvermögen das der Einzelstoffe in synergistischer Weise übersteigt. Die Aufgabe der Erfindung bestand somit darin, synergistische Detergensgemische auf der Basis von anionisch modifizierten Alkyl- und/oder Alkenyloligoglykosiden mit weiter verbesserten Eigenschaften zu entwickeln. Alkyl oligoglycosides and especially alkyl oligoglucosides are non-ionic surfactants, which are becoming increasingly important due to their natural raw material base - fatty alcohol and sugar - and are used, for example, in manual detergents or cosmetic products [cf. Tens. Surf.Det. 28, 413 (1991)]. With regard to the excellent application properties of the glycosides, there is also a need for anionic surfactants with a related structure that can be used advantageously in conjunction with other classic surfactants in surface-active agents and whose performance synergistically exceeds that of the individual substances. The object of the invention was therefore to develop synergistic detergent mixtures based on anionically modified alkyl and / or alkenyl oligoglycosides with further improved properties.
Beschreibung der Erfindung Description of the invention
Gegenstand der Erfindung sind wäßrige Detergensgemische enthaltend a) Alkyl- und/oder Alkenyloligoglykosidisethionate und b) weitere anionische, nichtionische, kationische und/oder ampholytische bzw. zwitterionische Tenside. The invention relates to aqueous detergent mixtures comprising a) alkyl and / or alkenyl oligoglycoside isethionates and b) further anionic, nonionic, cationic and / or ampholytic or zwitterionic surfactants.
Überraschenderweise wurde gefunden, daß die erfindungsgemäßen Detergensgemische über ein Wasch-, Spül-, Schaum- und Reinigungsvermögen sowie eine hautkosmetische Verträglichkeit verfügen, die die der Einzelstoffe im Sinne einer synergistischen Verstärkung übertrifft. Infolge eines stark ausgeprägten Schaumvermögens auch in hartem Wasser sowie ihrer außerordentlichen hautkosmetischen Verträglichkeit eignen sich die Gemische insbesondere für den Einsatz im Kosmetiksektor. Als besonders hautverträglich haben sich Mischungen von Alkyloligoglucosidisethionaten und den korrespondierenden Alkyloligoglucosiden sowie Fettsäure-N-methylglucamiden und pflanzlichen Eiweißhydrolysaten bzw. -fettsäurekondensaten (beispielsweise auf Basis Sojaprotein) erwiesen. Alkyl- und/oder Alkenyloligoglvkosidisethionate Surprisingly, it was found that the detergent mixtures according to the invention have a washing, rinsing, foaming and cleaning ability and a skin-cosmetic tolerance which exceeds that of the individual substances in the sense of a synergistic reinforcement. As a result of their pronounced foaming capacity even in hard water and their exceptional skin-cosmetic compatibility, the mixtures are particularly suitable for use in the cosmetics sector. Mixtures of alkyl oligoglucoside isethionates and the corresponding alkyl oligoglucosides, as well as fatty acid N-methylglucamides and vegetable protein hydrolysates or fatty acid condensates (for example based on soy protein) have proven to be particularly skin-friendly. Alkyl and / or alkenyl oligoglycoside isethionates
Alkyl- und/oder Alkenyloligoglykosidisethionate stellen anionische Tenside dar und folgen der Formel (I), Alkyl and / or alkenyl oligoglycoside isethionates are anionic surfactants and follow the formula (I),
R1O(R2O)[G]p (I) in der R1 für einen Alkyl- und/oder Alkenylrest mit 4 bis 22 Kohlenstoffatomen, R2 für einen XO3S-CH2CH2-Rest, X für ein Alkali- oder Erdalkalimetall, Ammonium, Alkylammonium oder Alkanolammonium, G für einen Zuckerrest mit 5 oder 6 Kohlenstoffatomen und p für Zahlen von 1 bis 10 steht. R 1 O (R 2 O) [G] p (I) in which R 1 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, R 2 is an XO 3 S-CH 2 CH 2 radical, X is an alkali or alkaline earth metal, ammonium, alkylammonium or alkanolammonium, G represents a sugar radical having 5 or 6 carbon atoms and p represents numbers from 1 to 10.
Zu ihrer Herstellung geht man üblicherweise von Alkyl- und/oder Alkenyloligoglykosiden der Formel (II) aus, Their preparation is usually based on alkyl and / or alkenyl oligoglycosides of the formula (II)
R1O-[G[p (ii) in der R1, G und p die oben angegebenen Bedeutungen besitzen, die in Gegenwart von basischen Verbindungen bei erhöhter Temperatur mit Salzen der Vinylsulfonsäure umgesetzt werden. R 1 O- [G [ p (ii) in which R 1 , G and p have the meanings given above, which are reacted in the presence of basic compounds at elevated temperature with salts of vinylsulfonic acid.
Besonders bevorzugt sind Alkyloligoglucosidisethionate der Formel (I), in der R1 für einen Alkylrest mit 12 bis 18 Kohlenstoffatomen, X für Natrium oder Magnesium, G für einen Glucoserest und p für Zahlen von 1 bis 3, insbesondere 1,1 bis 1,9 steht. Tenside Alkyl oligoglucoside isethionates of the formula (I) are particularly preferred, in which R 1 for an alkyl radical having 12 to 18 carbon atoms, X for sodium or magnesium, G for a glucose radical and p for numbers from 1 to 3, in particular 1.1 to 1.9 stands. Surfactants
Typische Beispiele für anionische Tenside sind Alkylbenzolsulfonate, Alkansulfonate, Olefinsulfonate, Alkylethersulfonate, Glycerinethersulfonate, α-Methylestersulfonate, Sulfofettsäuren, Alkylsulfate, Fettalkoholethersulfate, Glycerinethersulfate, Hydroxymischethersulfate, Monoglyceridsulfate, Fettsäureamid(ether) sulfate, Sulfosuccinate, Sulfosuccinamate, Sulfotriglyceride, Amidseifen, Ethercarbonsäuren, Fettsäureisethionate, Sarcosinate, Tauride, Alkyloligoglucosidsulfate, Alkyl (ether)phosphate und pflanzlichen oder tierischen Eiweißhydrolysaten bzw. deren Kondensationsprodukten mit Fettsäuren. Sofern die anionischen Tenside Polyglycoletherketten enthalten, können sie eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typical examples of anionic surfactants are alkyl benzene sulfonates, alkane sulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, α-methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfate, hydroxymix ether sulfates, monoglyceride sulfate sulfate ether sulfate, sulfate ether sulfate, sulfate fatty acid Sarcosinates, taurides, alkyl oligoglucoside sulfates, alkyl (ether) phosphates and vegetable or animal protein hydrolyzates or their condensation products with fatty acids. If the anionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
Typische Beispiele für nichtionische Tenside sind Fettalkoholpolyglycolether, Alkylphenolpolyglycolether, Fettsäurepolyglycolester, Fettsäureamidpolygylcolether, Fettaminpolyglycolether, alkoxylierte Triglyceride, Alk(en)yloligoglykoside, Fettsäureglucamide, Polyolfettsäureester, Zuckerester, Sorbitanester und Polysorbate. Sofern die nichtionischen Tenside Polyglycoletherketten enthalten, können sie eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. 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, alk (en) yl oligoglycosides, fatty acid glucamides, polyol fatty acid esters and sugar esters, sorbitan sorbitan. 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 quartäre Ammoniumverbindungen und quaternierte Difettsäuretrialkanolaminester. Typische Beispiele für amphotere bzw. zwitterionische Tenside sind Alkylbetaine, Alkylamidobetaine, Aminopropionate, Aminoglycinate, Imidazoliniumbetaine und Sulfobetaine. Typical examples of cationic surfactants are quaternary ammonium compounds and quaternized difatty acid trialkanolamine esters. 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.
Detergensgemische Detergent mixtures
Die erfindungsgemäßen wäßrigen Detergensgemische können die Alkyl- und/oder Alkenyloligoglykosidisethionate in Mengen von 1 bis 99, vorzugsweise 30 bis 75 Gew.-% - bezogen auf den Feststoffanteil der Gemische - enthalten. The aqueous detergent mixtures according to the invention can contain the alkyl and / or alkenyl oligoglycoside isethionates in amounts of 1 to 99, preferably 30 to 75% by weight, based on the solids content of the mixtures.
Die Herstellung der wäßrigen Detergensgemische kann durch einfaches mechanisches Vermischen der wäßrigen Lösungen der Komponenten, gegebenenfalls bei erhöhten Temperaturen von 30 bis 50°C erfolgen; eine chemische Reaktion findet hierbei nicht statt. The aqueous detergent mixtures can be prepared by simple mechanical mixing of the aqueous solutions of the components, if appropriate at elevated temperatures of 30 to 50 ° C; a chemical reaction does not take place here.
Oberflächenaktive Mittel Surfactants
Im folgenden werden weitere Gegenstände beschrieben, auf die sich die Erfindung ebenfalls erstreckt: *** Pulverförmige Universalwaschmittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. The following describes other subjects to which the invention also extends: *** Powdered universal detergent, containing 10 to 30 wt .-% - based on the agent - a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives .
*** Flüssige Universalwaschmittel, enthaltend 1U bis 70 Gew.-% - bezogen auf das Mittel - einer Mischung von*** Liquid universal detergent containing 1U to 70 wt .-% - based on the detergent - a mixture of
Alkyl- und/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. Alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives.
*** Flüssige Feinwaschmittel, enthaltend 10 bis 5C Gew.-% bezogen auf das Mittel - einer Mischung von Alkyl- und/ oder Alkenyloligoglykosidisethionaten und an_..onisehen, nichtionischen, kationischen und/oder amphotaren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. *** Liquid mild detergent containing 10 to 5C% by weight, based on the detergent, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and of nonionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries. and additives.
*** Flüssige Reinigungs- und Desinfektionsmittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kav-ionischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. *** Liquid cleaning and disinfecting agents containing 10 to 30% by weight, based on the agent, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cavionic and / or amphoteric or zwitterionic surfactants and, if appropriate other auxiliaries and additives.
*** Haarshampoos, enthaltend 10 bis 30 Gew.-% - be.zogen auf das Mittel - einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. *** hair shampoos containing 10 to 30% by weight, based on the composition, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives.
*** HaarSpülungen, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und*** Hair conditioners containing 10 to 30% by weight, based on the composition, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and
Zusatzstoffe. Additives.
*** Schaumbäder, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. *** Bubble baths containing 10 to 30 wt .-% - based on the agent - a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives.
*** Syndetseifen, enthaltend 10 bis 50 Gew.-% - bezogen auf das Mittel - einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. *** Syndet soaps containing 10 to 50% by weight, based on the agent, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives.
*** Flotationshilfsmittel, enthaltend 10 bis 95 Gew.-% - bezogen auf die Mittel - einer Mischung von Alkyl- und/ oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. Wasch- und Reinigungsmittel auf Basis der erfindungsgemäßen Detergensgemisch können als Hilfs- und Zusatzstoffe beispielsweise Builder, Salze, Bleichmittel , Bleichaktivatoren , optische Aufheller , Vergrauungsinhibitoren, Lösungsvermittler, Entschäumer und Enzyme enthalten. *** Flotation aids containing 10 to 95% by weight, based on the composition, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives. Detergents and cleaning agents based on the detergent mixture according to the invention can contain, for example, builders, salts, bleaches, bleach activators, optical brighteners, graying inhibitors, solubilizers, defoamers and enzymes as auxiliaries and additives.
Übliche Builder sind Natriumaluminiumsilicate (Zeolithe), Phosphate, Phosphonate, Ethylendieamintetraessigsäure, 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, Mischether, 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 of further additives are sodium borate, starch, sucrose, polydextrose, TAED, stilbene compounds, methyl cellulose, toluenesulfonate, cumene sulfonate, long-chain soaps, silicones, mixed ethers, lipases and proteases.
Haarshampoos, Haarlotionen oder Schaumbäder auf Basis der erfindungsgemäßen Detergensgemische können als Hilfs- und Zusatzstoffe beispielsweise Emulgatoren, Ölkomponenten, Fette und Wachse, Verdickungsmittel, Überfettungsmittel, biogene Wirkstoffe, Filmbildner, Duftstoffe, Farbstoffe, Perlglanzmittel, Konservierungsmittel und pH-Regulatoren enthalten. Hair shampoos, hair lotions or foam baths based on the detergent mixtures according to the invention can contain, for example, emulsifiers, oil components, fats and waxes, thickeners, superfatting agents, biogenic agents, film formers, fragrances, dyes, pearlescent agents, preservatives and pH regulators as auxiliaries and additives.
Übliche ölkomponenten sind Substanzen wie Paraffinöl, Pflanzenöle, Fettsäureester, Squalan und 2-Octyldodecanol , während als Fette und Wachse beispielsweise Walrat, Bienenwachs, Montanwachs, Paraffin und Cetylstearylalkohol Verwendung finden. Als Uberfettungsmittel können Substanzen wie beispielsweise polyethoxylierte Lanolinderivate, Lecithinderivate und Fettsäurealkanolamide verwendet werden, wobei die letzteren gleichzeitig als Schaumstabilisatoren dienen. Geeignete Verdickungεmittel sind beispielsweise Polysaccharide, insbesondere Xanthan-Gum, Guar-Guar, Agar-Agar, Alginate und Tylosen, Carboxymethylcellulose und Hydroxyethylcellulose, ferner höhermolekulare Polyethylenglycolmono- und -diester von Fettsäuren, Polyacrylate, Polyvinylalkohol und Polyvinylpyrrolidon sowie Elektrolyte wie Kochsalz und Ammoniumchlorid. Unter biogenen Wirkstoffen sind beispielsweise Pflanzenextrakte, Eiweißhydrolysate und Vitaminkomplexe zu verstehen. Gebräuchliche Filmbildner sind beispielsweise Polyvinylpyrrolidon, Vinylpyrrolidon-Vinylacetat-Copolymerisate, Polymere der Acrylsäurereihe, quaternäre Cellulose-Derivate und ähnliche Verbindungen. Als Konservierungsmittel eignen sich beispielsweise Formaldehydlösung, p-Hydroxybenzoat 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, zusammengestellt sind. Diese Farbstoffe werden üblicherweise in Konzentrationen von 0,001 bis 0,1 Gew.-%, bezogen auf die gesamte Mischung, eingesetzt. Common oil components are substances such as paraffin oil, vegetable oils, fatty acid esters, squalane and 2-octyldodecanol, while fats and waxes are used, for example, as walrus, beeswax, montan wax, paraffin and cetylstearyl alcohol. Substances such as, for example, polyethoxylated lanolin derivatives, lecithin derivatives and fatty acid alkanolamides can be used as superfatting agents, the latter also serve 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, furthermore higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, polyvinyl alcohol and polyvinyl pyrrolidone and ammonium chloride such as sodium chloride. Biogenic active substances are understood to mean, for example, plant extracts, protein hydrolyzates and vitamin complexes. Common film formers are, for example, polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives and similar compounds. Suitable preservatives are, for example, formaldehyde solution, p-hydroxybenzoate 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 those 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. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
Gewerbliche Anwendbarkeit Industrial applicability
Die erfindungsgemäßen Detergensgemische zeichnen sich durch ausgezeichnete Wasch-, Spül-, Schaum- und Reinigungsleistung sowie eine vorteilhafte hautkosmetische und ökotoxikologische Verträglichkeit aus. The detergent mixtures according to the invention are notable for excellent washing, rinsing, foaming and cleaning performance and for advantageous skin-cosmetic and ecotoxicological compatibility.
Ein weiterer Gegenstand der Erfindung betrifft daher ihre Verwendung zur Herstellung von Wasch-, Spül-, Reinigungs- und Flotationshilfsmitteln, Produkten zur Haar- und Körperpflege, in denen sie in Mengen von 1 bis 99, vorzugsweise 10 bis 30 Gew.-% - bezogen auf die Mittel - enthalten sein können. Another object of the invention therefore relates to their use for the production of washing, rinsing, cleaning and flotation aids, products for hair and body care, in which they are present in amounts of 1 to 99, preferably 10 to 30,% by weight on the means - 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. Eingesetzte Tenside I. Surfactants used
Herstellbeispiel AI: Manufacturing example AI:
In einem 500-ml-Dreihalskolben mit Rührer, Innenthermometer und Tropftrichter wurden 250 g (1 mol) Lauryloligoglucosid (Hydroxylzahl: 656, durchschnittlicher Oligomerisierungsgrad 1,3, Fa.Henkel KGaA, Düsseldorf, FRG) und 2,8 g (0,02 mol) Kaliumcarbonat vorgelegt und auf 160°C erhitzt. Anschließend wurde die Mischung über einen Zeitraum von 1 h portionsweise mit 30 g (0,23 mol) Vinylsulfonsäure-Natriumsalz versetzt, wobei die Reaktionstemperatur allmählich auf 190°C gesteigert wurde. Nach weiteren 3 h wurde die Reaktion abgebrochen, das feste Reaktionsprodukt zerkleinert und in Wasser dispergiert. In a 500 ml three-necked flask equipped with a stirrer, internal thermometer and dropping funnel, 250 g (1 mol) of lauryl oligoglucoside (hydroxyl number: 656, average degree of oligomerization 1.3, from Henkel KGaA, Düsseldorf, FRG) and 2.8 g (0.02 Mol) submitted potassium carbonate and heated to 160 ° C. The mixture was then added portionwise over a period of 1 h with 30 g (0.23 mol) of vinylsulfonic acid sodium salt, the reaction temperature being gradually increased to 190.degree. After a further 3 h the reaction was stopped, the solid reaction product was broken up and dispersed in water.
Herstellbeispiel A2: Manufacturing example A2:
In einem 500-ml-Dreihalskolben mit Rührer, Innenthermometer und Tropftrichter wurden 170 g (0,67 mol) C12/14-Kokosoligoglucosid (Plantaren(R) APG 600 CSUP, durchschnittlicher Oligomersierungsgrad 1,3, Fa.Henkel KGaA,Düsseldorf/FRG) und 4,5 g (0,03 mol) Kaliumcarbonat vorgelegt und bei einer Temperatur von 90°C in ca. 50 ml Wasser gelöst. Über einen Zeitraum von 1 h wurde die Reaktionsmischung portionsweise mit 26 g (0,2 mol) Vinylsulfonsäure-Natriumsalz in Form einer 30 gew.-%igen wäßrigen Lösung versetzt und weitere 8 h gerührt. B1) Dodecylbenzolsulfonat-Na-Salz In a 500 ml three-necked flask equipped with a stirrer, internal thermometer and dropping funnel, 170 g (0.67 mol) of C 12/14 cocosoligoglucoside (Plantaren (R) APG 600 CSUP, average degree of oligomerization 1.3, from Henkel KGaA, Düsseldorf / FRG) and 4.5 g (0.03 mol) of potassium carbonate and dissolved at a temperature of 90 ° C in about 50 ml of water. 26 g (0.2 mol) of vinylsulfonic acid sodium salt in the form of a 30% strength by weight aqueous solution were added to the reaction mixture in portions over a period of 1 h and the mixture was stirred for a further 8 h. B1) Dodecylbenzenesulfonate Na salt
(Maranail(R) A 55, Fa. Henkel KGaA, Düsseldorf/FRG) (Maranail (R) A 55, Henkel KGaA, Düsseldorf / FRG)
B2) C16/18-Talgfettsäuresulfat-Na-Salz B2) C 16/18 tallow fatty acid sulfate Na salt
(Sulfopon(R) T 50, Fa.Henkel KGaA, Düsseldorf/FRG) (Sulfopon (R) T 50, Fa.Henkel KGaA, Düsseldorf / FRG)
B3) C12/14-Kokosfettalkohol-3,6 EO-sulfat-Na-Salz mit eingeengter Homologenverteilung ex Katalyse mit calciniertem Hydrotalcit B3) C 12/14 coconut fatty alcohol 3.6 EO sulfate Na salt with a narrow homolog distribution ex catalysis with calcined hydrotalcite
(Texapon(R) K14S-NRE, Fa.Henkel KGaA, Düsseldorf/FRG) (Texapon (R) K14S-NRE, Fa.Henkel KGaA, Düsseldorf / FRG)
B4 ) alpha-Sulfo C16/18-Talgfettsäuremethylester-Na-Salz B4) alpha-sulfo C 16/18 tallow fatty acid methyl ester sodium salt
(Texin(R) ES 68, Fa.Henkel KGaA, Düsseldorf/FRG) (Texin (R) ES 68, Henkel KGaA, Düsseldorf / FRG)
C1) C12/14-Kokosfettalkohol-2,5 EO-Addukt mit eingeengter Homologenverteilung ex Katalyse mit calciniertem Hydrotalcit C1) C 12/14 coconut fatty alcohol 2.5 EO adduct with narrow homolog distribution ex catalysis with calcined hydrotalcite
(Arlypon(R) F-NRE, Fa.Henkel KGaA, Düsseldorf/FRG) (Arlypon (R ) F-NRE, Fa.Henkel KGaA, Düsseldorf / FRG)
C2) C12/14-Kokosalkyloligoglucosid C2) C 12/14 cocoalkyl oligoglucoside
(Plantaren(R) APG 600 CS UP, Fa.Henkel KGaA, Düsseldorf/FRG) (Plantaren (R) APG 600 CS UP, Henkel KGaA, Düsseldorf / FRG)
C3) Laurinsäure-N-methylglucamid C3) lauric acid N-methylglucamide
II. Anwendungstechnische Untersuchungen: II. Application studies:
A) Beurteilung des Schaumvermögens (SV). Die Beurteilung des Schaumvermögens wurde gemäß DIN 53 902, Teil 1, nach der Götte-Schlagschaum-Methode durchgeführt. Es wurden 1 gew.-%ige Tensidlösungen in Wasser von 16° Härte eingesetzt; die Temperatur betrug 20°C. Die Ergebnisse der Schaumversuche sind in Tab.1 zusammengefaßt; angegeben ist das Basisschaumvolumen in ml. A) Assessment of foaming power (SV). The foam capacity was assessed in accordance with DIN 53 902, Part 1, using the Götte whipped foam method. 1% by weight surfactant solutions in water of 16 ° hardness were used; the temperature was 20 ° C. The results of the foam tests are summarized in Table 1; the base foam volume is given in ml.
B) Beurteilung des Netzvermögens (NV) . Die Beurteilung des Netzvermögens wurde gemäß DIN 53 901 nach der Tauchnetzmethode durchgeführt. Es wurden 1 gew.-%ige Tensidlösungen in Wasser von 16° Härte eingesetzt; die Temperatur betrug 20°C. Die Ergebnisse der Netzversuche sind in Tab.l zusammengefaßt; angegeben ist die Netzzeit in s. B) Assessment of network assets (NV). The assessment of the network capacity was carried out in accordance with DIN 53 901 using the dip network method. 1% by weight surfactant solutions in water of 16 ° hardness were used; the temperature was 20 ° C. The results of the network tests are summarized in Tab. 1; the network time is specified in s.
C) Beurteilung des Tellerspülvermögens (TSV). Die Ermittlung des Tellerspülvermögens wurde mit Hilfe des Teller-Testes [Fette, Seifen, Anstrichmitt., 74, 163 (1972)] durchgeführt. Hierzu wurden Teller mit einem Durchmesser von 14 cm mit je 2 ml Rindertalg (Säurezahl 9-10) angeschmutzt und 24 h bei Raumtemperatur gelagert. Anschließend wurden die Teller bei 50°C mit 5 1 Leitungswasser der Härte 16°d gespült. Die Prüfmischung wurde mit einer Dosierung von 0,15 g Aktivsubstanz/l eingesetzt. Der Spülversuch wurde abgebrochen, sobald der Schaum an der Oberfläche völlig verschwunden war. Die Ergebnisse der Spülversuche sind in Tab.1 zusammengefaßt; angegeben ist die Anzahl gespülter Teller. D) Beurteilung des Waschvermögenε (WV). Die Untersuchung des Waschvermögens wurde in einem Launderometer an einer Staub-Hautfett-Anschmutzung auf Polyester-Baumwoll (veredelt) Gewebe bei 40°C durchgeführt. Die Beurteilung der Aufhellung des gewaschenen Gewebes erfolgte durch photometrische Remissionsmessung mit einem Elrepho RFC3/24- Gerät gegenüber einem Bariumsulfat-Standard, dessen Remission zu 100 % gesetzt wurde. Die Angabe erfolgt in %-Remission (%-R). C) Assessment of dishwashing capacity (TSV). The determination of the dishwashing capacity was carried out with the aid of the dish test [Fette, Seifen, Anstrichmitt., 74, 163 (1972)]. For this purpose plates with a diameter of 14 cm were soiled with 2 ml beef tallow (acid number 9-10) and stored for 24 hours at room temperature. The plates were then rinsed at 50 ° C. with 5 liters of tap water with a hardness of 16 ° d. The test mixture was used at a dosage of 0.15 g active substance / l. The rinsing attempt was stopped as soon as the foam on the surface had completely disappeared. The results of the rinsing tests are summarized in Table 1; the number of dishes washed is indicated. D) Assessment of washability (WV). The investigation of the washing ability was carried out in a launderometer on a dust-skin fat soiling on polyester-cotton (finished) fabric at 40 ° C. The lightening of the washed tissue was assessed by photometric reflectance measurement using an Elrepho RFC3 / 24 device against a barium sulfate standard, the reflectance of which was set at 100%. The information is given in% remission (% -R).
Flotte 250 ml Liquor 250 ml
Flottenbelastung 1 Gew. -Teil Gewebe/30 Gew.-% Teile  Fleet loading 1 part by weight of fabric / 30% by weight of parts
Wasser  water
Dosierung 10 g/1  Dosage 10 g / 1
Wasserhärte 16°d  Water hardness 16 ° d
Bestimmung Mittel von 3 Bestimmungen  Determination Average of 3 determinations
Die Ergebnisse der Waschversuche sind in Tab.1 zusammengefaßt. The results of the washing tests are summarized in Table 1.
Figure imgf000017_0001
Figure imgf000018_0001
Figure imgf000019_0001
Figure imgf000017_0001
Figure imgf000018_0001
Figure imgf000019_0001

Claims

Patentansprüche Claims
1. Wäßrige Detergensgemische, enthaltend a) Alkyl- und/oder Alkenyloligoglykosidisethionate und b) weitere anionische, nichtionische, kationische und/ oder ampholytische bzw. zwitterionische Tenside. 1. Aqueous detergent mixtures containing a) alkyl and / or alkenyl oligoglycoside isethionates and b) further anionic, nonionic, cationic and / or ampholytic or zwitterionic surfactants.
2. Wäßrige Detergensgemische nach Anspruch 1, dadurch gekennzeichnet, daß sie Alkyl- und/oder Alkenyloligoglykosidisethionate der Formel (I) enthalten, 2. Aqueous detergent mixtures according to claim 1, characterized in that they contain alkyl and / or alkenyl oligoglycoside isethionates of the formula (I),
R1O(R2O)[G]p (I) in der Rl für einen Alkyl- und/oder Alkenylr..st mit 4 bis 22 Kohlenstoffatomen, R2 für einen XO3S-CH2CH2-Rest, X für ein Alkali- oder Erdalkalimetall, Ammonium, Alkylammonium oder Alkanolammonium, G für einen Zuckerrest mit 5 oder 6 Kohlenstoffatomen und p für Zahlen von 1 bis 10 steht. R 1 O (R 2 O) [G] p (I) in the R 1 for an alkyl and / or alkenyl radical with 4 to 22 carbon atoms, R 2 for an XO 3 S-CH 2 CH 2 radical, X stands for an alkali or alkaline earth metal, ammonium, alkylammonium or alkanolammonium, G stands for a sugar residue with 5 or 6 carbon atoms and p stands for numbers from 1 to 10.
3. Wäßrige Detergensgemische nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, daß sie anionische Tenside enthalten, die ausgewählt sind aus der Gruppe, die von Alkylbenzolsulfonaten, Alkansulfonaten, Olefinsulfonaten, Alkylethersulfonaten, Glycerinethersulfonaten, ocMethylestersulfonaten, Sulfofettsäuren, Alkylsulfaten, Fettalkoholethersulfaten, Glycerinethersulfaten, Hydroxymischethersulfaten, Monoglycerid(ether)sulfaten, Fettsäureamid(ether) sulfaten, Sulfosuccinaten. Sulfo- succinamaten, Sulfotriglyceriden, Amidseifen, Ethercarbonsäuren, Fettsäureisethionaten, Sarcosinaten, Tauriden, Alkyloligoglucosidsulfaten, Alkyl (ether)phosphaten und pflanzlichen oder tierischen Eiweißhydrolysaten bzw. deren Kondensationsprodukten mit Fettsäuren gebildet wird. 3. Aqueous detergent mixtures according to claims 1 and 2, characterized in that they contain anionic surfactants which are selected from the group consisting of alkyl benzene sulfonates, alkane sulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, oc methyl ester sulfonates, sulfo fatty acids, alkyl sulfate ethers, fatty alcohol ether sulfates, fatty alcohol ether sulfates, fatty alcohol ether sulfates , Monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, sulfosuccinates. Sulfo- succinamates, sulfotriglycerides, amide soaps, ether carboxylic acids, fatty acid isethionates, sarcosinates, taurides, alkyl oligoglucoside sulfates, alkyl (ether) phosphates and vegetable or animal protein hydrolyzates or their condensation products with fatty acids.
4. Wäßrige Detergensgemische nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, daß sie nichtionische Tenside enthalten, die ausgewählt sind aus der Gruppe, die von Fettalkoholpolyglycolethem, Alkylphenolpolyglycolethern, Fettsäurepolyglycolestern, Fettsäureamidpolygylcolethern, Fettaminpolyglycolethern, alkoxylierten Triglyceriden, Alk(en)yloligoglykosiden, Fettsäureglucamiden, Polyolfettsäureestern, Zuckerestern, Sorbitanestern und Polysorbaten gebildet wird. 4. An aqueous detergent mixtures according to claims 1 and 2, characterized in that they contain nonionic surfactants selected from the group of fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, Fettsäureamidpolygylcolethern, Fettaminpolyglycolethern, alkoxylated triglycerides, alk (en) yl oligoglycosides, Fettsäureglucamiden Polyol fatty acid esters, sugar esters, sorbitan esters and polysorbates are formed.
5. Wäßrige Detergensgemische nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, daß sie kationische Tenside enthalten, die ausgewählt sind aus der Gruppe, die von quartären Ammoniumverbindungen und quaternierten Difettsäuretrialkanolaminestern gebildet wird. 5. Aqueous detergent mixtures according to claims 1 and 2, characterized in that they contain cationic surfactants which are selected from the group formed by quaternary ammonium compounds and quaternized difatty acid trialkanolamine esters.
6. Wäßrige Detergensgemische nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, daß sie amphotere bzw. zwitterionische Tenside enthalten, die ausgewählt sind aus der Gruppe, die von Alkylbetainen, Alkylamidobetainen, Aminopropionaten, Aminoglycinaten, Imidazoliniumbetainen und Sulfobetainen gebildet wird. 6. Aqueous detergent mixtures according to claims 1 and 2, characterized in that they contain amphoteric or zwitterionic surfactants which are selected from the group formed by alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
7. Wäßrige Detergensgemische nach den Ansprüchen 1 bis 6, dadurch gekennzeichnet, daß sie die Alkyl- und/oder Alkenyloligoglykosidisethionate in Mengen von 1 bis 99 Gew.-% - bezogen auf den Feststoffanteil der Gemische enthalten. 7. Aqueous detergent mixtures according to claims 1 to 6, characterized in that they contain the alkyl and / or alkenyl oligoglycoside isethionates in amounts of 1 to 99% by weight, based on the solids content of the mixtures.
8. Pulverförmige Universalwaschmittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anio- nischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. 8. Powdered universal detergent, containing 10 to 30% by weight, based on the detergent, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and Additives.
9. Flüssige Universalwaschmittel, enthaltend 10 bis 70 Gew.-% - bezogen auf das Mittel - einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anio- nischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. 9. Liquid universal detergents containing 10 to 70% by weight, based on the detergent, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and Additives.
10. Flüssige Feinwaschmittel, enthaltend 10 bis 50 Gew.-% - bezogen auf das Mittel - einer Mischung von Alkylund/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. 10. Liquid mild detergent containing 10 to 50% by weight, based on the detergent, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives.
11. Flüssige Reinigungs- und Desinfektionsmittel, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/ oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. 11. Liquid cleaning and disinfecting agents containing 10 to 30% by weight, based on the agent, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives.
12. Haarshampoos, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. 12. Hair shampoos containing 10 to 30% by weight, based on the composition, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives.
13. HaarSpülungen, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. 13. Hair rinses containing 10 to 30% by weight, based on the composition, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives.
14. Schaumbäder, enthaltend 10 bis 30 Gew.-% - bezogen auf das Mittel - einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. 14. Bubble baths containing 10 to 30% by weight, based on the composition, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives.
15. Syndetseifen, enthaltend 10 bis 50 Gew.-% - bezogen auf das Mittel - einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. 15. Syndet soaps containing 10 to 50% by weight, based on the composition, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries and additives.
16. Sammler für die Flotation nichtsulfidischer Erze, enthaltend 10 bis 95 Gew.-% - bezogen auf die Mittel- einer Mischung von Alkyl- und/oder Alkenyloligoglykosidisethionaten und anionischen, nichtionischen, kationischen und/oder amphoteren bzw. zwitterionischen Tensiden und gegebenenfalls weitere Hilfs- und Zusatzstoffe. 16. Collector for the flotation of non-sulfidic ores, containing 10 to 95% by weight, based on the composition, of a mixture of alkyl and / or alkenyl oligoglycoside isethionates and anionic, nonionic, cationic and / or amphoteric or zwitterionic surfactants and optionally other auxiliaries - and additives.
17. Verwendung von Detergensgemischen nach Anspruch 1 zur Herstellung von Wasch-, Spül-, Reinigungs- und Flotationshilfsmitteln sowie Produkten zur Haar- und Körperpflege. 17. Use of detergent mixtures according to claim 1 for the production of washing, rinsing, cleaning and flotation aids and products for hair and body care.
PCT/EP1994/001399 1993-05-12 1994-05-03 Aqueous detergent mixtures WO1994026857A1 (en)

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WO2005120442A1 (en) * 2004-06-05 2005-12-22 Henkel Kommanditgesellschaft Auf Aktien Use of alkyl-/alkenyl-oligoglycoside derivatives in agents for treating keratin fibres
DE102013218616A1 (en) 2013-09-17 2015-03-19 Henkel Ag & Co. Kgaa Use of alkyl / alkenyl oligoglycoside derivatives for textile treatment
DE102014223885A1 (en) 2014-11-24 2016-05-25 Henkel Ag & Co. Kgaa Liquid detergent containing citric acid and nonionic surfactant
DE102015201702A1 (en) 2015-01-30 2016-08-04 Henkel Ag & Co. Kgaa Acid liquid compact detergent containing hydroxycarboxylic acid, nonionic surfactant and enzyme
DE102015201698A1 (en) 2015-01-30 2016-08-04 Henkel Ag & Co. Kgaa Acid liquid compact detergent containing hydroxycarboxylic acid, nonionic surfactant and α-amylase
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DE19723763C2 (en) * 1997-06-06 2000-02-24 Goldwell Gmbh shampoo
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* Cited by examiner, † Cited by third party
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AU698964B2 (en) * 1994-11-23 1998-11-12 Colgate-Palmolive Company, The Microemulsion light duty liquid cleaning compositions
WO2005120442A1 (en) * 2004-06-05 2005-12-22 Henkel Kommanditgesellschaft Auf Aktien Use of alkyl-/alkenyl-oligoglycoside derivatives in agents for treating keratin fibres
DE102013218616A1 (en) 2013-09-17 2015-03-19 Henkel Ag & Co. Kgaa Use of alkyl / alkenyl oligoglycoside derivatives for textile treatment
DE102014223885A1 (en) 2014-11-24 2016-05-25 Henkel Ag & Co. Kgaa Liquid detergent containing citric acid and nonionic surfactant
DE102015201702A1 (en) 2015-01-30 2016-08-04 Henkel Ag & Co. Kgaa Acid liquid compact detergent containing hydroxycarboxylic acid, nonionic surfactant and enzyme
DE102015201698A1 (en) 2015-01-30 2016-08-04 Henkel Ag & Co. Kgaa Acid liquid compact detergent containing hydroxycarboxylic acid, nonionic surfactant and α-amylase
US10329517B2 (en) 2015-01-30 2019-06-25 Henkel Ag & Co. Kgaa Acid liquid compact washing agent including hydroxycarboxylic acid, non-ionic surfactant, and an-amylase
US10577562B2 (en) 2015-01-30 2020-03-03 Henkel Ag & Co. Kgaa Acid liquid compact washing agent including hydroxycarboxylic acid, non-ionic surfactant, and an enzyme
DE102015215591A1 (en) 2015-08-14 2017-02-16 Henkel Ag & Co. Kgaa Low-water, two-phase liquid detergent with acidic pH

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