EP0474915A1 - Détergent - Google Patents

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Publication number
EP0474915A1
EP0474915A1 EP90124033A EP90124033A EP0474915A1 EP 0474915 A1 EP0474915 A1 EP 0474915A1 EP 90124033 A EP90124033 A EP 90124033A EP 90124033 A EP90124033 A EP 90124033A EP 0474915 A1 EP0474915 A1 EP 0474915A1
Authority
EP
European Patent Office
Prior art keywords
liquid
foaming
low
mixtures
carbon atoms
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP90124033A
Other languages
German (de)
English (en)
Other versions
EP0474915B2 (fr
EP0474915B1 (fr
Inventor
Dieter Dr. Balzer
Rudolf Beck
Willi Gasber
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sasol Germany GmbH
Wintershall Dea International AG
Original Assignee
Huels AG
Chemische Werke Huels AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=6414168&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0474915(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Huels AG, Chemische Werke Huels AG filed Critical Huels AG
Publication of EP0474915A1 publication Critical patent/EP0474915A1/fr
Application granted granted Critical
Publication of EP0474915B1 publication Critical patent/EP0474915B1/fr
Publication of EP0474915B2 publication Critical patent/EP0474915B2/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0026—Low foaming or foam regulating compositions
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D10/00—Compositions of detergents, not provided for by one single preceding group
    • C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D10/00—Compositions of detergents, not provided for by one single preceding group
    • C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • C11D10/045—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on non-ionic surface-active compounds and soap
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • 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
    • C11D1/72—Ethers of polyoxyalkylene glycols

Definitions

  • the present invention relates to liquid or powdery preparations for washing textiles, the surfactants of which are largely made from renewable raw materials.
  • Liquid detergents today mainly consist of anionic surfactants, especially alkylbenzenesulfonate, fatty alcohol oxyethylate and soap, whereas washing powders contain not only the surfactants alkylbenzenesulfonate and fatty alcohol oxyethylate, but also builder substances, bleaching agents and other electrolytes as essential active ingredients.
  • surfactants in particular those based on petrochemicals, are used.
  • the object of the invention was therefore to find a surfactant combination for low-foaming detergents which are largely made from renewable raw materials and which, in addition to very good washing results, are outstandingly biodegradable.
  • This object was achieved by a combination of surfactants consisting essentially of alkyl polyglycosides, fatty alcohol oxyethylates and soap.
  • alkyl polyglycoside in combination with fatty alcohol oxyethylates and also with anionic surfactants is known per se.
  • DE-OS 593 422 already mentions the washing effect-enhancing effect of alkyl glycoside in soaps.
  • Later documents such as EP-A 0 075 994, 075 995, 075 996, 094 118 and 317 614 describe the use of alkyl polyglycoside in combination with anionic and / or nonionic surfactants in detergents.
  • the alkyl polyglycoside used is a mixture of at least 2 components which, on the one hand, differ greatly in the chain length of their alkyl groups and, on the other hand, are used in different concentrations.
  • the main components are alkyl polyglycosides, the alkyl groups of which contain 12 to 18 carbon atoms; Secondary components are those whose alkyl group contains 7 to 11 carbon atoms. According to the invention in the above.
  • the surfactant content is a short-chain alkyl polyglycoside content of 1 to 10% and a long-chain content of 2 to 20%.
  • fatty alcohol oxyethylates and other surfactants in small amounts, complexing agents, bleaching agents, optical brighteners, graying inhibitors, corrosion inhibitors, foam regulators, stabilizers, enzymes, enzyme stabilizers, electrolytes, hydrotropic substances, solubilizers, etc.
  • the alkyl polyglycosides used according to the invention can be produced by known processes based on renewable raw materials.
  • dextrose is reacted with n-butanol to give butylpolyglycoside mixtures in the presence of an acidic catalyst, which are transglycosidated with long-chain alcohols in the presence of an acidic catalyst to give the desired alkylpolyglycoside mixtures.
  • dextrose is immediately reacted with the desired long-chain alcohol.
  • the structure of the products can be varied within certain limits.
  • the alkyl radical R or R ' is determined by the choice of the long-chain alcohol.
  • Favorable for economic reasons are the industrially accessible alcohols with 7 to 18 carbon atoms, especially native alcohols from the hydrogenation of carboxylic acids or carboxylic acid derivatives.
  • Ziegler alcohols or oxo alcohols can also be used.
  • the polyglycosyl radicals Z n and Z ' m are determined on the one hand by the selection of the carbohydrate and on the other hand by setting the average degree of polymerization n or m. B. according to DE-OS 19 43 689.
  • polysaccharides e.g. B. starch, maltodextrins, dextrose, galactose, mannose, xylose, etc.
  • the industrially available carbohydrates starch, maltodextrins and especially dextrose are preferred.
  • alkyl polyglycosides are always mixtures of oligomers, which in turn represent mixtures of different isomeric forms. They are present side by side with a- and ß-glycosidic bonds in pyranose and furanose form. The junctions between two Saccachrid residues are also different.
  • Alkyl polyglycosides used according to the invention can also be prepared by mixing alkyl polyglycosides with alkyl monoglycosides.
  • the latter can e.g. B. according to EP-A 0 092 355 using polar solvents, such as acetone, from alkyl polyglycosides.
  • polar solvents such as acetone
  • the degree of glycosidation is expediently determined by means of 1 H-NMR.
  • the detergents according to the invention contain 1 to 10% short-chain alkyl polyglycoside, preferably 2 to 8%, and 2 to 20% long-chain alkyl polyglycoside, preferably 3 to 15%, the ratio of short-chain to long-chain fraction 1:10 to 2: 1, preferably 2: Is 10 to 1: 1.
  • the alkyl polyglycosides are considered to be extremely environmentally compatible.
  • the degree of biodegradation for the alkyl polyglycosides according to the invention determined by means of a sewage treatment plant simulation model / DOC analysis, is 96 ⁇ 3%. This figure can be seen against the background that with this test method (total degradation) a degree of degradation of 70% indicates that the substance is readily degradable.
  • the acute oral toxicity LD 50 (rat) with> 10,000 mg / kg as well as the aquatic toxicity LC 50 (gold orfe) with approx. 12 mg / I and EC 50 (daphnia) with 30 mg / I are by a factor of 3 to 5 cheaper than the corresponding values of today's most important surfactants. The same applies to skin and mucous membrane compatibility.
  • Fatty alcohol oxyethylates are compounds of the formula III in which R "is a linear or branched, saturated or unsaturated alkyl radical having 8 to 22, preferably 10 to 20 carbon atoms and x 2 to 20, preferably 3 to 15.
  • the compounds are generally formed by the addition of ethylene oxide to longer-chain alcohols prepared in the presence of basic or acidic catalysts.
  • ethylene oxide for economical reasons, commercially available alcohols with 8 to 22 carbon atoms from the hydrogenation of carboxylic acids or carboxylic acid derivatives are favorable.
  • Ziegler alcohols or oxo alcohols can also be used.
  • the alcohol oxyethylates are known to be readily biodegradable; Their data are also favorable with regard to aquatoxicity, skin and mucous membrane compatibility.
  • the detergents according to the invention contain 3 to 30% fatty alcohol oxyethylates, which can also be mixtures. A content of 5 to 20% is preferred.
  • Fatty acid salts or their acids according to the invention correspond to formula IV in which R '"is a saturated or unsaturated alkyl radical having 8 to 22 carbon atoms and P being hydrogen, alkali, ammonium or alkanolammonium.
  • the detergents according to the invention contain 5 to 30%, preferably 7 to 20% soap, which will usually be a mixture of different components.
  • anionic, nonionic, zwitterionic and ampholytic surfactants are to be used.
  • these are alkane sulfonates, olefin sulfonates, alkylbenzenesulfonates, ⁇ -sulfofatty acid esters, fatty alcohol sulfates, fatty alcohol ether sulfates, sulfosuccinic acid esters, alkanoloxethylates, fatty acid alkanolamides, amine oxides, betaines, sulfobetaines, etc.
  • builders should be mentioned as non-surfactant components.
  • water-soluble builders such as different polyphosphates, phosphonates, carbonates, polycarboxylates, citronates, polyacetates such as NTA and EDTA, etc. or mixtures thereof are used. These compounds are usually used as alkali salts, preferably as sodium salts. Although not complexing, sodium sulfate should also be mentioned here.
  • water-insoluble builders such as aluminosilicates of suitable particle size, is also according to the invention (cf. EP-A 0 075 994).
  • the concentration of the builders in the detergent is 0 to 70%, preferably 0 to 50%.
  • Bleaching agents such as sodium perborate, optionally combined with bleach activators such as tetraacetylethylene diamine etc. or percarbonate, are also used according to the invention; Other bleaching agents are of course also possible (cf. K. Engel, Tenside Surfactants 25, p. 21 (1988).
  • concentration of the bleaching agents is 0 to 40%, preferably 0 to 30%.
  • Adjusting agents such as low molecular weight mono- or dihydric alcohols, alkyl ethers of polyhydric alcohols, hydrotropics such as alkylbenzenesulfonates with 1 to 3C atoms in the alkyl radical, alkanolamines or urea, enzymes such as in particular proteases and enzyme stabilizers, corrosion inhibitors such as alkali silicates, optical brighteners may be used according to the invention in particular based on stilbene and pyrazoline, foam regulators, graying inhibitors such as, for. B. carboxymethyl cellulose, perfume oils, dyes and other ingredients customary for liquid or powder detergents.
  • hydrotropics such as alkylbenzenesulfonates with 1 to 3C atoms in the alkyl radical, alkanolamines or urea
  • enzymes such as in particular proteases and enzyme stabilizers
  • corrosion inhibitors such as alkali silicates
  • optical brighteners may be used according to the invention in particular based on stil
  • the total use concentration in the machine detergents according to the invention is 0.3-20 g / l for the surfactant fraction. 0.5-10 g / l are preferred.
  • the invention is illustrated by the following examples.
  • the liquid detergent formulations listed in Tab. 1 each contain 6% triethanolamine, 12% ethanol, 6% 1,2-propylene glycol and water ad 100% in addition to the surfactant components mentioned according to the invention.
  • the powders listed in Table 2 contain, in addition to the surfactant constituents mentioned according to the invention, each 10% sodium perborate, 4.5% Na, Mg silicate, 14% Na 2 SO 4 , 24% Versalith P, 3% Sokalan CP 5, 8 % Na 3 CO 3 , 3.5% TAED and 0.4% phosphonate.
  • the foaming power was determined in accordance with DIN 53 902, Part 1.
  • the concentration of detergent substance was 1 g / I each, the foam volume was registered after 5 minutes.
  • the Washing capacity was measured both in the Linitest laboratory washing machine (ie with moderate mechanical stress) and in a normal household machine. Here, too, the foam development was checked, which corresponded approximately to the DIN values.
  • Tab. 1 shows the comparison of the properties of the detergents according to the invention as a liquid formulation with those of other known combinations and with a liquid branded detergent, in which one can assume that the formulation has been optimized.
  • the clear point and viscosity correspond approximately to the standard customary for liquid detergents.
  • the foaming power of the formulations according to the invention shows favorable values without further regulating additives. This applies in particular to the washing ability.
  • the detergents according to the invention behave far superior in their washing activity.
  • Tab. 2 shows the comparison of the properties of powdery detergent formulations according to the invention with those of a known combination or with a branded detergent. Bulk density and foaming power were determined according to DIN methods.
  • the solubility can be estimated by plotting the electrical conductivity over time, 80% of an average final conductivity being taken as the measured value when 3 g of powder is dissolved in 800 ml of drinking water (13 ° dH).
  • the measured values contain an error of ⁇ 5%.
  • the powders according to the invention behave very similarly and have a much better washing value.
  • washing capacity which is significantly increased when using alkyl polyglycoside, particularly in the case of mixed fabrics, is further improved by the formulation according to the invention.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
EP90124033A 1990-09-13 1990-12-13 Détergent Expired - Lifetime EP0474915B2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4029035 1990-09-13
DE4029035A DE4029035A1 (de) 1990-09-13 1990-09-13 Waschmittel

Publications (3)

Publication Number Publication Date
EP0474915A1 true EP0474915A1 (fr) 1992-03-18
EP0474915B1 EP0474915B1 (fr) 1995-06-21
EP0474915B2 EP0474915B2 (fr) 1998-06-10

Family

ID=6414168

Family Applications (1)

Application Number Title Priority Date Filing Date
EP90124033A Expired - Lifetime EP0474915B2 (fr) 1990-09-13 1990-12-13 Détergent

Country Status (10)

Country Link
US (1) US5370816A (fr)
EP (1) EP0474915B2 (fr)
JP (1) JP3132731B2 (fr)
AT (1) ATE124084T1 (fr)
CA (1) CA2051189A1 (fr)
DE (2) DE4029035A1 (fr)
DK (1) DK0474915T3 (fr)
ES (1) ES2076285T5 (fr)
GR (2) GR3017036T3 (fr)
NO (1) NO178232C (fr)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4101070A1 (de) * 1991-01-16 1992-07-23 Huels Chemische Werke Ag Waschpulver
WO1993020179A1 (fr) * 1992-03-30 1993-10-14 Henkel Kommanditgesellschaft Auf Aktien Nettoyants pour surfaces dures
WO1994010279A1 (fr) * 1992-10-29 1994-05-11 Henkel Kommanditgesellschaft Auf Aktien Procede de preparation de solutions aqueuses de tensioactifs anioniques ayant une resistance aux basses temperatures amelioree
US5370816A (en) * 1990-09-13 1994-12-06 Huels Aktiengesellschaft Detergent composition containing a mixture of alkyl polyglycosides
FR2712595A1 (fr) * 1993-11-19 1995-05-24 Seppic Sa Un concentré comportant des alkylglycosides et ses utilisations.
WO1996037285A1 (fr) * 1995-05-24 1996-11-28 Societe D'exploitation De Produits Pour Les Industries Chimiques - Seppic Composition emulsionnante a base d'alkylpolyglycosides, et ses utilisations
US5670474A (en) * 1994-12-02 1997-09-23 Lever Brothers Company, Division Of Conopco, Inc. High performance detergent powders
WO1997049789A1 (fr) * 1996-06-21 1997-12-31 Henkel Kommanditgesellschaft Auf Aktien Procede de lavage pour textiles a proprietes ameliorees en termes de facilite d'entretien
EP0976817A1 (fr) * 1998-07-30 2000-02-02 Henkel Kommanditgesellschaft auf Aktien Alkylpolyglycosides comme co-adjuvants de détergence
WO2001021743A1 (fr) * 1999-09-22 2001-03-29 Cognis Deutschland Gmbh & Co. Kg Melanges de tensioactifs
WO2001072149A1 (fr) * 2000-03-28 2001-10-04 Henkel Kommanditgesellschaft Auf Aktien Lavage de fruits et de legumes

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US5449763A (en) * 1991-10-10 1995-09-12 Henkel Corporation Preparation of alkylpolyglycosides
DE4225224A1 (de) * 1992-07-30 1994-02-03 Henkel Kgaa Verfahren zur Herstellung von lagerstabilen nichtionischen Tensiden
DE4311114A1 (de) * 1993-04-05 1994-10-06 Henkel Kgaa Detergensgemische
DE4313908A1 (de) * 1993-04-28 1994-11-03 Huels Chemische Werke Ag Wasserenthärtende Formulierungen
DE4319700A1 (de) * 1993-06-16 1994-12-22 Henkel Kgaa Ultramilde Tensidmischungen
DE4319699A1 (de) * 1993-06-16 1994-12-22 Henkel Kgaa Ultramilde Tensidmischungen
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ES2213164T3 (es) * 1994-10-26 2004-08-16 Novozymes A/S Metodo de produccion de un hidrolizado de proteina de leche.
US5525256A (en) * 1995-02-16 1996-06-11 Henkel Corporation Industrial and institutional liquid cleaning compositions containing alkyl polyglycoside surfactants
AU5874496A (en) * 1995-06-01 1996-12-18 Henkel Corporation The use of c16-c18alkylpolyglycosides as d efoamers in cleaning compositions
BR9608342A (pt) * 1995-06-21 1999-01-05 Henkel Corp Composição de limpeza desinfetante e processos para aumentar e eficácia de um agente de conter odor ou mascarar odor e preparar uma composição de limpeza desinfetante
AU709865B2 (en) * 1995-07-17 1999-09-09 Henkel Corporation The use of alkoxylated alcohols to control foaming of alkyl polyglycosides in cleaning compositions
US5895605A (en) * 1997-01-14 1999-04-20 Henkel Corporation Defoaming compositions
US6110977A (en) * 1997-01-14 2000-08-29 Henkel Corporation Alkyl polyglycoside compositions having reduced viscosity and inhibited crystallization
US6117934A (en) * 1997-02-03 2000-09-12 Henkel Corporation Alkylpolyglycoside containing surfactant blends for emulsion polymerization
US6350787B1 (en) 1997-06-10 2002-02-26 Cognis Corporation Defoamers for aqueous systems
US6387962B1 (en) 1997-06-10 2002-05-14 Cognis Corporation Defoamers for aqueous systems
US6245401B1 (en) 1999-03-12 2001-06-12 Kimberly-Clark Worldwide, Inc. Segmented conformable breathable films
US6107268A (en) * 1999-04-16 2000-08-22 Kimberly-Clark Worldwide, Inc. Sorbent material
US6355583B1 (en) 1998-05-30 2002-03-12 Kimberly-Clark Worldwide, Inc. Multi-functional sorbent material
PE20000627A1 (es) 1998-05-30 2000-07-26 Kimberly Clark Co Material absorbente
AU3238600A (en) * 1999-02-22 2000-09-14 Cognis Corporation Low viscosity high active blends of alkyl polyglycosides and alcohol ethoxylates
DE19928922A1 (de) * 1999-06-24 2000-12-28 Cognis Deutschland Gmbh Schaumkontrollierte feste Waschmittel
US6384010B1 (en) 2000-06-15 2002-05-07 S.C. Johnson & Son, Inc. All purpose cleaner with low organic solvent content
JP2004035808A (ja) * 2002-07-05 2004-02-05 Nissan Soap Co Ltd 液体洗浄剤組成物
US6730650B1 (en) 2002-07-09 2004-05-04 The Dial Corporation Heavy-duty liquid detergent composition comprising anionic surfactants
US8993502B2 (en) 2008-02-21 2015-03-31 S. C. Johnson & Son, Inc. Cleaning composition having high self-adhesion to a vertical hard surface and providing residual benefits
US8980813B2 (en) 2008-02-21 2015-03-17 S. C. Johnson & Son, Inc. Cleaning composition having high self-adhesion on a vertical hard surface and providing residual benefits
US9410111B2 (en) 2008-02-21 2016-08-09 S.C. Johnson & Son, Inc. Cleaning composition that provides residual benefits
US9481854B2 (en) 2008-02-21 2016-11-01 S. C. Johnson & Son, Inc. Cleaning composition that provides residual benefits
US8287658B2 (en) * 2009-06-02 2012-10-16 Ecolab Usa Inc. Biodegradable surfactant blend
CA2805038C (fr) 2010-07-19 2015-10-06 Colgate-Palmolive Company Composition de nettoyage avec des decyl- et coco-glucosides
KR200471048Y1 (ko) * 2011-04-15 2014-02-04 류동주 휴대할 수 있는 작업용 간이 의자
US8455426B1 (en) * 2012-05-04 2013-06-04 AGAIA International, Inc. Cleaning compositions
JP2019151566A (ja) * 2018-03-01 2019-09-12 ロレアル 噴霧可能な組成物

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EP0075994A2 (fr) * 1981-09-28 1983-04-06 THE PROCTER & GAMBLE COMPANY Compositions détergentes contenant un mélange d'alkylpolysaccharide, d'agents tensio-actifs d'oxydes d'amine et de savon d'acides gras
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DE3822997A1 (de) * 1988-07-07 1990-01-18 Henkel Kgaa Detergensmischung aus nichtionischen und anionischen tensiden und deren verwendung
JP2526105B2 (ja) * 1988-09-20 1996-08-21 花王株式会社 洗浄剤組成物
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DE3920480A1 (de) * 1989-06-22 1991-01-03 Henkel Kgaa Fluessigwaschmittel
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US3547828A (en) * 1968-09-03 1970-12-15 Rohm & Haas Alkyl oligosaccharides and their mixtures with alkyl glucosides and alkanols
EP0075994A2 (fr) * 1981-09-28 1983-04-06 THE PROCTER & GAMBLE COMPANY Compositions détergentes contenant un mélange d'alkylpolysaccharide, d'agents tensio-actifs d'oxydes d'amine et de savon d'acides gras
USH171H (en) * 1985-06-24 1986-12-02 A. E. Staley Manufacturing Company Branched chain glycosides

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5370816A (en) * 1990-09-13 1994-12-06 Huels Aktiengesellschaft Detergent composition containing a mixture of alkyl polyglycosides
DE4101070A1 (de) * 1991-01-16 1992-07-23 Huels Chemische Werke Ag Waschpulver
US5591376A (en) * 1992-03-30 1997-01-07 Henkel Kommanditgesellschaft Auf Aktien Cleaning compositions for hard surfaces
WO1993020179A1 (fr) * 1992-03-30 1993-10-14 Henkel Kommanditgesellschaft Auf Aktien Nettoyants pour surfaces dures
WO1994010279A1 (fr) * 1992-10-29 1994-05-11 Henkel Kommanditgesellschaft Auf Aktien Procede de preparation de solutions aqueuses de tensioactifs anioniques ayant une resistance aux basses temperatures amelioree
US5599787A (en) * 1992-10-29 1997-02-04 Henkel Kommanditgesellschaft Auf Aktien Aqueous anionic surfactant solutions stable at low temperature comprising glycoside and alkoxylated nonionic surfactant mixtures and processes of making same
FR2712595A1 (fr) * 1993-11-19 1995-05-24 Seppic Sa Un concentré comportant des alkylglycosides et ses utilisations.
WO1995013863A1 (fr) * 1993-11-19 1995-05-26 Societe D'exploitation De Produits Pour Les Industries Chimiques, S.E.P.P.I.C. Un concentre comprenant des alkylglycosides et ses utilisations
US5670471A (en) * 1993-11-19 1997-09-23 Societe D'exploitation De Produits Pour Les Industries Chimiques, S.E.P.P.I.C. Concentrate comprising alkylglycoside mixture and fatty alcohol and corresponding methods of use
US5670474A (en) * 1994-12-02 1997-09-23 Lever Brothers Company, Division Of Conopco, Inc. High performance detergent powders
FR2734496A1 (fr) * 1995-05-24 1996-11-29 Seppic Sa Composition emulsionnante a base d'alkylpolyglycosides, et ses utilisations
WO1996037285A1 (fr) * 1995-05-24 1996-11-28 Societe D'exploitation De Produits Pour Les Industries Chimiques - Seppic Composition emulsionnante a base d'alkylpolyglycosides, et ses utilisations
WO1997049789A1 (fr) * 1996-06-21 1997-12-31 Henkel Kommanditgesellschaft Auf Aktien Procede de lavage pour textiles a proprietes ameliorees en termes de facilite d'entretien
EP0976817A1 (fr) * 1998-07-30 2000-02-02 Henkel Kommanditgesellschaft auf Aktien Alkylpolyglycosides comme co-adjuvants de détergence
WO2001021743A1 (fr) * 1999-09-22 2001-03-29 Cognis Deutschland Gmbh & Co. Kg Melanges de tensioactifs
WO2001072149A1 (fr) * 2000-03-28 2001-10-04 Henkel Kommanditgesellschaft Auf Aktien Lavage de fruits et de legumes

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JPH04234499A (ja) 1992-08-24
DE4029035A1 (de) 1992-03-19
GR3017036T3 (en) 1995-11-30
ATE124084T1 (de) 1995-07-15
ES2076285T3 (es) 1995-11-01
ES2076285T5 (es) 1998-11-01
NO178232C (no) 1996-02-14
NO178232B (no) 1995-11-06
NO913615D0 (no) 1991-09-12
EP0474915B2 (fr) 1998-06-10
CA2051189A1 (fr) 1992-03-14
DE59009299D1 (de) 1995-07-27
US5370816A (en) 1994-12-06
NO913615L (no) 1992-03-16
DK0474915T3 (da) 1995-11-20
EP0474915B1 (fr) 1995-06-21
JP3132731B2 (ja) 2001-02-05
GR3027759T3 (en) 1998-11-30

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