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EP0763591A1 - Produit pour laver la vaiselle à la main - Google Patents

Produit pour laver la vaiselle à la main Download PDF

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Publication number
EP0763591A1
EP0763591A1 EP96114276A EP96114276A EP0763591A1 EP 0763591 A1 EP0763591 A1 EP 0763591A1 EP 96114276 A EP96114276 A EP 96114276A EP 96114276 A EP96114276 A EP 96114276A EP 0763591 A1 EP0763591 A1 EP 0763591A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
alkenyl
carbon atoms
formula
alcohol
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
EP96114276A
Other languages
German (de)
English (en)
Other versions
EP0763591B1 (fr
Inventor
Karl Heinz Dr. Schmid
Andreas Dr. Syldath
Michael Elsner
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.)
BASF Personal Care and Nutrition GmbH
Cognis Chemie GmbH and Co KG
Original Assignee
Henkel AG and Co KGaA
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
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0763591A1 publication Critical patent/EP0763591A1/fr
Application granted granted Critical
Publication of EP0763591B1 publication Critical patent/EP0763591B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29Sulfates of polyoxyalkylene ethers
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/83Mixtures of non-ionic with anionic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88Ampholytes; Electroneutral compounds
    • C11D1/94Mixtures with anionic, cationic or non-ionic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146Sulfuric acid esters
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88Ampholytes; Electroneutral compounds
    • C11D1/90Betaines

Definitions

  • the invention relates to aqueous hand dishwashing detergents with improved emulsifying power, containing defined amounts of low-ethoxylated fatty alcohol ether sulfates in the form of their magnesium salts.
  • Hand dishwashing detergents are usually dilute aqueous detergent mixtures which, in addition to anionic surfactants, contain primarily nonionic and amphoteric surfactants. In addition to cleaning the dishes, these agents are required to have a strong and durable foam that does not collapse even when exposed to considerable fat - even if this activation is not directly related to the cleaning performance. However, a particular problem is to emulsify the detached lipophilic skin layer, i.e. to prevent redeposition on the dishes. Products of the state of the art also show deficits here.
  • HGSM based on fatty alcohol ether sulfate sodium salts, plane and magnesium ions are proposed.
  • HGSM are known from the international patent applications WO 92/06156, WO 94/05769 and WO 94/24241 (Procter & Gamble), the combinations of anionic surfactants and Contain glucamides, ether carboxylic acids or secondary alkyl sulfates with magnesium ions.
  • the complex object of the invention was therefore to provide aqueous hand dishwashing detergents which at the same time have good dishwashing power, high base foam, good fat resistance and, in particular, excellent emulsifying power.
  • the invention relates to aqueous hand dishwashing detergents containing fatty alcohol ether sulfates of the formula (I), in which R 1 represents an alkyl and / or alkenyl radical having 8 to 18 carbon atoms and n represents numbers from 0.5 to 1.5, in amounts of 40 to 100, preferably 45 to 90 and in particular 45 to 80 parts by weight. % - based on the proportion of detergent active.
  • the agents can contain alkyl and / or alkenyl oligoglycosides, betaines and / or fatty alcohol sulfates as further surfactants.
  • the fatty alcohol sulfates to be used for the purposes of the invention are substances known per se which, by the addition of very little, namely an average of 0.5 to 1.5, preferably about 1 mol, of ethylene oxide to a technical coconut fatty alcohol containing 8 to 18 and preferably 12 up to 14 carbon atoms, sulfation of the polyglycol ether and neutralization with a basic magnesium salt.
  • magnesium salt surfactants is from H.Plate in Parf. Cosm. 76 , 28 (1995) .
  • Alkyl and alkenyl oligoglycosides are known nonionic surfactants which follow the formula (II) in which R 2 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and p is a number from 1 to 10. They can be obtained according to the relevant procedures in preparative organic chemistry. As a representative of the extensive literature, reference is made to steps EP-A1-0 301 298 and WO 90/03977 .
  • the alkyl and / or alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligo glucosides .
  • the alkyl or alkenyl radical R 2 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capron alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, as are obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis.
  • the alkyl or alkenyl radical R 2 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms. Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol and the technical mixtures described above, which can be obtained as described above, and their technical mixtures. Alkyl oligoglucosides based on hardened C 12/14 coconut alcohol with a DP of 1 to 3 are preferred.
  • Betaines are known surfactants which are predominantly produced by carboxyalkylation, preferably carboxymethylation, of aminic compounds.
  • the starting materials are preferably condensed with halocarboxylic acids or their salts, in particular with sodium chloroacetate, one mol of salt being formed per mole of betaine.
  • unsaturated carboxylic acids such as acrylic acid is also possible.
  • betaines and "real" amphoteric surfactants reference is made to U.Ploog's article in Soap- Oil -Fat-Waxes, 198 , 373 (1982) . Further overviews on this topic can be found for example by A. O'Lennick et al.
  • betaines are the carboxyalkylation products of secondary and in particular tertiary amines which follow the formula (III) R 3 for alkyl and / or alkenyl radicals with 6 to 22 carbon atoms, R 4 for hydrogen or alkyl radicals with 1 to 4 carbon atoms, R 5 for alkyl radicals with 1 to 4 carbon atoms, n for numbers from 1 to 6 and X. represents an alkali and / or alkaline earth metal or ammonium.
  • Typical examples are the carboxymethylation products of hexylmethylamine, hexyldimethylamine, octyldimethylamine, decyldimethylamine, dodecylmethylamine, dodecyldimethylamine, Dodecylethylmethylamin, C 12/14 -Kokosalkyldimethylamin, Myristyldimethyl-amine, cetyldimethylamine, stearyldimethylamine, stearyl, oleyl, C 16/18 tallow alkyl dimethyl amine and technical mixtures thereof.
  • R 6 CO represents an aliphatic acyl radical having 6 to 22 carbon atoms and 0 or 1 to 3 double bonds
  • m represents numbers from 1 to 3
  • R 4 , R 5 , n and X have the meanings given above.
  • Typical examples are reaction products of fatty acids with 6 to 22 carbon atoms, namely caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaldic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, gadoleic acid and arachic acid, arachic acid and their technical mixtures, with N, N-dimethylaminoethylamine, N, N-dimethylaminopropylamine, N, N-diethylaminoethylamine and N, N-diethylaminopropylamine, which are condensed with sodium chloroacetate. It is preferred to use a condensation product of C 8/18 coconut fatty acid N, N-dimethylaminopropylamide with sodium chloroacetate.
  • suitable starting materials for the betaines to be used in accordance with the invention are also imidazolines which follow the formula (V) in which R 7 is an alkyl radical having 5 to 21 carbon atoms, R 8 is a hydroxyl group, an OCOR 7 or NHCOR 7 radical and m is 2 or 3.
  • R 7 is an alkyl radical having 5 to 21 carbon atoms
  • R 8 is a hydroxyl group
  • an OCOR 7 or NHCOR 7 radical an OCOR 7 or NHCOR 7 radical
  • m is 2 or 3.
  • These substances are also known substances, for example by cyclizing condensation of 1 or 2 moles of fatty acid with polyhydric amines such as aminoethylethanolamine (AEEA) or diethylenetriamine can be obtained.
  • AEEA aminoethylethanolamine
  • diethylenetriamine diethylenetriamine
  • Typical examples are condensation products of the above-mentioned fatty acids with AEEA, preferably imidazolines based on lauric acid or again C 12/14 coconut fatty acid, which are subsequently betainized with sodium chloroacetate.
  • Alkyl and / or alkenyl sulfates which are also often referred to as fatty alcohol sulfates, are to be understood as meaning the sulfation products of primary alcohols which follow the formula (VI) in which R 9 is a linear or branched, aliphatic alkyl and / or alkenyl radical having 6 to 22, preferably 12 to 18 carbon atoms and Z is an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucamnonium.
  • alkyl sulfates which can be used for the purposes of the invention are the sulfation products of capron alcohol, caprylic alcohol, capric alcohol, 2-ethylhexyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, arachelyl alcohol, aridyl alcohol, elaidyl alcohol, ela-elyl alcohol, ela-alcohol alcohol and erucyl alcohol and their technical mixtures, which are obtained from high pressure hydrogenation of technical methyl ester fractions or aldehydes from Roelen's oxosynthesis.
  • the sulfation products can preferably be used in the form of their alkali metal salts, and in particular their sodium salts.
  • Alkyl sulfates based on C 16/18 tallow fatty alcohols or vegetable fatty alcohols of comparable C chain distribution in the form of their sodium, ammonium and / or magnesium salts are particularly preferred.
  • the percentages relate to the proportion of detergent substance and add up to 100% by weight.
  • the preferred ranges are given in brackets.
  • the agents have a water content of preferably 75 to 85% by weight
  • the agents according to the invention usually have a detergent content in the range from 5 to 40 and preferably 15 to 25% by weight. They are characterized by an excellent dishwashing ability, a high base foam, fat resistance and a particularly advantageous emulsifying ability. Furthermore, they can contain common ingredients of dishwashing detergents such as builders (polycarborylates, EDTA, NTA, citric acid), alkalis, solubilizers (ethanol, propylene glycol, toluenesulfonate, cumene sulfonate), colors and fragrances.
  • dishwashing detergents such as builders (polycarborylates, EDTA, NTA, citric acid), alkalis, solubilizers (ethanol, propylene glycol, toluenesulfonate, cumene sulfonate), colors and fragrances.
  • fatty alcohol ether sulfate sodium or ammonium salts may also be present.
  • sulfosuccinates may also be present.
  • monoglyceride sulfates may also be present.
  • fatty alcohol polyglycol ethers may also be present.
  • protein hydrolysates may also be present.

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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)
EP96114276A 1995-09-15 1996-09-06 Produit pour laver la vaiselle à la main Expired - Lifetime EP0763591B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19534369 1995-09-15
DE19534369A DE19534369C2 (de) 1995-09-15 1995-09-15 Wäßrige Handgeschirrspülmittel

Publications (2)

Publication Number Publication Date
EP0763591A1 true EP0763591A1 (fr) 1997-03-19
EP0763591B1 EP0763591B1 (fr) 2000-12-13

Family

ID=7772344

Family Applications (1)

Application Number Title Priority Date Filing Date
EP96114276A Expired - Lifetime EP0763591B1 (fr) 1995-09-15 1996-09-06 Produit pour laver la vaiselle à la main

Country Status (3)

Country Link
EP (1) EP0763591B1 (fr)
DE (2) DE19534369C2 (fr)
ES (1) ES2153925T3 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999010463A1 (fr) * 1997-08-25 1999-03-04 Cognis Deutschland Gmbh Detergents aqueux pour laver la vaisselle a la main
FR2826017A1 (fr) * 2001-06-15 2002-12-20 Cognis France Sa Melanges de tensioactifs
WO2009007166A1 (fr) * 2007-07-09 2009-01-15 Henkel Ag & Co. Kgaa Détergents ou de nettoyants contenant des tensioactifs à base de matières premières renouvelables
WO2009024747A3 (fr) * 2007-08-17 2009-04-09 Reckitt Benckiser Inc Compositions de traitement de surfaces dures, acceptables d'un point de vue environnemental
WO2015178902A1 (fr) * 2014-05-21 2015-11-26 Colgate-Palmolive Company Composition aqueuse de liquide vaisselle

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0125854A2 (fr) * 1983-05-14 1984-11-21 The Procter & Gamble Company Compositions détergentes liquides
EP0157443A1 (fr) * 1984-03-19 1985-10-09 THE PROCTER & GAMBLE COMPANY Composition détergente contenant un détergent semi-polaire nonionique, un détergent anionique à base de métal alcalino-terreux et un détergent amidoalcyltétaine
WO1991011506A1 (fr) * 1990-02-02 1991-08-08 Henkel Kommanditgesellschaft Auf Aktien Produit de nettoyage liquide sous forme aqueuse
US5338491A (en) * 1992-03-26 1994-08-16 The Proctor & Gamble Co. Cleaning compositions with glycerol amides

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4316824A (en) * 1980-06-26 1982-02-23 The Procter & Gamble Company Liquid detergent composition containing alkyl sulfate and alkyl ethoxylated sulfate
WO1994024241A1 (fr) * 1993-04-08 1994-10-27 The Procter & Gamble Company Compositions detersives contenant du magnesium se presentant sous forme de liquide stable, de gel ou sous d'autres formes et presentant des tensioactifs a base de sulfates d'alkyle (2,3) secondaires

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0125854A2 (fr) * 1983-05-14 1984-11-21 The Procter & Gamble Company Compositions détergentes liquides
EP0157443A1 (fr) * 1984-03-19 1985-10-09 THE PROCTER & GAMBLE COMPANY Composition détergente contenant un détergent semi-polaire nonionique, un détergent anionique à base de métal alcalino-terreux et un détergent amidoalcyltétaine
WO1991011506A1 (fr) * 1990-02-02 1991-08-08 Henkel Kommanditgesellschaft Auf Aktien Produit de nettoyage liquide sous forme aqueuse
US5338491A (en) * 1992-03-26 1994-08-16 The Proctor & Gamble Co. Cleaning compositions with glycerol amides

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999010463A1 (fr) * 1997-08-25 1999-03-04 Cognis Deutschland Gmbh Detergents aqueux pour laver la vaisselle a la main
FR2826017A1 (fr) * 2001-06-15 2002-12-20 Cognis France Sa Melanges de tensioactifs
WO2002102949A1 (fr) * 2001-06-15 2002-12-27 Cognis France S.A. Melanges d'agents tensioactifs
US7279456B2 (en) 2001-06-15 2007-10-09 Gognis France S.A. Surfactant mixtures
WO2009007166A1 (fr) * 2007-07-09 2009-01-15 Henkel Ag & Co. Kgaa Détergents ou de nettoyants contenant des tensioactifs à base de matières premières renouvelables
WO2009024747A3 (fr) * 2007-08-17 2009-04-09 Reckitt Benckiser Inc Compositions de traitement de surfaces dures, acceptables d'un point de vue environnemental
WO2015178902A1 (fr) * 2014-05-21 2015-11-26 Colgate-Palmolive Company Composition aqueuse de liquide vaisselle
US20170121652A1 (en) * 2014-05-21 2017-05-04 Colgate-Palmolive Company Aqueous Liquid Dishwashing Composition
US10329521B2 (en) * 2014-05-21 2019-06-25 Colgate-Palmolive Company Aqueous liquid dishwashing composition comprising an ammonium alkyl ether sulfate and alkylamidopropyl betaine

Also Published As

Publication number Publication date
EP0763591B1 (fr) 2000-12-13
DE19534369C2 (de) 2000-06-15
ES2153925T3 (es) 2001-03-16
DE19534369A1 (de) 1997-03-20
DE59606206D1 (de) 2001-01-18

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