EP0231891A2 - Concentrats tensio-actifs contenant des esters de sulfonates et leur utilisation - Google Patents

Concentrats tensio-actifs contenant des esters de sulfonates et leur utilisation Download PDF

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Publication number
EP0231891A2
EP0231891A2 EP87101256A EP87101256A EP0231891A2 EP 0231891 A2 EP0231891 A2 EP 0231891A2 EP 87101256 A EP87101256 A EP 87101256A EP 87101256 A EP87101256 A EP 87101256A EP 0231891 A2 EP0231891 A2 EP 0231891A2
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EP
European Patent Office
Prior art keywords
concentrates
weight
contain
total weight
concentrates according
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.)
Withdrawn
Application number
EP87101256A
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German (de)
English (en)
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EP0231891A3 (fr
Inventor
Karlheinz Dr. Koch
Ingo Wegener
Brigitte Giesen
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.)
Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0231891A2 publication Critical patent/EP0231891A2/fr
Publication of EP0231891A3 publication Critical patent/EP0231891A3/fr
Withdrawn legal-status Critical Current

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    • 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
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0004Non aqueous liquid compositions comprising insoluble particles
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2075Carboxylic acids-salts thereof
    • C11D3/2079Monocarboxylic acids-salts thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/04Carboxylic acids or salts thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/28Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
    • 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
    • C11D1/72Ethers of polyoxyalkylene glycols

Definitions

  • the invention relates to ester sulfonate-containing surfactant concentrates and their use in household and industrial cleaners.
  • ⁇ -sulfofatty acid ester salts are formed in the form of aqueous pastes by neutralizing ⁇ -sulfofatty acid esters with aqueous alkali metal hydroxide.
  • Fats and / or oils of natural origin which are obtained by ester cleavage and subsequent esterification with lower alkanols, in particular methanol, or by transesterification of natural triglycerides with lower alkanols, serve as the technical starting material.
  • the resulting fatty acid ester mixtures contain fatty acids of a comparatively wide range of the chain length of the alkyl chains. Fatty acids with 10 to 24 carbon atoms are usually used. Tallow oil or palm oil are preferred as natural raw materials.
  • ester sulfonate salt solutions or suspensions lead to a disproportionately high increase in the viscosity, so that the mixtures can no longer be freely moved or pumped.
  • the resulting increase in the concentrations or the reaction temperature leads to undesired side reactions, including, in particular, an undesirably high formation of disalts of ⁇ -sulfofatty acid with ester cleavage. Furthermore, it is to be regarded as a disadvantage that, due to the increase in viscosity, the ester sulfonate pastes obtained can no longer be pumped off or moved via pipelines in large-scale operation. There is a closure of the pipelines and thus a lasting disruption to the operation of the entire system.
  • DE-OS 33 05 430 proposes the addition of long-chain, optionally substituted alcohols as viscosity regulators. A viscosity reduction below the desired value of 10,000 MPas at 70 ° C. can thus be achieved.
  • aqueous slurries of ⁇ -sulfofatty acid ester salts which contain an addition of lower alcohol sulfates and lower alcohols should be sufficiently mobile.
  • the compounds mentioned for lowering the viscosity are first introduced into the reaction mixtures in higher concentrations than ultimately required and then removed again by concentration.
  • DE-OS 31 23 681 is primarily for the preparation of a highly concentrated aqueous solution of an ⁇ -sulfofatty acid ester salt, the crude sulfonic acid with caustic alkali solution in the presence neutralize a lower alcohol to a pH of 2.5 to 4 and then bring the pH to the required level in the range of 6 to 7 in a second neutralization step by adding further alkali solution.
  • aqueous pastes of ester sulfonate salts which have been prepared on the basis of C16 or C18 fatty acids have solids contents of at least 60% by weight and are still pumpable at 60 ° C, although they are practically free from viscosity regulators.
  • a disadvantage of such ester sulfonate salt pastes is that, according to the aforementioned German patent application P 34 39 520.2, they have comparatively large contents of "disalt", ie of disalts of ⁇ -sulfofatty acid, which were formed by cleaving the ester in a strongly alkaline medium .
  • the object of the invention was to provide alkali salts of ⁇ -sulfonated fatty acid alkyl esters in a form which is flowable and pumpable at low temperature, i.e. Alkali salts that have a viscosity below 10,000 mPas.
  • Such ester sulfonate salts should be made available in the highest possible active substance contents, i.e. the surfactant contents in the concentrates should be well above 50%.
  • the invention relates to ester sulfonate-containing surfactant concentrates which (a) one or more surfactants in an amount of 50 to 70% by weight, based on the total weight of the concentrates, from the groups ( ⁇ ) alkali metal salts of ⁇ -sulfonated fatty acid alkyl esters from fatty acids with 16 and / or 18 carbon atoms and alcohols with 1 to 8 carbon atoms in the alkyl radical and (ß) linear aliphatic fatty alcohol polyglycol ethers with 10 to 20 carbon atoms in the alkyl radical of the alcohol and 3 to 15 ethoxy groups in the molecule, the ratio of the surfactant components ( ⁇ ): ( ⁇ ) is in the range from 1: 0.3 to 1: 3, (b) one or more saturated and / or unsaturated, linear aliphatic Carboxylic acids with 8 to 22 carbon atoms in amounts of 10 to 30% by weight, based on the total weight of the concentrates, and (c) water in amounts of 0
  • the surfactant concentrates may contain other constituents, such as, for example (apart from disalting), other minor constituents present in the production of the main constituents, which can constitute up to about 25% by weight.
  • the invention also relates to the use of such concentrates in washing, rinsing and cleaning agents for household and industrial purposes in amounts of 1 to 15% by weight of washing-active substance, based on the total weight of the washing, rinsing and cleaning agents.
  • the surfactant concentrates containing estersulfonate according to the invention contain one or more surfactants as main component (a).
  • the surfactant component of the concentrates is composed of two groups of surfactants: the concentrates contain anionic surfactants ( ⁇ ) and nonionic surfactants (ß).
  • the alkali salts ⁇ -sulfonated fatty acid alkyl esters known per se from the prior art are used as anionic surfactants. Lithium salts, sodium salts, potassium salts or rubidium salts are suitable as such. Because of the optimal availability of the raw materials (sodium hydroxide solution or soda or potassium hydroxide solution or potash), the sodium salts and potassium salts of the ⁇ -sulfonated fatty acid alkyl esters are preferred.
  • the fatty acid alkyl esters come from the group of esters of fatty acids with 16 and / or 18 carbon atoms. Fatty acids of this type are found in workup processes for natural fats and / or oils in large quantities. Thus, the extraction of oleic acid by splitting tallow fat according to the so-called "cross-linking process" or working up palm oil leads to a product that contains fatty acids of chain length C16 and C18 in a ratio of approximately 1: 1. Such fats and / or oils of native origin are therefore particularly well suited as a starting material for the surfactants in the surfactant concentrates according to the invention. However, other sources of fatty acids are also available.
  • the alkali metal salts of ⁇ -sulfonated fatty acid alkyl esters contained as anionic surfactants contain alcohols with 1 to 8 carbon atoms in the alkyl radical as the ester component.
  • methanol, ethanol, propanol, isopropanol, butanol, sec-butanol, isobutanol, tert-butanol and also pentanol, hexanol, heptanol and octanol and their isomers are suitable.
  • Alcohols with 1 to 4 carbon atoms in the alkyl radical are preferred, methanol and ethanol in particular being used with advantage.
  • the fatty acid alkyl esters are formed by transesterification from natural sources available fats and oils or by direct esterification of the previously pure fatty acids.
  • the introduction of the sulfo group in the ⁇ -position takes place according to known methods, primarily by reacting the corresponding fatty acid ester or fatty acid ester mixture with gaseous SO3.
  • the compounds obtained are processed further by methods known per se, i.e. for example bleached and neutralized.
  • ester sulfonate-containing surfactant concentrates according to the invention also contain nonionic surfactants from the group of linear, aliphatic fatty alcohol polyglycol ethers.
  • Such fatty alcohol polyglycol ethers are produced in processes known per se by reacting long-chain fatty alcohol with ethylene oxide in the molar ratio desired for the product.
  • the fatty alcohols used have an alkyl chain length of 10 to 20 carbon atoms, preferably 10 to 16 carbon atoms.
  • Undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol, nonadecanol or eicosanol are suitable as such fatty alcohols.
  • linear aliphatic fatty alcohols mentioned are ethoxylated with ethylene oxide in a molar ratio of 1: 3 to 1:15, so that the average content of ethoxy groups in the molecule of the fatty alcohol polyglycol ether is in the range from 3 to 15 ethoxy groups per molecule.
  • a content of ethoxy groups in the range from 3 to 10 per molecule is preferred.
  • the surfactants mentioned from the two groups of anionic and nonionic surfactants can be used individually or in mixtures with one another as one of the components of the ester sulfonate-containing surfactant concentrates according to the invention.
  • the ratio of the anionic to the nonionic surfactants (components ( ⁇ ): components ( ⁇ )) according to the invention is in the range from 1: 0.3 to 1: 3, preferably in the range from 1: 1 to 1: 2.
  • a total of 50 to 70% by weight of surfactants are present in the concentrates, based on the total weight of the concentrates.
  • the concentrates according to the invention contain one or more saturated and / or unsaturated, linear aliphatic carboxylic acids as a further component. These are primarily saturated or unsaturated fatty acids with 8 to 22 carbon atoms. Such fatty acids, like the fatty acids mentioned above, can originate from natural sources or have already been modified from them by chemical reaction.
  • the fatty acids in particular come from caprylic acid, pelargonic acid, capric acid, undecanoic acid, lauric acid, tridecanoic acid, myristic acid, pentadecanoic acid, palmitic acid, margaric acid, strearic acid, nonadecanoic acid, arachic acid and behenic acid as saturated fatty acids, palmitoleic acid, oleic acid and erucic acid and unsaturated linoleic acid in unsaturated fatty acid and linoleic acid .
  • Fatty acid component is the oleic acid accessible from sebum fat cleavage as well as palmitic acid, stearic acid and linoleic acid, ie fatty acids with 16 and / or 18 carbon atoms.
  • the amount of fatty acid in the concentrates according to the invention is in the range from 10 to 30% by weight, based on the total weight of the concentrates, preferably in the range from 15 to 20% by weight.
  • the chain length of the fatty acids added does not have a significant effect on the change in viscosity of the concentrates according to the invention, i.e. in principle, all fatty acids work equally well.
  • the ester sulfonate-containing surfactant concentrates according to the invention can also contain water. If a water content is provided, this is in the range of 1 to 10% by weight, preferably in the range of 2 to 5% by weight. This means that the concentrates according to the invention are products which, depending on the water content, have a detergent content in the range from 90 to 100% by weight.
  • the concentrates according to the invention with the specified components can advantageously be used in detergents, dishwashing detergents and cleaning agents for household and industrial purposes.
  • the concentrates are added to customary cleaning liquors in amounts of 1 to 15% by weight of washing-active substance, based on the total weight of the washing, rinsing and cleaning agents.
  • the amount used depends on various parameters such as water hardness, application area, etc.
  • detergents and cleaning agents produced using the surfactant concentrates according to the invention show equally good or even better washing results even at a lower content of detergent substance compared to the prior art. It follows that detergent formulations based on alkylbenzenesulfonates with 11% by weight of detergent-active substance give at most equally good, but mostly significantly worse wash results than detergents based on the estersulfonate-containing concentrates proposed by the present invention at low levels of detergent-active substance.
  • the powdered technical product Texin® ES 68 was used as the anionic surfactant (component ( ⁇ )). It contained 69% by weight of tallow fatty acid methyl ester sulfonate sodium salt and 16% by weight of disalt.
  • the viscosity of the surfactant concentrates was measured in a Höppler viscometer.
  • the inventive ester sulfonate-containing surfactant concentrate was produced using the "Texin® ES 68 in powder form” anion surfactant (described above).
  • the viscosity behavior as a function of the fatty acid content was also temperature-independent in the measuring range from 20 to 40 ° C.: As can be seen from FIG. 1, comparable reductions in viscosity measured above a fatty acid content of approx. 10 parts.
  • test concentrates 28 parts of Texin® ES 68 in powder form, 48 parts of adduct of 7 moles of ethylene oxide with oleyl / cetyl alcohol, 5 parts water.
  • the type and amount of the anionic surfactant and the nonionic surfactant used are shown in FIGS. 6 to 11.
  • detergents with the estersulfonate-containing concentrates according to the invention are comparable in terms of washing results to the detergents of the prior art.
  • the contents of the detergent substance can be lower when using the concentrates according to the invention in the detergents without loss of detergency and are, for example, 8% detergent substance (3% ester sulfonate and 5% nonionic surfactant) or 10% detergent substance (5% ester sulfonate and 5% Nonionic surfactant).

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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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
EP87101256A 1986-02-06 1987-01-29 Concentrats tensio-actifs contenant des esters de sulfonates et leur utilisation Withdrawn EP0231891A3 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19863603580 DE3603580A1 (de) 1986-02-06 1986-02-06 Estersulfonathaltige tensid-konzentrate und ihre verwendung
DE3603580 1986-02-06

Publications (2)

Publication Number Publication Date
EP0231891A2 true EP0231891A2 (fr) 1987-08-12
EP0231891A3 EP0231891A3 (fr) 1990-08-29

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EP87101256A Withdrawn EP0231891A3 (fr) 1986-02-06 1987-01-29 Concentrats tensio-actifs contenant des esters de sulfonates et leur utilisation

Country Status (6)

Country Link
US (1) US4772426A (fr)
EP (1) EP0231891A3 (fr)
JP (1) JPS62186930A (fr)
CA (1) CA1270719A (fr)
DE (1) DE3603580A1 (fr)
PH (1) PH23507A (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0336740A2 (fr) * 1988-04-06 1989-10-11 Unilever Plc Composition détergente
EP0355613A2 (fr) * 1988-08-19 1990-02-28 Henkel Kommanditgesellschaft auf Aktien Utilisation comme agents mouillants de mélanges contenant (A) des sels de métaux alcalins, d'ammonium et/ou d'amine d'acides gras insaturés sulfonés, et (B) des alcools alkyliques alcoxylés
WO1991013960A1 (fr) * 1990-03-12 1991-09-19 Henkel Kommanditgesellschaft Auf Aktien Melanges tensio-actifs
EP0517605A1 (fr) * 1991-06-05 1992-12-09 Nln Composition détergente liquide concentrée contenant un agent séquestrant de type polyphosphonate
WO1993002170A1 (fr) * 1991-07-18 1993-02-04 Henkel Kommanditgesellschaft Auf Aktien Melanges tensioactifs coulants et aptes au pompage

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3804609A1 (de) * 1988-02-13 1989-08-24 Henkel Kgaa Verfahren zur herstellung niedrigviskoser estersulfonatpasten
DE3827778A1 (de) * 1988-08-16 1990-02-22 Henkel Kgaa Pastenfoermiges wasch- und reinigungsmittel und verfahren zur herstellung
US5152932A (en) * 1989-06-09 1992-10-06 The Procter & Gamble Company Formation of high active detergent granules using a continuous neutralization system
HUT64380A (en) * 1990-09-28 1993-12-28 Procter & Gamble Detergents compositions containing n-polyhydroxyalkyl-fatty acid amide and alkoxycarbonylalkyl-sulphate type surface active agents
KR100209789B1 (ko) * 1993-10-12 1999-07-15 제프리 더블유. 버틀렛 알파-술폰화 지방산 메틸에스테르 및 음이온성 계면활성제를 포함하는 액체세제 조성물
US5494611A (en) * 1993-11-24 1996-02-27 Armor All Products Corporation Dual-purpose cleaning composition for painted and waxed surfaces
US5415798A (en) * 1994-01-14 1995-05-16 Betz Paperchem Inc. Concentrated high flash point surfactant compositions
US5965508A (en) * 1997-10-21 1999-10-12 Stepan Company Soap bar compositions comprising alpha sulfonated fatty acid alkyl esters and long chain fatty acids
DE10004677A1 (de) * 2000-02-03 2001-08-09 Cognis Deutschland Gmbh Tensidmischung mit Fettalkoholalkoxylaten aus pflanzlichen Rohstoffen
US20060258551A1 (en) * 2002-01-31 2006-11-16 Ospinal Carlos E Soap bar compositions comprising alpha sulfonated alkyl ester and polyhydric alcohol and process for producing the same
MY148956A (en) * 2002-01-31 2013-06-14 Stepan Co Soap bar compositions comprising alpha sulfonated alkyl esters or sulfonated fatty acid and process for producing the same
US20060241003A1 (en) * 2002-01-31 2006-10-26 Ospinal Carlos E Soap bar compositions comprising alpha sulfonated alkyl ester and polyhydric alcohol and process for producing the same
WO2003063819A1 (fr) * 2002-01-31 2003-08-07 Stepan Company Compositions de pains de savon comprenant des alkylesters d'acides gras alpha-sulfones et des polyols, et procedes de production desdites compositions
US20060040843A1 (en) * 2004-08-19 2006-02-23 Kinnaird Michael G Sodium-free, lithium-containing concrete cleaning compositions and method for use thereof
JP5222733B2 (ja) * 2006-12-21 2013-06-26 ライオン株式会社 界面活性剤水性液とその製造方法
ATE522594T1 (de) * 2008-06-02 2011-09-15 Procter & Gamble Tensidkonzentrat

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2235193A1 (en) * 1973-06-30 1975-01-24 Henkel & Cie Gmbh Non-eutrophicating detergent composition - containing salts of alpha-sulphonated long chain fatty esters
FR2284672A1 (fr) * 1974-09-11 1976-04-09 Procter & Gamble Composition detergente a basse teneur en phosphore
EP0084154A1 (fr) * 1981-12-28 1983-07-27 Henkel Kommanditgesellschaft auf Aktien Utilisation de régulateurs de viscosité pour concentrats tensio-actifs
US4495092A (en) * 1983-02-17 1985-01-22 Henkel Kommanditgesellschaft Auf Aktien Viscosity regulators for high-viscosity surfactant concentrates

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DE3333517A1 (de) * 1983-09-16 1986-09-04 Diehl GmbH & Co, 8500 Nürnberg Verfahren und vorrichtung zum bekaempfen von zielobjekten mittels submunition
DE3439520A1 (de) * 1984-10-29 1986-04-30 Henkel KGaA, 4000 Düsseldorf Pumpfaehige hochkonzentrierte waessrige pasten vor alkalisalzen alpha-sulfonierter fettsaeurealkylester und verfahren zu ihrer herstellung

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2235193A1 (en) * 1973-06-30 1975-01-24 Henkel & Cie Gmbh Non-eutrophicating detergent composition - containing salts of alpha-sulphonated long chain fatty esters
FR2284672A1 (fr) * 1974-09-11 1976-04-09 Procter & Gamble Composition detergente a basse teneur en phosphore
EP0084154A1 (fr) * 1981-12-28 1983-07-27 Henkel Kommanditgesellschaft auf Aktien Utilisation de régulateurs de viscosité pour concentrats tensio-actifs
US4495092A (en) * 1983-02-17 1985-01-22 Henkel Kommanditgesellschaft Auf Aktien Viscosity regulators for high-viscosity surfactant concentrates

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0336740A2 (fr) * 1988-04-06 1989-10-11 Unilever Plc Composition détergente
EP0336740A3 (en) * 1988-04-06 1990-03-28 Unilever Plc Detergent composition
EP0355613A2 (fr) * 1988-08-19 1990-02-28 Henkel Kommanditgesellschaft auf Aktien Utilisation comme agents mouillants de mélanges contenant (A) des sels de métaux alcalins, d'ammonium et/ou d'amine d'acides gras insaturés sulfonés, et (B) des alcools alkyliques alcoxylés
EP0355613A3 (en) * 1988-08-19 1990-03-28 Henkel Kommanditgesellschaft Auf Aktien Use of mixtures containing (a) alkali, ammonium and/or amine salts of sulfonated, unsaturated fatty acids, and (b) alkoxylated alkyl alcohols and/or sulfosuccinic-acid esters, as wetting agents
WO1991013960A1 (fr) * 1990-03-12 1991-09-19 Henkel Kommanditgesellschaft Auf Aktien Melanges tensio-actifs
EP0517605A1 (fr) * 1991-06-05 1992-12-09 Nln Composition détergente liquide concentrée contenant un agent séquestrant de type polyphosphonate
FR2677371A1 (fr) * 1991-06-05 1992-12-11 Nln Sa Composition detergente liquide concentree contenant un agent sequestrant de type polyphosphonate.
WO1993002170A1 (fr) * 1991-07-18 1993-02-04 Henkel Kommanditgesellschaft Auf Aktien Melanges tensioactifs coulants et aptes au pompage

Also Published As

Publication number Publication date
PH23507A (en) 1989-08-16
DE3603580A1 (de) 1987-08-13
US4772426A (en) 1988-09-20
CA1270719A (fr) 1990-06-26
EP0231891A3 (fr) 1990-08-29
JPS62186930A (ja) 1987-08-15

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