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 PDFInfo
- 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.)
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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
- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0004—Non aqueous liquid compositions comprising insoluble particles
-
- 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
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2079—Monocarboxylic acids-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
- C11D1/04—Carboxylic acids or 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
- C11D1/12—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
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers 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)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3603580 | 1986-02-06 | ||
DE19863603580 DE3603580A1 (de) | 1986-02-06 | 1986-02-06 | Estersulfonathaltige tensid-konzentrate und ihre verwendung |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0231891A2 true EP0231891A2 (fr) | 1987-08-12 |
EP0231891A3 EP0231891A3 (fr) | 1990-08-29 |
Family
ID=6293460
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
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)
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)
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 |
BR9106920A (pt) * | 1990-09-28 | 1993-08-17 | Procter & Gamble | Composicoes detergentes contendo tensoativos de amida de acido poliidroxi graxo e alquil ester sulfonato |
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 |
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 |
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 |
EP1476132A4 (fr) * | 2002-01-31 | 2008-11-12 | Stepan Co | Compositions de pains de savon comprenant des alkylesters d'acides gras alpha-sulfones et des polyols, et procedes de production desdites compositions |
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 |
US20060040843A1 (en) * | 2004-08-19 | 2006-02-23 | Kinnaird Michael G | Sodium-free, lithium-containing concrete cleaning compositions and method for use thereof |
WO2008075770A1 (fr) * | 2006-12-21 | 2008-06-26 | Lion Corporation | Solution aqueuse tensioactive et procédé de production de celle-ci |
EP2130897B1 (fr) * | 2008-06-02 | 2011-08-31 | The Procter & Gamble Company | Concentré d'agent tensioactif |
Citations (4)
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 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL137429C (fr) * | 1962-05-17 | |||
US3632517A (en) * | 1970-08-21 | 1972-01-04 | Us Agriculture | Synergistic tallow-based detergent compositions |
US4035257A (en) * | 1974-09-27 | 1977-07-12 | The Procter & Gamble Company | Spray-dried calcium carbonate-containing granules |
JPS6036421B2 (ja) * | 1980-06-16 | 1985-08-20 | ライオン株式会社 | α−スルホ脂肪酸エステル塩の高濃度溶液の製法 |
JPS57180699A (en) * | 1981-04-30 | 1982-11-06 | Lion Corp | Granular detergent composition |
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 |
-
1986
- 1986-02-06 DE DE19863603580 patent/DE3603580A1/de not_active Withdrawn
-
1987
- 1987-01-29 EP EP87101256A patent/EP0231891A3/fr not_active Withdrawn
- 1987-02-05 CA CA000529105A patent/CA1270719A/fr not_active Expired - Fee Related
- 1987-02-06 US US07/011,649 patent/US4772426A/en not_active Expired - Fee Related
- 1987-02-06 PH PH34832A patent/PH23507A/en unknown
- 1987-02-06 JP JP62027062A patent/JPS62186930A/ja active Pending
Patent Citations (4)
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)
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 |
CA1270719A (fr) | 1990-06-26 |
JPS62186930A (ja) | 1987-08-15 |
US4772426A (en) | 1988-09-20 |
EP0231891A3 (fr) | 1990-08-29 |
DE3603580A1 (de) | 1987-08-13 |
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