WO1998036041A1 - Improved light-duty liquid performance of ether sulfate using alkyl polyglycoside - Google Patents
Improved light-duty liquid performance of ether sulfate using alkyl polyglycoside Download PDFInfo
- Publication number
- WO1998036041A1 WO1998036041A1 PCT/US1998/000215 US9800215W WO9836041A1 WO 1998036041 A1 WO1998036041 A1 WO 1998036041A1 US 9800215 W US9800215 W US 9800215W WO 9836041 A1 WO9836041 A1 WO 9836041A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- carbon atoms
- ether sulfate
- composition
- foam stabilizer
- alkyl
- 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.)
- Ceased
Links
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
- C11D3/0094—High foaming 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/83—Mixtures of non-ionic with anionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/86—Mixtures of anionic, cationic, and non-ionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
- C11D11/0094—Process for making liquid detergent compositions, e.g. slurries, pastes or gels
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
-
- 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
- C11D1/75—Amino oxides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/90—Betaines
Definitions
- the present invention generally relates to enhancing the foam stability of light-duty liquid compositions. More particularly, by employing a surfactant mixture containing an alkyl ether sulfate and an alkyl polyglycoside, the foam stability of known foam stabilizer compositions can be enhanced.
- surfactants have been found to be useful in cleaning compositions, such as shower gels, shampoos, and light duty detergents such as dish washing detergents. In these types of compositions, good foamability is a prerequisite.
- anionic surfactants such as alkyl sulfates, alkyl ether sulfates, sulfonates, sulfosuccinates and sarcosinates.
- Foam stability relates to the ability of the foam, once formed, to remain intact for extended periods of time in the presence of varying amounts of soil, thus enhancing the cleaning performance of the surfactant compositions.
- foam stabilizers which are mixtures of surfactants in cleaning compositions when the surfactants can serve different functions, e.g., one serving to improve foamability and another serving to adjust viscosity.
- known surfactant mixtures typically provide a compromise between what can be achieved with the surfactant ingredients alone.
- a mixture of more costly surfactants such as amine oxides, betaines and alkanolamides which provide good foamability by themselves, with less expensive surfactants such as alkyl ether sulfonates, which provide poorer foamability, will result in the formulation of a cleaning composition having an intermediate degree of foamability and poor foam stability.
- the present invention is directed to a process for making a cleaning composition having enhanced foam stability involving the steps of:
- the present invention is also directed to a cleaning composition having enhanced foam stability properties consisting essentially of:
- a surfactant mixture consisting essentially of: (i) an alkyl ether sulfate having from 1 to about
- R is a monovalent organic radical having from about 6 to about 30 carbon atoms
- R- is divalent alkylene radical having from 2 to 4 carbon atoms
- Z is a saccharide residue having 5 or 6 carbon atoms
- b is a number having a value from 0 to about 12
- a is a number having a value from 1 to about 6, wherein components (a) (i) and (a) (ii) , respectively, are combined in a ratio by weight of from about 1: 1 to about 4:1; and
- a foam stabilizer selected from the group consisting of a betaine, an alkanolamide, an amine oxide, and mixtures thereof.
- Alkyl ether sulfates are generally defined as salts of sulfated adducts of ethylene oxide with fatty alcohols containing from about 10 to about 18 carbon atoms.
- the alkyl ether sulfates employed in the present invention are commercially available and contain a linear aliphatic group having from about 8 to about 18 carbon atoms, and preferably from about 12 to about 14 carbon atoms.
- the degree of ethoxylation is from 1 to about 4 moles of ethylene oxide, and preferably about 3 moles of ethylene oxide.
- a particularly preferred alkyl ether sulfate for use in the present invention is sodium lauryl ether sulfate.
- alkyl polyglycosides which can be used in the surfactant mixture according to the present invention have the general formula I:
- Preferred alkyl polyglycosides which can be used in the compositions according to the invention have the formula I wherein Z is a glucose residue and b is zero.
- alkyl polyglycosides are commercially available, for example, as APG®, GLUCOPON®, or PLANTAREN® surfactants from Henkel Corporation, Ambler, PA 19002.
- surfactants include but are not limited to:
- APG® 225 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 10 carbon atoms and having an average degree of polymerization of 1.7.
- APG® 325 Surfactant - an alkyl polyglycoside in which the alkyl group contains 9 to 11 carbon atoms and having an average degree of polymerization of 1.6.
- GLUCOPON® 600 Surfactant - an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.4.
- PLANTAREN® 2000 Surfactant - a C 8 . 16 alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.4.
- PLANTAREN® 1300 Surfactant - a C 12 . 16 alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
- alkyl polyglycoside surfactant compositions which are comprised of mixtures of compounds of formula I wherein Z represents a moiety derived from a reducing saccharide containing 5 or 6 carbon atoms; a is a number having a value from 1 to about 6; b is zero; and R 1 is an alkyl radical having from 8 to 20 carbon atoms.
- compositions are characterized in that they have increased surfactant properties and an HLB in the range of about 10 to about 16 and a non-Flory distribution of glycosides, which is comprised of a mixture of an alkyl monoglycoside and a mixture of alkyl polyglycosides having varying degrees of polymerization of 2 and higher in progressively decreasing amounts, in which the amount by weight of polyglycoside having a degree of polymerization of 2, or mixtures thereof with the polyglycoside having a degree of polymerization of 3, predominate in relation to the amount of monoglycoside, said composition having an average degree of polymerization of about 1.8 to about 3.
- compositions also known as peaked alkyl polyglycosides
- the relative distribution of the various components, mono- and poly-glycosides, in the resulting product changes and the concentration in the product of the polyglycosides relative to the monoglycoside increases as well as the concentration of individual polyglycosides to the total, i.e.
- alkyl polyglycosides which can be used in the compositions according to the invention are those in which the alkyl moiety contains from 6 to 18 carbon atoms in which the average carbon chain length of the composition is from about 9 to about 14 comprising a mixture of two or more of at least binary components of alkyl polyglycosides, wherein each binary component is present in the mixture in relation to its average carbon chain length in an amount effective to provide the surfactant composition with the average carbon chain length of about 9 to about 14 and wherein at least one, or both binary components, comprise a Flory distribution of polyglycosides derived from an acid-catalyzed reaction of an alcohol containing 6-20 carbon atoms and a suitable saccharide from which excess alcohol has been separated.
- the preferred alkyl polyglycosides are those of formula I wherein R, is a monovalent organic radical having from about 10 to about 16 carbon atoms; b is zero; Z is a glucose residue having 5 or 6 carbon atoms; a is a number having a value from 1 to about 2 , and most preferably is 1.4.
- the surfactant mixture of the present invention is prepared by mixing an alkyl ether sulfate with an alkyl polyglycoside, respectively, in a ratio by weight of from about 1:1 to about 4:1, and preferably about 2:1.
- Foam stabilizers are typically employed in cleaning compositions in order to maintain the integrity of the foam in the presence of soil. Whereas the foam is formed by the surfactants contained in the cleaning composition, the foam stabilizer maintains the integrity of the foam once formed.
- foam stabilizers which may be employed in the present invention are those selected from the group consisting of betaines, alkanolamides, amine oxides, and mixtures thereof.
- Betaines also known as zwitterionics, are derivatives of aliphatic quaternary ammonium, phosphonium and sulphonium compounds in which the aliphatic radical may be straight chained or branched, and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic water-solubilizing group such as carboxy, sulpho, sulphato, phosphato or phosphono.
- Those betaines encompassed by the present invention are generally alkyl betaines, alkyl amino betaines and alkyl amido betaines. Specific examples thereof include, but are not limited to, coco-betaine and cocamidopropyl betaine.
- the fatty acid alkanolamides which may be used in the present invention contain from about 8 to about 18, and preferably from about 12 to about 14 carbon atoms in the alkyl group of the fatty acid residue.
- the amide group may be substituted either by two C j -C. hydroxyalkyl groups, such as, for example, a dialkanolamide, or by one such hydroxyalkyl group and by one hydrogen or a C ⁇ C. alkyl group.
- alkanolamides which may be used include, but are not limited to, cocodiethanolamide and laurylmyristic monoethanolamide.
- Amine oxides which may be used in accordance with the present invention are of general formula II:
- R 1 is an alkyl or alkenyl radical having from about 8 to about 18 carbon atoms
- R 2 and R 3 are individually alkyl or hydroxyalkyl radicals having from 1 to about 3 carbon atoms.
- amine oxides which may be employed include, but are not limited to, cocamine oxide and cocamidopropylamine oxide.
- a process for making a surfactant composition having enhanced foam stability involves combining from about 5% to about 40% by weight, and preferably from about 20% to about 40% by weight of the above-disclosed surfactant mixture with from about 1% to about 10% by weight, and preferably from about 2% to about 5% by weight of the above-disclosed foam stabilizer, the remainder, up to 100%, water.
- the surfactant mixture consists of a C 12 -C u alkyl ether sulfate having 2 moles of ethylene oxide in admixture with an alkyl polyglycoside of formula I wherein R, is a monovalent organic radical having from about 12 to about 16 carbon atoms, b is zero and a is a number having a value of about 1.4.
- R is a monovalent organic radical having from about 12 to about 16 carbon atoms
- b is zero
- a is a number having a value of about 1.4.
- the cleaning composition contains from about 5 to about 40% by weight, and preferably from about 20 to about 40% by weight, of the above-disclosed surfactant mixture in combination with from about 1 to about 10% by weight, and preferably from about 2 to about 5% by weight of the above-disclosed foam stabilizer.
- the cleaning composition may also contain auxilliaries such as solvents, antimicrobials, thickeners, corrosion inhibitors, preservatives, dyes and perfume oils.
- the remainder of the cleaning composition comprises water.
- the present invention will be better understood from the examples which follow, all of which are intended to be illustrative only and not meant to unduly limit the scope of the invention. Unless otherwise indicated, percentages are on a weight-by-weight basis.
- the cleaning compositions of Examples 1-6 were formulated on a 28% total actives basis, i.e., 12% active C 12 -C alkyl ether sulfate containing from 1 to 3 moles of ethylene oxide, 12% active GLUCOPON® 600, and 4% active foam stabilizer.
- Foam stability performance was evaluated using the Modified Shell Terg-o-tometer test which involved adding 0.5 gram pellets of a soil consisting of Crisco, potato, milk and olive oil, every 30 seconds, to 400 ml of each surfactant solution in diluted form, in a tergotometer. Foam was generated by agitation of each solution for two minutes at 125 rpm.
- Comparative examples 7-12 comprised a combination of the above ether sulfate at 24% actives and the various foam stablizers at 4% actives, for a total actives concentration of 28%.
- the results of these foam stability tests are found in Table II. Table II
- Comparative examples 13-18 comprised a combination of the GLUCOPON® 600 at a percent active of 24% and the various foam stabilizers at a percent actives of 4% for a total actives concentration of 28%. The results of these foam stability tests are found in Table III.
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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)
Abstract
Description
Claims
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU58163/98A AU5816398A (en) | 1997-02-18 | 1998-01-15 | Improved light-duty liquid performance of ether sulfate using alkyl polyglycoside |
| EP98901706A EP0981594A4 (en) | 1997-02-18 | 1998-01-15 | Improved light-duty liquid performance of ether sulfate using alkyl polyglycoside |
| BR9807407-5A BR9807407A (en) | 1997-02-18 | 1998-01-15 | Process for making an aqueous cleaning composition having improved foam stability, and, aqueous cleaning composition |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US80232497A | 1997-02-18 | 1997-02-18 | |
| US08/802,324 | 1997-02-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1998036041A1 true WO1998036041A1 (en) | 1998-08-20 |
Family
ID=25183392
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1998/000215 Ceased WO1998036041A1 (en) | 1997-02-18 | 1998-01-15 | Improved light-duty liquid performance of ether sulfate using alkyl polyglycoside |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0981594A4 (en) |
| AU (1) | AU5816398A (en) |
| BR (1) | BR9807407A (en) |
| WO (1) | WO1998036041A1 (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000063134A1 (en) * | 1999-04-19 | 2000-10-26 | Halliburton Energy Services, Inc. | Foamed well cement slurries, additives and methods |
| WO2000065013A1 (en) * | 1999-04-22 | 2000-11-02 | Cognis Deutschland Gmbh | Cleaning agents for hard surfaces |
| WO2000065011A1 (en) * | 1999-04-22 | 2000-11-02 | Cognis Deutschland Gmbh | Cleaning agents for hard surfaces |
| WO2000065012A1 (en) * | 1999-04-22 | 2000-11-02 | Cognis Deutschland Gmbh | Cleaning agents for hard surfaces |
| EP1003605A4 (en) * | 1997-06-12 | 2001-04-18 | Henkel Corp | Use of alkyl polyglycosides to improve foam stabilization of amphoacetates |
| WO2006050788A1 (en) * | 2004-11-10 | 2006-05-18 | The Procter & Gamble Company | Clear, two-phase, foam-forming aerosol hairstyling product |
| WO2011091875A3 (en) * | 2010-01-29 | 2013-05-16 | Henkel Ag & Co. Kgaa | Mousse-type dyes |
| EP2121888B1 (en) | 2007-03-08 | 2015-04-22 | Rhodia Operations | Use of a betaine as a foam drainage reducing agent |
| WO2015086270A1 (en) * | 2013-12-11 | 2015-06-18 | Henkel Ag & Co. Kgaa | Foam dying agents with improved application properties |
| US9249374B2 (en) | 2010-10-25 | 2016-02-02 | Stepan Company | Light-duty liquid detergents based on compositions derived from natural oil metathesis |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4844821A (en) * | 1988-02-10 | 1989-07-04 | The Procter & Gamble Company | Stable liquid laundry detergent/fabric conditioning composition |
| US5503779A (en) * | 1995-03-20 | 1996-04-02 | Colgate Palmolive Company | High foaming light duty liquid detergent |
| US5646100A (en) * | 1994-02-14 | 1997-07-08 | Colgate-Palmolive Company | Mild, aqueous skin cleansing composition |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3534082A1 (en) * | 1985-09-25 | 1987-04-02 | Henkel Kgaa | LIQUID DETERGENT |
| MY106599A (en) * | 1988-12-19 | 1995-06-30 | Kao Corp | Detergent composition |
| GB2292562A (en) * | 1994-07-13 | 1996-02-28 | Procter & Gamble | Liquid Detergent Compositions |
| US5476614A (en) * | 1995-01-17 | 1995-12-19 | Colgate Palmolive Co. | High foaming nonionic surfactant based liquid detergent |
| DE19521351A1 (en) * | 1995-06-12 | 1996-12-19 | Henkel Kgaa | Dilute aqueous surfactant solutions with increased viscosity |
-
1998
- 1998-01-15 EP EP98901706A patent/EP0981594A4/en not_active Withdrawn
- 1998-01-15 AU AU58163/98A patent/AU5816398A/en not_active Abandoned
- 1998-01-15 WO PCT/US1998/000215 patent/WO1998036041A1/en not_active Ceased
- 1998-01-15 BR BR9807407-5A patent/BR9807407A/en not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4844821A (en) * | 1988-02-10 | 1989-07-04 | The Procter & Gamble Company | Stable liquid laundry detergent/fabric conditioning composition |
| US5646100A (en) * | 1994-02-14 | 1997-07-08 | Colgate-Palmolive Company | Mild, aqueous skin cleansing composition |
| US5503779A (en) * | 1995-03-20 | 1996-04-02 | Colgate Palmolive Company | High foaming light duty liquid detergent |
Non-Patent Citations (1)
| Title |
|---|
| See also references of EP0981594A4 * |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1003605A4 (en) * | 1997-06-12 | 2001-04-18 | Henkel Corp | Use of alkyl polyglycosides to improve foam stabilization of amphoacetates |
| WO2000063134A1 (en) * | 1999-04-19 | 2000-10-26 | Halliburton Energy Services, Inc. | Foamed well cement slurries, additives and methods |
| WO2000065013A1 (en) * | 1999-04-22 | 2000-11-02 | Cognis Deutschland Gmbh | Cleaning agents for hard surfaces |
| WO2000065011A1 (en) * | 1999-04-22 | 2000-11-02 | Cognis Deutschland Gmbh | Cleaning agents for hard surfaces |
| WO2000065012A1 (en) * | 1999-04-22 | 2000-11-02 | Cognis Deutschland Gmbh | Cleaning agents for hard surfaces |
| WO2006050788A1 (en) * | 2004-11-10 | 2006-05-18 | The Procter & Gamble Company | Clear, two-phase, foam-forming aerosol hairstyling product |
| EP2121888B1 (en) | 2007-03-08 | 2015-04-22 | Rhodia Operations | Use of a betaine as a foam drainage reducing agent |
| WO2011091875A3 (en) * | 2010-01-29 | 2013-05-16 | Henkel Ag & Co. Kgaa | Mousse-type dyes |
| US9249374B2 (en) | 2010-10-25 | 2016-02-02 | Stepan Company | Light-duty liquid detergents based on compositions derived from natural oil metathesis |
| WO2015086270A1 (en) * | 2013-12-11 | 2015-06-18 | Henkel Ag & Co. Kgaa | Foam dying agents with improved application properties |
Also Published As
| Publication number | Publication date |
|---|---|
| AU5816398A (en) | 1998-09-08 |
| EP0981594A1 (en) | 2000-03-01 |
| EP0981594A4 (en) | 2001-03-21 |
| BR9807407A (en) | 2000-03-14 |
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