EP1479754A1 - Un compose augmentant la mousse pour un mélange tensioactive - Google Patents

Un compose augmentant la mousse pour un mélange tensioactive Download PDF

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Publication number
EP1479754A1
EP1479754A1 EP03011086A EP03011086A EP1479754A1 EP 1479754 A1 EP1479754 A1 EP 1479754A1 EP 03011086 A EP03011086 A EP 03011086A EP 03011086 A EP03011086 A EP 03011086A EP 1479754 A1 EP1479754 A1 EP 1479754A1
Authority
EP
European Patent Office
Prior art keywords
range
composition according
foam
surfactant
carbon atoms
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP03011086A
Other languages
German (de)
English (en)
Inventor
Horst Denzer
Hamke Meijer
Marco Michaelsen
Hiroshi Kao Chemicals Europe S.L Abe
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.)
Kao Chemicals GmbH
Original Assignee
Chemische Fabrik CHEM Y GmbH
Kao Chemicals GmbH
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 Chemische Fabrik CHEM Y GmbH, Kao Chemicals GmbH filed Critical Chemische Fabrik CHEM Y GmbH
Priority to EP03011086A priority Critical patent/EP1479754A1/fr
Priority to EP04739261A priority patent/EP1675934A1/fr
Priority to PCT/EP2004/005406 priority patent/WO2004104151A1/fr
Priority to PCT/EP2004/005404 priority patent/WO2004104150A1/fr
Priority to EP04733808A priority patent/EP1629074A1/fr
Publication of EP1479754A1 publication Critical patent/EP1479754A1/fr
Withdrawn legal-status Critical Current

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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
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0094High foaming compositions
    • 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
    • C11D1/667Neutral esters, e.g. sorbitan 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
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2093Esters; Carbonates

Definitions

  • the invention relates to high-foaming surfactant mixtures containing alkyl ether carboxylates derived from alkanols having 6 to 22 carbon atoms and some particular non-ionic surfactants, and to the use of these mixtures as foam-enhancing agent or foam booster for surfactant mixtures.
  • the foaming behaviour is a further important product feature.
  • surfactant mixtures which perform satisfactorily and are economical in use, show the required foaming behaviour.
  • the main foaming characteristics of the surfactant formulations that determine their application in areas like personal and house-hold care, washing, food industry, fire fighting, mineral flotation, and many others are: foaming ability, foam stability (foam remaining after certain period at rest), foam quantity (associated with good cleaning effect), creaminess of the foam (associated with conditioning effect), foam density, texture of the foam and foam speed (foam produced after a very short period of time).
  • Insufficient foaming performance can thus for example materialize in an insufficient foaming power or in an insufficient foam stability.
  • the basic foam has sufficient height, but it collapses rapidly.
  • the exact opposite occurs, i.e. although the initial foaming height is comparably low, the foam remains stable for a long time.
  • the foam is desirable that the foam is obtained quickly upon use (e.g. after a few seconds).
  • the foam must tolerate hard water and the presence of oil.
  • fatty acid alkanolamides can be used as foam boosters, but unfortunately they have the disadvantage that they are suspected of containing traces of nitrosamines which is totally inappropriate for applications where the preparations come into contact with the human skin.
  • hydrotrope provides an increased foam generation.
  • anionic surfactant carboxylated alcohol ethoxylates are mentioned, among other anionic surfactants.
  • preferred anionic surfactants include those having at least one sulfur constituent.
  • EP-B-0580263 relates to the provision of pumpable, highly concentrated (having a solid content of at least 45 wt.-%) liquid aqueous solutions of salts of alkyl ether carboxylic acids derived from alkanols having at least 10 carbon atoms, additionally containing ethoxylated, or ethoxylated and carboxymethylated, products or mixtures thereof, derived from polyhydric alcohols, the degree of ethoxylation of those products being at least 0.5.
  • the ethoxylated, and/or ethoxylated and carboxymethylated, products are contained in an amount of at least 1 %, in particular 2 to 25 %, relative to the total amount of solids of ethercarboxylic acid and ethoxylated and/or ethoxylated and carboxymethylated products.
  • EP-B-0580263 fails to address the foaming properties of these surfactant mixtures.
  • the complex problem addressed by the present invention is to provide surface-active preparations which do not show the above-mentioned disadvantages.
  • the object of the invention is to find foam-enhancing agents that improve different foaming characteristics such as the basic foam, the foam speed, the foam stability, etc., of a large number of surfactants, even in the presence of hard water and oil, which are the most usual conditions for consumers.
  • the present invention provides an aqueous composition
  • aqueous composition comprising
  • the present invention also provides a method for improving foam properties of surfactant mixtures, which comprises combining an aqueous composition of the current invention with at least one surfactant.
  • the present invention also provides the use of aqueous compositions of the current invention as foam-enhancing agent or foam booster for surfactant mixtures.
  • the aqueous composition of the present invention comprises an alkyl ether carboxylate derived from alkanols having 6 to 22 carbon atoms; and one or more compounds of the following formula (I): wherein R', m, n, l, B1, B2, and B3 have the same meaning as defined above, the weight ratio of component (a) to component (b) being in the range of 4:1 to 1:10.
  • the alkyl ether carboxylate derived from alkanols having 6 to 22 carbon atoms used as component (a) is preferably one satisfying the following formula (II): R-O-(CH 2 CH 2 O) n -CH 2 COO- M + wherein R is an alkyl residue having 6 to 22 carbon atoms, n has a value in the range of 1 to 15, preferably 2 to 10, more preferably 2.5 to 7, and M+ is an appropriate cation, selected from the group consisting of an alkali metal, an alkaline earth metal, ammonium, an alkylammonium, an alkanolammonium or a glucammonium.
  • R is an alkyl residue having 6 to 22 carbon atoms
  • n has a value in the range of 1 to 15, preferably 2 to 10, more preferably 2.5 to 7
  • M+ is an appropriate cation, selected from the group consisting of an alkali metal, an alkaline earth metal, ammonium, an alkylammonium, an
  • R is an alkyl residue having 12 to 14 carbon atoms
  • n has a value in the range of 2.5 to 5
  • M + is an alkali metal cation such as sodium or potassium.
  • Alkyl ether carboxylates are preferably used as liquid diluted aqueous solutions having a solid content lower than 30 wt.-%.
  • Alkyl ether carboxylates are obtained by ethoxylation and subsequent carboxymethylation of fatty alcohols.
  • the process is divided into two steps.
  • the first one is the ethoxylation of alcohols under standard conditions known by the skilled in the art. However, one may also start from commercially available ethoxylated alcohols.
  • the ethoxylated alcohols are reacted with a strong base, like sodium or potassium hydroxide, in presence of a reducing agent, i.e. sodium borohydride, to obtain the corresponding alkoxylate, which is carboxymethylated with sodium monochloroacetate (SMCA).
  • a strong base like sodium or potassium hydroxide
  • a reducing agent i.e. sodium borohydride
  • the degree of carboxymethylation of the ethoxylated alcohols is relatively high, preferably higher than 80%.
  • the crude alkyl ether carboxylate acid salt can be purified by first converting the crude products with hydrochloric acid or sulphuric acid into the free acid. Said acid is washed and after that it is converted into the corresponding salt.
  • alkyl ether carboxylate acid salts examples are marketed under the trade name AKYPO® by Kao Chemicals GmbH.
  • component (b) of the invention preferably are used mixtures of ethoxylated glycerides represented by formula (I) wherein R' representing H or CH 3 ; each m, n, and l independently represent a number from 0 to 4, the sum of m, n and l being in the range of 1 to 4.
  • Said mixtures of ethoxylated glycerides comprise
  • the acyl group (-CO-R), having 6 to 22 carbon atoms, preferably from 12 to 18 carbon atoms, is preferably derived from natural fat and oil as well as synthetic triglycerides.
  • Preferred fats and oils include palm oil, coconut oil, sunflower oil, rapeseed oil, castor oil, olive oil, soybean oil; and animal fat such as tallow, bone oil; fish oil, hardened oils and semihardened oils thereof; and mixtures thereof.
  • Particularly preferred are acyl groups derived from coconut oil, palm oil and tallow such as beef tallow.
  • LEVENOL® H&B (INCI name: Glycereth-2 cocoate), marketed by KAO Corporation, S.A.
  • R' represents H or CH 3
  • an each of x, y and z independently represent a number from 0 to 7, the sum of x, y and z being in the range of 1 to 15, preferably in the range of 3 to 10, more preferably in the range of 5 to 8.
  • particularly preferred compounds of formula III comprise Glycereth-6 and Glycereth-7, having an average ethoxylation degree of 6 and 7 respectively.
  • the weight ratio of component (a) to component (b) is in the range of from 4:1 to 1:10, preferably 3,5:1 to 1:5, more preferably 3:1 to 1:1, most preferably 2,5:1 to 2:1.
  • compositions according to the present invention which are used to enhance the foaming of other surfactant composition preferably contain 15 to 30 wt.%, more preferably 22 to 28 wt.%, of components (a), i.e. the ethercarboxylate, and (b), i.e. the ethoxylated glycerine or glyceride, as defined above.
  • the amount of component (a) is preferably in the range of 10 to 20 wt.%, more preferably 14 to 17 wt.%.
  • the amount of component (b) is preferably in the range of 5 to 10 wt.%, more preferably 6 to 8 wt.%.
  • the active matter content of the foam booster is also preferably within the range 15 to 32 wt.%, more preferably 22 to 32 wt.%, the active matter of the composition is substantially provided by components (a) and (b). While the foam booster thus does not include significant amounts of other surfactants, it may include ethoxylated alcohol, sodium chloride and impurities, as a result of the preparation process of the alkyl ether carboxylates.
  • the foam booster of the present invention generally do not contain a peaked (narrow range) short chain alcohols since this would unnecessarily increase the costs.
  • the foam booster of the present invention may be used to improve the foam properties of surfactant mixtures, particularly those containing anionic surfactants, and the invention thus also provides a method for improving foam properties of surfactant mixtures, which comprise combining an aqueous composition of the current invention with at least one surfactant, preferably an anionic surfactant.
  • anionic surfactants are soaps, alkylbenzenesulfonates, alkanesulfonates, olefin sulfonates, alkylether sulfonates, glycerol ether sulfonates, ⁇ -methyl ester sulfonates, sulfofatty acids, alkylsulfates, fatty alcohol ether sulfates, glycerol ether sulfates, hydroxy mixed ether sulfates, monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, mono- and dialkyl sulfosuccinates, mono- and dialkyl sulfosuccinamates, sulfotriglycerides, amide soaps, amide ether carboxylic acids and salts thereof, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, N-
  • One of the preferred anionic surfactant is sodium lauryl ether sulfate, particularly preferred is sodium lauryl ether sulfate having an average degree of ethoxylation of 1 to 3, preferably 1 to 2.5, most preferably 2 to 2.5.
  • the present invention also provides compositions containing the foam booster in combination with other surfactants, particularly one or more of the above-mentioned anionic surfactants (in the following referred to as "foam booster-containing surfactant mixture").
  • the anionic surfactant is desirably contained in the foam booster-containing surfactant mixture of the present invention in an amount of 3 to 20 wt.-%, preferably 6 to 20 wt.-%, with respect to the total weight of the composition.
  • the amount of alkyl ether carboxylate in the foam booster-containing surfactant mixture of the present invention is preferably in the range of 1 to 10 wt.-%, preferably 1.5 to 8 wt.-%, with respect to the total weight of the composition.
  • the amount of component (b) is preferably 0.5 to 10 wt.-%, more preferably 0.75 to 5 wt.-%.
  • the total amount of components (a) and (b) is in the range of 0.5 to 20, preferably 1 to 15, most preferred 2 to 10 wt.-% with respect to the total weight of the composition.
  • Anionic surfactants are preferably present in a weight ratio of the mixture of component (a) and (b) to anionic surfactant (component (c)) is in the range of 10:1 to 1:10, preferably in the range of 5:1 to 1:5.
  • the foam booster-containing surfactant mixture of the present invention may contain other surfactants such as non-ionic, cationic and amphoteric surfactants.
  • Amphoteric surfactant includes ampholytes and betaines. Specific examples are alkyl amine oxides, alkyl betaines, alkyl sulphobetaines (sultaines), amidoalkyl betaines, alkyl glycinates, alkyl carboxyglycinates, alkyl amphoacetates, alkyl amphopropionates, alklyamphoglycinates, alkyl amidopropyl betaines, alkyl amidopropyl- and hydroxysultaines.
  • Particularly preferred amphoteric surfactants are alkyl amine oxides, alkyl sulphobetaines (sultaines), alkylamphoglycinates and alkyl amphoacetates.
  • cationic surfactants are quaternary ammonium salts (quats) and the quaternized derivatives of polyalkanolamine esters (esterquats).
  • quats examples of commercially available quats are: Quartamin® AB (Behentrimonium Chloride), Quartamin® 60W25 (Cetrimonium Chloride) and Quartamin® ABK (Behentrimonium Chloride and Cetearyl Alcohol), all marketed by KAO Corporation S.A.
  • esterquats examples include Quartamin® BTC-131 (Behenoyl PG-Trimonium Chloride), marketed by KAO Chemicals GmbH, and Tetranyl ® CO-40 (Dioleoylethyl Hydroxyethylmonium Methosulfate and Dipropylene Glycol) marketed by KAO Corporation S.A.
  • non-ionic surfactants are alkoxylated trimethyolol propane, alkoxylated 1,2,3-trihydroxy hexane, alkoxylated pentaetrythritol, alkoxylated sorbitol, alkoxylated glycerol fatty acid ester, alkoxylated trimethyolol propane fatty acid ester, alkoxylated 1,2,3-trihydroxy hexane fatty acid ester, alkoxylated pentaetrythritol fatty acid ester, alkoxylated sorbitol fatty acid ester, fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, mixed ethers and mixed formals, optionally partly oxidized alk(en)yl oligoglycosides or
  • the pH value of the foam booster-containing surfactant mixture of the present invention is preferably within the range of 4 to 8, more preferably 5 to 7.
  • the foam booster-containing surfactant mixture of the present invention may not only be used in personal care products such as body shampoos, hair shampoos, shower baths, liquid soaps and other cosmetic rinse-off products, but also in house-hold applications such as dishwashing products and in laundry applications such as hand washing products.
  • the compositions are particularly useful as hair shampoos and body shampoos.
  • the total amount of wash active matter that is, the total amounts of surfactants contained in the composition of the present invention is preferably less than 30 wt.-%. That is, if the composition contains surfactants other than components (a), (b) and (c), the total amount of these surfactants and components (a), (b) and (c) does desirably not exceed 30 wt.-%.
  • the weight ratio of the mixture of component (a) and (b) to anionic surfactant (component (c)) is preferably in the range of 1:3 to 1:5.
  • This method consists in measuring the foam volume after agitation of 100 g of a diluted solution of the test product, placed into a 400 mL graduated cylinder, the cylinder being attached at its middle section to the axle of a motor and is rotated at 1100 r.p.m. with a metallic stirrer on a vertical plane perpendicular to this axle, changing the direction every 6 seconds during 5 minutes.
  • the foam density is measured after 30 seconds in duplicate.
EP03011086A 2003-05-21 2003-05-21 Un compose augmentant la mousse pour un mélange tensioactive Withdrawn EP1479754A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP03011086A EP1479754A1 (fr) 2003-05-21 2003-05-21 Un compose augmentant la mousse pour un mélange tensioactive
EP04739261A EP1675934A1 (fr) 2003-05-21 2004-05-19 Agent augmentant le pouvoir moussant pour melanges tensioactifs
PCT/EP2004/005406 WO2004104151A1 (fr) 2003-05-21 2004-05-19 Agent augmentant le pouvoir moussant pour melanges tensioactifs
PCT/EP2004/005404 WO2004104150A1 (fr) 2003-05-21 2004-05-19 Agent augmentant le pouvoir moussant pour melanges tensioactifs
EP04733808A EP1629074A1 (fr) 2003-05-21 2004-05-19 Un compose augmentant la mousse pour un melange tensioactive

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP03011086A EP1479754A1 (fr) 2003-05-21 2003-05-21 Un compose augmentant la mousse pour un mélange tensioactive

Publications (1)

Publication Number Publication Date
EP1479754A1 true EP1479754A1 (fr) 2004-11-24

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EP03011086A Withdrawn EP1479754A1 (fr) 2003-05-21 2003-05-21 Un compose augmentant la mousse pour un mélange tensioactive
EP04739261A Withdrawn EP1675934A1 (fr) 2003-05-21 2004-05-19 Agent augmentant le pouvoir moussant pour melanges tensioactifs
EP04733808A Withdrawn EP1629074A1 (fr) 2003-05-21 2004-05-19 Un compose augmentant la mousse pour un melange tensioactive

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EP04739261A Withdrawn EP1675934A1 (fr) 2003-05-21 2004-05-19 Agent augmentant le pouvoir moussant pour melanges tensioactifs
EP04733808A Withdrawn EP1629074A1 (fr) 2003-05-21 2004-05-19 Un compose augmentant la mousse pour un melange tensioactive

Country Status (2)

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EP (3) EP1479754A1 (fr)
WO (2) WO2004104151A1 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008155160A1 (fr) * 2007-06-18 2008-12-24 Henkel Ag & Co. Kgaa Lessives ou détergents liquides hautement moussants, présentant une viscosité stable
WO2018078604A1 (fr) * 2016-10-31 2018-05-03 Sabic Global Technologies B.V. Éthoxylate de glycérol en tant que principe actif pour éliminer les taches de maquillage
EP3556344A1 (fr) 2018-04-16 2019-10-23 Kao Corporation, S.A. Compositions cosmétiques
RU2784426C2 (ru) * 2018-04-16 2022-11-24 Као Корпорэйшн С.А. Косметические композиции
US11937602B2 (en) 2017-09-26 2024-03-26 Ecolab Usa Inc. Solid acid/anionic antimicrobial and virucidal compositions and uses thereof

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0580263A1 (fr) * 1992-07-24 1994-01-26 KAO CHEMICALS GmbH Solutions liquides aqueuses concentrées des sels d'acide alkyléther carboxyliques ainsi qu'un procédé de préparation de celles-ci
EP0702079A2 (fr) * 1994-09-13 1996-03-20 Kao Corporation Compositions détergentes peu irritantes
WO1998000487A1 (fr) * 1996-07-03 1998-01-08 The Procter & Gamble Company Compositions nettoyantes
WO1999024538A1 (fr) * 1997-11-10 1999-05-20 Henkel Corporation Ether carboxylates d'alkyl polyglycoside
WO2000029530A1 (fr) * 1998-11-17 2000-05-25 Cognis Deutschland Gmbh Production de preparations detergentes aqueuses de faible viscosite

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3640755A1 (de) * 1986-11-28 1988-06-09 Henkel Kgaa Fliessfaehiges perlglanzkonzentrat
KR100441677B1 (ko) * 1995-11-16 2004-10-26 액세스 비지니스 그룹 인터내셔날 엘엘씨 액체접시세척세제
DE19937293A1 (de) * 1999-08-06 2001-02-15 Cognis Deutschland Gmbh Verwendung von alkoxylierten Carbonsäureestern als Schaumboostern

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0580263A1 (fr) * 1992-07-24 1994-01-26 KAO CHEMICALS GmbH Solutions liquides aqueuses concentrées des sels d'acide alkyléther carboxyliques ainsi qu'un procédé de préparation de celles-ci
EP0702079A2 (fr) * 1994-09-13 1996-03-20 Kao Corporation Compositions détergentes peu irritantes
WO1998000487A1 (fr) * 1996-07-03 1998-01-08 The Procter & Gamble Company Compositions nettoyantes
WO1999024538A1 (fr) * 1997-11-10 1999-05-20 Henkel Corporation Ether carboxylates d'alkyl polyglycoside
WO2000029530A1 (fr) * 1998-11-17 2000-05-25 Cognis Deutschland Gmbh Production de preparations detergentes aqueuses de faible viscosite

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008155160A1 (fr) * 2007-06-18 2008-12-24 Henkel Ag & Co. Kgaa Lessives ou détergents liquides hautement moussants, présentant une viscosité stable
WO2018078604A1 (fr) * 2016-10-31 2018-05-03 Sabic Global Technologies B.V. Éthoxylate de glycérol en tant que principe actif pour éliminer les taches de maquillage
CN109963930A (zh) * 2016-10-31 2019-07-02 沙特基础工业全球技术有限公司 在去除美容品污渍中作为活性成分的甘油乙氧基化物
US11535815B2 (en) 2016-10-31 2022-12-27 Sabic Global Technologies B.V. Glycerin ethoxylate as an active ingredient in removing make-up stain
US11937602B2 (en) 2017-09-26 2024-03-26 Ecolab Usa Inc. Solid acid/anionic antimicrobial and virucidal compositions and uses thereof
US11950595B2 (en) 2017-09-26 2024-04-09 Ecolab Usa Inc. Acid/anionic antimicrobial and virucidal compositions and uses thereof
EP3556344A1 (fr) 2018-04-16 2019-10-23 Kao Corporation, S.A. Compositions cosmétiques
WO2019201906A1 (fr) 2018-04-16 2019-10-24 Kao Corporation S.A. Compositions cosmétiques
RU2784426C2 (ru) * 2018-04-16 2022-11-24 Као Корпорэйшн С.А. Косметические композиции

Also Published As

Publication number Publication date
WO2004104151A1 (fr) 2004-12-02
EP1675934A1 (fr) 2006-07-05
WO2004104150A1 (fr) 2004-12-02
EP1629074A1 (fr) 2006-03-01

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