WO2011131452A2 - Composition - Google Patents

Composition Download PDF

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Publication number
WO2011131452A2
WO2011131452A2 PCT/EP2011/054521 EP2011054521W WO2011131452A2 WO 2011131452 A2 WO2011131452 A2 WO 2011131452A2 EP 2011054521 W EP2011054521 W EP 2011054521W WO 2011131452 A2 WO2011131452 A2 WO 2011131452A2
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WO
WIPO (PCT)
Prior art keywords
composition
composition according
soluble
water
cellulose
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
Application number
PCT/EP2011/054521
Other languages
French (fr)
Other versions
WO2011131452A3 (en
Inventor
Qunhua Cao
Amit Jayaswal
Liang JI
Ci Song
Shuhong Yuan
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.)
Hindustan Unilever Ltd
Unilever NV
Original Assignee
Hindustan Unilever Ltd
Unilever NV
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 Hindustan Unilever Ltd, Unilever NV filed Critical Hindustan Unilever Ltd
Publication of WO2011131452A2 publication Critical patent/WO2011131452A2/en
Publication of WO2011131452A3 publication Critical patent/WO2011131452A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4933Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having sulfur as an exocyclic substituent, e.g. pyridinethione
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/731Cellulose; Quaternized cellulose derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/006Antidandruff preparations

Definitions

  • the present invention relates to hair care compositions comprising high levels of pyrithione.
  • the present invention provides a hair care composition
  • a hair care composition comprising from 1 .2 to 3% wt. particulate anti-dandruff active a carbomer and a water-soluble, nonionic cellulose.
  • compositions comprising elevated levels of particulate anti-dandruff actives are often unstable. Surprisingly, we also found that they are stable in the presence of a polymer selected from acrylic acid polymers and acrylic/C 10-30 alkyl acrylate copolymers, and a water-soluble, nonionic cellulose.
  • the particulate anti-dandruff active is a salt of pyrithione.
  • the pyrithione salt is a zinc salt.
  • Zinc pyrithione is the preferred anti- dandruff active.
  • the pyrithione salt comprises from 1 .7 to 2.3% wt. of the composition.
  • the pyrithione salt comprises from 1 .9 to 2.1 % wt. of the composition.
  • the acrylic acid polymer is a carbomer.
  • the carbomer is Carbopol 980® ex Lubrizol.
  • the carbomer comprises from 0.01 to 5% wt. of the composition.
  • the carbomer comprises from 0.05 to 1 % wt. of the composition. Most preferably, the carbomer comprises from 0.6 to 0.9% wt. of the composition.
  • the composition comprises from 0.01 to 5% wt. of the composition acrylate/C10-30 alkyl acrylate copolymer. More preferably, from 0.05 to 1 % wt. of the composition and most preferably from. 0.5 to 0.9% wt. of the composition.
  • the hair care composition of the invention comprises a water-soluble, nonionic cellulose ether.
  • water-soluble any material that is sufficiently soluble in water to form a clear solution to the naked eye at a concentration of 1 .0% or more by weight of the material in water at 25°C, as described above.
  • Preferred water-soluble nonionic cellulose ethers are methylcellulose and hydroxypropyl methylcellulose. These materials are manufactured by heating cellulose fibres with caustic solution which in turn is treated with methyl chloride, yielding the methyl ether of cellulose. Methylcellulose is made using only methyl chloride. For hydroxypropyl methylcellulose, propylene oxide is used in addition to methyl chloride to obtain hydroxypropyl substitution on the anhydroglucose units. This substituent group, --OCH 2 CH(OH)-CH3, contains a secondary hydroxyl on the number two carbon. The amount of substituent groups on the anhydroglucose units influences the solubility properties of the cellulose ether.
  • suitable methylcelluloses and hydroxypropyl methylcelluloses for use in the hair care composition of the invention have a sufficient degree of methoxyl or methoxyl/hydroxypropyl substitution to cause them to be water-soluble as defined above.
  • Methyl cellulose and hydroxypropyl methylcellulose are commercially available in a number of viscosity grades from Dow Chemical as their METHOCEL trademark series. Hydroxypropyl methylcellulose is most preferred, and is available from Dow Chemical as their METHOCEL E, F, J, K and 40-Series products.
  • the viscosity of the water-soluble, nonionic cellulose ether ranges from 100 to 100,000, preferably from 4,000 to 75,000 mPas for a 2% aqueous solution at 20° C, measured by Ubbelohde tube viscometer.
  • Examples of preferred commercially available materials are METHOCEL 40-100, METHOCEL 40-101 and METHOCEL 40-202 from Dow Chemical.
  • Water-soluble nonionic cellulose ether will generally be present in compositions of the invention at levels of from 0.01 to 2.0%, preferably from 0.1 to 0.5%, more preferably from 0.1 to 0.3%, by total weight of cellulose ether based on the total weight of the composition.
  • the composition comprises from 0 up to 0.27% wt. cationic deposition polymer.
  • Preferred cationic deposition polymers include cationic cellulose derivatives, cationic starch derivatives, and cationic guar gum derivatives. More preferably, the composition comprises from 0.001 to 0.25% wt cationic deposition polymer.
  • Cationic deposition polymers suitable for use in compositions of the invention include monomers of the formula:
  • R is an alkylene, oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or combination thereof.
  • R 1 , R 2 and R 3 independently represent alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing up to about 18 carbon atoms.
  • the total number of carbon atoms for each cationic moiety i.e., the sum of carbon atoms in R 1 , R 2 and R 3
  • X is an anionic counterion.
  • the composition may be any hair care composition for example a shampoo, conditioner, styling composition, mask and whether it be a leave on treatment or a rinse off treatment.
  • the composition is a shampoo composition.
  • the composition is a pourable shampoo composition with a viscosity between 4000cps and 7000cps using a Brookfield viscometer using spindle RV5 at 30°C.
  • Shampoo compositions comprise from 5 to 50% wt. cleansing surfactant where the cleansing surfactant is selected from anionic and amphoteric surfactants.
  • the cleansing surfactant comprises a mixture of anionic and
  • amphoteric surfactants include the alkali-metal alkyl ether sulphates such as SLES where the average EO number is from 1 to 3, preferably 1 .
  • Preferred amphoteric surfactants include cocamidopropyl betaine and CMEA.
  • compositions comprising varying levels of carbomer and in the presence and absence of methylcellulose were tested for their stability in the presence of 2% ZPTO.
  • pH and viscosity should be within product specification limits after 12wks at 25°C and 45°C.
  • Functional ingredient e.g. ZPTO
  • ZPTO ZPTO
  • phase separation, transparent liquid from top level should be within 0.3cm, and over 0.3cm will not be acceptable after 12wks at 25°C, 37°C and 45°C. For torture test, it should be within 0.3cm after 1 wk at 50°C.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)

Abstract

Hair care composition comprising from 1.2 to 3% wt. particulate anti-dandruff active and a polymer selected from acrylic acid based polymers and acrylate/C10-30 alkyl acrylate copolymers, and a water-soluble, nonionic cellulose.

Description

COMPOSITION
The present invention relates to hair care compositions comprising high levels of pyrithione.
Despite the prior art there remains a need for improved anti-dandruff hair care compositions.
Accordingly, the present invention provides a hair care composition comprising from 1 .2 to 3% wt. particulate anti-dandruff active a carbomer and a water-soluble, nonionic cellulose.
We have surprisingly found that compositions comprising elevated levels of particulate anti-dandruff actives are often unstable. Surprisingly, we also found that they are stable in the presence of a polymer selected from acrylic acid polymers and acrylic/C 10-30 alkyl acrylate copolymers, and a water-soluble, nonionic cellulose.
Preferably, the particulate anti-dandruff active is a salt of pyrithione.
Preferably, the pyrithione salt is a zinc salt. Zinc pyrithione is the preferred anti- dandruff active.
Preferably, the pyrithione salt comprises from 1 .7 to 2.3% wt. of the composition.
Preferably, the pyrithione salt comprises from 1 .9 to 2.1 % wt. of the composition. Preferably, the acrylic acid polymer is a carbomer. Preferably, the carbomer is Carbopol 980® ex Lubrizol. Preferably, the carbomer comprises from 0.01 to 5% wt. of the composition.
More preferably, the carbomer comprises from 0.05 to 1 % wt. of the composition. Most preferably, the carbomer comprises from 0.6 to 0.9% wt. of the composition.
Commercially available acrylate/C10-30 alkyl acrylate copolymers include
Carbopol® Ultrez 20 ex. Lubrizol. Where present, the composition comprises from 0.01 to 5% wt. of the composition acrylate/C10-30 alkyl acrylate copolymer. More preferably, from 0.05 to 1 % wt. of the composition and most preferably from. 0.5 to 0.9% wt. of the composition.
The hair care composition of the invention comprises a water-soluble, nonionic cellulose ether.
By "water-soluble" is meant any material that is sufficiently soluble in water to form a clear solution to the naked eye at a concentration of 1 .0% or more by weight of the material in water at 25°C, as described above.
Preferred water-soluble nonionic cellulose ethers are methylcellulose and hydroxypropyl methylcellulose. These materials are manufactured by heating cellulose fibres with caustic solution which in turn is treated with methyl chloride, yielding the methyl ether of cellulose. Methylcellulose is made using only methyl chloride. For hydroxypropyl methylcellulose, propylene oxide is used in addition to methyl chloride to obtain hydroxypropyl substitution on the anhydroglucose units. This substituent group, --OCH2CH(OH)-CH3, contains a secondary hydroxyl on the number two carbon. The amount of substituent groups on the anhydroglucose units influences the solubility properties of the cellulose ether. Accordingly, suitable methylcelluloses and hydroxypropyl methylcelluloses for use in the hair care composition of the invention have a sufficient degree of methoxyl or methoxyl/hydroxypropyl substitution to cause them to be water-soluble as defined above. Methyl cellulose and hydroxypropyl methylcellulose are commercially available in a number of viscosity grades from Dow Chemical as their METHOCEL trademark series. Hydroxypropyl methylcellulose is most preferred, and is available from Dow Chemical as their METHOCEL E, F, J, K and 40-Series products. Generally the viscosity of the water-soluble, nonionic cellulose ether ranges from 100 to 100,000, preferably from 4,000 to 75,000 mPas for a 2% aqueous solution at 20° C, measured by Ubbelohde tube viscometer.
Examples of preferred commercially available materials are METHOCEL 40-100, METHOCEL 40-101 and METHOCEL 40-202 from Dow Chemical.
Mixtures of any of the above water-soluble nonionic cellulose ethers may also be suitable. Water-soluble nonionic cellulose ether will generally be present in compositions of the invention at levels of from 0.01 to 2.0%, preferably from 0.1 to 0.5%, more preferably from 0.1 to 0.3%, by total weight of cellulose ether based on the total weight of the composition. Preferably, the composition comprises from 0 up to 0.27% wt. cationic deposition polymer. Preferred cationic deposition polymers include cationic cellulose derivatives, cationic starch derivatives, and cationic guar gum derivatives. More preferably, the composition comprises from 0.001 to 0.25% wt cationic deposition polymer. Cationic deposition polymers suitable for use in compositions of the invention include monomers of the formula:
A-O-[R-N+(R1)(R2)(R3)X"], wherein: A is an anhydroglucose residual group, such as a starch or cellulose anhydroglucose residual. R is an alkylene, oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or combination thereof. R1, R2 and R3 independently represent alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing up to about 18 carbon atoms. The total number of carbon atoms for each cationic moiety (i.e., the sum of carbon atoms in R1, R2 and R3) is preferably about 20 or less, and X is an anionic counterion.
The composition may be any hair care composition for example a shampoo, conditioner, styling composition, mask and whether it be a leave on treatment or a rinse off treatment. Preferably, the composition is a shampoo composition.
Preferably, the composition is a pourable shampoo composition with a viscosity between 4000cps and 7000cps using a Brookfield viscometer using spindle RV5 at 30°C.
Shampoo compositions comprise from 5 to 50% wt. cleansing surfactant where the cleansing surfactant is selected from anionic and amphoteric surfactants. Preferably, the cleansing surfactant comprises a mixture of anionic and
amphoteric surfactants. Preferred anionic surfactants include the alkali-metal alkyl ether sulphates such as SLES where the average EO number is from 1 to 3, preferably 1 . Preferred amphoteric surfactants include cocamidopropyl betaine and CMEA. EXAMPLE 1
Compositions comprising varying levels of carbomer and in the presence and absence of methylcellulose were tested for their stability in the presence of 2% ZPTO.
Figure imgf000006_0001
* Methocel 40-202
** Carbopol 980
The test results show that whereas the compositions suspended with carbomer were unstable those suspended with a mixture of carbomer and methylcellulose were stable. EXAMPLE 2
1 . Five glass containers (diameter 4cm, height 5.5cm) are filled with about 80gm shampoo respectively, to monitor phase separation/cracking, color. They are separately placed at 4°C, 25°C, 37°C, 45°C and 50°C (Torture test).
2. In parallel, the other five glass containers were fully filled respectively, to monitor pH and Viscosity (measured at 30°C), and functional active (e.g. ZPTO)/claim and microbiology. They are separately placed at 4°C, 25°C, 37°C, 45°C and 50°C(Torture test), too. At Fresh(± 2days), 1wks(for torture test only), 4wks, 8wks and 12wks, all the glass containers would be taken out to be assessed as mentioned in item 1 and 2.
a. pH and viscosity should be within product specification limits after 12wks at 25°C and 45°C.
b. Functional ingredient (e.g. ZPTO) should be within functional range after 12wks at 25°C and 45°C.
c. Phase separation, transparent liquid from top level should be within 0.3cm, and over 0.3cm will not be acceptable after 12wks at 25°C, 37°C and 45°C. For torture test, it should be within 0.3cm after 1 wk at 50°C.
d. Cracking in shampoo texture (AD shampoo) should be less than 50% after 12wks at 25°C, 37°C and 45°C.
e. The color change perceived significantly is not acceptable after
12wks.

Claims

1 . Hair care composition comprising from 1 .2 to 3% wt. particulate anti- dandruff active characterized by a polymer selected from acrylic acid based polymers and acrylate/C10-30 alkyl acrylate copolymers, and a water- soluble, nonionic cellulose.
2. Composition according to claim 1 wherein the particulate anti-dandruff active is a pyrithione salt.
3. Composition according to claim 2 wherein the pyrithione salt is a zinc salt.
4. Composition according to any preceding claim wherein the particulate anti- dandruff active comprises from 1 .7 to 2.3% wt. of the composition.
5. Composition according to any of claims 1 to 3 wherein the pyrithione salt comprises from 1 .9 to 2.1 % wt. of the composition.
6. Composition according to any preceding claim wherein the methyl cellulose is a hydroxypropyl methyl cellulose or a methyl cellulose.
7. Composition according to any preceding claim wherein the polymer
comprises from 0.01 to 5% wt. of the composition.
8. Composition according to any preceding claim wherein the polymer
comprises from 0.05 to 1 % wt. of the composition.
9. Composition according to any preceding claim wherein the polymer
comprises from 0.5 to 0.9% wt. of the composition.
PCT/EP2011/054521 2010-04-21 2011-03-24 Composition Ceased WO2011131452A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN2010071966 2010-04-21
CNPCT/CN2010/071966 2010-04-21

Publications (2)

Publication Number Publication Date
WO2011131452A2 true WO2011131452A2 (en) 2011-10-27
WO2011131452A3 WO2011131452A3 (en) 2012-05-03

Family

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Family Applications (1)

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PCT/EP2011/054521 Ceased WO2011131452A2 (en) 2010-04-21 2011-03-24 Composition

Country Status (1)

Country Link
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012150260A1 (en) * 2011-05-04 2012-11-08 Unilever Plc Hair care composition comprising hydrophobically-modified anionic polymer and a methylcellulose
WO2018046206A1 (en) * 2016-09-07 2018-03-15 Unilever Plc Antimicrobial personal cleansing compositions

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4557928A (en) * 1982-07-06 1985-12-10 Amway Corporation Anti-dandruff cream rinse conditioner
US4686254A (en) * 1985-08-05 1987-08-11 The B. F. Goodrich Company Suspension composition for aqueous surfactant systems
US5151209A (en) * 1987-11-19 1992-09-29 The Procter & Gamble Company Shampoo compositions
DE102008001770A1 (en) * 2008-05-13 2009-11-19 Beiersdorf Ag Cosmetic preparations for dandruff

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012150260A1 (en) * 2011-05-04 2012-11-08 Unilever Plc Hair care composition comprising hydrophobically-modified anionic polymer and a methylcellulose
EA026698B1 (en) * 2011-05-04 2017-05-31 Унилевер Н.В. Hair care composition comprising hydrophobically-modified anionic polymer and a methylcellulose
WO2018046206A1 (en) * 2016-09-07 2018-03-15 Unilever Plc Antimicrobial personal cleansing compositions
CN109689014A (en) * 2016-09-07 2019-04-26 荷兰联合利华有限公司 Antimicrobial personal cleaning compositions
US20190192407A1 (en) * 2016-09-07 2019-06-27 Conopco, Inc., D/B/A Unilever Antimicrobial personal cleansing compositions
JP2019526585A (en) * 2016-09-07 2019-09-19 ユニリーバー・ナームローゼ・ベンノートシヤープ Antibacterial personal cleansing composition

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