WO2010121876A1 - Composition - Google Patents

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Publication number
WO2010121876A1
WO2010121876A1 PCT/EP2010/053776 EP2010053776W WO2010121876A1 WO 2010121876 A1 WO2010121876 A1 WO 2010121876A1 EP 2010053776 W EP2010053776 W EP 2010053776W WO 2010121876 A1 WO2010121876 A1 WO 2010121876A1
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WO
WIPO (PCT)
Prior art keywords
copolymer
hair care
care composition
composition according
suspending agent
Prior art date
Application number
PCT/EP2010/053776
Other languages
French (fr)
Other versions
WO2010121876A9 (en
Inventor
Niamh O'neill
Neil Scott Shaw
Original Assignee
Unilever Plc
Unilever N.V.
Hindustan Unilever Limited
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 Unilever Plc, Unilever N.V., Hindustan Unilever Limited filed Critical Unilever Plc
Publication of WO2010121876A1 publication Critical patent/WO2010121876A1/en
Publication of WO2010121876A9 publication Critical patent/WO2010121876A9/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • 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
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/26Aluminium; Compounds thereof
    • 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
    • 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
    • A61K8/817Compositions 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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182Copolymers of vinyl-pyrrolidones. 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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners

Definitions

  • the present invention relates to hair care compositions with improved aesthetics and functionality.
  • EP-A-1 661 975 discloses a liquid cleansing composition comprising at least one anionic surfactant, at least one electrolyte, at least one crosslinked copolymer of methacrylic acid and C1-C4 alkyl acrylate, wherein the total amount of surfactant by weight of active material being greater than 5% wt, with a disclaimer to a specific formulation.
  • WO 01/76552 discloses formulations comprising acrylate copolymers and pearlescers.
  • the present invention provides a hair care composition
  • a hair care composition comprising HASE suspending agent or an ASE suspending agent, a particulate opacifier, characterized by PEG cocopolyamine or a cationic copolymer which is a copolymer of an aromatic heterocyclic and a vinyl pyrrolidone, and poly(diallyldimethylammonium chloride).
  • An ASE suspending agent is an alkyli-swellable emulsion and a HASE is a hydrophobically modified alkali-swellable emulsion.
  • the compositions according to the invention provide suitably attractive compositions which are also able to deliver conditioning benefits.
  • the hair care composition comprises less than 5% wt. silicone, more preferably less than 2% wt. silicone. Most preferably, the composition comprises no silicone.
  • the HASE suspending agent is a crosslinked copolymer of methacrylic acid and C1-C4 alkyl acrylate.
  • the HASE suspending agent is a crosslinked copolymer of methacrylic acid and of a C1 -C4 alkyl acrylate.
  • the methacrylic acid is present in the copolymer at from 20 to 80% wt. of the copolymer, preferably from 25 to 70% wt. and most preferably from 35 to 65% wt. of the copolymer.
  • the alkyl acrylate is present in the copolymer at from 25 to 70% wt. and most preferably from 35 to 65% wt. of the copolymer.
  • the alkyl acrylate is selected from methyl acrylate, ethyl acrylate, butyl acrylate or mixtures thereof.
  • the copolymer is partially or completely crosslinked with at least one standard ethylenically polyunsaturated crosslinker.
  • the hydrophobic modification of the HASE suspending agent takes the form of C10-C30 alkyl moieties covalently bound to the acrylic polymer backbone. More preferably these hydrophobic moieties are separated from the acrylic polymer backbone by a polyethylene oxide linker. Most preferably the hydrophobic modification takes the form of beheneth-25 groups.
  • the HASE suspending agent is present at from 0.1 % to 1.5% by weight of the composition.
  • Suitable HASE suspending agents include Carobopol Aqua SF1® commercially available from Lubrizol.
  • the ASE suspending agent is a crosslinked copolymer of methacrylic acid and C1-C4 alkyl acrylate.
  • the methacrylic acid is present in the copolymer at from 20 to 80% wt. of the copolymer, preferably from 25 to 70% wt. and most preferably from 35 to 65% wt. of the copolymer.
  • the alkyl acrylate is present in the copolymer at from 25 to 70% wt. and most preferably from 35 to 65% wt. of the copolymer.
  • the alkyl acrylate is selected from methyl acrylate, ethyl acrylate, butyl acrylate or mixtures thereof.
  • the copolymer is partially or completely crosslinked with at least one standard ethylenically polyunsaturated crosslinker.
  • the ASE suspending agent is present at from 0.1 % to 1.5% by weight of the composition.
  • Suitable ASE suspending agents include Aculyn 38® commercially available from Rohm and Haas. - A -
  • the cationic copolymer is a copolymer of an aromatic heterocyclic and a vinyl pyrrolidone, and poly(diallyldimethylammonium chloride).
  • the cationic copolymer has a charge density of from 4.5 to 7 meq/g measured at 5.5 pH.
  • the cationic copolymer has a molecular weight of from 80 to 500 kDa, more preferably from 100 to 200 kDa.
  • the aromatic heterocyclic is vinyl imidazole.
  • the cationic copolymer is Polyquaternium-87 commercially available from BASF as Luviquat Sensation®.
  • the cationic copolymer is present in the composition at from 0.01 % to 1 % by weight of the composition.
  • the PEG cocopolyamine is PEG-15 cocopolyamine.
  • PEG-15 cocopolyamine is commercially available from Cognis as Dehyquart H81®.
  • the PEG copolyamine is present at from 0.01 % to 1 % by weight of the composition.
  • the opacifier is present at from 0.01 % to 1 % by weight of the composition.
  • the particulate opacifier is mica.
  • the hair care composition is a shampoo.
  • the shampoo comprises from 5 to 70% wt. cleansing surfactant.
  • the composition comprises from 5 to 65% wt. anionic surfactant.
  • composition according to the invention may comprise any of a number of ingredients which are commonly found in hair care compositions.
  • cleansing surfactants for example, cleansing surfactants, conditioning surfactants, cationic deposition polymers, styling agents, colouring agents, etc.
  • the following example shows how certain ingredients can provide improved conditioning benefit (shown through hair smoothness) despite the absence of silicone and in the presence of a HAS or ASE suspending agent.
  • Rank Sum is the total of the 12 rank values given to the treatment.
  • Mean Rank is the average rank value given to the treatment.
  • Polyquaternium 87 is ranked significantly smoother than Softcat xr400s, Basewashed hair, Polymer LK and Current Shine prototype.
  • Dehyquart H81 is ranked significantly smoother than Polymer LK and Current Shine prototype.
  • Polyquaternium 87 and Dehyquart H81 provide improved conditioning efficacy in the presence of an ASE or HASE suspending agent and in the absence of silicone.
  • the following is a shampoo formulation.

Landscapes

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

Abstract

Hair care composition comprising HASE suspending agent or an ASE suspending agent, a particulate opacifier, characterized by PEG cocopolyamine or a cationic copolymer which is a copolymer of an aromatic heterocyclic and a vinyl pyrrolidone, and poly(diallyldimethylammonium chloride).

Description

COMPOSITION
The present invention relates to hair care compositions with improved aesthetics and functionality.
EP-A-1 661 975 (L'Oreal) discloses a liquid cleansing composition comprising at least one anionic surfactant, at least one electrolyte, at least one crosslinked copolymer of methacrylic acid and C1-C4 alkyl acrylate, wherein the total amount of surfactant by weight of active material being greater than 5% wt, with a disclaimer to a specific formulation.
WO 01/76552 (Noveon) discloses formulations comprising acrylate copolymers and pearlescers.
Despite the prior art there remains the need for a hair care composition with improved aesthetics in combination with good conditioning efficacy. Alkali- swellable emulsion polymers such as Carbopol Aqua SF1 from Lubhzol are known to reduce deposition of conditioning actives during use. Accordingly, this makes them unsuitable as suspending agents in compositions designed for conditioning benefits.
Accordingly, the present invention provides a hair care composition comprising HASE suspending agent or an ASE suspending agent, a particulate opacifier, characterized by PEG cocopolyamine or a cationic copolymer which is a copolymer of an aromatic heterocyclic and a vinyl pyrrolidone, and poly(diallyldimethylammonium chloride).
An ASE suspending agent is an alkyli-swellable emulsion and a HASE is a hydrophobically modified alkali-swellable emulsion. Surprisingly, the compositions according to the invention provide suitably attractive compositions which are also able to deliver conditioning benefits.
Preferably, the hair care composition comprises less than 5% wt. silicone, more preferably less than 2% wt. silicone. Most preferably, the composition comprises no silicone.
Preferably, the HASE suspending agent is a crosslinked copolymer of methacrylic acid and C1-C4 alkyl acrylate.
Preferably, the HASE suspending agent is a crosslinked copolymer of methacrylic acid and of a C1 -C4 alkyl acrylate.
Preferably, the methacrylic acid is present in the copolymer at from 20 to 80% wt. of the copolymer, preferably from 25 to 70% wt. and most preferably from 35 to 65% wt. of the copolymer.
Preferably, the alkyl acrylate is present in the copolymer at from 25 to 70% wt. and most preferably from 35 to 65% wt. of the copolymer.
Preferably, the alkyl acrylate is selected from methyl acrylate, ethyl acrylate, butyl acrylate or mixtures thereof.
Preferably, the copolymer is partially or completely crosslinked with at least one standard ethylenically polyunsaturated crosslinker.
Preferably the hydrophobic modification of the HASE suspending agent takes the form of C10-C30 alkyl moieties covalently bound to the acrylic polymer backbone. More preferably these hydrophobic moieties are separated from the acrylic polymer backbone by a polyethylene oxide linker. Most preferably the hydrophobic modification takes the form of beheneth-25 groups.
Preferably, the HASE suspending agent is present at from 0.1 % to 1.5% by weight of the composition.
Suitable HASE suspending agents include Carobopol Aqua SF1® commercially available from Lubrizol.
Preferably, the ASE suspending agent is a crosslinked copolymer of methacrylic acid and C1-C4 alkyl acrylate.
Preferably, the methacrylic acid is present in the copolymer at from 20 to 80% wt. of the copolymer, preferably from 25 to 70% wt. and most preferably from 35 to 65% wt. of the copolymer.
Preferably, the alkyl acrylate is present in the copolymer at from 25 to 70% wt. and most preferably from 35 to 65% wt. of the copolymer.
Preferably, the alkyl acrylate is selected from methyl acrylate, ethyl acrylate, butyl acrylate or mixtures thereof.
Preferably, the copolymer is partially or completely crosslinked with at least one standard ethylenically polyunsaturated crosslinker.
Preferably, the ASE suspending agent is present at from 0.1 % to 1.5% by weight of the composition.
Suitable ASE suspending agents include Aculyn 38® commercially available from Rohm and Haas. - A -
The cationic copolymer is a copolymer of an aromatic heterocyclic and a vinyl pyrrolidone, and poly(diallyldimethylammonium chloride).
Preferably, the cationic copolymer has a charge density of from 4.5 to 7 meq/g measured at 5.5 pH.
Preferably, the cationic copolymer has a molecular weight of from 80 to 500 kDa, more preferably from 100 to 200 kDa.
Preferably, the aromatic heterocyclic is vinyl imidazole.
Most preferably, the cationic copolymer is Polyquaternium-87 commercially available from BASF as Luviquat Sensation®.
The cationic copolymer is present in the composition at from 0.01 % to 1 % by weight of the composition.
Preferably, the PEG cocopolyamine is PEG-15 cocopolyamine. PEG-15 cocopolyamine is commercially available from Cognis as Dehyquart H81®.
Preferably, the PEG copolyamine is present at from 0.01 % to 1 % by weight of the composition.
Preferably, the opacifier is present at from 0.01 % to 1 % by weight of the composition.
Preferably, the particulate opacifier is mica. Preferably, the hair care composition is a shampoo. Preferably, the shampoo comprises from 5 to 70% wt. cleansing surfactant.
Preferably, the composition comprises from 5 to 65% wt. anionic surfactant.
The composition according to the invention may comprise any of a number of ingredients which are commonly found in hair care compositions. For example, cleansing surfactants, conditioning surfactants, cationic deposition polymers, styling agents, colouring agents, etc.
Embodiments of the invention will now be described with reference to the following non-limiting examples.
EXAMPLE 1
The following example shows how certain ingredients can provide improved conditioning benefit (shown through hair smoothness) despite the absence of silicone and in the presence of a HAS or ASE suspending agent.
Figure imgf000006_0001
Rank Sum is the total of the 12 rank values given to the treatment. Mean Rank is the average rank value given to the treatment. Polyquaternium 87 is ranked significantly smoother than Softcat xr400s, Basewashed hair, Polymer LK and Current Shine prototype.
And Dehyquart H81 is ranked significantly smoother than Polymer LK and Current Shine prototype.
Accordingly, the data shows that Polyquaternium 87 and Dehyquart H81 provide improved conditioning efficacy in the presence of an ASE or HASE suspending agent and in the absence of silicone.
EXAMPLE 2
The following is a shampoo formulation.
Figure imgf000007_0001
EXAMPLE 3
In a main batch add the water and the SF1 and mix together. Then add the SLES (25% aq). Adjust pH to 6.5 using NaOH. Add the cocamidopropylbetaine and mix until homogenous. Separately, heat up sufficient water and add the PQ 87 and mix. Pour this into the main batch and use 5g water to wash out the beaker. Then add the mica, fragrance and preservatives. Then thicken with salt. The pH is then adjusted to 5.5 (this is important for stability reasons - the final formulation needs to be between 5.2-5.5).

Claims

1. Hair care composition comprising HASE suspending agent or an ASE suspending agent, a particulate opacifier, characterized by PEG cocopolyamine or a cationic copolymer which is a copolymer of an aromatic heterocyclic and a vinyl pyrrolidone, and poly(diallyldimethylammonium chloride).
2. Hair care composition according to claim 1 comprising less than 5% wt. silicone.
3. Hair care composition according to claim 1 comprising less than 2% wt. silicone.
4. Hair care composition according to any preceding claim wherein the HASE suspending agent is a crosslinked copolymer of methacrylic acid and C1 - C4 alkyl acrylate with pendent hydrophobic groups comprising C10-C30 alkyl moieties.
5. Hair care composition according to any of claims 1 -3 wherein the ASE suspending agent is a crosslinked copolymer of methacrylic acid and C1 - C4 alkyl acrylate.
6. Hair care composition according to any preceding claim wherein the PEG coco polyamine is PEG-15 coco polyamine.
7. Hair care composition according to any preceding claim which is a shampoo.
8. Hair care composition according to any preceding claim wherein the particulate appearance modifier is mica.
9. Hair care composition according to any preceding claim wherein the HASE suspending agent is a crosslinked copolymer of methacrylic acid and of a
C1 -C4 alkyl acrylate.
10. Hair care composition according to claim 7 wherein the methacrylic acid is present in the copolymer at from 20 to 80% wt. of the copolymer, preferably from 25 to 70% wt. and most preferably from 35 to 65% wt. of the copolymer.
11. Hair care composition according to claim 7 wherein the alkyl acrylate is present in the copolymer at from 25 to 70% wt. and most preferably from 35 to 65% wt. of the copolymer.
12. Hair care composition according to any of claims 7-9 wherein the alkyl acrylate is selected from methyl acrylate, ethyl acrylate, butyl acrylate or mixtures thereof.
13. Hair care composition according to any of claims 7-10 wherein the copolymer is partially or completely crosslinked with at least one standard ethylenically polyunsaturated crosslinker.
14. Hair care composition according to any preceding claim wherein the composition comprises from 5 to 65% wt. anionic surfactant.
PCT/EP2010/053776 2009-04-22 2010-03-23 Composition WO2010121876A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP09158534.9 2009-04-22
EP09158534 2009-04-22

Publications (2)

Publication Number Publication Date
WO2010121876A1 true WO2010121876A1 (en) 2010-10-28
WO2010121876A9 WO2010121876A9 (en) 2011-02-17

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2977796A1 (en) * 2011-07-12 2013-01-18 Oreal Composition, useful for treating keratin materials, preferably human keratin fibers such as hair, comprises oxyalkylenated polyamines, anionic associative thickener polymer and polyols
DE102012222956A1 (en) * 2012-12-12 2014-06-12 Beiersdorf Ag Cosmetic preparations with yield point
WO2017042004A1 (en) * 2015-09-10 2017-03-16 Unilever Plc Personal cleansing composition
US10039939B2 (en) 2014-10-01 2018-08-07 L'oreal Sulfate-free cleansing composition with thickener
WO2020052912A1 (en) 2018-09-10 2020-03-19 Beiersdorf Ag Opacifiers based on natural-based components
JP2022181210A (en) * 2016-06-21 2022-12-07 ジョンソン アンド ジョンソン コンシューマー インコーポレイテッド Personal care compositions containing complexing polyelectrolytes

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1043016A1 (en) * 1999-03-30 2000-10-11 Sodic Sa A plant extract based on glycerides, a method for the preparation of this extract and a cosmetic composition containing the same
WO2001076552A2 (en) 2000-04-11 2001-10-18 Noveon Ip Holdings Corp. Stable aqueous surfactant compositions
WO2005070388A1 (en) * 2004-01-23 2005-08-04 Unilever Plc Mild, viscous cleansing composition with versatile compatibility and enhanced conditioning
EP1661975A1 (en) 2004-11-26 2006-05-31 L'oreal Liquid cleaning composition comprising anionic surfactant and its use for hair cleaning

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1043016A1 (en) * 1999-03-30 2000-10-11 Sodic Sa A plant extract based on glycerides, a method for the preparation of this extract and a cosmetic composition containing the same
WO2001076552A2 (en) 2000-04-11 2001-10-18 Noveon Ip Holdings Corp. Stable aqueous surfactant compositions
WO2005070388A1 (en) * 2004-01-23 2005-08-04 Unilever Plc Mild, viscous cleansing composition with versatile compatibility and enhanced conditioning
EP1661975A1 (en) 2004-11-26 2006-05-31 L'oreal Liquid cleaning composition comprising anionic surfactant and its use for hair cleaning

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
ANONYMOUS: "Carbopol Aqua SF-1 Polymer Pearlized Mild Body Wash Formulation", INTERNET CITATION, 17 September 2006 (2006-09-17), pages 1 - 3, XP002553418, Retrieved from the Internet <URL:http://web.archive.org/web/20060917061450/http://www.zeal.com.cn/tech /11/ZL-K00001.pdf> [retrieved on 20091102] *

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2977796A1 (en) * 2011-07-12 2013-01-18 Oreal Composition, useful for treating keratin materials, preferably human keratin fibers such as hair, comprises oxyalkylenated polyamines, anionic associative thickener polymer and polyols
DE102012222956A1 (en) * 2012-12-12 2014-06-12 Beiersdorf Ag Cosmetic preparations with yield point
US10603269B2 (en) 2012-12-12 2020-03-31 Beiersdorf Ag Cosmetic preparations with a flow point
US10039939B2 (en) 2014-10-01 2018-08-07 L'oreal Sulfate-free cleansing composition with thickener
WO2017042004A1 (en) * 2015-09-10 2017-03-16 Unilever Plc Personal cleansing composition
CN108024936A (en) * 2015-09-10 2018-05-11 荷兰联合利华有限公司 Personal cleaning compositions
CN108024936B (en) * 2015-09-10 2021-09-14 联合利华知识产权控股有限公司 Personal cleansing compositions
JP2022181210A (en) * 2016-06-21 2022-12-07 ジョンソン アンド ジョンソン コンシューマー インコーポレイテッド Personal care compositions containing complexing polyelectrolytes
JP7460688B2 (en) 2016-06-21 2024-04-02 ジョンソン アンド ジョンソン コンシューマー インコーポレイテッド Personal care compositions containing complexed polyelectrolytes
WO2020052912A1 (en) 2018-09-10 2020-03-19 Beiersdorf Ag Opacifiers based on natural-based components

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