Compositions for caring for keratin materials and masks containing same

By using a combination of specific compositions and film coatings, the unpleasant odor and stability problems after heat sterilization are solved, and efficient skin care effects are achieved.

CN120152689APending Publication Date: 2025-06-13LOREAL SA
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Patent Information

Application Number
CN202280101558.1
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2022-11-08
Publication Date
2025-06-13

AI Technical Summary

Technical Problem

The existing skin-care compositions are prone to produce unpleasant odors after heat sterilization, and have poor stability, which affects the skin's care effect.

Method used

A composition containing polyacrylate, 2-acrylamide-2-methylpropanesulfonic acid monomer, polyoxybutylene polyoxypropylene glycerol and C2-C4 polyol is used, and a water-insoluble film coating is used in the film to avoid the use of preservatives.

Benefits of technology

The composition is achieved without unpleasant odor after heat sterilization, and provides good skin care effects, ensuring the stability and safety of the coating.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

A composition for caring for keratin materials comprising: (i) at least one neutralized polyacrylic acid; (ii) at least one polymer comprising at least one 2-acrylamido-2-methylpropanesulfonic acid monomer; (iii) at least one polyoxybutylene polyoxyethylene polyoxypropylene glycerol; and (iv) at least one C2-C4 polyol, wherein the composition does not contain more than 1% of diols containing 5 or more carbon atoms and does not contain preservatives. A non-therapeutic method for caring for a keratin material comprising applying the composition to a keratin material.
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Description

Technical Field The present invention relates to a composition for caring for keratin materials and a mask containing the composition. The present invention also relates to a non-therapeutic method for caring for keratin materials. Background Art The skin is the protective barrier of the human body. It protects the interior of the body from physical damage (such as trauma) and biological damage (such as bacteria, viruses or fungi). The epidermis is a stratified pavimentousepithelium. Its average thickness ranges from 60 to 100 μm and can reach 600 to 700 μm on the soles of the feet and palms. It is mainly composed of keratinocytes, but other cells are also present and are located on the basement membrane that separates it from the dermis.

[0003] During menopause, the skin undergoes changes in all its parts, namely the dermis and the epidermis. The development of formulations dedicated to skin care is perpetual.

[0004] The ultimate goal of cosmetic formulations is always to provide consumers with highly efficient products with cosmetic properties such as hydration, moisturization, whitening, etc.

[0005] Among all the compositions for skin care, it is known that masks have high efficacy on the skin. Therefore, the market growth of mask cosmetic products has been seen.

[0006] Generally, masks are divided into three main categories: tissue masks, which are the dominant and most developed category; non-tissue-retaining masks, such as sleep masks for use at night; and non-tissue-rinse-off masks, such as mud masks for cleansing the skin.

[0007] Efforts have been made to formulate mask compositions for skin care that have a mild skin feel after application. In particular, the amount of preservatives has been reduced in order to obtain a mild beauty mask product.

[0008] For this purpose, sterilization procedures have been implemented during the preparation of such compositions. Mention may be made of conventionally available sterilization methods, such as heat sterilization.

[0009] However, many cosmetic compositions cannot tolerate heat sterilization. For example, compositions containing diols with 5 or more carbon atoms may bring stability and a good feel after sterilization, while there will be an unpleasant odor due to sterilization at a higher temperature.

[0010] Therefore, there is still a need to formulate a composition for skin care that is stable, provides a good feel for the skin, and has no unpleasant odor after heat sterilization. Summary of the Invention The inventors have now found that it is possible to formulate compositions for skin care that are stable, provide a good feel to the skin, and have no unpleasant odor after heat sterilization.

[0012] Thus, in a first aspect, the present invention provides a composition for caring for keratin materials, comprising: (i) at least one salt of polyacrylic acid; (ii) at least one polymer comprising at least one 2-acrylamido-2-methylpropanesulfonic acid monomer; (iii) at least one poly(oxybutylene)-poly(oxyethylene)-poly(oxypropylene) glycerol; and (iv) at least one C2-C4 polyol; wherein the composition does not contain more than 1% of a diol having 5 or more carbon atoms and does not contain a preservative.

[0013] The composition according to the invention is stable and provides a good feel without an unpleasant odor after heat sterilization.

[0014] In a second aspect, the present invention provides a mask for caring for keratin materials, comprising: A) a water-insoluble mask tissue, and B) the composition according to the invention impregnated into the mask tissue.

[0015] The composition or mask of the present invention can provide a hydrating effect to the skin.

[0016] In a third aspect, the present invention provides a non-therapeutic method for caring for keratin materials, which comprises applying the composition according to the invention to the keratin materials.

[0017] In a fourth aspect, the present invention provides a non-therapeutic method for caring for keratin materials, which comprises the following steps: (i) applying the mask according to the invention on the keratin materials; (ii) allowing the mask to remain on the keratin materials for a period of time; and (iii) removing the mask from the keratin materials.

[0018] Other advantages of the present invention will become more apparent when reading the following description and examples. Detailed Description of the Invention Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. When the definition of a term in this specification conflicts with the commonly understood meaning by one of ordinary skill in the art to which this invention belongs, the definition described herein shall apply.

[0020] Hereinafter and unless otherwise indicated, the upper and lower limits of a numerical range are included in the range, particularly in the expressions "between... and..." and "... to...".

[0021] In addition, the expression "at least one / kind" used in this specification is equivalent to the expression "one / kind or more".

[0022] Throughout this application, the term "comprising / including" shall be interpreted to cover all specifically mentioned features as well as optional, additional, unspecified features. As used herein, the use of the term "comprising / including" also discloses embodiments in which there are no features other than the specifically mentioned features (i.e., "consisting of").

[0023] Unless otherwise specified, all numerical values representing amounts of ingredients, etc. used in the specification and claims should be understood to be modified by the term "about". Accordingly, unless indicated to the contrary, the numerical values and parameters described herein are approximate values that can vary as desired according to the required purpose.

[0024] For the purposes of the present invention, the term "keratin material" is intended to cover human skin. Facial skin is most particularly contemplated according to the present invention.

[0025] Unless otherwise specified, all percentages in the present invention refer to weight percentages.

[0026] Salts of polyacrylic acid According to a first aspect, the composition of the present invention comprises at least one salt of polyacrylic acid.

[0027] Suitable salts of polyacrylic acid for use in the present invention include, but are not limited to, metal salts of polyacrylic acid.

[0028] The salt of polyacrylic acid can be partially or completely neutralized.

[0029] The acrylic monomers of the salt of polyacrylic acid according to the present invention can be neutralized to a ratio of 90% to 100%.

[0030] Examples thereof include sodium salts, potassium salts, lithium salts and ammonium salts of polyacrylic acid.

[0031] The most preferred salt of polyacrylic acid is sodium polyacrylate.

[0032] Sodium polyacrylate is a homopolymer of acrylic acid in a partially or fully neutralized form, and they are hydrophilic.

[0033] According to the present invention, the term "hydrophilic polymer" means a non-amphiphilic polymer that is soluble in water and dispersible in water.

[0034] In a preferred embodiment, the polyacrylate is sodium polyacrylate as designated by CAS number 9003-04-7. Sodium polyacrylate is sold, for example, by Sigma-Aldrich or is COSMEDIA SP sold by BASF Corporation.

[0035] Sodium polyacrylate sold under the name Cosmedia contains 90% solids and 10% water.

[0036] Advantageously, relative to the total weight of the composition according to the invention, the amount of the salt of polyacrylic acid present in the composition ranges from 0.01 wt.% to 5 wt.%, preferably from 0.1 wt.% to 2 wt.%, more preferably from 0.2 wt.% to 0.5 wt.%.

[0037] Advantageously, relative to the total weight of the composition according to the invention, the amount of the salt of polyacrylic acid present in the composition is greater than or equal to 0.1 wt.%, preferably greater than or equal to 0.3 wt.%.

[0038] Polymer According to a first aspect, the composition of the invention comprises at least one polymer (or polymers) comprising at least one monomer which is acrylamido-2-methylpropanesulfonic acid ).

[0039] In particular, the polymers according to the invention are crosslinked or non-crosslinked homopolymers or copolymers comprising at least acrylamido-2-methylpropanesulfonic acid in a form partially or fully neutralized with an inorganic base other than ammonia (such as sodium hydroxide or potassium hydroxide).

[0040] They are preferably fully neutralized or substantially fully neutralized, i.e., neutralized by at least 90%.

[0041] These polymers according to the invention can be crosslinked or non-crosslinked.

[0042] When the polymer is crosslinked, the crosslinking agent may be selected from polyunsaturated compounds having ethylenic unsaturation which are generally used for crosslinking polymers obtained by free radical polymerization. Examples of crosslinking agents which may be mentioned include divinylbenzene, diallyl ether, dipropylene glycol diallyl ether, polyethylene glycol diallyl ether, triethylene glycol divinyl ether, hydroquinone diallyl ether, ethylene glycol di(meth)acrylate or tetraethylene glycol di(meth)acrylate, trimethylolpropane triacrylate, methylene bisacrylamide, methylene bismethacrylamide, triallylamine, triallyl cyanurate, diallyl maleate, tetraallylethylenediamine, tetraallyloxyethane, trimethylolpropane diallyl ether, allyl (meth)acrylate, allyl ethers of alcohols of the sugar series, or other allyl or vinyl ethers of polyfunctional alcohols, and also allyl esters of phosphoric derivatives and / or vinylphosphonic acid derivatives, or mixtures of these compounds.

[0043] According to one embodiment of the invention, the crosslinking agent is selected from methylene bisacrylamide, allyl methacrylate and trimethylolpropane triacrylate (TMPTA). The degree of crosslinking generally ranges from 0.01 mol% to 10 mol%, and more particularly from 0.2 mol% to 2 mol%, relative to the polymer.

[0044] In accordance with the invention the polymers are water-soluble or water-dispersible. In this case, they are: - either "homopolymers", which contain only monomers, and one or more crosslinking agents such as those defined above (if they are crosslinked); - or copolymers, which are obtained from and one or more hydrophilic or hydrophobic ethylenically unsaturated monomers, and one or more crosslinking agents such as those defined above (if they are crosslinked). When the copolymers contain hydrophobic ethylenically unsaturated monomers, these monomers do not contain aliphatic chains and are preferably present in small amounts.

[0045] For the purposes of the present invention, the term "aliphatic chain" means any hydrocarbon-based chain containing at least 7 carbon atoms.

[0046] The term "water-soluble or water-dispersible" means a polymer such that, when introduced into an aqueous phase at 25 °C at a mass concentration equal to 1%, it makes it possible to obtain a macroscopically homogeneous and transparent solution, i.e. a solution having a maximum light transmittance value of at least 60% and preferably at least 70% through a 1 cm thick sample at a wavelength equal to 500 nm.

[0047] The "homopolymers" according to the invention are preferably crosslinked and neutralized, and they can be obtained according to a preparation method comprising the following steps: (a) Free forms such as monomers such as are dispersed or dissolved in a tert-butanol solution or a solution of water and tert-butanol; (b) neutralizing the monomer solution or monomer dispersion obtained in (a) with one or more inorganic or organic bases (preferably ammonia NH 3 ) in an amount such that a degree of neutralization of the sulfonic acid functional groups of the polymer in the range of 90% to 100% is obtained; (c) adding a crosslinking monomer to the solution or dispersion obtained in (b); (d) carrying out standard free radical polymerization at a temperature in the range of 10 to 150 °C in the presence of a free radical initiator; the polymer precipitates in a tert-butanol-based solution or dispersion.

[0048] According to the present invention the homopolymer is preferably an optionally crosslinked and / or neutralized 2-acrylamido-2-methylpropanesulfonic acid homopolymer, such as poly(2-acrylamido-2-methylpropanesulfonic acid) (CTFA name: ammonium polyacryloyldimethyltaurate) sold by Clariant under the name Hostacerin .

[0049] The water-soluble or water-dispersible AMPS copolymer according to the present invention preferably contains water-soluble ethylenically unsaturated monomers, hydrophobic monomers or mixtures thereof.

[0050] The water-soluble comonomers can be ionic or non-ionic.

[0051] Among the ionic water-soluble comonomers, examples that may be mentioned include the following compounds and their salts: -(meth)acrylic acid, -styrenesulfonic acid, -vinylsulfonic acid and (meth)allylsulfonic acid, -vinylphosphonic acid, -maleic acid, -itaconic acid, -crotonic acid, -water-soluble vinyl monomers of the following formula (A): wherein: -R 1 is selected from H, -CH 3 , -C 2 H 5 and -C 3 H 7 -X 1 is selected from: --alkyl ethers of the OR 2 type, where R 2is a straight-chain or branched-chain, saturated or unsaturated hydrocarbon-based group having 1 to 6 carbon atoms, which is substituted by at least one sulfonate group (-SO 3 - ), and / or sulfate group (-SO 4 - ), and / or phosphate group (-PO 4 H 2 - ).

[0052] Among nonionic water-soluble comonomers, examples that may be mentioned include: -(meth)acrylamide, -N-vinylacetamide and N-methyl-N-vinylacetamide, -N-vinylformamide and N-methyl-N-vinylformamide, -maleic anhydride, -vinylamine, -N-vinyl lactam, which contains a cycloalkyl group having 4 to 9 carbon atoms, such as N-vinylpyrrolidone, N-butyrolactam and N-vinylcaprolactam, -vinyl alcohol of the formula CH 2 =CHOH, - water-soluble vinyl monomers of the following formula (B): Wherein: -R 15 is selected from H, -CH 3 , -C 2 H 5 and -C 3 H 7 -X 2 is selected from: --alkyl ethers of the OR 16 type, wherein R 16 is a straight-chain or branched-chain, saturated or unsaturated hydrocarbon-based group having 1 to 6 carbon atoms, which is optionally substituted by a halogen atom (iodine, bromine, chlorine or fluorine); a hydroxyl group (-OH); an ether.

[0053] Mention is made, for example, of glycidyl (meth)acrylate, 2-hydroxyethyl methacrylate, and (meth)acrylates of ethylene glycol, diethylene glycol or polyalkylene glycols.

[0054] Among hydrophobic comonomers without a fatty chain, examples that may be mentioned include: -styrene and its derivatives, such as 4-butylstyrene, α-methylstyrene and vinyltoluene, -of the formula CH 2 =CH-OCOCH 3vinyl acetate; - a vinyl ether of the formula CH 2 =CHOR, where R is a straight-chain or branched, saturated or unsaturated hydrocarbon-based group containing 1 to 6 carbon atoms; - acrylonitrile, - epsilon-caprolactone, - vinyl chloride and vinylidene chloride, - silicone derivatives which, after polymerization, give silicone polymers, such as methacryloxypropyltris(trimethylsiloxy)silane and silicone methacrylamide, - hydrophobic vinyl monomers of the following formula (C): where: - R 23 is selected from H, -CH 3 、-C 2 H 5 and -C 3 H 7 - X 3 is selected from: -- an alkyl ether of the OR 24 type, where R 24 is a straight-chain or branched, saturated or unsaturated hydrocarbon-based group containing 1 to 6 carbon atoms.

[0055] Mention may be made, for example, of methyl methacrylate, ethyl methacrylate, n-butyl (meth)acrylate, tert-butyl (meth)acrylate, cyclohexyl acrylate and isobornyl acrylate, and 2-ethylhexyl acrylate.

[0056] The water-soluble or water-dispersible polymers according to the invention preferably have the following molar masses: in the range from 50,000 g / mol to 10,000,000 g / mol, preferably from 80,000 g / mol to 8,000,000 g / mol, and even more preferably from 100,000 g / mol to 7,000,000 g / mol.

[0057] Examples of water-soluble or water-dispersible AMPS homopolymers according to the invention include crosslinked or non-crosslinked polymers of sodium acrylamido-2-methylpropanesulfonate, such as the polymer used in the commercial product Simulgel TM 800 (CTFA name: sodium polyacryloyldimethyltaurate).

[0058] Examples of water-soluble or water-dispersible AMPS copolymers according to the invention include: - Acrylamide / sodium acrylamido-2-methylpropanesulfonate crosslinked copolymer, such as the copolymer used in the commercial product Sepigel 305 (CTFA name: Polyacrylamide / C 13 - C 14 Isoparaffin / Laureth-7), or the copolymer used in the commercial product sold by SEPPIC under the trade name Simulgel TM 600 (CTFA name: Acrylamide / Acryloyldimethyltaurate / Isocetane / Polysorbate-80); - Copolymer of AMPS with vinylpyrrolidone or vinylformamide, such as the copolymer used in the commercial product sold by Clariant under the name Aristoflex AVC (CTFA name: Ammonium Acryloyldimethyltaurate / VP Copolymer), but which is neutralized with sodium hydroxide or potassium hydroxide; - Copolymer of AMPS with sodium acrylate, such as AMPS / sodium acrylate copolymer, such as the copolymer used in the commercial product sold by SEPPIC under the name Simulgel TM EG (CTFA name: Acrylamide / Acryloyldimethyltaurate / Isocetane / Polysorbate-80); - Copolymer of AMPS with hydroxyethyl acrylate, such as AMPS / hydroxyethyl acrylate copolymer, such as the copolymer used in the commercial product sold by SEPPIC under the name Simulgel TM NS (CTFA name: Hydroxyethyl Acrylate / Acryloyldimethyltaurate Copolymer (and) Squalane (and) Polysorbate-60).

[0059] The preferred polymers are more especially sodium acrylamido-2-methylpropanesulfonate homopolymers, such as the homopolymer used in the commercial product Sepigel TM 800; and / hydroxyethyl acrylate copolymer, such as the copolymer used in the commercial product sold under the name Simulgel NS.

[0060] According to a particularly preferred form of the present invention, the polymer or copolymer will be used in powder form.

[0061] The polymers derived from AMPS can further be those comprising: - 80 mol% to 99 mol% of 2-acrylamido-2-methylpropanesulfonic acid of the following formula (D) units: where X +is a proton, an alkali metal cation, an alkaline earth metal cation or an ammonium ion; and - from 1 mol% to 20 mol%, and preferably from 1 mol% to 15 mol% of units of the following formula (E): where n and p independently of one another represent the number of moles and range from 0 to 30 and preferably from 1 to 20, with the proviso that n + p is less than or equal to 30, preferably less than 25 and still more preferably less than 20; R 1 represents a hydrogen atom or a straight-chain or branched C 1 -C 6 alkyl (preferably methyl), and R 2 represents a straight-chain or branched alkyl containing m carbon atoms, where m ranges from 6 to 30 and preferably from 10 to 25.

[0062] These polymers according to the invention can be obtained according to standard free-radical polymerization methods in the presence of one or more initiators such as azobisisobutyronitrile (AIBN), azobis(dimethylvaleronitrile), 2,2-azobis[2-amidinopropane] hydrochloride (ABAH = 2,2-azobis[2-amidinopropane] hydrochloride); organic peroxides such as dilauroyl peroxide, benzoyl peroxide, tert-butyl hydroperoxide, etc., inorganic peroxide compounds such as potassium persulfate or ammonium persulfate, or H 2 o 2 (optionally in the presence of a reducing agent).

[0063] The polymer is obtained in particular by free-radical polymerization in a tert-butanol medium and precipitates from the tert-butanol medium. By using polymerization in tert-butanol, it is possible to obtain a size distribution of the polymer particles that is particularly advantageous for its use.

[0064] The polymerization reaction can be carried out at a temperature between 0 °C and 150 °C, preferably between 20 °C and 100 °C, at atmospheric pressure or under reduced pressure. The polymerization reaction can also be carried out under an inert atmosphere and preferably under nitrogen.

[0065] It is thus possible to use polymers prepared from 2-acrylamido-2-methylpropanesulfonic acid or its sodium or ammonium salts and esters of (meth)acrylic acid with: - a C 10 -C 18 alcohol ethylene-oxidized with 8 mol of ethylene oxide (Genapol C- from Clariant), - a C 11 oxo alcohol ethylene-oxidized with 8 mol of ethylene oxide (Genapol UD- from Clariant) ) - C ethylene-oxidized with 7 moles of ethylene oxide 11 oxo alcohol (Genapol UD- from Clariant) ) - C ethylene-oxidized with 7 moles of ethylene oxide 12 - C 14 alcohol (Genapol LA- from Clariant) ) - C ethylene-oxidized with 9 moles of ethylene oxide 12 - C 14 alcohol (Genapol LA- from Clariant) ) - C ethylene-oxidized with 11 moles of ethylene oxide 12 - C 14 alcohol (Genapol LA- from Clariant) ) - C ethylene-oxidized with 8 moles of ethylene oxide 16 - C 18 alcohol (Genapol T- from Clariant) ) - C ethylene-oxidized with 11 moles of ethylene oxide 16 - C 18 alcohol (Genapol T- from Clariant) ) - C ethylene-oxidized with 15 moles of ethylene oxide 16 - C 18 alcohol (Genapol T- from Clariant) ) - C ethylene-oxidized with 20 moles of ethylene oxide 16 - C 18 alcohol (Genapol T- from Clariant) ) - C ethylene-oxidized with 25 moles of ethylene oxide 16 - C 18 alcohol (Genapol T- from Clariant) ) - C ethylene-oxidized with 25 moles of ethylene oxide 18 - C 22 alcohol - iso-C ethylene-oxidized with 25 moles of ethylene oxide 16 - C18 Alcohol.

[0066] According to a preferred embodiment, the polymer is a copolymer with a C methacrylate ester containing 6 to 25 mol ethylene oxide groups, 16 -C 18 The C methacrylate ester 16 -C 18 is obtained from methacrylic acid or a methacrylate and C 16 -C 18 alcohol ethoxylated with 6 to 25 mol ethylene oxide.

[0067] The polymer can also be a copolymer with a C methacrylate ester containing 6 to 25 mol ethylene oxide groups, 12 -C 14 The C methacrylate ester 12 -C 14 is obtained from methacrylic acid or a methacrylate and C 12 -C 14 alcohol ethoxylated with 6 to 25 mol ethylene oxide.

[0068] As a preferred polymer of the type according to the invention, the following may be mentioned: - A non-crosslinked copolymer obtained from 92.65 mol% of and 7.35 mol% of a C methacrylate ester containing 8 ethylene oxide groups 16 -C 18 (Genapol T- ), - A non-crosslinked copolymer obtained from 91.5 mol% of and 8.5 mol% of a C methacrylate ester containing 7 ethylene oxide groups 12 -C 14 (Genapol LA- ), - A crosslinked copolymer obtained from 96.45 mol% of and 3.55 mol% of a C methacrylate ester containing 25 ethylene oxide groups 16 -C 18 (Genapol T- ), the crosslinking agent being trimethylolpropane triacrylate, - A crosslinked copolymer obtained from and a C methacrylate ester containing 25 ethylene oxide groups 22 alcohol ester; sold by Clariant under the name Aristoflex selling this polymer, - acrylamide / 2 - methyl - 2 - [(1 - oxo - 2 - propenyl)amino]-1 - propanesulfonic acid copolymer, such as Simulgel sold by SEPPIC which is in the form of an emulsion containing polysorbate 80 as surfactant and containing isocetane as the fatty phase; or Simulgel sold by the same company Simulgel and Simulgel

[0069] Simulgel is particularly described in the document FR 2 785 801. It is more specifically a reverse latex. The polyelectrolyte is 2 - methyl - 2 - [(1 - oxo - 2 - propenyl)amino]-1 - propanesulfonic acid which is partially or fully salified (especially in the form of sodium or ammonium salts), and its proportion in the mixture containing and acrylamide is 30 mol% to 50 mol%, and the proportion of acrylamide itself is 50% to 70%.

[0070] For the purposes of the present invention, the preferred polymer derived from is an optionally crosslinked and / or neutralized homopolymer of 2 - acrylamido - 2 - methylpropane - sulfonic acid, such as poly(2 - acrylamido - 2 - methylpropane - sulfonic acid) sold by Clariant under the name Hostacerin (CTFA name: ammonium acryloyldimethyltaurate).

[0071] Advantageously, relative to the total weight of the composition according to the present invention, the amount of the polymer containing at least one 2 - acrylamido - 2 - methylpropane - sulfonic acid monomer in this composition ranges from 0.01 wt.% to 5 wt.%, preferably from 0.1 wt.% to 3 wt.%, more preferably from 0.2 wt.% to 1 wt.%.

[0072] Advantageously, relative to the total weight of the composition according to the present invention, the amount of the polymer containing at least one 2 - acrylamido - 2 - methylpropane - sulfonic acid monomer in this composition is greater than or equal to 0.1 wt.%, preferably greater than or equal to 0.3 wt.%.

[0073] Polyoxyalkylene polyoxyethylene polyoxypropylene glycerol According to a first aspect, the composition of the present invention comprises at least one poly(oxybutylene - oxyethylene - oxypropylene) glycerol.

[0074] Poly(oxybutylene) poly(oxyethylene) poly(oxypropylene) glycerol can be represented by formula (I) shown below: Gly-{O(PO) s (EO) t -(BO) u H} 3 (I) where Gly represents the residue obtained by removing the hydroxyl groups from glycerol; PO represents an oxypropylene group; EO represents an oxyethylene group; s and t represent the average molar addition numbers of PO and EO, respectively, and have values in the range of 1 to 50; The weight ratio of PO to EO (PO / EO) ranges from 1 / 5 to 5 / 1; BO represents an oxyalkylene group having 4 carbon atoms; and u represents the average molar addition number of BO and ranges from 0.5 to 5.

[0075] Advantageously, in formula (I): s ranges from 2 to 15, preferably from 3 to 7; t ranges from 3 to 20, preferably from 6 to 10; u ranges from 1 to 5, preferably from 2 to 4.

[0076] Poly(oxybutylene) poly(oxyethylene) poly(oxypropylene) glycerol represented by formula (I) can be obtained by adding propylene oxide and ethylene oxide to glycerol at respective ratios of 3 to 150 molar equivalents relative to glycerol, and then adding an oxyalkylene having 4 carbon atoms at a ratio of 1.5 to 15 molar equivalents relative to glycerol.

[0077] In the case of adding the aforementioned oxyalkylene to glycerol, the addition reaction is carried out using an alkali catalyst, a phase transfer catalyst, a Lewis acid catalyst, etc. Generally, an alkali catalyst such as potassium hydroxide is preferably used.

[0078] Among poly(oxybutylene) poly(oxyethylene) poly(oxypropylene) glycerols represented by formula (I), those obtained by the following method are more preferred: adding 6 to 10 mol of ethylene oxide and 3 to 7 mol of propylene oxide to glycerol, and then adding 2 to 4 mol of butylene oxide.

[0079] Among poly(oxybutylene) poly(oxyethylene) poly(oxypropylene) glycerols represented by formula (I), PEG / PPG / polybutylene glycol - 8 / 5 / 3 glycerol is preferred, which is obtained by adding 8 mol of ethylene oxide and 5 mol of propylene oxide to glycerol, and then adding 3 mol of butylene oxide.

[0080] PEG / PPG / Polybutylene Glycol - 8 / 5 / 3 Glycerol is commercially available under the trade name WILBRIDE S - 753 from NOF Corporation.

[0081] Advantageously, based on the total weight of the composition according to the present invention, the amount of poly(oxybutylene) poly(oxyethylene) poly(oxypropylene) glycerol in the composition ranges from 0.01 wt.% to 15 wt.%, preferably from 0.5 wt.% to 5 wt.%, more preferably from 0.5 wt.% to 2 wt.%.

[0082] C2-C4 polyol According to a first aspect, the composition of the present invention comprises at least one C2 - C4 polyol.

[0083] As used herein, the term "polyol" refers to an alcohol having two or more hydroxyl groups.

[0084] The polyol can be a natural polyol or a synthetic polyol. The polyol can have a linear, branched or cyclic molecular structure.

[0085] The C2 - C4 polyol is selected from glycerol and its derivatives, and diols and their derivatives.

[0086] The polyol is selected from glycerol, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol and mixtures thereof.

[0087] In the present invention, the definition of polyol includes all possible isomers. For example, propylene glycol includes 1,3 - propanediol, 1,2 - propanediol and 1,1 - propanediol. Butylene glycol includes 1,4 - butanediol, 1,3 - butanediol, 1,2 - butanediol, etc.

[0088] Preferably, the C2 - C4 polyol is selected from propylene glycol, butylene glycol, glycerol and combinations thereof.

[0089] More preferably, the composition of the present invention comprises glycerol and propylene glycol.

[0090] Advantageously, based on the total weight of the composition according to the present invention, the amount of C2 - C4 polyol in the composition ranges from 0.01 wt.% to 20 wt.%, preferably from 5 wt.% to 15 wt.%.

[0091] According to the present invention, the composition of the present invention does not contain more than 1% of a diol having 5 or more carbon atoms.

[0092] As used herein, the term "diol" refers to an alcohol having two hydroxyl groups.

[0093] For example, a diol having 5 or more carbon atoms can be pentanediol, hexanediol or a mixture thereof.

[0094] In some embodiments, the compositions of the present invention do not contain diols having 5 or more carbon atoms.

[0095] Aqueous phase Preferably, the compositions of the present invention comprise an aqueous phase.

[0096] The aqueous phase contains water.

[0097] Advantageously, based on the total weight of the compositions of the present invention, the amount of water present in the compositions ranges from 60 wt.% to 90 wt.%, preferably from 70 wt.% to 88 wt.%.

[0098] Additional cosmetic active ingredients The compositions of the present invention may comprise additional cosmetic active ingredients.

[0099] As examples of cosmetic active ingredients, mention may be made of humectants such as protein hydrolysates; plant extracts; other vitamins such as vitamin A (retinol), vitamin E (tocopherol), vitamin C (ascorbic acid), vitamin B (panthenol), and derivatives (especially esters) of said vitamins, and mixtures thereof; urea; caffeine; anti-aging agents; firming agents; agents acting on microcirculation; and mixtures thereof.

[0100] Those skilled in the art can readily adjust the amount of additional cosmetic active ingredients based on the end use of the compositions according to the present invention.

[0101] Additional auxiliaries or additives The compositions of the present invention may also contain conventional cosmetic adjuvants or additives such as chelating agents, pH regulators, other thickeners, and mixtures thereof.

[0102] According to a first aspect, the compositions do not contain preservatives.

[0103] Those skilled in the art can select the amount of additional adjuvants or additives so that it does not negatively affect the end use of the compositions according to the present invention.

[0104] Preferably, the compositions according to the present invention do not contain any fermented extracts or polysaccharide gums such as xanthan gum.

[0105] According to a particularly preferred embodiment, the present invention provides a composition for caring for keratin materials, which, based on the total weight of the composition, comprises in the aqueous phase: (i) from 0.2 wt.% to 0.5 wt.% of sodium polyacrylate; (ii) 0.2 wt.% to 0.5 wt.% of a polymer comprising at least one 2-acrylamido-2-methylpropanesulfonic acid monomer selected from sodium polyacryloyldimethyltaurate, ammonium polyacryloyldimethyltaurate, potassium polyacryloyldimethyltaurate, and combinations thereof; (iii) 0.5 wt.% to 2 wt.% of PEG / PPG / polybutylene glycol-8 / 5 / 3 glycerin; and (iv) 5 wt.% to 15 wt.% of at least one C2-C4 polyol selected from propylene glycol, butylene glycol, glycerin, and combinations thereof, wherein the composition does not contain more than 1% of a diol having 5 or more carbon atoms and does not contain a preservative.

[0106] Film The composition according to the invention can be impregnated into a water-insoluble dressing cloth to form a dressing.

[0107] According to a second aspect, the invention provides a dressing for caring for keratin materials, comprising: A) a water-insoluble dressing cloth, and B) the composition according to the invention impregnated into the dressing cloth.

[0108] Water-insoluble film cloth According to a second aspect, the dressing according to the invention comprises a water-insoluble dressing cloth.

[0109] For the purposes of the present invention, the term "water-insoluble" means that the dressing cloth is insoluble in water and does not disintegrate when immersed in water.

[0110] Those skilled in the art can select a suitable dressing cloth and the weight ratio of the dressing cloth used to the composition based on the properties of the composition according to the invention.

[0111] The dressing cloth can be a woven or non-woven fabric prepared from natural fibers such as cotton, pulp, bamboo, and cellulose fibers, semi-natural fibers such as viscose rayon fibers, and synthetic fibers such as polyester fibers, polyethylene terephthalate fibers, polyethylene fibers, and polypropylene fibers. Two or more of the fibers selected from the above can be used in combination.

[0112] In some embodiments, the dressing cloth is an alginate dressing cloth.

[0113] Alginate dressing cloths are known in the art and are described in WO2020001069A1.

[0114] For example, the alginate dressing cloth may comprise a water-insoluble alginate selected from the following: calcium alginate, strontium alginate, zinc alginate, copper alginate, manganese alginate, or a mixture thereof, preferably calcium alginate, and preferably, based on the total weight of the dressing cloth, the amount ranges from 20 wt.% to 100 wt.%, preferably from 20 wt.% to 50 wt.%.

[0115] Preferably, when the dressing cloth is an alginate dressing cloth, the composition according to the present invention comprises a pH regulator selected from the following: sodium acetate, sodium citrate, sodium tartrate, and combinations thereof, and based on the total weight of the composition according to the present invention, the amount ranges from 0.01 wt.% to 1.0 wt.%, preferably from 0.05 wt.% to 0.45 wt.%, more preferably from 0.15 wt.% to 0.3 wt.%.

[0116] The dressing cloth may be composed of one or more layers. If a multi-layer dressing cloth is used, the materials of each layer may be the same or different from each other. The multi-layer dressing cloth can be prepared by laminating a plurality of layers made of the materials mentioned above.

[0117] The dressing cloth may have various shapes depending on the intended use and characteristics of the dressing application.

[0118] Generally, the dressing cloth is designed to conform to the skin area where local application is required. For example, when the dressing is applied to the face, the dressing cloth is designed to conform to the shape of the face, avoiding the eye, nostril, and mouth areas if necessary.

[0119] Preferably, the weight ratio of the water-insoluble substrate to the composition ranges from 1:3 to 1:20. More preferably, the weight ratio of the water-insoluble substrate to the composition ranges from 1:10 to 1:18.

[0120] Galenic form and use The composition of the present invention may be in the form of a homogeneous aqueous system.

[0121] The composition of the present invention can be used for caring for keratin materials, especially the skin.

[0122] In particular, the composition and dressing according to the present invention are intended for local application and for skin care.

[0123] According to a third aspect, the present invention provides a non-therapeutic method for caring for keratin materials, which comprises applying the composition according to the present invention to the keratin materials.

[0124] According to a fourth aspect, the present invention provides a non-therapeutic method for caring for keratin materials, which comprises the following steps: (i) applying the dressing according to the present invention on the keratin materials; (ii) allowing the dressing to remain on the keratin materials for a period of time; and (iii) Remove the dressing from the keratin material.

[0125] In particular, the keratin material is skin.

[0126] Apply the dressing as defined above to at least one area of the skin.

[0127] In particular, apply the composition or dressing as defined above to facial skin and / or eye skin.

[0128] Preferably, the application time is from 5 minutes to 45 minutes, preferably from 10 minutes to 30 minutes.

[0129] The following examples are used to illustrate the invention, but are not restrictive in nature. Examples The main raw materials used, their trade names and suppliers are listed in Table 1. Table 1

[0131] Inventive Example 1 and Comparative Examples 1-6 Prepare the composition of Invention Example (IE) 1 and the compositions of Comparative Examples (CE) 1-6 based on the amounts given in Table 2. The amounts are given as weight % based on the total weight of the composition of the active ingredient. Table 2

[0132] Preparation method: Take the composition of Invention Formula 1 as an example, and prepare the compositions listed above as follows: 1). Add water, glycerol and propylene glycol, and PEG / PPG / polybutylene glycol-8 / 5 / 3 glycerol to a beaker under stirring; 2). Slowly add sodium polyacrylate and ammonium polyacryloyldimethyltaurate to the beaker under stirring; 3). Add citric acid to the beaker under stirring to obtain a homogeneous composition; 4). Put the composition prepared above together with the dressing cloth into a sachet, the dressing cloth is a non-woven fabric prepared from cellulose fibers, and the weight ratio of the substrate used to the composition is 1:17, and seal the sachet; 5). Put the sachet into a steam oven, heat the steam oven to 121 °C and keep it for 15 minutes, then cool the oven, and then take out the obtained dressing.

[0133] Evaluation Stability Evaluate the stability of the composition to be tested as follows.

[0134] 1) Fill the sample into a 100 mL standard glass bottle at 80% fullness, and prepare 7 bottles for each composition to be tested; 2) Place one bottle at room temperature (25 °C), one bottle in a refrigerator at 4 °C, one bottle in an oven at 37 °C, and one bottle in an oven at 45 °C (for stability tests at different temperatures), and one bottle in an oven with a temperature cycle from -10 °C to 10 °C (for cyclic stability); and 3) For the stability tests at room temperature, 4 °C, 37 °C, and 45 °C, observe the appearance of the sample after 2 months; or for the cyclic stability test, observe the appearance of the sample after 10 days.

[0135] If the test composition does not separate, there is no perceived change, and there is no change in odor after all the stability tests mentioned above, the stability of the composition will be evaluated as stable; otherwise, it will be evaluated as unstable.

[0136] Unpleasant odor and sensation Invite 10 women aged 25 - 40 to evaluate the sample in the following ways: touch, smell the sample, and also apply it on the hand to check the sensation and odor, score according to the following criteria, and take the average of the scores: 5: Excellent; 4: Good; 3: Unpleasant; 2: Poor; 1: Unacceptable.

[0137] The stability results of each composition prepared above are summarized in Table 3. Table 3 Properties IE.1 CE.1 CE.2 CE.3 CE.4 CE.5 CE.6 Stability Stable Stable Unstable Stable Stable Stable Stable Unpleasant odor 5 3 4 4 4 1 2 Sensation 5 5 1 1 2 5 5

Claims

1. A composition for caring for keratin materials, comprising: (i) at least one salt of polyacrylic acid; (ii) at least one polymer comprising at least one 2 - acrylamido - 2 - methylpropanesulfonic acid monomer; (iii) at least one poly(butylene oxide - ethylene oxide - propylene oxide) glycerol; and (iv) at least one C2 - C4 polyol, wherein the composition does not contain more than 1% of a diol having 5 or more carbon atoms and does not contain a preservative.

2. The composition according to claim 1, wherein the salt of polyacrylic acid is selected from metal salts of polyacrylic acid, preferably, the salt of polyacrylic acid is selected from sodium salt, potassium salt, lithium salt and ammonium salt of polyacrylic acid, more preferably, the salt of polyacrylic acid is sodium polyacrylate.

3. The composition according to claim 1 or 2, wherein the acrylic monomers of the salt of polyacrylic acid are neutralized to a ratio of 90% to 100%.

4. The composition according to any one of claims 1 to 3, wherein, based on the total weight of the composition, the amount of the salt of polyacrylic acid ranges from 0.01 wt.% to 5 wt.%, preferably from 0.1 wt.% to 2 wt.%, more preferably from 0.2 wt.% to 0.5 wt.%.

5. The composition according to any one of claims 1 to 4, wherein the polymer comprising at least one 2 - acrylamido - 2 - methylpropanesulfonic acid monomer is selected from optionally cross - linked and / or neutralized homopolymers of 2 - acrylamido - 2 - methylpropanesulfonic acid.

6. The composition according to any one of claims 1 to 5, wherein the polymer comprising at least one 2 - acrylamido - 2 - methylpropanesulfonic acid monomer is selected from sodium polyacryloyldimethyltaurate, ammonium polyacryloyldimethyltaurate, potassium polyacryloyldimethyltaurate, and combinations thereof.

7. The composition according to any one of claims 1 to 6, wherein, based on the total weight of the composition, the amount of the polymer comprising at least one 2 - acrylamido - 2 - methylpropanesulfonic acid monomer ranges from 0.01 wt.% to 5 wt.%, preferably from 0.1 wt.% to 3 wt.%, more preferably from 0.2 wt.% to 1 wt.%.

8. The composition according to any one of claims 1 to 7, wherein the poly(butylene oxide - ethylene oxide - propylene oxide) glycerol is represented by formula (I) shown below: Gly-{O(PO) s (EO) t -(BO) u H} 3 (I) wherein Gly represents the residue obtained by removing the hydroxyl groups from glycerol; PO represents a propylene oxide group; EO represents an ethylene oxide group; s and t respectively represent the average number of moles of addition of PO and EO, and have values in the range of 1 to 50; the weight ratio of PO to EO (PO / EO) ranges from 1 / 5 to 5 / 1; BO represents an alkylene oxide group having 4 carbon atoms; and u represents the average number of moles of addition of BO, and ranges from 0.5 to 5.

9. The composition according to claim 8, wherein in formula (I): s ranges from 2 to 15, preferably from 3 to 7; t ranges from 3 to 20, preferably from 6 to 10; u ranges from 1 to 5, preferably from 2 to 4.

10. The composition according to any one of claims 1 to 9, wherein the poly(butylene oxide)poly(ethylene oxide)poly(propylene oxide)glycerol is PEG / PPG / polybutylene glycol-8 / 5 / 3 glycerol.

11. The composition according to any one of claims 1 to 10, wherein, based on the total weight of the composition, the poly(butylene oxide)poly(ethylene oxide)poly(propylene oxide)glycerol is present in an amount ranging from 0.01 wt.% to 15 wt.%, preferably from 0.5 wt.% to 5 wt.%, more preferably from 0.5 wt.% to 2 wt.%.

12. The composition according to any one of claims 1 to 11, wherein the C2-C4 polyol is selected from propylene glycol, butylene glycol, glycerol and combinations thereof.

13. The composition according to any one of claims 1 to 12, wherein, based on the total weight of the composition, the C2-C4 polyol is present in an amount ranging from 0.01 wt.% to 20 wt.%, preferably from 5 wt.% to 15 wt.%.

14. The composition according to any one of claims 1 to 13, wherein the composition does not contain a fragrance or a fermented extract, or a polysaccharide gum, or a diol having 5 to 10 carbon atoms.

15. The composition according to claim 1, which, based on the total weight of the composition, comprises in the aqueous phase: (i) 0.2 wt.% to 0.4 wt.% of sodium polyacrylate; (ii) 0.2 wt.% to 0.5 wt.% of a polymer comprising at least one 2-acrylamido-2-methylpropanesulfonic acid monomer, selected from sodium acryloyldimethyltaurate, ammonium acryloyldimethyltaurate, potassium acryloyldimethyltaurate, and combinations thereof; (iii) 0.5 wt.% to 2 wt.% of PEG / PPG / polybutylene glycol-8 / 5 / 3 glycerol; and (iv) 5 wt.% to 15 wt.% of at least one C2-C4 polyol selected from propylene glycol, butylene glycol, glycerol and combinations thereof, wherein the composition does not contain more than 1% of a diol having 5 or more carbon atoms and does not contain a preservative.

16. A mask for caring for keratin materials, which comprises in the aqueous phase: A) a water-insoluble mask cloth, and B) the composition according to any one of claims 1-15 impregnated into the mask cloth.

17. The mask according to claim 16, wherein the weight ratio of the water-insoluble substrate to the composition ranges from 1:3 to 1:20, more preferably, the weight ratio of the water-insoluble substrate to the composition ranges from 1:10 to 1:

18.

18. A non-therapeutic method for caring for keratin materials, which comprises applying the composition according to any one of claims 1-15 to the keratin materials.

19. A non-therapeutic method for caring for keratin materials, which comprises the following steps: (i) applying the mask according to claim 16 or 17 to the keratin materials; (ii) allowing the mask to remain on the keratin materials for a period of time; and (iii) removing the mask from the keratin materials.

Citation Information

Patent Citations

  • Inverse latex thickening agent for cosmetic, dermopharmaceutical and pharmaceutical compositions containing an anionic branched or crosslinked polyelectrolyte

    FR2785801A1

  • Kit for caring for the skin

    WO2020001069A1