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WO2018195792A1 - Composition comprenant un polymère hydrophobe pour retirer le maquillage de la peau - Google Patents

Composition comprenant un polymère hydrophobe pour retirer le maquillage de la peau Download PDF

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Publication number
WO2018195792A1
WO2018195792A1 PCT/CN2017/081969 CN2017081969W WO2018195792A1 WO 2018195792 A1 WO2018195792 A1 WO 2018195792A1 CN 2017081969 W CN2017081969 W CN 2017081969W WO 2018195792 A1 WO2018195792 A1 WO 2018195792A1
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Prior art keywords
composition
group
carbon atoms
branched
oil
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Application number
PCT/CN2017/081969
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English (en)
Inventor
Ziquan Francis CHEN
Original Assignee
L'oreal
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Publication date
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Priority to PCT/CN2017/081969 priority Critical patent/WO2018195792A1/fr
Priority to CN201780090047.3A priority patent/CN111031997A/zh
Publication of WO2018195792A1 publication Critical patent/WO2018195792A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/24—Homopolymers or copolymers of amides or imides
    • C08L33/26—Homopolymers or copolymers of acrylamide or methacrylamide
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/042—Gels
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/062—Oil-in-water emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/88—Polyamides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/14—Preparations for removing make-up
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers

Definitions

  • Cleansing the skin and removing the makeups on the skin are very important for caring for the face, in particular, it is very important to consumers of makeup products to have an efficient makeup remover. It must be as efficient as possible because greasy residues, such as excess sebum, the remnants of cosmetic products used daily, and make-up products, in particular waterproof products, accumulate in the skin folds, and can block the pores of the skin and result in the appearance of spots.
  • Rinsable anhydrous oils and gels have a makeup removing action by virtue of oils present in these formulations. These oils make it possible to dissolve fatty residues and to disperse make-up pigments. These products are effective and well tolerated. However, they exhibit the disadvantage of being heavy and of not conferring a feeling of freshness on application, which is disadvantageous from a cosmetic viewpoint.
  • Biphasic remover is effective but inconvenient to use as shaking is required before each use and the two phases are consumed at different rates.
  • soft solid compositions constitute a category of products that are appreciated by consumers for their efficacy on cleansing, makeup removability, rinse ability, and for their cosmetic qualities (soft, dry feeling, easy to use, etc. ) . They are known as solid compositions that soften under the effect of a stress such as spreading over the surface of the skin or, for example, by extrusion through a device with a perforated wall (grille) . Some known soft solid compositions useful for the cleansing of the skin and/or the removal of makeup comprise silica aerogel particles, waxes, hydrocarbon-based oils and non-ionic surfactants. However, there is still a need for solid compositions adapted to the removal of makeup with improved properties, such as usage properties, for example, easily spreading on the skin.
  • the present invention is made to meet that need.
  • the aim of the present invention is to provide a composition with good efficacy such as makeup remove ability and with improved cosmetic properties such as feeling of freshness and cleanness after application.
  • the aim of the present invention is to provide a composition with good efficacy such as makeup remove ability and with improved cosmetic properties such as feeling of freshness and cleanness after application, and meanwhile stable over time.
  • Another aim of the invention is to provide a composition for removing the makeups on the skin, which is easy to apply on keratin materials, in particular on the skin.
  • the aims of the present invention is realized by a composition
  • a composition comprising a dispersed fatty phase which comprises at least one oil selected from the group consisting of ester oil, ether oil, or a mixture thereof, at least one hydrophobic polymer chosen from the group consisting of ester terminated poly (ester-amide) , and a continuous aqueous phase comprising at least one hydrophilic gelling agent.
  • the aims of the present invention is realized by the composition as described above, which presents a very fresh feeling via the water droplets on keratin materials, in particular on the skin, and meanwhile a makeup removing ability.
  • Such a composition is stable over time and temperature change.
  • the present invention thus relates to a composition for removing makeups on keratin materials, comprising:
  • a) a dispersed fatty phase comprising:
  • ester terminated poly (ester-amide) at least one hydrophobic polymer chosen from the group consisting of ester terminated poly (ester-amide) ;
  • a continuous aqueous phase comprising at least one hydrophilic gelling agent.
  • the present invention also relates to a cosmetic process for removing makeups of the keratin materials, in particular the skin and/or lips, characterized in that it comprises a step of applying to the surface of the keratin materials at least one composition according to the invention.
  • compositions according to the invention the makeup removing ability very good, meanwhile the skin sensory is improved.
  • compositions according to the invention are also stable.
  • rinse ability it may be meant the ease of being rinsed off by water after applying the composition of the present invention onto the skin.
  • non-residue feeling it may be meant the feeling of the skin being dry and fresh after rinsing off the composition of the present invention. In one embodiment, there is no greasy or waxy feeling of the skin after rinsing off the composition of the present invention.
  • keratin materials means the skin (of the body, face and around the eyes) , hair, eyelashes, eyebrows, bodily hair, nails, lips or mucous membranes, preferably skin.
  • composition of the present invention aims at solving the problems as listed above.
  • composition of the invention comprises a dispersed fatty phase.
  • the fatty phase comprises at least one oil.
  • the oil means a fatty substance which is liquid at room temperature (25°C) and atmospheric pressure (760 mmHg, i.e. 101 kPa) .
  • the oil means a non-aqueous liquid medium which is immiscible in all proportions with water.
  • the oil may be volatile or non-volatile.
  • volatile oil means any non-aqueous medium capable of evaporating on contact with the skin or the lips in less than one hour at room temperature and atmospheric pressure.
  • the volatile oil is liquid at room temperature and has a non-zero vapor pressure, at room temperature and atmospheric pressure, ranging in particular from 10 -2 to 300 mmHg (1.33 to 40 000 Pa) and, for example, greater than 0.03 mmHg (4 Pa) and further example greater than 0.3 mmHg (40 Pa) .
  • non-volatile oil means an oil which remains on the skin or the lips at room temperature and atmospheric pressure for at least several hours, such as those having a vapor pressure of less than 10 -2 mmHg (1.33 Pa) .
  • the oil may be chosen from polar oils and apolar oils including hydrocarbon-based liquid oils and oily liquids at room temperature.
  • the fatty phase is present in the composition in an amount ranging from 1 to 50%by weight, preferably from 1 to 30%by weight, more preferably from 1 to 20%by weight, relative to the total weight of the composition.
  • the composition comprises, in a dispersed fatty phase, at least one oil selected from ester oil, ether oil, or a mixture thereof.
  • ester oil means oil that is liquid at room temperature (25°C comprising at least one ester functional group.
  • the at least one ester oil used herein is chosen, for example, from monoesters.
  • the ester oil may, for example, be chosen from the monoesters of formula (I) ,
  • R 1 represents a linear, branched, cyclic, saturated, unsaturated hydrocarbon-based group comprising from 4 to 40 carbon atoms, preferably from 4 to 30 carbon atoms, more preferably from 7 to 20 carbon atoms, phenyl group, or a R 1 ’-O-group, wherein R 1 ’represents a linear, branched, cyclic, saturated, unsaturated hydrocarbon-based chains comprising from 4 to 40 carbon atoms, preferably from 4 to 30 carbon atoms, more preferably from 7 to 20 carbon atoms, and even more preferably 8 carbon atoms, phenyl group;
  • R 2 represents a linear, branched, cyclic, saturated, unsaturated hydrocarbon-based group comprising from 4 to 40 carbon atoms, preferably from 4 to 30 carbon atoms, more preferably from 7 to 20 carbon atoms, and even more preferably 8 carbon atoms, or phenyl group.
  • ester oils examples include isopropyl myristate, isopropyl palmitate, isononyl isononanoate, octyl isononanoate, tridecyl isononanoate, isopropyl myristate, triethyl hexanoin, diisostearyl maleate, glyceryl palmitate, glyceryl stearate, glyceryl diisostearate, glyceryl tri (caprylate/caprate) , sorbitan isostearate, sorbitan stearate, sorbitan oleate, ethylhexyl stearate, decaprylyl carbonate, dodecyl benzoate, tetradecyl benzoate, hexadecyl benzoate, or a mixture thereof.
  • ester oils of the present invention are commercially available for example:
  • C 12-15 alkyl benzoate the products sold under the tradename benzoate TN by Evonik Gold Schmidt, or Dub B1215 sold by Stearinerie Dubois;
  • dicaprylyl carbonate the products sold under the tradename carbonates CC from Cognis;
  • isopropyl myristate the products sold under the tradename Crodamol IPM-LQ- (MV) by Croda, or Dub IPM sold by Stearinerie Dubois;
  • the current invention comprises C 12 -C 15 alkyl benzoate such as the products sold under the tradename TN by Evonik Gold Schmidt, or dicaprylyl carbonate sold under the tradename CC by the company Cognis.
  • ether oil means oil that is liquid at room temperature (25°C comprising at least one ether functional group.
  • composition of the present invention comprises at least one ether oil of formula (II) ,
  • R 3 and R 4 which may be identical or different, denote a linear or branched C 6 -C 25 alkyl or alkenyl radical, R 3 and R 4 being chosen such that the ether is liquid at a temperature of less than or equal to 25°C.
  • the ether of formula (II) is chosen from compounds for which the radicals R 3 and R 4 , which may be identical or different, denote a linear or branched C 6 -C 12 alkyl or alkenyl radical.
  • radicals R 3 and R 4 are identical alkyl radical.
  • the preferred dialkyl ether is chosen from di-n-hexyl ether, di-n-heptyl ether, di-n-octyl ether, di-n-nonyl ether, di-n-decyl ether, di-isodecyl ether, di-n-dodecyl ether, di-n-eteradecyl ether, di-n-hexadecyl ether, di-n-oxtadecyl ether, or a mixture thereof.
  • R 3 and R 4 preferentially denote a C 8 radical.
  • dialkyl ethers that may be used according to the invention may be soluble or insoluble in the compositions, but are preferably insoluble.
  • a di-n-octyl ether (INCI name: dicaprylyl ether) that may be used in the context of the present invention.
  • dicaprylyl ether Such product is commercially available, for example those sold under the name OE by the company Cognis (BASF) , or OE by the company Ecogreen Oleochemicals.
  • the at least one oil is present in the composition of the present invention ranging from 1 to 50%by weight, and preferably ranging from 3 to 20%by weight, relative to the total weight of the composition.
  • the apolar oil if exists, is present in an amount of less than or equal to 50%by weight, more preferably, less than or equal to 45%by weight, based on the total weight of the fatty phase.
  • composition according to the invention comprises, in a dispersed fatty phase, at least one hydrophobic polymer chosen from ester terminated poly (ester-amide) .
  • hydrophobic it may be meant a polymer which is repelled from water, i.e. which is not miscible with water.
  • ester terminated polymer it may be meant a polymer comprising at least one chemical function ester (R a -C (O) -O-R’ a ) as a terminal moiety.
  • ester R a -C (O) -O-R’ a
  • such polymers and their methods of preparation are described in the WO 02/092663 patent application.
  • said polymer comprises at least one dimer dilinoleate unit, optionally hydrogenated.
  • the hydrophobic polymer is bis-stearyl ethylenediamine/neopentyl glycol/hydrogenated dimer dilinoleate copolymer.
  • bis-stearyl ethylenediamine/neopentyl glycol/hydrogenated dimer dilinoleate copolymer also called polyamide-8, commercialized by Arizona chemical under the name Sylvaclear TM C75V or by Croda, Inc., under the name OleoCraft LP-20 (CAS RN is 678991-29-2) .
  • the amount of the hydrophobic polymer is comprised from 0.1%to 15%by weight, preferably from 0.1%to 10%by weight, more preferably from 0.3%to 5%by weight, based on the total weight of the composition.
  • the composition comprises a continuous aqueous phase.
  • Said aqueous phase is preferably present in an amount ranging from 50%to 99%by weight, more preferably from 50%to 85%by weight of the total weight of the composition.
  • the continuous aqueous phase may comprise water, at least one organic solvent miscible with water or mixtures thereof.
  • the continuous aqueous phase comprises at least one organic solvent miscible with water (at room temperature-25°C) such as for example monoalcohols having from 2 to 6 carbon atoms such as ethanol, isopropanol; polyols notably having from 2 to 20 carbon atoms, preferably from 2 to 10 carbon atoms, and preferentially having from 2 to 6 carbon atoms, such as glycerol, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, caprylylglycol, dipropylene glycol, diethylene glycol; glycol ethers (notably having from 3 to 16 carbon atoms) such as mono-, di-or tri-propylene glycol (C 1 -C 4 ) alkyl ethers, mono-, di-or tri-ethylene glycol (C 1 -C 4 ) alkyl ethers; and mixtures thereof.
  • organic solvent miscible with water such as for example monoalcohols having from 2 to
  • the continuous aqueous phase of the composition of the invention preferably comprises water and at least a polyol, preferably glycerol or propylene glycol, and/or a monoalcohol, preferably ethanol.
  • the continuous aqueous phase comprises water, a mixture of polyols, preferably glycerol and propylene glycol.
  • water is present in an amount ranging from 20%to 80%by weight, more preferably from 30%to 70%by weight of the total weight of the composition.
  • the organic solvent (s) miscible with water is (are) present in an amount ranging from 5%to 80%by weight, more preferably from 7%to 20%by weight of the total weight of the composition.
  • the composition of the present invention comprises, in a continuous aqueous phase, at least one hydrophilic gelling agent.
  • hydrophilic gelling agent means a compound that is capable of gelling the aqueous phase of the compositions according to the invention.
  • the gelling agent is hydrophilic and is thus present in the aqueous phase of the composition.
  • the gelling agent may be water-soluble or water-dispersible.
  • the aqueous phase of a composition according to the invention is gelled with at least one hydrophilic gelling agent optionally chosen from synthetic polymeric gelling agents.
  • the term "synthetic" means that the polymer is neither naturally existing nor a derivative of a polymer of natural origin.
  • the synthetic polymeric hydrophilic gelling agent under consideration according to the invention may or may not be particulate.
  • the term "particulate" means that the polymer is in the form of particles, preferably spherical particles.
  • a composition according to the invention comprises a polymeric hydrophilic gelling agent chosen from crosslinked acrylic homopolymers or copolymers; associative polymers, in particular associative polymers of polyurethane type; polyacrylamides and crosslinked and/or neutralized 2-acrylamido-2-methylpropanesulfonic acid polymers and copolymers; modified or unmodified carboxyvinyl polymers, and mixtures thereof, especially as defined below.
  • a polymeric hydrophilic gelling agent chosen from crosslinked acrylic homopolymers or copolymers; associative polymers, in particular associative polymers of polyurethane type; polyacrylamides and crosslinked and/or neutralized 2-acrylamido-2-methylpropanesulfonic acid polymers and copolymers; modified or unmodified carboxyvinyl polymers, and mixtures thereof, especially as defined below.
  • the hydrophilic gelling agent is chosen from polymers comprising at least one monomer being acrylamido-2-methylpropanesulfonic acid (or polymers) .
  • the polymers in accordance with the invention are crosslinked or non-crosslinked homopolymers or copolymers comprising at least the acrylamido-2-methylpropanesulfonic acid monomer, in a form partially or totally neutralized with a mineral base other than ammonia, such as sodium hydroxide or potassium hydroxide.
  • They are preferably totally neutralized or virtually totally neutralized, i.e. at least 90%neutralized.
  • These polymers according to the invention may be crosslinked or non-crosslinked.
  • the crosslinking agents may be chosen from the polyolefinically unsaturated compounds commonly used for the crosslinking of polymers obtained by free-radical polymerization.
  • crosslinking agents include divinylbenzene, diallyl ether, dipropylene glycol diallyl ether, polyglycol diallyl ethers, triethylene glycol divinyl ether, hydroquinone diallyl ether, ethylene glycol or tetraethylene glycol di (meth) acrylate, trimethylolpropane triacrylate, methylenebisacrylamide, methylenebismethacrylamide, triallylamine, triallyl cyanurate, diallyl maleate, tetraallylethylenediamine, tetraallyloxyethane, trimethylolpropane diallyl ether, allyl (meth) acrylate, allylic ethers of alcohols of the sugar series, or other allylic or vinyl ethers of polyfunctional
  • the crosslinking agent is chosen from methylenebis-acrylamide, allyl methacrylate and trimethylolpropane triacrylate (TMPTA) .
  • TMPTA trimethylolpropane triacrylate
  • 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.
  • the polymers in accordance with the invention are water-soluble or water-dispersible. In this case they are:
  • copolymers obtained from and from one or more hydrophilic or hydrophobic ethylenically unsaturated monomers and, if they are crosslinked, one or more crosslinking agents such as those defined above.
  • these copolymers comprise hydrophobic ethylenically unsaturated monomers, these monomers do not comprise a fatty chain and are preferably present in small amounts.
  • fatty chain means any hydrocarbon-based chain containing at least 7 carbon atoms.
  • water-soluble or water-dispersible means polymers which, when introduced into an aqueous phase at 25°C, to a mass concentration equal to 1%, make it possible to obtain a macroscopically homogeneous and transparent solution, i.e. a solution that has a maximum light transmittance value, at a wavelength equal to 500 nm, through a sample 1 cm thick, of at least 60%and preferably of at least 70%.
  • the "homopolymers” according to the invention are preferably crosslinked and neutralized, and they may be obtained according to the preparation process comprising the following steps:
  • the solution or dispersion of monomer obtained in (a) is neutralized with one or more mineral or organic bases, preferably ammonia NH 3 , in an amount making it possible to obtain a degree of neutralization of the sulfonic acid functions of the polymer ranging from 90%to 100%;
  • a standard free-radical polymerization is performed in the presence of free-radical initiators at a temperature ranging from 10 to 150°C; the polymer precipitates in the solution or dispersion based on tert-butanol.
  • the homopolymers according to the invention are preferably optionally crosslinked and/or neutralized 2-acrylamido-2-methylpropanesulfonic acid homopolymers, for instance the poly (2-acrylamido-2-methylpropanesulfonic acid) sold by the company Clariant under the name Hostacerin (CTFA name: ammonium polyacryldimethyltauramide) .
  • CTFA name ammonium polyacryldimethyltauramide
  • the water-soluble or water-dispersible AMPS copolymers according to the invention contain preferably water-soluble ethylenically unsaturated monomers, hydrophobic monomers or mixtures thereof.
  • the water-soluble comonomers may be ionic or nonionic.
  • ionic water-soluble comonomers examples that may be mentioned include the following compounds and the salts thereof:
  • - R 1 is chosen from H, -CH 3 , -C 2 H 5 and-C 3 H 7
  • R 2 is a linear or branched, saturated or unsaturated hydrocarbon-based radical containing from 1 to 6 carbon atoms, substituted with at least one sulfonic (-SO 3 -) and/or sulfate (-SO 4 -) and/or phosphate (-PO 4 H 2 -) group.
  • nonionic water-soluble comonomers examples that may be mentioned include:
  • N-vinyllactams comprising a cyclic alkyl group containing 4 to 9 carbon atoms, such as n-vinylpyrrolidone, N-butyrolactam and N-vinylcaprolactam,
  • - R 15 is chosen from H, -CH 3 , -C 2 H 5 and-C 3 H 7
  • R 16 is a linear or branched, saturated or unsaturated hydrocarbon-based radical containing from 1 to 6 carbons, optionally substituted with a halogen atom (iodine, bromine, chlorine or fluorine) ; a hydroxyl group (-OH) ; ether.
  • fatty-chain-free hydrophobic comonomers examples that may be mentioned include:
  • silicone derivatives which lead to silicone polymers after polymerization, such as methacryloxypropyltris (trimethylsiloxy) silane and silicone methacrylamides,
  • - R 23 is chosen from H, -CH 3 , -C 2 H 5 and-C 3 H 7
  • R 24 is a linear or branched, saturated or unsaturated hydrocarbon-based radical containing from 1 to 6 carbon atoms.
  • the water-soluble or water-dispersible polymers of the invention preferably have a molar mass ranging 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.
  • water-soluble or water-dispersible AMPS homopolymers in accordance with 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) .
  • water-soluble or water-dispersible AMPS copolymers examples include:
  • AMPS/sodium acrylate copolymer such as the copolymer used in the commercial product sold under the name Simulgel TM EG by the company SEPPIC (CTFA name: Acrylamide/Sodium Acryloyldimethyltaurate/Isohexadecane/Polysorbate-80) ;
  • AMPS/hydroxyethyl acrylate copolymer such as the copolymer used in the commercial product sold under the name Simulgel TM NS by the company SEPPIC (CTFA name: Hydroxyethyl acrylate/Sodium Acryloyldimethyltaurate copolymer (and) Squalane (and) Polysorbate-60) .
  • the preferred polymers are more particularly sodium acrylamido-2-methylpropanesulfonate homopolymers, such as the homopolymer used in the commercial product Sepigel TM 800, and acrylate copolymers, such as the copolymer used in the commercial product sold under the name Simulgel NS.
  • the polymer or copolymer will be used in powder form.
  • the polymers derived from AMPS may further be those comprising:
  • X + is a proton, an alkali metal cation, an alkaline-earth metal cation or an ammonium ion
  • n and p independently of each other, denote a number of moles and ranges 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 better still less than 20;
  • R 1 denotes a hydrogen atom or a linear or branched C 1 -C 6 alkyl radical (preferably methyl) and
  • R 3 denotes a linear or branched alkyl comprising m carbon atoms, with m ranging from 6 to 30 and preferably from 10 to 25.
  • the polymers are obtained especially by free-radical polymerization in tert-butanol medium from which they precipitate. Using polymerization in tert-butanol, it is possible to obtain a size distribution of the polymer particles that is particularly favourable for its uses.
  • the polymerization reaction may be performed at a temperature of between 0 and 150°C, preferably between 20 and 100°C, either at atmospheric pressure or under reduced pressure. It may also be performed under inert atmosphere, and preferably under nitrogen.
  • the polymer is a copolymer of and of a C 16 -C 18 alcohol methacrylate comprising from 6 to 25 mol of oxyethylene groups, obtained from methacrylic acid or a methacrylic acid salt and from a C 16 -C 18 alcohol oxyethylenated with 6 to 25 mol of ethylene oxide.
  • the polymer may also be a copolymer of and of a C 12 -C 14 alcohol methacrylate comprising from 6 to 25 mol of oxyethylene groups, obtained from methacrylic acid or a methacrylic acid salt and from a C 12 -C 14 alcohol oxyethylenated with 6 to 25 mol of ethylene oxide.
  • the crosslinked copolymer obtained from 96.45 mol%of and 3.55 mol%of a C 16 -C 18 alcohol methacrylate comprising 25 oxyethylene groups (Genapol )
  • the crosslinking agent is trimethylolpropane triacrylate
  • the acrylamide/sodium 2-methyl-2- [ (1-oxo-2-propenyl) amino] -1-propanesulfonate copolymer such as Simulgel in the form of an emulsion containing polysorbate 80 as surfactant and containing isohexadecane as fatty phase, sold by the company SEPPIC, or alternatively Simulgel Simulgel and Simulgel sold by the same company.
  • Simulgel is described especially in 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 partially or totally salified especially in sodium salt or ammonium salt form, to a proportion of from 30 mol%to 50 mol%in the mixture comprising the and an acrylamide, which is itself in a proportion of 50%to 70%.
  • the preferred polymers derived from is the optionally crosslinked and/or neutralized 2-acrylamido-2-methylpropanesulfonic acid homopolymers, for instance the poly (2-acrylamido-2-methylpropanesulfonic acid) sold by the company Clariant under the name Hostacerin (CTFA name: ammonium polyacryldimethyltauramide) .
  • CTFA name ammonium polyacryldimethyltauramide
  • the amount of the hydrophilic gelling agent may range, for example, from 0.01%to 5%by weight, preferably from 0.1%to 1%by weight, relative to the total weight of the composition.
  • the composition of the present invention is free of surfactants.
  • the present invention is surfactant free.
  • surfactant free we intend to mean a composition containing less than 2%by weight of surfactant, or even less than 0.5%of surfactants, and especially free of surfactants, the surfactant not being added during the preparation of the composition but corresponding to the residual surfactants provided by the mixed ingredients.
  • the composition of the invention may also contain adjuvants that are common in cosmetics and/or dermatology, such as preserving agents, antioxidants, complexing agents, pH modifiers (acidic or basic) , fragrances, fillers, bactericides, odour absorbers, colorants (pigments and dyes) , film-forming polymers, additional oils such as silicone oil, or fluoro oils, and active ingredients.
  • adjuvants that are common in cosmetics and/or dermatology, such as preserving agents, antioxidants, complexing agents, pH modifiers (acidic or basic) , fragrances, fillers, bactericides, odour absorbers, colorants (pigments and dyes) , film-forming polymers, additional oils such as silicone oil, or fluoro oils, and active ingredients.
  • compositions according to the invention may be in the form of a lotion, cream, pomade or a gel whose viscosity may vary as a function of the desired application, the region of human keratin material to be treated and the desired conditioning.
  • the composition of the present invention is in the form of oil in water gel.
  • composition of the present invention comprises:
  • a) a dispersed fatty phase comprising:
  • the present invention also relates to a cosmetic process for treating and/or caring for keratin materials, characterized in that it comprises applying to the surface of the keratin material at least one composition as defined previously.
  • the present invention also relates to a cosmetic process for removing the makeup on the keratin materials, which comprises applying to the surface of a keratin material at least one composition as defined previously.
  • composition according to the invention has improved skin sensory.
  • the composition has a desired makeup removing ability.
  • compositions of examples 1 to 3 were prepared following the steps of:
  • phase B in an auxiliary kettle at 80°C for 1 hour or until homogeneous and lump-free;
  • compositions of example 1 to 3 were applied in makeup removal test on 6 consumers less than 45 years old.
  • composition of the invention Ex. 1 shows improvements on skin sensory, such as freshness feeling and cleanness. Besides, Ex. 1 shows better makeup remove ability. Lastly, the invention example 1 is stable under various stability tests.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
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  • Veterinary Medicine (AREA)
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  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
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  • Chemical Kinetics & Catalysis (AREA)
  • Dispersion Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention concerne une composition de retrait de maquillage sur des matériaux kératiniques, comprenant une phase grasse dispersée qui comprend au moins une huile sélectionnée dans le groupe constitué de l'huile d'ester, de l'huile d'éther, ou d'un mélange de ces dernières, d'au moins un polymère hydrophobe choisi dans le groupe constitué du poly(ester-amide) terminé par un groupe ester, et d'une phase aqueuse continue comprenant au moins un agent de gélification hydrophile. La composition présente une efficacité cosmétique souhaitée, telle qu'une bonne capacité d'élimination de maquillage, et en même temps présente une sensation cutanée améliorée, telle qu'une sensation de fraîcheur et une sensation de propreté, grâce aux gouttelettes d'eau présentes durant l'application.
PCT/CN2017/081969 2017-04-26 2017-04-26 Composition comprenant un polymère hydrophobe pour retirer le maquillage de la peau WO2018195792A1 (fr)

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PCT/CN2017/081969 WO2018195792A1 (fr) 2017-04-26 2017-04-26 Composition comprenant un polymère hydrophobe pour retirer le maquillage de la peau
CN201780090047.3A CN111031997A (zh) 2017-04-26 2017-04-26 用于除去皮肤上的化妆品的包含疏水性聚合物的组合物

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PCT/CN2017/081969 WO2018195792A1 (fr) 2017-04-26 2017-04-26 Composition comprenant un polymère hydrophobe pour retirer le maquillage de la peau

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WO2022000054A1 (fr) * 2020-07-02 2022-01-06 L'oreal Composition cosmétique comprenant des polymères

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CN102090984A (zh) * 2009-12-11 2011-06-15 莱雅公司 含有油相、特定三嗪滤光剂和油增稠或胶凝用流变剂的无水流体滤光组合物
US20130336903A1 (en) * 2012-06-13 2013-12-19 Susana Fernandez Prieto Personal Care Compositions Comprising a pH Tuneable Gellant and Methods of Using
US20130336902A1 (en) * 2011-06-13 2013-12-19 Susana Fernandez Prieto Personal Care Compositions Comprising a Di-Amido Gellant and Methods of Using
CN103619308A (zh) * 2011-06-20 2014-03-05 宝洁公司 包含成形研磨剂颗粒的个人护理组合物
CN104352361A (zh) * 2014-11-20 2015-02-18 广州神采化妆品有限公司 一种可变色的透明唇膏及其制备方法

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CN101011332A (zh) * 2006-01-19 2007-08-08 莱雅公司 基于酯封端的聚酯酰胺聚合物的含水流体光保护组合物
CN102076323A (zh) * 2008-06-27 2011-05-25 化工产品开发公司Seppic 基于脂肪醇醚的新型反相胶乳以及包含它们的化妆品的、皮肤用化妆品的、皮肤药物的或药物的组合物
CN102076324A (zh) * 2008-06-27 2011-05-25 化工产品开发公司Seppic 不含氧亚乙基衍生物的新型反相胶乳以及包含它们的化妆品的、皮肤用化妆品的、皮肤药物的或药物的组合物
CN102090984A (zh) * 2009-12-11 2011-06-15 莱雅公司 含有油相、特定三嗪滤光剂和油增稠或胶凝用流变剂的无水流体滤光组合物
US20130336902A1 (en) * 2011-06-13 2013-12-19 Susana Fernandez Prieto Personal Care Compositions Comprising a Di-Amido Gellant and Methods of Using
CN103619308A (zh) * 2011-06-20 2014-03-05 宝洁公司 包含成形研磨剂颗粒的个人护理组合物
US20130336903A1 (en) * 2012-06-13 2013-12-19 Susana Fernandez Prieto Personal Care Compositions Comprising a pH Tuneable Gellant and Methods of Using
CN104352361A (zh) * 2014-11-20 2015-02-18 广州神采化妆品有限公司 一种可变色的透明唇膏及其制备方法

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2022000054A1 (fr) * 2020-07-02 2022-01-06 L'oreal Composition cosmétique comprenant des polymères
CN116018122A (zh) * 2020-07-02 2023-04-25 欧莱雅 包含聚合物的化妆品组合物

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