WO2022133733A1 - Composition pour le soin et/ou le maquillage de matières kératiniques - Google Patents
Composition pour le soin et/ou le maquillage de matières kératiniques Download PDFInfo
- Publication number
- WO2022133733A1 WO2022133733A1 PCT/CN2020/138348 CN2020138348W WO2022133733A1 WO 2022133733 A1 WO2022133733 A1 WO 2022133733A1 CN 2020138348 W CN2020138348 W CN 2020138348W WO 2022133733 A1 WO2022133733 A1 WO 2022133733A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- copolymer
- acrylates
- alkyl
- chosen
- composition
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 104
- 239000000463 material Substances 0.000 title claims abstract description 23
- 102000011782 Keratins Human genes 0.000 title claims abstract description 21
- 108010076876 Keratins Proteins 0.000 title claims abstract description 21
- 239000000049 pigment Substances 0.000 claims abstract description 46
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 32
- 239000002270 dispersing agent Substances 0.000 claims abstract description 24
- 150000001413 amino acids Chemical class 0.000 claims abstract description 22
- 239000003974 emollient agent Substances 0.000 claims abstract description 17
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 10
- 229920003145 methacrylic acid copolymer Polymers 0.000 claims abstract description 7
- 239000007764 o/w emulsion Substances 0.000 claims abstract description 6
- 238000002560 therapeutic procedure Methods 0.000 claims abstract description 5
- 229920001577 copolymer Polymers 0.000 claims description 76
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 44
- -1 methylene, ethylene, propylene Chemical group 0.000 claims description 43
- 125000004432 carbon atom Chemical group C* 0.000 claims description 38
- 125000000217 alkyl group Chemical group 0.000 claims description 30
- 239000000178 monomer Substances 0.000 claims description 25
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 20
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 15
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 15
- 239000004472 Lysine Substances 0.000 claims description 15
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 15
- 229910052708 sodium Inorganic materials 0.000 claims description 15
- 239000011734 sodium Substances 0.000 claims description 15
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 125000000962 organic group Chemical group 0.000 claims description 13
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol group Chemical group OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 11
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 11
- 125000002947 alkylene group Chemical group 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 9
- 125000005353 silylalkyl group Chemical group 0.000 claims description 9
- NLMKTBGFQGKQEV-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-hexadecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO NLMKTBGFQGKQEV-UHFFFAOYSA-N 0.000 claims description 8
- 229910052783 alkali metal Inorganic materials 0.000 claims description 8
- 229940056318 ceteth-20 Drugs 0.000 claims description 8
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 claims description 7
- 150000001340 alkali metals Chemical class 0.000 claims description 7
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 7
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 7
- 229940110830 beheneth-25 methacrylate Drugs 0.000 claims description 7
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 7
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 6
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 6
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 6
- 239000005642 Oleic acid Substances 0.000 claims description 6
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 6
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 235000011187 glycerol Nutrition 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 6
- 229940119170 jojoba wax Drugs 0.000 claims description 6
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 claims description 6
- 229960002969 oleic acid Drugs 0.000 claims description 6
- 229940032094 squalane Drugs 0.000 claims description 6
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 claims description 5
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 5
- 239000004147 Sorbitan trioleate Substances 0.000 claims description 5
- PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 claims description 5
- 229920002674 hyaluronan Polymers 0.000 claims description 5
- 229960003160 hyaluronic acid Drugs 0.000 claims description 5
- 229940049920 malate Drugs 0.000 claims description 5
- 235000019337 sorbitan trioleate Nutrition 0.000 claims description 5
- 229960000391 sorbitan trioleate Drugs 0.000 claims description 5
- 239000000600 sorbitol Substances 0.000 claims description 5
- 125000005504 styryl group Chemical group 0.000 claims description 5
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims description 4
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 claims description 4
- ICIDSZQHPUZUHC-UHFFFAOYSA-N 2-octadecoxyethanol Chemical compound CCCCCCCCCCCCCCCCCCOCCO ICIDSZQHPUZUHC-UHFFFAOYSA-N 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-UHFFFAOYSA-N 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 4
- IJCWFDPJFXGQBN-RYNSOKOISA-N [(2R)-2-[(2R,3R,4S)-4-hydroxy-3-octadecanoyloxyoxolan-2-yl]-2-octadecanoyloxyethyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCCCCCCCCCCCC IJCWFDPJFXGQBN-RYNSOKOISA-N 0.000 claims description 4
- FOLJTMYCYXSPFQ-CJKAUBRRSA-N [(2r,3s,4s,5r,6r)-6-[(2s,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)-2-(octadecanoyloxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl octadecanoate Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](COC(=O)CCCCCCCCCCCCCCCCC)O[C@@H]1O[C@@]1(COC(=O)CCCCCCCCCCCCCCCCC)[C@@H](O)[C@H](O)[C@@H](CO)O1 FOLJTMYCYXSPFQ-CJKAUBRRSA-N 0.000 claims description 4
- DRRMRHKHTQRWMB-UHFFFAOYSA-N [3-(2-ethylhexanoyloxy)-2,2-bis(2-ethylhexanoyloxymethyl)propyl] 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OCC(COC(=O)C(CC)CCCC)(COC(=O)C(CC)CCCC)COC(=O)C(CC)CCCC DRRMRHKHTQRWMB-UHFFFAOYSA-N 0.000 claims description 4
- 229940106010 beheneth-25 Drugs 0.000 claims description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 229940100608 glycol distearate Drugs 0.000 claims description 4
- 229940100242 glycol stearate Drugs 0.000 claims description 4
- 229920000059 polyethylene glycol stearate Polymers 0.000 claims description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 239000001589 sorbitan tristearate Substances 0.000 claims description 4
- 235000011078 sorbitan tristearate Nutrition 0.000 claims description 4
- 229960004129 sorbitan tristearate Drugs 0.000 claims description 4
- 229940100459 steareth-20 Drugs 0.000 claims description 4
- 229940073743 steareth-20 methacrylate Drugs 0.000 claims description 4
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 4
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 3
- BJRXGOFKVBOFCO-UHFFFAOYSA-N 2-hydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(C)O BJRXGOFKVBOFCO-UHFFFAOYSA-N 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 150000001768 cations Chemical class 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 2
- 125000000923 (C1-C30) alkyl group Chemical group 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 125000002015 acyclic group Chemical group 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000005037 alkyl phenyl group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 238000007334 copolymerization reaction Methods 0.000 claims description 2
- 159000000011 group IA salts Chemical class 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- 150000002763 monocarboxylic acids Chemical class 0.000 claims 1
- 239000000412 dendrimer Substances 0.000 description 25
- 229920000736 dendritic polymer Polymers 0.000 description 25
- 239000003921 oil Substances 0.000 description 22
- 235000019198 oils Nutrition 0.000 description 21
- 239000002537 cosmetic Substances 0.000 description 15
- 230000001953 sensory effect Effects 0.000 description 15
- 239000003795 chemical substances by application Substances 0.000 description 13
- 239000002245 particle Substances 0.000 description 11
- 239000004215 Carbon black (E152) Substances 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- 230000036571 hydration Effects 0.000 description 10
- 238000006703 hydration reaction Methods 0.000 description 10
- 229930195733 hydrocarbon Natural products 0.000 description 10
- 150000002430 hydrocarbons Chemical class 0.000 description 10
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000012071 phase Substances 0.000 description 9
- 239000000341 volatile oil Substances 0.000 description 9
- 239000011248 coating agent Substances 0.000 description 8
- 238000000576 coating method Methods 0.000 description 8
- 239000004205 dimethyl polysiloxane Substances 0.000 description 8
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 8
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 8
- 239000008346 aqueous phase Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 229920001296 polysiloxane Polymers 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 5
- 229940008099 dimethicone Drugs 0.000 description 5
- 150000002191 fatty alcohols Chemical class 0.000 description 5
- 125000001153 fluoro group Chemical group F* 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 125000005395 methacrylic acid group Chemical group 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 238000004381 surface treatment Methods 0.000 description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- 239000004359 castor oil Chemical class 0.000 description 4
- 235000019438 castor oil Nutrition 0.000 description 4
- 229920006037 cross link polymer Polymers 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Chemical class CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 4
- 229920006007 hydrogenated polyisobutylene Polymers 0.000 description 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 4
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical group C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
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- 229940099583 aluminum starch octenylsuccinate Drugs 0.000 description 3
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- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
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- 150000004665 fatty acids Chemical class 0.000 description 3
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- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 3
- 230000005923 long-lasting effect Effects 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
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- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 3
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- MXOAEAUPQDYUQM-QMMMGPOBSA-N (S)-chlorphenesin Chemical compound OC[C@H](O)COC1=CC=C(Cl)C=C1 MXOAEAUPQDYUQM-QMMMGPOBSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- BANXPJUEBPWEOT-UHFFFAOYSA-N 2-methyl-Pentadecane Chemical compound CCCCCCCCCCCCCC(C)C BANXPJUEBPWEOT-UHFFFAOYSA-N 0.000 description 2
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- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
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- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical group CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
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- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
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- 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
- A61K8/60—Sugars; Derivatives thereof
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- 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
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
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- 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
- A61K8/73—Polysaccharides
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- A61K8/73—Polysaccharides
- A61K8/735—Mucopolysaccharides, e.g. hyaluronic acid; Derivatives thereof
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- 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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8105—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- A61K8/8111—Homopolymers or copolymers of aliphatic olefines, e.g. polyethylene, polyisobutene; Compositions of derivatives of such polymers
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- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions 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
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
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- 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
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
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- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
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- A61K2800/62—Coated
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- A61K2800/62—Coated
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- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/60—Particulates further characterized by their structure or composition
- A61K2800/65—Characterized by the composition of the particulate/core
- A61K2800/651—The particulate/core comprising inorganic material
Definitions
- the present invention relates to a composition.
- the present invention relates to a composition for caring for and/or making up keratin materials.
- the present invention also relates to a non-therapeutic method for caring for and/or making up keratin materials.
- Cosmetic products able to bring skin the optical effects as mentioned above are known, for example as foundation products containing colorants and oils in emulsion type, and particularly in water-in-oil emulsion type. Moreover, this cosmetic effect is also expected to be long wearing, i.e. the cosmetic product can be applied once in the morning and worn throughout the day without requiring retouching. However, these products are still not satisfying. For example, they may leave the skin dry after application. This may be due to their low capability to wrap large amounts of water.
- the present invention provides a composition for caring for and/or making up keratin materials in the form of oil-in-water emulsion comprising:
- composition of the present invention can result in a good coverage on keratin materials with long lasting watery and hydration sensory.
- composition according to the present invention is stable over time, regardless tested at a high temperature of 45°Cor 55°C, under a temperature cycling from-20°Cto 20°C.
- the present invention provides a non-therapeutic method for caring for and/or making up keratin materials, comprising applying the composition according to the present invention to the keratin materials.
- keratin materials is intended to cover human skin, mucous membranes such as the lips. Facial skin is most particularly considered according to the present invention.
- the present invention provides a composition for caring for and/or making up keratin materials in the form of oil-in-water emulsion comprising:
- the composition of the present invention comprises at least one vinyl polymer grated with a carbosiloxane dentrimer.
- the vinyl polymer suitable for the composition according to the present composition comprises at least one carbosiloxane dendrimer structure grafted onto a vinyl backbone.
- carbosiloxane dendrimer structure denotes a structure with branched groups of high molecular mass with high regularity in the radial directions starting from the vinyl backbone.
- Such carbosiloxane dendrimer structures are described, for example, in Japanese Patent Application Kokai 9-171 154.
- the at least one carbosiloxane dendrimer structure is chosen from those of general formula (I) :
- R 1 represents an aryl or alkyl comprising from 1 to 10 carbon atoms
- R 1 is chosen from aryl and alkyl comprising from 1 to 10 carbon atoms
- R 2 is chosen from alkylene comprising from 2 to 10 carbon atoms
- R 3 is chosen from alkyl comprising from 1 to 10 carbon atoms
- i is an integer ranging from 1 to 10 which represents the generation of the silalkyl
- a i is an integer from 0 to 30;
- Y is a radical-polymerizable organic group chosen from
- organic groups comprising a (meth) acrylic or an acrylic groups of general formulae (III) or (IV) :
- R 4 is chosen from hydrogen and alkyl comprising from 1 to 10 carbon atoms, such as methyl;
- R 5 is chosen from alkylene comprising from 1 to 10 carbon atoms, such as methylene, ethylene, propylene, and butylene,
- R 6 is chosen from hydrogen and alkyl comprising from 1 to 10 carbon atoms, such as methyl;
- R 7 is chosen from alkyl comprising from 1 to 10 carbon atoms, such as methyl, ethyl, propyl, and butyl;
- R 8 is chosen from alkylene comprising from 1 to 10 carbon atoms, such as methylene, ethylene, propylene, and butylene;
- b is an integer ranging from 0 to 4.
- c is 0 or 1, such that if c is 0, - (R 8 ) c -represents a bond.
- the carbosiloxane dendrimer may be prepared according to the process described in Japanese Patent Application Hei 9-171 154.
- R 1 may represent an aryl or an alkyl having from 1 to 10 carbon atoms.
- the alkyl may preferably be methyl, ethyl, propyl, butyl, pentyl, isopropyl, isobutyl, cyclopentyl or cyclohexyl.
- the aryl may preferably phenyl and naphthyl. Methyl and phenyl are more particularly preferred.
- i indicates the number of generations and thus corresponds to the number of repeats of the silylalkyl group.
- the carbosiloxane dendrimer may be represented by the general formula shown below, in which Y, R 1 , R 2 and R 3 are as defined above, R 12 represents a hydrogen atom or is identical to R 1 ; a 1 is identical to a i .
- the total average number of groups OR 3 in a molecule is within the range from 0 to 7.
- the carbosiloxane dendrimer may be represented by the general formula below, in which Y, R 1 , R 2 , R 3 and R 12 are the same as defined above; a 1 and a 2 represent the a i of the indicated generation.
- the total average number ofgroups OR 3 in a molecule is within the range from 0 to 25.
- the carbosiloxane dendrimer is represented by the general formula below, in which Y, R 1 , R 2 , R 3 and R 12 are the same as defined above; a 1 , a 2 and a 3 represent the a i of the indicated generation.
- the total average number of groups OR 3 in a molecule is within the range from 0 to 79.
- the vinyl polymer can be derived from the polymerization:
- radical-polymerizable organic group Y contained in the component (B) is selected from:
- R 6 , R 7 , R 8 , b, and c are defined as above.
- Multifunctional monomers of vinyl type may also be used.
- trimethylolpropane trimethacrylate pentaerythritol trimethacrylate, ethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, 1, 4-butanediol dimethacrylate, 1, 6-hexanediol dimethacrylate, neopentyl glycol dimethacrylate, trimethylolpropanetrioxyethyl methacrylate, tris (2-hydroxyethyl) isocyanurate dimethacrylate, tris (2-hydroxyethyl) isocyanurate trimethacrylate, polydimethylsiloxane capped with styryl containing divinylbenzene groups on both ends, or similar silicone compounds containing unsaturated groups.
- radical-polymerizable organic group Y in the carbosiloxane dendrimer acryloxymethyl, 3-acryloxypropyl, methacryloxymethyl, 3-methacryloxypropyl, 4-vinylphenyl, 3-vinylphenyl, 4- (2-propenyl) phenyl, 3- (2-propenyl) phenyl, 2- (4-vinylphenyl) ethyl, 2- (3-vinylphenyl) ethyl, vinyl, allyl, methallyl and 5-hexenyl.
- R 1 is as defined above.
- R 2 represents an alkylene having from 2 to 10 carbon atoms, such as ethylene, propylene, butylene, hexylene, or similar linear alkylene; methylmethylene, methylethylene, 1-methylpentylene, 1, 4-dimethylbutylene, or similar branched alkylene. Ethylene, methylethylene, hexylene, 1-methylpentylene and 1, 4-dimethylbutylene are preferred above all.
- R 3 represents an alkyl having from 1 to 10 carbon atoms, such as methyl, ethyl, propyl, butyl and isopropyl.
- a i is an integer from 0 to 3
- an i is an integer from 1 to 10 which indicates the generation number, which represents the number of repetitions of the silylalkyl.
- the carbosiloxane dendrimer may be represented by the general formula shown below, in which Y, R 1 , R 2 and R 3 are as defined above, R 12 represents a hydrogen atom or is identical to R 1 ; a 1 is identical to a i .
- the mean total number of OR 3 groups in a molecule is within the range from 0 to 7.
- the carbosiloxane dendrimer may be represented by the general formula shown below, in which Y, R 1 , R 2 , R 3 and R 12 are the same as defined above; a 1 and a 2 represent the a i of the indicated generation.
- the mean total number of OR 3 groups in a molecule is in the range from 0 to 25.
- the carbosiloxane dendrimer is represented by the general formula shown below, in which Y, R 1 , R 2 , R 3 and R 12 are the same as defined above; a 1 , a 2 and a 3 represent the a i of the indicated generation.
- the mean total number of OR 3 groups in a molecule is in the range from 0 to 79.
- a carbosiloxane dendrimer that contains a radical-polymerizable organic group may be represented by the following mean structural formulae:
- the carbosiloxane dendrimer may be produced according to the process for producing a branched silalkylene siloxane described in Japanese patent application Hei 9-171 154.
- a vinyl polymer having at least one carbosiloxane dendrimer structure may be selected from polymers such that the unit of a derivative of a carbosiloxane dendrimer is a carbosiloxane dendrimer structure represented by formula (I’) :
- Z is a divalent organic group
- "p" is 0 or 1
- R 1 is an aryl or alkyl having from 1 to 10 carbon atoms
- X i is a silylalkyl represented by formula (II) :
- R 1 is as defined above
- R 2 is an alkylene having from 1 to 10 carbon atoms
- R 3 is an alkyl having from 1 to 10 carbon atoms
- X i+1 is a group selected from the group comprising hydrogen atoms, aryl and alkyl having up to 10 carbon atoms
- silylalkyl X i where the "i" is an integer from 1 to 10 indicating the generation of the silylalkyl beginning in each carbosiloxane dendritic structure with a value of 1 for the X i group in formula (I’) and the index "a i " is an integer from 0 to 3.
- the polymerization ratio between the components (A) and (B) in terms of the weight ratio between (A) and (B) , may be within a range from 0.1/99.9 to 99.9/0.1, and preferably within a range from 1/99 to 99/1.
- the number-average molecular mass of the vinyl polymer containing a carbosiloxane dendrimer may be selected within the range of between 3000 and 2 000 000, preferably between 5000 and 800 000. It may be a liquid, a gum, a paste, a solid, a powder or any other form.
- the preferred forms are solutions constituted of the dilution, in solvents, of a dispersion or of a powder.
- a vinyl polymer suitable for the invention may also be one of the polymers described in the examples of application EP 0 963 751.
- a vinyl polymer grafted with a carbosiloxane dendrimer may be derived from the polymerization:
- a vinyl polymer having at least one carbosiloxane dendrimer structure may comprise a unit derived from a tri [tri (trimethylsiloxy) silylethyldimethylsiloxy] silylpropyl carbosiloxane dendrimer corresponding to one of the formulae:
- a vinyl polymer having at least one carbosiloxane dendrimer structure, used in the invention comprises at least one butyl acrylate monomer.
- the vinyl polymer is acrylates/polytrimethylsiloxymethacrylate copolymer.
- Exemplary commercially available vinyl polymer that may be used include, but are not limited to, acrylate/polytrimethylsiloxymethacrylate copolymer products sold by Dow Chemical Company, such as, FA 4002 ID Silicone Acrylate and FA 4001 CM Silicone Acrylate, and polymers sold under the names TIB 4-100, TIB 4-101, TIB 4-120, TIB 4-130, TIB 4-200, FA 4004, FA 4003, FA 4002 ID (TIB 4-202) , TIB 4-220 and FA 4001 CM (TIB 4-230) by the company Dow Corning.
- acrylate/polytrimethylsiloxymethacrylate copolymer products such as, FA 4002 ID Silicone Acrylate and FA 4001 CM Silicone Acrylate
- the vinyl polymer is present in an amount ranging from 0.1 wt. %to 3 wt. %, preferably from 0.5 wt. %to 2 wt. %, relative to the total weight of the composition.
- the composition according to the present invention includes at least one associative copolymer of (meth) acrylic acid and of (C 1 -C 6 ) alkyl ester thereof.
- two or more the associative copolymer may be used in combination.
- a single type of the associative copolymer or a combination of different types of the associative copolymer may be used.
- sociative copolymer refers to copolymers that are capable, in an aqueous medium, of reversibly combining with each other or with other molecules.
- the associative copolymer more particularly comprises at least one hydrophilic part and at least one hydrophobic part.
- hydrophobic group means a radical or polymer with a saturated or unsaturated, linear or branched hydrocarbon-based chain, comprising at least 10 carbon atoms, preferably from 10 to 30 carbon atoms, in particular from 12 to 30 carbon atoms and more preferentially from 16 to 30 carbon atoms.
- the associative copolymers disclosed herein can be partially or totally crosslinked with at least one standard crosslinking agent.
- the at least one crosslinking agent can be chosen, for example, from polyunsaturated compounds, such as polyethylenically unsaturated compounds.
- these compounds can be chosen from polyalkenyl ethers of sucrose, polyalkenyl ethers of polyols, diallyl phthalates, divinylbenzene, allyl (meth) acrylate, ethylene glycol di (meth) acrylate, methylenebisacrylamide trimethylolpropane tri (meth) acrylate, diallyl itaconate, diallyl fumarate, diallyl maleate, zinc (meth) acrylate, castor oil derivatives and polyol derivatives manufactured from unsaturated carboxylic acids.
- the associative copolymer of (meth) acrylic acid means that the copolymer comprises at least one acrylic acid unit or one methacrylic acid unit or a mixture thereof.
- the associative copolymer may comprise further units such as units formed by an alkyl ester of acrylic acid or methacrylic acid, preferably of acrylic acid, comprising less than 6 carbon atoms: for example, a C 1 -C 4 alkylacrylate, for example, chosen from methyl acrylate, ethyl acrylate and butyl acrylate, called hereinafter "simple ester" .
- the associative copolymer according to the present invention comprises at least one acrylic acid unit.
- the associative copolymer according to the present invention comprises at least one methacrylic acid unit.
- the associative copolymer according to the present invention comprises at least an acrylic acid unit and a methacrylic acid unit.
- the associative copolymer may comprise another monomer that is different from (meth) acrylic acid and from (C 1 -C 6 ) alkyl ester thereof.
- such monomer may be esters of ethylenically unsaturated hydrophilic monomers, such as (meth) acrylic acid or itaconic acid, and of polyoxyalkylenated fatty alcohols.
- the fatty alcohol moiety of the ester monomer can be linear or branched, preferably linear, saturated or unsaturated, preferably saturated, (C 12 -C 30 ) fatty alcohol, and in particular (C 16 -C 26 ) fatty alcohol.
- the polyoxyalkylene chain of the ester monomer preferentially consists of ethylene oxide units and/or propylene oxide units and even more particularly consists of ethylene oxide units.
- the number of oxyalkylene units generally ranges from 3 to 100, preferably from 7 to 50 and more preferably from 12 to 30.
- the associative copolymer preferably is obtained from the copolymerization between 1) and 2) :
- A represents an ethylenically unsaturated acyclic residue, optionally containing an additional carboxylic group or it salt, wherein said additional carboxylic group may be esterified with a linear or branched (C 1 -C 20 ) alkyl;
- Ra represents an alkyl, alinear or branched (C 1 -C 30 ) alkyl, alkylaryl or arylalkyl having from 1 to 30 carbon atoms wherein the alkyl is linear or branched, preferably Ra represents (C 1 -C 20 ) alkyl, alkylphenyl or phenylakyl having from 1 to 20 carbon atoms wherein the alkyl is linear or branched;
- Alk represents a linear or branched (C 1 -C 6 ) alkylene, particularly Alk represents–CH 2 -CH (R b ) –wherein R b represents a hydrogen atom, or a (C 1 -C 4 ) alkyl such as methyl or ethyl;
- z is an integer comprised inclusively between 0 and 50;
- w is an integer comprised inclusively between 0 and 30;
- (1) contains at least on carboxyl C (O) OH, or C (O) O - Q + wherein Q + represents cation chosen from an alkali metal, an alkaline earth metal, or ammonium;
- the copolymer comes from the polymerization between at least one ethylenically unsaturated mono or dicarboxylic acid monomer (1a) and at least one associative monomer which is an ester of formula (1) as defined herein before or (2a) :
- R’ a and R’ b identical or different, represent a hydrogen atom, or a linear or branched (C 1 -C 6 ) alkyl, preferably R’ a and R’ b represent hydrogen atom;
- R’ c and R” c identical or different, represent a hydrogen atom, or a linear or branched (C 1 -C 6 ) alkyl, a C (O) OX group, or a–alk-C (O) OX group wherein X represents a hydrogen atom, an alkali metal, alkaline earth metal, or ammonium and–alk-represents a (C 1 -C 6 ) alkylene such as methylene, preferably R’ c and/or R” c represent a hydrogen atom or a methyl;
- R 1 represents a hydrogen atom, an alkali metal, alkaline earth metal, or a (C 1 -C 6 ) alkyl
- R 2 represents a, linear or branched, (C 6 -C 40 ) alkyl, preferably a (C 10 -C 30 ) alkyl;
- n is an integer comprised inclusively between 5 and 100, particularly between 10 and 50, more particularly between 20 and 40, preferably between 20 and 30 such as 25;
- (1a) or (2a) contain at least on carboxyl C (O) OH, or C (O) O-Q + wherein Q + represents cation chosen from an alkali metal, alkaline earth metal or ammonium;
- R’ a , R’ b represent a hydrogen atom and R’ c and R” c represent a hydrogen atom or a methyl and R 1 represents a hydrogen atom, an alkali metal, alkaline earth metal.
- R’ a , R’ b , and R’ c represent a hydrogen atom and R” c represents a group–alk-C (O) OX such as–CH2-C (O) OX wherein X is as defined herein before.
- the associative copolymer contains units of formulas (Ia) and/or (I’a) :
- R’ a , R’ b , R’ c , and R” c are as defined herein before;
- x represents an integer, preferably more than 100, more preferably between 100 and 10000;
- y represents an integer, preferably more than 100, more preferably between 100 and 10000;
- x+y represents an integer, preferably>200, more preferably between 200 and 20000.
- the associative copolymer (i) of the present invention has a molecular weight of more than 100000, preferably between 200000 and 8000000.
- R 1 represents a hydrogen atom, an alkali metal, or an alkaline earth metal.
- copolymer (1a) / (2a) as defined herein before usable in the invention, we may mention: acrylates/palmeth-25 acrylate copolymer, such as the products commercially available from 3V under the trade name W2000, acrylates/beheneth-25 methacrylate copolymer, such as the products commercially available from Lubrizol under the trade name L-10, or Volarest TM FL-LQ- (RB) sold by the company Croda; acrylates/steareth-20 methacrylate copolymer, such as the products commercially available from Rohm and Haas (Dow Chemical) under the trade name Aculyn TM 22 polymer, acrylates/steareth-20 itaconate copolymer, such as the products commercially available from AkzoNobel under the trade name Structure 2001, acrylates/ceteth-20 itaconate copolymer, such as the products commercially available from AkzoNobel under the trade name Structure 3001, acrylates/ceteth-20 methacrylate
- acrylates/beheneth-25 methacrylate copolymer and in particular the products sold by the company Croda under the tradename Volarest TM FL-LQ- (RB) is specially preferred.
- the associative copolymer is present in an amount ranging from 0.1 wt. %to 3 wt. %, preferably from 0.5 wt. %to 2 wt. %, relative to the total weight of the composition.
- the composition of the present invention comprises at least one pigment coated with a gemini type amphiphilic amino acid.
- the particle size of the pigment is greater than 100 nm.
- the term “size” of a particle denotes the D50 thereof.
- the D50, or median particle size by volume corresponds to the particle size defined such that 50%by volume of the particles have a size less than D50.
- the median size by volume may be assessed by means of light diffraction using a Malvern MasterSizer laser granulometer, said particles under evaluation being dispersed in a liquid medium such as for example octyldodecyl neopentanoate.
- the size of the pigment ranges from 100 nm to 25 ⁇ m, preferably from 200 nm to 10 ⁇ m.
- pigments should be understood to mean white or colored, mineral or organic particles, which are insoluble in an aqueous solution and are intended for coloring and/or opacifying the resulting composition.
- inorganic pigments that can be used in the invention, mention may be made of titanium, zirconium or cerium oxides, and also zinc, iron or chromium oxides, ferric blue, manganese violet, ultramarine blue and chromium hydrate.
- the composition according to the invention includes at least titanium oxides and iron oxides.
- organic pigments suitable for use in the invention mention may be made of carbon black, D&C type pigments, lacquers based on cochineal carmine, barium, strontium, calcium, aluminum or diketopyrrolopyrrole (DPP) described in the documents EP-A-542669, EP-A-787730, EP-A-787731 and WO-A-96/08537.
- DPP diketopyrrolopyrrole
- the composition comprises at least inorganic pigments coated with a gemini type amphiphilic amino acid, particularly at least titanium oxide and/or iron oxides coated with a gemini type amphiphilic amino acid.
- the coating of a pigment according to the invention generally denotes the full or partial surface treatment of the pigment by a surface agent, absorbed, adsorbed or grafted onto said pigment.
- coated pigment according to the invention is thus comparable to composite particles, consisting of a plurality of materials.
- the coated pigments have a multilayer structure consisting of a substrate (pigment) and a coating (agemini type amphiphilic amino acid) .
- the particles according to the invention thus comprise a base layer corresponding to the non-coated pigment whereon at least one layer of another material (corresponding to the coating) is overlaid.
- the coating of the pigments may be partial or full.
- partial coating denotes that the pigment is coated with at least one coating layer at a rate of 50%to 99.9%of the surface of said pigment.
- the coated pigment is fully coated with a gemini type amphiphilic amino acid.
- This embodiment corresponds to the case whereby the entire outer surface of the pigment, i.e. the surface before coating, is coated with a gemini type amphiphilic amino acid.
- coated pigments according to the invention are obtained by means of full or partial surface treatment of the pigment with a gemini type amphiphilic amino acid (as called a surface agent) .
- This surface agent is thus absorbed, adsorbed or grafted onto said pigments.
- the surface-treated pigments may be prepared using chemical, electronic, mechano-chemical or mechanical surface treatment techniques well known to those skilled in the art. Commercial products may also be used.
- the surface agent may be absorbed, adsorbed or grafted onto the pigments by means of solvent evaporation, chemical reaction or creation of a covalent bond.
- the coating may represent 0.1 wt. %to 20 wt. %and particularly 0.5 wt. %to 5 wt. %of the total weight of the coated pigment.
- the coating may be carried out for example by means of a chemical reaction of a surface agent with the surface of the solid pigment particles and the creation of a covalent bond between the surface agent and the particles. This method is particularly described in the patent U.S. Pat. No. 4,578,266.
- the chemical surface treatment may consist of diluting the surface agent in a volatile solvent, dispersing the pigments in this mixture, and then slowly evaporating the volatile solvent, such that the surface agent is deposited on the surface of the pigments.
- this surface treatment involves the creation of covalent bonds and allows dispersing said coated particles in the oily phase.
- gemini type amphiphilic amino acid according to the present invention is chosen from the compounds of formula (VI) , and also the stereoisomers thereof:
- Y' represent, independently of one another, a carboxylic acid group or an alkaline salt of a carboxylic acid group, such as a sodium salt of a carboxylic acid group;
- l represents an integer from 6 to 16, preferably from 8 to 14, and more preferably from 10 to 12.
- Y' represents-COONa
- l 10.
- gemini type amphiphilic amino acids of formula (VI) By way of examples of gemini type amphiphilic amino acids of formula (VI) , mention may be made of sodium dilauramidoglutamide lysine, sodium dimyristoylglutamide lysine and sodium distearoylglutamide lysine. Sodium dilauramidoglutamide lysine is particularly preferred. Sodium dilauramidoglutamide lysine is in particular sold by the company Asahi Kasei Chemicals under the names Pellicer L-30 and Pellicer LB-10.
- the pigments may be coated with sodium dilauramidoglutamide lysine.
- the coated pigment according to the invention is selected from iron and titanium oxide particles coated with sodium dilauramidoglutamide lysine.
- pigments coated with a gemini type amphiphilic amino acid mention can be made of:
- titanium dioxide coated with aluminum hydroxide, sodium dilauramidoglutamide lysine, and magnesium chloride;
- the pigment coated with a gemini type amphiphilic amino acid is present in an amount ranging from 1 wt. %to 30 wt. %, preferably from 5 wt. %to 25 wt. %, more preferably from 10 wt. %to 20 wt. %, relative to the total weight of the composition.
- the composition of the present invention comprises at least one dispersant with a HLB value less than 5 at the temperature of 25°C.
- HLB hydrophile-lipophile balance
- the dispersant has a HLB value of 1.0-3.0 at the temperature of 25°C.
- the dispersant is selected from non-ionic dispersants.
- the dispersant is selected from non-ionic dispersants having a HLB value of 1.0-3.0 at the temperature of 25°C.
- the dispersant is selected from oleic acid, glycol distearate, sorbitan trioleate, glycol stearate, sorbitan tristearate, propylene glycol isostearate, polyoxyethylene sorbitol hexastearate, sucrose distearate, mixture thereof.
- the dispersant is present in an amount ranging from 0.5 wt. %to 5 wt. %, preferably from 1 wt. %to 3 wt. %, relative to the total weight of the composition.
- the composition of the present invention comprises at least one emollient.
- Emollient can hydrate the keratinous substrate, and also provide a shiny look. Emollients are known to the skilled in the art. See, e.g. International Cosmetic Ingredient Dictionary and Handbook Vol. 4 (9th ed. 2002) , more particularly the emollients disclosed on pages 2930-2936. The disclosure of the International Cosmetic Ingredient Dictionary and Handbook Vol. 4, pages 2930-2936, is hereby incorporated by reference.
- the emollients that may be used in the compositions of the invention include, polyhydroxy compounds such as, biosaccharide gum, mannose, hyaluronic acid, sodium hyaluronate, glycerin; propylene glycol; butylene glycol; dipropylene glycol, diethylene glycol, glycol ethers such as monopropylene, dipropylene and tripropylene glycol alkyl (C 1 -C 4 ) ethers, diethylene and triethylene glycol; carnauba wax; beeswax; candelilla; ozokerite; paraffin; rice bran wax; microcrystalline wax; polyethylene wax; mineral oil; jojoba oil; almond oil; castor oil; sesame oil; hydrogenated polyisobutene; squalane; butylene glycol dicaprylte dicaprate; and mixtures thereof.
- polyhydroxy compounds such as, biosaccharide gum, mannose, hyaluronic acid, sodium hyal
- the emollient is selected from glycerin, mannose, hyaluronic acid, biosaccharide gum, jojoba oil, squalane, pentaerythrityl tetraethylhexanoate, di-C12-13 alkyl malate, mixtures thereof.
- the emollient is present in an amount ranging from 1 wt. %to 30 wt. %, preferably from 5 wt. %to 25 wt. %, more preferably from 10 wt. %to 20 wt. %, relative to the total weight of the composition.
- the composition of the present invention is in the form of oil-in-water, thus it comprises a continuous aqueous phase and a dispersed oily phase.
- the aqueous phase is preferably present in an amount ranging from 10 wt. %to 99 wt. %, more preferably from 20 wt. %to 90 wt. %, and even more preferably from 50 wt. %to 85 wt. %of the total weight of the composition.
- Water is preferably present in the composition of the present invention in an amount ranging from 1 wt. %to 80 wt. %, preferably from 5 wt. %to 77 wt. %, more preferably from 10 wt. %to 75 wt. %, relative to the total weight of the composition.
- the dispersed oily phase comprises at least one oil.
- oil is intended to mean any fatty substance that is in liquid form at ambient temperature (20-25°C) and at atmospheric pressure.
- the oil can be chosen from volatile and non-volatile oils of hydrocarbon-based, silicone or fluoro type.
- the oils may be of animal, vegetable, mineral or synthetic origin.
- volatile oil is intended to mean an oil (or non-aqueous medium) capable of evaporating on contact with the skin in less than one hour, at ambient temperature and atmospheric pressure.
- the volatile oil is a volatile cosmetic oil that is liquid at ambient temperature, having in particular a non-zero vapour pressure, at ambient temperature and atmospheric pressure, in particular having a vapour pressure ranging from 0.13 Pa to 40 000 Pa (10 -3 to 300 mmHg) , and preferably ranging from 1.3 Pa to 13 000 Pa (0.01 to 100 mmHg) , and preferentially ranging from 1.3 Pa to 1300 Pa (0.01 to 10 mmHg) .
- the volatile oil generally has a boiling point, measured at atmospheric pressure, ranging from 150°C to 260°C, and preferably ranging from 170°C to 250°C.
- the oily phase comprises from 1 wt. %to 30 wt. %, preferably ranging from 2 wt. %to 20 wt. %, and preferentially ranging from 3 wt. %to 15 wt. %, of volatile oil (s) , relative to the total weight of the composition.
- hydrocarbon-based oil is intended to mean an oil formed essentially, or even consisting, of carbon and hydrogen atoms, and optionally of oxygen and nitrogen atoms, and containing no silicon or fluorine atom; it may contain ester, ether, amine and/or amide groups.
- silicon oil is intended to mean an oil containing at least one silicon atom, and in particular containing Si-O groups.
- fluoro oil is intended to mean an oil containing at least one fluorine atom.
- the volatile oil may be a hydrocarbon-based or silicone oil.
- a hydrocarbon-based volatile oil which can be chosen from hydrocarbon-based oils having a flash point ranging from 40°C to 102°C, preferably ranging from 40°C to 55°C, and preferentially ranging from 40°Cto 50°C.
- hydrocarbon-based volatile oil containing from 8 to 16 carbon atoms which are linear or branched, and mixtures thereof, and in particular branched C 8 -C 16 alkanes, such as C 8 -C 16 isoalkanes (also called isoparaffins) , isododecane, isodecane, isohexadecane, the undecane/tridecane mixture as described in application WO2008/155059, dodecane, tetradecane and mixtures thereof, and for example the oils sold under the trade names Isopar or Permetyl, C 8 -C 16 branched esters, such as isohexyl neopentanoate, and mixtures thereof.
- C 8 -C 16 alkanes such as C 8 -C 16 isoalkanes (also called isoparaffins)
- isododecane isodecane
- isohexadecane the undecane/tridecane mixture
- the non-volatile oil may be chosen from carbon-based, hydrocarbon-based and/or silicone and/or fluoro oils of mineral, animal, vegetable or synthetic origin, and mixtures thereof, insofar as they are compatible with the use envisaged.
- non-volatile hydrocarbon-based oils such as liquid paraffin or liquid petroleum jelly, isoeicosane, soya oil, perhydrosqualene, hydrogenated polyisobutene, sweet almond oil, beauty-leaf oil, palm oil, grapeseed oil, sesame oil, maize oil, rapeseed oil, sunflower oil, cottonseed oil, apricot oil, castor oil, avocado oil, jojoba oil, olive oil or cereal germ oil; esters of lanolic acid, of oleic acid, of lauric acid, of stearic acid; fatty esters, such as isopropyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, diisopropyl adipate, isononyl isononanoate, 2-ethylhexyl palmitate, 2-hexyldecyl laurate, 2-octyldecyl palm
- the composition according to the present invention comprises at least one oil selected from hydrogenated polyisobutene, dimethicone, di-C12-13 alkyl malate.
- composition of the present invention may comprise an oily phase in an amount ranging from 1 wt. %to 50 wt. %, in particular from 2 wt. %to 35%, and more particularly from 5 wt. %to 25 wt. %, relative to the total weight of the composition.
- composition according to the present invention can comprises one or more additional cosmetic active ingredients.
- composition of the present invention may comprise conventional cosmetic adjuvants or additives, for instance fragrances, chelating agents (for example, disodium EDTA) , preserving agents (for example, chlorphenesin and phenoxyethanol) and bactericides, flim-forming agents (for example, acrylates/c10-30 alkyl acrylate crosspolymer, PEG-12 dimethicone/ppg-20 crosspolymer) , fillers (for example, magnesium aluminum silicate, aluminum starch octenylsuccinate) , thickener (for example, polyvinyl alcohol) , pH regulators (for example citric acid, sodium hydroxide, potassium hydroxide) , and mixtures thereof.
- fragrances for instance, chelating agents (for example, disodium EDTA) , preserving agents (for example, chlorphenesin and phenoxyethanol) and bactericides, flim-forming agents (for example, acrylates/c10-30 alkyl acrylate crosspolymer,
- the present invention provides a composition for caring for and/or making up keratin materials in the form of oil-in-water emulsion comprising, relative to the total weight of the composition:
- dispersant selected from oleic acid, glycol distearate, sorbitan trioleate, glycol stearate, sorbitan tristearate, propylene glycol isostearate, polyoxyethylene sorbitol hexastearate, sucrose distearate, pentaerythrityl tetraethylhexanoate, di-C12-13 alkyl malate, mixture thereof; and
- emollient from 10 wt. %to 20 wt. %of at least one emollient, humetant, or a mixture thereof selected from glycerin, mannose, hyaluronic acid, biosaccharide gum, jojoba oil, squalane, mixtures thereof.
- composition of the present invention is in the form of oil-in-water emulsion, which can be a foundation, agel, etc.
- the viscosity of the composition according to the invention can be measured at 25 C, using a Rheomat 100 Plus viscometer equipped with a spindle M2 or M3 rotating at 200 rpm.
- the composition of the present invention has a viscosity of from 10 UD (Deviation Units) to 80 UD, preferably from 20 UD to 50 UD, measured at 25°C using a Rheomat 100 Plus viscometer equipped with a spindle M3 rotating at 200 rpm.
- composition of the present invention is stable at high temperature, for example 45°Cand 55°C, for at least 2 weeks, or is stable after a temperature cycling from -20°Cto 20°Cfor at least 2 weeks.
- the present invention provides a non-therapeutic method for caring for and/or making up keratin materials, comprising applying the composition according to the present invention to the keratin materials.
- composition of the present invention Upon application of the composition of the present invention, the instant effect can be perceived by consumers, meanwhile the appearance looks natural.
- preparing an aqueous phase by mixing water, sodium hyaluronate, acrylates/C10-30 alkyl acrylate crosspolymer, magnesium aluminum silicate, acrylates/beheneth-25 methacrylate copolymer (and) sodium laureth sulfate, glycerin, PEG-12 dimethicone/PPG-20 crosspolymer, polyvinyl alcohol, propanediol, butylene glycol, biosaccharide gum-1, mannose, phenoxyethanol, chlorphenesin, and caprylyl glycol and stir at 450 rpm at room temperature until homogenization;
- the viscosity was measured at 25°C, using a Rheomat 100 Plus viscometer equipped with a M3 spindle, the measurement being performed after 10 minutes of rotation of the spindle in the composition (after which time stabilization of the viscosity and of the spin speed of the spindle are observed) , at a shear rate of 200 rpm.
- the sample will be evaluated as stable if its appearance does not change after the high temperature stability and cycle stability test, otherwise, it will be evaluated as unstable.
- compositions of IE 1-3 and CE 1-9 were evaluated with respect to four key properties of coverage, watery sensory, hydration sensory and long wearing by 14 volunteers.
- Each of the compositions of IE 1-3 and CE 1-9 was applied on the volunteers’ faces by the volunteers themselves and the volunteers evaluated if they were able to perceive coverage, watery sensory, hydration sensory after application.
- compositions of Invention Examples (IE. ) 1-3 is stable over time and can result in a good coverage on the skin with long lasting watery and hydration sensory.
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Abstract
La présente divulgation concerne une composition pour le soin et/ou le maquillage des matières kératiniques sous forme d'émulsion huile-dans-eau comprenant : (I) au moins un polymère vinylique greffé avec un dendrimère de carbosiloxane ; (ii) au moins un copolymère associatif d'acide (méth)acrylique et d'ester d'alkyle (en C1-C 6) de celui-ci ; (iii) au moins un pigment revêtu d'un acide aminé amphiphile de type géminé ; (iv) au moins un dispersant ayant une valeur HLB inférieure à 4 à la température de 25 °C ; et (v) au moins un émollient. La présente divulgation concerne également un procédé non thérapeutique de soin et/ou de maquillage des matières kératiniques, comprenant l'application de la composition sur les matières kératiniques.
Priority Applications (3)
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CN202080108087.8A CN116635001A (zh) | 2020-12-22 | 2020-12-22 | 用于护理和/或化妆角蛋白材料的组合物 |
PCT/CN2020/138348 WO2022133733A1 (fr) | 2020-12-22 | 2020-12-22 | Composition pour le soin et/ou le maquillage de matières kératiniques |
FR2101600A FR3117862B1 (fr) | 2020-12-22 | 2021-02-18 | Composition pour le soin et/ou le maquillage des matières kératineuses |
Applications Claiming Priority (1)
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PCT/CN2020/138348 WO2022133733A1 (fr) | 2020-12-22 | 2020-12-22 | Composition pour le soin et/ou le maquillage de matières kératiniques |
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WO2022133733A1 true WO2022133733A1 (fr) | 2022-06-30 |
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PCT/CN2020/138348 WO2022133733A1 (fr) | 2020-12-22 | 2020-12-22 | Composition pour le soin et/ou le maquillage de matières kératiniques |
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CN (1) | CN116635001A (fr) |
FR (1) | FR3117862B1 (fr) |
WO (1) | WO2022133733A1 (fr) |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2012081132A2 (fr) * | 2010-12-17 | 2012-06-21 | L'oreal | Composition cosmétique |
WO2018228783A1 (fr) * | 2017-06-15 | 2018-12-20 | L'oreal | Émulsion eau-dans-huile à base de charges non épaississantes, non interférentielles, sur une huile non volatile, sur un polymère filmogène hydrophobe, sur et émulsionnant de l'élastomère silicone et sur des pigments |
WO2019127218A1 (fr) * | 2017-12-28 | 2019-07-04 | L'oreal | Composition pour le soin et/ou le maquillage de matières kératiniques |
WO2020220277A1 (fr) * | 2019-04-30 | 2020-11-05 | L'oreal | Composition cosmétique sous forme d'émulsion huile-dans-eau |
US20200360248A9 (en) * | 2008-09-04 | 2020-11-19 | L'oreal | Cosmetic composition containing a polymer comprising a carbosiloxane dendrimer unit |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
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DE69219074T2 (de) | 1991-11-04 | 1997-10-30 | Chimie Ind Sa Soc Nouv | Verfahren zur Herstellung von Pigmenten, insbesondere fluoreszierenden Pigmenten |
GB9418499D0 (en) | 1994-09-14 | 1994-11-02 | Ciba Geigy Ag | Process for producing n-methylated organic pigments |
JPH09171154A (ja) | 1995-12-19 | 1997-06-30 | Nippon Sheet Glass Co Ltd | 画像入力光学系及びこの光学系を用いた画像入力装置 |
DE59704157D1 (de) | 1996-01-30 | 2001-09-06 | Ciba Sc Holding Ag | Polymerisierbare Diketopyrrolopyrrole und damit hergestellte Polymere |
DE59707889D1 (de) | 1996-01-30 | 2002-09-12 | Ciba Sc Holding Ag | Polymerisierbare Diketopyrrolopyrrole und damit hergestellte Polymere |
US6280748B1 (en) | 1998-06-12 | 2001-08-28 | Dow Corning Toray Silicone, Ltd. | Cosmetic raw material cosmetic product and method for manufacturing cosmetic products |
WO2008155059A2 (fr) | 2007-06-19 | 2008-12-24 | Cognis Ip Management Gmbh | Mélanges d'hydrocarbures et leur utilisation |
FR3063899B1 (fr) * | 2017-03-17 | 2019-04-19 | Capsum | Compositions comprenant une phase grasse et une phase aqueuse sous forme de spheres solides |
-
2020
- 2020-12-22 WO PCT/CN2020/138348 patent/WO2022133733A1/fr active Application Filing
- 2020-12-22 CN CN202080108087.8A patent/CN116635001A/zh active Pending
-
2021
- 2021-02-18 FR FR2101600A patent/FR3117862B1/fr active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20200360248A9 (en) * | 2008-09-04 | 2020-11-19 | L'oreal | Cosmetic composition containing a polymer comprising a carbosiloxane dendrimer unit |
WO2012081132A2 (fr) * | 2010-12-17 | 2012-06-21 | L'oreal | Composition cosmétique |
WO2018228783A1 (fr) * | 2017-06-15 | 2018-12-20 | L'oreal | Émulsion eau-dans-huile à base de charges non épaississantes, non interférentielles, sur une huile non volatile, sur un polymère filmogène hydrophobe, sur et émulsionnant de l'élastomère silicone et sur des pigments |
WO2019127218A1 (fr) * | 2017-12-28 | 2019-07-04 | L'oreal | Composition pour le soin et/ou le maquillage de matières kératiniques |
WO2020220277A1 (fr) * | 2019-04-30 | 2020-11-05 | L'oreal | Composition cosmétique sous forme d'émulsion huile-dans-eau |
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CN116635001A (zh) | 2023-08-22 |
FR3117862A1 (fr) | 2022-06-24 |
FR3117862B1 (fr) | 2022-12-30 |
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