WO2013160364A1 - Composition comprenant un silane et un tensioactif gemini - Google Patents
Composition comprenant un silane et un tensioactif gemini Download PDFInfo
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- WO2013160364A1 WO2013160364A1 PCT/EP2013/058521 EP2013058521W WO2013160364A1 WO 2013160364 A1 WO2013160364 A1 WO 2013160364A1 EP 2013058521 W EP2013058521 W EP 2013058521W WO 2013160364 A1 WO2013160364 A1 WO 2013160364A1
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- Prior art keywords
- composition according
- composition
- carbon atoms
- group
- gemini surfactant
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- 239000000203 mixture Substances 0.000 title claims abstract description 114
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 50
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 title claims abstract description 21
- 229910000077 silane Inorganic materials 0.000 title claims abstract description 21
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 33
- 239000002537 cosmetic Substances 0.000 claims abstract description 19
- 125000006850 spacer group Chemical group 0.000 claims abstract description 5
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 3
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 3
- 150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 3
- 150000002500 ions Chemical class 0.000 claims abstract description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 21
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 17
- 239000000194 fatty acid Substances 0.000 claims description 17
- 229930195729 fatty acid Natural products 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 102000011782 Keratins Human genes 0.000 claims description 9
- 108010076876 Keratins Proteins 0.000 claims description 9
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 9
- 229930195733 hydrocarbon Natural products 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- MSRJTTSHWYDFIU-UHFFFAOYSA-N octyltriethoxysilane Chemical compound CCCCCCCC[Si](OCC)(OCC)OCC MSRJTTSHWYDFIU-UHFFFAOYSA-N 0.000 claims description 8
- 229960003493 octyltriethoxysilane Drugs 0.000 claims description 8
- 239000004215 Carbon black (E152) Substances 0.000 claims description 7
- 239000011149 active material Substances 0.000 claims description 6
- 150000002191 fatty alcohols Chemical class 0.000 claims description 5
- 125000005908 glyceryl ester group Chemical group 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 4
- 150000005690 diesters Chemical class 0.000 claims description 4
- YGUFXEJWPRRAEK-UHFFFAOYSA-N dodecyl(triethoxy)silane Chemical compound CCCCCCCCCCCC[Si](OCC)(OCC)OCC YGUFXEJWPRRAEK-UHFFFAOYSA-N 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- OYGYKEULCAINCL-UHFFFAOYSA-N triethoxy(hexadecyl)silane Chemical compound CCCCCCCCCCCCCCCC[Si](OCC)(OCC)OCC OYGYKEULCAINCL-UHFFFAOYSA-N 0.000 claims description 4
- FZMJEGJVKFTGMU-UHFFFAOYSA-N triethoxy(octadecyl)silane Chemical compound CCCCCCCCCCCCCCCCCC[Si](OCC)(OCC)OCC FZMJEGJVKFTGMU-UHFFFAOYSA-N 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 2
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 claims description 2
- 229910001413 alkali metal ion Inorganic materials 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 229910001415 sodium ion Inorganic materials 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 2
- 230000001815 facial effect Effects 0.000 claims 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000000839 emulsion Substances 0.000 abstract description 14
- -1 octanoic acid triglycerides Chemical class 0.000 description 19
- 239000003921 oil Substances 0.000 description 15
- 235000019198 oils Nutrition 0.000 description 15
- 239000012071 phase Substances 0.000 description 14
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 10
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 10
- 229920001223 polyethylene glycol Polymers 0.000 description 10
- 239000008346 aqueous phase Substances 0.000 description 9
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 9
- 150000002148 esters Chemical class 0.000 description 9
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 9
- 239000002202 Polyethylene glycol Substances 0.000 description 8
- 150000004665 fatty acids Chemical group 0.000 description 8
- 229940075529 glyceryl stearate Drugs 0.000 description 8
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 8
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 8
- 239000001993 wax Substances 0.000 description 7
- 239000004205 dimethyl polysiloxane Substances 0.000 description 6
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 6
- 150000002170 ethers Chemical class 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 229920005862 polyol Polymers 0.000 description 6
- 239000013543 active substance Substances 0.000 description 5
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 5
- 229940047647 disodium ethylene dicocamide peg-15 disulfate Drugs 0.000 description 5
- 229960000735 docosanol Drugs 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 210000004209 hair Anatomy 0.000 description 5
- BANXPJUEBPWEOT-UHFFFAOYSA-N 2-methyl-Pentadecane Chemical compound CCCCCCCCCCCCCC(C)C BANXPJUEBPWEOT-UHFFFAOYSA-N 0.000 description 4
- 239000002671 adjuvant Substances 0.000 description 4
- 229960000541 cetyl alcohol Drugs 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 4
- 229940008099 dimethicone Drugs 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 239000000499 gel Substances 0.000 description 4
- 239000003349 gelling agent Substances 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 3
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000005639 Lauric acid Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 229920002125 Sokalan® Polymers 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000001153 fluoro group Chemical group F* 0.000 description 3
- 230000003020 moisturizing effect Effects 0.000 description 3
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 3
- 239000007764 o/w emulsion Substances 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- 230000035515 penetration Effects 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 229940088594 vitamin Drugs 0.000 description 3
- 229930003231 vitamin Natural products 0.000 description 3
- 239000011782 vitamin Substances 0.000 description 3
- 235000013343 vitamin Nutrition 0.000 description 3
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 2
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 2
- 229940043268 2,2,4,4,6,8,8-heptamethylnonane Drugs 0.000 description 2
- ASKIVFGGGGIGKH-UHFFFAOYSA-N 2,3-dihydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)CO ASKIVFGGGGIGKH-UHFFFAOYSA-N 0.000 description 2
- LWMVVAPRHQKKPZ-UHFFFAOYSA-N 2,3-dihydroxypropyl octadecanoate;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO LWMVVAPRHQKKPZ-UHFFFAOYSA-N 0.000 description 2
- XMVBHZBLHNOQON-UHFFFAOYSA-N 2-butyl-1-octanol Chemical compound CCCCCCC(CO)CCCC XMVBHZBLHNOQON-UHFFFAOYSA-N 0.000 description 2
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 2
- NKEQOUMMGPBKMM-UHFFFAOYSA-N 2-hydroxy-2-[2-(2-hydroxy-3-octadecanoyloxypropoxy)-2-oxoethyl]butanedioic acid Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CC(O)(C(O)=O)CC(O)=O NKEQOUMMGPBKMM-UHFFFAOYSA-N 0.000 description 2
- UIVPNOBLHXUKDX-UHFFFAOYSA-N 3,5,5-trimethylhexyl 3,5,5-trimethylhexanoate Chemical compound CC(C)(C)CC(C)CCOC(=O)CC(C)CC(C)(C)C UIVPNOBLHXUKDX-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- NWGKJDSIEKMTRX-BFWOXRRGSA-N [(2r)-2-[(3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)C1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-BFWOXRRGSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 229940051879 analgesics and antipyretics salicylic acid and derivative Drugs 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 2
- 239000004203 carnauba wax Substances 0.000 description 2
- 235000013869 carnauba wax Nutrition 0.000 description 2
- 229940082483 carnauba wax Drugs 0.000 description 2
- 229940106189 ceramide Drugs 0.000 description 2
- 150000001783 ceramides Chemical class 0.000 description 2
- 229940073669 ceteareth 20 Drugs 0.000 description 2
- 229940081733 cetearyl alcohol Drugs 0.000 description 2
- 229940085262 cetyl dimethicone Drugs 0.000 description 2
- 239000007957 coemulsifier Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- WODOUQLMOIMKAL-FJSYBICCSA-L disodium;(2s)-2-(octadecanoylamino)pentanedioate Chemical compound [Na+].[Na+].CCCCCCCCCCCCCCCCCC(=O)N[C@H](C([O-])=O)CCC([O-])=O WODOUQLMOIMKAL-FJSYBICCSA-L 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- SHZIWNPUGXLXDT-UHFFFAOYSA-N ethyl hexanoate Chemical compound CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
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- JYGXADMDTFJGBT-VWUMJDOOSA-N hydrocortisone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 description 2
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- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 229940100554 isononyl isononanoate Drugs 0.000 description 2
- KUVMKLCGXIYSNH-UHFFFAOYSA-N isopentadecane Natural products CCCCCCCCCCCCC(C)C KUVMKLCGXIYSNH-UHFFFAOYSA-N 0.000 description 2
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- DFPAKSUCGFBDDF-UHFFFAOYSA-N nicotinic acid amide Natural products NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 2
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
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- NTYZDAJPNNBYED-UHFFFAOYSA-M sodium;2-(2-dodecanoyloxypropanoyloxy)propanoate Chemical compound [Na+].CCCCCCCCCCCC(=O)OC(C)C(=O)OC(C)C([O-])=O NTYZDAJPNNBYED-UHFFFAOYSA-M 0.000 description 2
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- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
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- QAIPRVGONGVQAS-DUXPYHPUSA-N trans-caffeic acid Chemical compound OC(=O)\C=C\C1=CC=C(O)C(O)=C1 QAIPRVGONGVQAS-DUXPYHPUSA-N 0.000 description 2
- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 description 2
- 239000000230 xanthan gum Substances 0.000 description 2
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- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- NRTKYSGFUISGRQ-UHFFFAOYSA-N (3-heptanoyloxy-2,2-dimethylpropyl) heptanoate Chemical compound CCCCCCC(=O)OCC(C)(C)COC(=O)CCCCCC NRTKYSGFUISGRQ-UHFFFAOYSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- JXNPEDYJTDQORS-HZJYTTRNSA-N (9Z,12Z)-octadecadien-1-ol Chemical compound CCCCC\C=C/C\C=C/CCCCCCCCO JXNPEDYJTDQORS-HZJYTTRNSA-N 0.000 description 1
- ACEAELOMUCBPJP-UHFFFAOYSA-N (E)-3,4,5-trihydroxycinnamic acid Natural products OC(=O)C=CC1=CC(O)=C(O)C(O)=C1 ACEAELOMUCBPJP-UHFFFAOYSA-N 0.000 description 1
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- WZNJWVWKTVETCG-UHFFFAOYSA-N kojic acid Natural products OC(=O)C(N)CN1C=CC(=O)C(O)=C1 WZNJWVWKTVETCG-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 229940031674 laureth-7 Drugs 0.000 description 1
- 239000003077 lignite Substances 0.000 description 1
- JXNPEDYJTDQORS-UHFFFAOYSA-N linoleyl alcohol Natural products CCCCCC=CCC=CCCCCCCCCO JXNPEDYJTDQORS-UHFFFAOYSA-N 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 230000002248 lipoperoxidative effect Effects 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000010469 macadamia oil Substances 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- DRLFMBDRBRZALE-UHFFFAOYSA-N melatonin Chemical compound COC1=CC=C2NC=C(CCNC(C)=O)C2=C1 DRLFMBDRBRZALE-UHFFFAOYSA-N 0.000 description 1
- 229960003987 melatonin Drugs 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 239000004530 micro-emulsion Substances 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 235000011929 mousse Nutrition 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 229940105132 myristate Drugs 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
- 235000005152 nicotinamide Nutrition 0.000 description 1
- 239000011570 nicotinamide Substances 0.000 description 1
- 229960003512 nicotinic acid Drugs 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 1
- AEIJTFQOBWATKX-UHFFFAOYSA-N octane-1,2-diol Chemical compound CCCCCCC(O)CO AEIJTFQOBWATKX-UHFFFAOYSA-N 0.000 description 1
- 125000005474 octanoate group Chemical class 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940101267 panthenol Drugs 0.000 description 1
- 235000020957 pantothenol Nutrition 0.000 description 1
- 239000011619 pantothenol Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 235000019809 paraffin wax Nutrition 0.000 description 1
- 229940112824 paste Drugs 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical class OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229960004624 perflexane Drugs 0.000 description 1
- LOQGSOTUHASIHI-UHFFFAOYSA-N perfluoro-1,3-dimethylcyclohexane Chemical compound FC(F)(F)C1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(C(F)(F)F)C1(F)F LOQGSOTUHASIHI-UHFFFAOYSA-N 0.000 description 1
- ZJIJAJXFLBMLCK-UHFFFAOYSA-N perfluorohexane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F ZJIJAJXFLBMLCK-UHFFFAOYSA-N 0.000 description 1
- NJCBUSHGCBERSK-UHFFFAOYSA-N perfluoropentane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F NJCBUSHGCBERSK-UHFFFAOYSA-N 0.000 description 1
- 229940038692 petrolatum paste Drugs 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 238000004987 plasma desorption mass spectroscopy Methods 0.000 description 1
- 229920001921 poly-methyl-phenyl-siloxane Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229940100518 polyglyceryl-4 isostearate Drugs 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229940068968 polysorbate 80 Drugs 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229940114930 potassium stearate Drugs 0.000 description 1
- ANBFRLKBEIFNQU-UHFFFAOYSA-M potassium;octadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCCCC([O-])=O ANBFRLKBEIFNQU-UHFFFAOYSA-M 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 229940057910 shea butter Drugs 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- KDHFCTLPQJQDQI-BDQAORGHSA-M sodium;(4s)-4-amino-5-octadecanoyloxy-5-oxopentanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)OC(=O)[C@@H](N)CCC([O-])=O KDHFCTLPQJQDQI-BDQAORGHSA-M 0.000 description 1
- LTNJYGRCMNQPFQ-UHFFFAOYSA-M sodium;2-dodecanoyloxypropanoate Chemical compound [Na+].CCCCCCCCCCCC(=O)OC(C)C([O-])=O LTNJYGRCMNQPFQ-UHFFFAOYSA-M 0.000 description 1
- 229940057429 sorbitan isostearate Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 229940100459 steareth-20 Drugs 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 1
- 229960001325 triclocarban Drugs 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- SCRSFLUHMDMRFP-UHFFFAOYSA-N trimethyl-(methyl-octyl-trimethylsilyloxysilyl)oxysilane Chemical compound CCCCCCCC[Si](C)(O[Si](C)(C)C)O[Si](C)(C)C SCRSFLUHMDMRFP-UHFFFAOYSA-N 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 1
- COXJMKGEQAWXNP-UHFFFAOYSA-N tris(14-methylpentadecyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)CCCCCCCCCCCCCOC(=O)CC(O)(C(=O)OCCCCCCCCCCCCCC(C)C)CC(=O)OCCCCCCCCCCCCCC(C)C COXJMKGEQAWXNP-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 235000019160 vitamin B3 Nutrition 0.000 description 1
- 239000011708 vitamin B3 Substances 0.000 description 1
- 235000009492 vitamin B5 Nutrition 0.000 description 1
- 239000011675 vitamin B5 Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- 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
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon compounds
-
- 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
- A61K8/86—Polyethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Definitions
- composition comprising a silane and a gemini surfactant
- the present patent application relates to a composition comprising a silane and a gemini surfactant, and to the use of the said composition in cosmetics and dermatology, in particular for caring for or treating keratin materials.
- gemini surfactant means compounds comprising two hydrophilic heads and two hydrophobic tails linked together via a spacer.
- These surfactants have already been described as being useful in cosmetic compositions (WO-A-96/14926), in particular in compositions for cleansing the hair or the skin (EP-0 915 945) or in pearlescent concentrates used in cleansing compositions, optionally in combination with hydroxy acids and vitamins such as retinol or tocopherol or derivatives thereof such as diascorbyl palmitate (WO-A-01/74979).
- Gemini surfactants have a quite particular structure since they comprise two hydrophilic groups and two hydrophobic groups, which gives them not only surfactant properties but also, for some of them, highly appreciated properties associated with their particular structure which is close to that of ceramides, thus enabling them to have similar properties thereto, in particular moisturizing properties, without the formulation drawbacks of ceramides, which are difficult to incorporate and may form crystals.
- these gemini surfactants have a very low surface tension, and they have good emulsifying properties for the preparation of oil-in-water (O/W) emulsions. In addition, they are flexible molecules of very small size, close to that of micelles, and are much less irritant than other surfactants.
- these surfactants have the drawback of giving compositions that do not have good cosmetic properties. Specifically, the compositions obtained are heavy on application since they do not glide well over the skin, they spread poorly and are considered as being absorbed too quickly. Consequently, these emulsions are not fresh enough, and, once absorbed on the skin, a dragging and coarse effect is observed. As a result, the consumer has a negative sensation when they are applied to the skin.
- compositions especially an O/W emulsion containing a gemini surfactant, which has good cosmetic properties, especially on application and after application.
- the cosmetic properties sought are a soft and pleasant effect on application, a fresh effect, no dragging or coarse effect, and good glidance during application and after application to keratin materials and more particularly the skin.
- the object of the invention is to be able to prepare emulsions with good cosmetic properties without having the drawbacks of the prior art.
- the Applicant has discovered, surprisingly, that this problem can be solved by combining a gemini surfactant and a silane.
- One subject of the present invention is thus a composition, especially in emulsion form, comprising at least one silane and/or oligomers thereof and at least one gemini surfactant.
- This composition may be obtained by mixing at least one silane and/or oligomers thereof and at least one gemini surfactant.
- composition of the invention is intended especially for topical application, it comprises a physiologically acceptable medium, i.e. a medium that is compatible with all keratin materials such as the skin, the nails, mucous membranes and keratin fibres (such as the hair or the eyelashes).
- a physiologically acceptable medium i.e. a medium that is compatible with all keratin materials such as the skin, the nails, mucous membranes and keratin fibres (such as the hair or the eyelashes).
- the composition obtained according to the invention has the advantage of having a homogeneous, non-tacky texture and of being very gentle on application to the skin and after penetration of the product, without a dragging or coarse effect on the skin.
- compositions spread particularly well on keratin materials such as the skin and the hair.
- a subject of the invention is also a cosmetic process for treating keratin materials, which consists in applying to the keratin materials a composition as defined above.
- silane(s) that may be used in the composition according to the invention are especially those corresponding to formula (I) below and/or oligomers thereof:
- R 2 and R3 which may be identical or different, represent a linear or branched alkyl group comprising from 1 to 6 carbon atoms,
- ⁇ z denotes an integer ranging from 0 to 3
- the silane(s) being present in an active material content ranging from 5% to 20% by weight relative to the total weight of the composition.
- oligomer means the polymerization products of the compounds of formula (I) comprising from 2 to 10 silicon atoms.
- R3 represents an alkyl group comprising from 1 to 4 carbon atoms, better still a linear alkyl group comprising from 1 to 4 carbon atoms, and preferably methyl and ethyl groups.
- F3 ⁇ 4 represents an alkyl group comprising from 1 to 4 carbon atoms, better still a linear alkyl group comprising from 1 to 4 carbon atoms, and preferably the ethyl group.
- Ri represents an alkyl group, and even more preferentially a linear alkyl group, comprising from 7 to 18 carbon atoms and more particularly from 7 to 12 carbon atoms or a C1 -C6 and preferably C2-C4 aminoalkyl group.
- Ri denotes an octyl radical.
- z ranges from 1 to 3. Even more preferentially, z is equal to 3.
- the composition comprises at least one silane chosen from octyltriethoxysilane, dodecyltriethoxysilane, octadecyltriethoxysilane, hexadecyltriethoxysilane and ⁇ -aminopropyltriethoxysilane, preferably chosen from octyltriethoxysilane, dodecyltriethoxysilane, octadecyltriethoxysilane and hexadecyltriethoxysilane.
- silane chosen from octyltriethoxysilane, dodecyltriethoxysilane, octadecyltriethoxysilane and hexadecyltriethoxysilane.
- the composition comprises at least octyltriethoxysilane (OTES).
- OTES octyltriethoxysilane
- the silane(s) and/or oligomers thereof may be present in the composition of the invention in an active material content preferably ranging from 5% to 15% by weight and more particularly from 8% to 12% by weight relative to the total weight of the composition.
- Gemini surfactant octyltriethoxysilane
- the gemini surfactant is preferably a surfactant of formula (I): in which:
- Ri and R3 denote, independently of each other, an alkyl radical having from 1 to 25 carbon atoms;
- R2 denotes a spacer consisting of a linear or branched alkylene chain having from 1 to 12 carbon atoms
- - X denotes a group -(C2H 4 O) a -(C3H 6 O) b Z,
- - Y denotes a group -( ⁇ 2 ⁇ 4 ⁇ ) 0 -( ⁇ 3 ⁇ 6 ⁇ ) ⁇
- Z denotes a hydrogen atom or a radical -CH 2 -COOM, -SO3M, -P(O)(OM) 2 , -C 2 H 4 -SO 3 M, -C3H6-SO3M or -CH 2 (CHOH) 4 CH 2 OH, where M and M' represent H or an alkali metal or alkaline-earth metal or ammonium or alkanolammonium ion,
- - n ranges from 1 to 10.
- Ri and R3 denote, independently of each other, preferably an alkyl radical containing from 5 to 21 and more particularly from 7 to 19 carbon atoms;
- the gemini surfactant is preferably such that each of the groups R1-CO- and R3- CO- comprises from 8 to 20 carbon atoms, and preferably denotes a coconut fatty acid residue (comprising mainly lauric acid and myristic acid).
- b and d are equal to 0.
- this surfactant is preferably such that the sum of a, b, c and d has a mean value ranging from 10 to 20 and is preferably from 12 to 18 and more particularly equal to 15.
- a preferred group for Z is the group -SO3M, where M is preferably an alkali metal ion such as a sodium ion.
- the spacer R 2 advantageously consists of a linear C1-C3 alkylene chain, and preferably an ethylene (-CH 2 CH 2- ) chain.
- n is advantageously equal to 1 .
- a surfactant of this type is in particular the one identified by the INCI name: Disodium Ethylene Dicocamide PEG-15 Disulfate, having the following structure:
- RCO represents a coconut fatty acid radical and m+n has a mean value of 15.
- the gemini surfactant according to the invention is used as a mixture with other surfactants, and especially as a mixture with (a) glyceryl ester of a C6- C22 fatty acid (preferably C14-C20 such as a stearate), (b) a diester of a C6-C22 fatty acid (preferably C14-C20 such as a stearate) and of citric acid and of glycerol (especially a diester of a C6-C22 fatty acid and of glyceryl monocitrate), and (c) a C10-C30 fatty alcohol (preferably behenyl alcohol).
- composition according to the invention comprises a mixture of disodium ethylene dicocamide PEG-15 disulfate, glyceryl stearate, glyceryl stearate monocitrate and behenyl alcohol.
- the gemini surfactant according to the invention represents from 10% to 20% by weight and advantageously 15% by weight; the glyceryl ester of a C6-C22 fatty acid represents from 30% to 40% by weight, advantageously 35% by weight; the diester of a C6-C22 fatty acid and of citric acid and of glycerol represents from 10% to 20% by weight, advantageously 15% by weight; and the C10-C30 fatty alcohol represents from 30% to 40% by weight, advantageously 35% by weight, relative to the total weight of the mixture of surfactants containing the gemini surfactant.
- the composition according to the invention comprises a mixture of from 10% to 20% by weight of disodium ethylene dicocamide PEG-15 sulfate, from 30% to 40% (in particular 35%) by weight of glyceryl stearate, from 10% to 20% (in particular 15%) by weight of glyceryl stearate monocitrate, and from 30% to 40% (in particular 35%) by weight of behenyl alcohol, relative to the total weight of the mixture of surfactants containing the gemini surfactant.
- the gemini surfactant according to the invention may be used as a mixture with an anionic surfactant, such as an ester of lauric acid, sodium lauroyl lactate.
- an anionic surfactant such as an ester of lauric acid, sodium lauroyl lactate.
- the gemini surfactant preferably represents from 30% to 50% by weight and the anionic surfactant represents from 50% to 70% by weight, relative to the total weight of the mixture.
- gemini surfactant may be used, for example, as a mixture with other surfactants in the form of the products sold by Sasol under the Ceralution® names, in particular the following products:
- Ceralution ® H Behenyl Alcohol, Glyceryl Stearate, Glyceryl Stearate Citrate and Disodium Ethylene Dicocamide PEG-15 Disulfate,
- Ceralution ® F Sodium Lauroyl Lactylate and Disodium Ethylene Dicocamide PEG-15 Disulfate
- Ceralution ® C Capric/Caprylic Triglyceride, Ceteareth-25, Disodium Ethylene Dicocamide PEG-15 Disulfate, Sodium Lauroyl Lactylate, Behenyl Alcohol, Glyceryl Stearate and Glyceryl Stearate Citrate (INCI names).
- the gemini surfactant represents from 3% to 50% of the weight of these mixtures.
- the gemini surfactant may be present in the composition according to the invention in an active material content ranging from 0.05% to 10% by weight, preferably ranging from 0.1 % to 5% by weight and better still ranging from 0.2% to 2% by weight relative to the total weight of the composition.
- the composition preferably comprises one aqueous phase and one fatty phase.
- the aqueous phase of the compositions according to the invention comprises at least water.
- the amount of aqueous phase can range from 0.1 % to 99% by weight, preferably from 0.5% to 98% by weight, better still from 30% to 95% by weight and even better still from 40% to 95% by weight, relative to the total weight of the composition. This amount depends on the formulation form of the composition desired.
- the amount of water may represent all or part of the aqueous phase, and it is generally at least 30% by weight relative to the total weight of the composition.
- the aqueous phase may comprise at least one hydrophilic solvent, for instance substantially linear or branched lower monoalcohols containing from 1 to 8 carbon atoms, for instance ethanol, propanol, butanol, isopropanol or isobutanol; polyols such as propylene glycol, isoprene glycol, butylene glycol, glycerol, sorbitol or polyethylene glycols and derivatives thereof, and mixtures thereof.
- hydrophilic solvent for instance substantially linear or branched lower monoalcohols containing from 1 to 8 carbon atoms, for instance ethanol, propanol, butanol, isopropanol or isobutanol
- polyols such as propylene glycol, isoprene glycol, butylene glycol, glycerol, sorbitol or polyethylene glycols and derivatives thereof, and mixtures thereof.
- the proportion of the fatty phase of the emulsion may range, for example, from 1 % to 80% by weight, preferably from 2% to 50% by weight and better still from 5% to 30% by weight relative to the total weight of the composition.
- This indicated amount does not comprise the content of lipophilic surfactants.
- the nature of the fatty phase (or oily phase) of the emulsion is not critical.
- the fatty phase may thus consist of any fatty substance conventionally used in cosmetics or dermatology; it especially comprises at least one oil (fatty substance that is liquid at 25°C).
- oils that may be used in the composition of the invention, examples that may be mentioned include:
- oils of vegetable origin such as liquid triglycerides of fatty acids comprising from 4 to 10 carbon atoms, such as heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, maize oil, soybean oil, cucumber oil, grape seed oil, sesame seed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, castor oil, avocado oil, caprylic/capric acid triglycerides, such as those sold by Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by Dynamit Nobel, jojoba oil and shea butter oil;
- esters and ethers especially of fatty acids, for instance the oils of formulae R a COOR b and R a OR b in which R a represents a fatty acid residue containing from 8 to 29 carbon atoms and R b represents a branched or unbranched hydrocarbon-based chain containing from 3 to 30 carbon atoms, for instance Purcellin oil, isononyl isononanoate, isopropyl myristate, 2-ethylhexyl palmitate, 2-octyldodecyl stearate, 2-octyldodecyl erucate or isostearyl isostearate; hydroxylated esters, for instance isostearyl lactate, octyl hydroxystearate, octyldodecyl hydroxystearate, diisostearyl malate or triisocetyl citrate; fatty alcohol heptanoates, octano
- substantially linear or branched hydrocarbons of mineral or synthetic origin such as volatile or nonvolatile liquid paraffins, and derivatives thereof, petroleum jelly, polydecenes, isohexadecane, isododecane or hydrogenated polyisobutene, such as Parleam® oil;
- - fatty alcohols having from 8 to 26 carbon atoms, such as cetyl alcohol, stearyl alcohol and a mixture thereof (cetearyl alcohol), octyldodecanol, 2-butyloctanol, 2- hexyldecanol, 2-undecylpentadecanol, oleyl alcohol or linoleyl alcohol;
- ethoxylated fatty alcohols such as oleth-12, ceteareth-12 and ceteareth-20;
- Fluoro oils that may also be mentioned include perfluoromethylcyclopentane and perfluoro-1 ,3- dimethylcyclohexane, sold under the names Flutec PC1 ® and Flutec PC3 ® by the company BNFL Fluorochemicals; perfluoro-1 ,2-dimethylcyclobutane; perfluoroalkanes such as dodecafluoropentane and tetradecafluorohexane, sold under the names PF 5050 ® and PF 5060 ® by the company 3M, or bromoperfluorooctyl sold under the name Foralkyl ® by the company Atochem; nonafluoromethoxybutane sold under the name MSX 4518 ® by the company 3M and nonafluoroethoxyisobutane; perfluoromorpholine derivatives such as those described in the document JP-A-2-295 912.
- Fluoro oils that may also be mentioned include perfluoromethylcycl
- silicone oils for instance volatile or nonvolatile polymethylsiloxanes (PDMS) with a substantially linear or cyclic silicone chain, which are liquid or pasty at room temperature, especially cyclopolydimethylsiloxanes (cyclomethicones) such as cyclohexadimethylsiloxane and cyclopentadimethylsiloxane; polydimethylsiloxanes comprising alkyl, alkoxy or phenyl groups, which are pendent or at the end of a silicone chain, these groups containing from 2 to 24 carbon atoms; phenylsilicones, for instance phenyl trimethicones, phenyl dimethicones, phenyltrimethylsiloxydiphenylsiloxanes, diphenyl dimethicones, diphenylmethyldiphenyltrisiloxanes or 2-phenylethyl trimethylsiloxy silicates, and polymethylphenylsiloxanes;
- hydrocarbon-based oil is understood to mean any oil predominantly comprising carbon and hydrogen atoms, and optionally ester, ether, fluoro, carboxylic acid and/or alcohol groups.
- the other fatty substances which can be present in the oily phase are, for example, fatty acids comprising from 8 to 30 carbon atoms, such as stearic acid, lauric acid, palmitic acid and oleic acid; waxes, such as lanolin, beeswax, carnauba wax, candelilla wax, paraffin waxes, lignite or microcrystalline waxes, ceresin or ozokerite, or synthetic waxes, such as polyethylene waxes or Fischer- Tropsch waxes; or petrolatum paste.
- fatty substances may be chosen in a varied manner by a person skilled in the art so as to prepare a composition having the desired properties, for example in terms of consistency or texture.
- compositions of the invention may contain one or more adjuvants that are common in cosmetics and dermatology: hydrophilic or lipophilic gelling agents and/or thickeners; moisturizers; emollients; hydrophilic or lipophilic active agents; free-radical scavengers; sequestrants; antioxidants; preserving agents; acidifying or basifying agents; fragrances; film-forming agents; dyestuffs (pigments such as iron oxides and titanium dioxide, nacres, soluble dyes), and fillers; and mixtures thereof.
- adjuvants that are common in cosmetics and dermatology: hydrophilic or lipophilic gelling agents and/or thickeners; moisturizers; emollients; hydrophilic or lipophilic active agents; free-radical scavengers; sequestrants; antioxidants; preserving agents; acidifying or basifying agents; fragrances; film-forming agents; dyestuffs (pigments such as iron oxides and titanium dioxide, nacres, soluble dyes
- the amounts of these various adjuvants are those conventionally used in the fields under consideration.
- the amounts of active agents vary according to the desired objective and are those conventionally used in the fields under consideration, and for example from 0.1 % to 20%, and preferably from 0.5% to 10% of the total weight of the composition.
- Hydrophilic gelling agents that may be mentioned, for example, include carboxyvinyl polymers such as the Carbopol products (carbomers) and the Pemulen products (acrylate/C io _ C3o-alkylacrylate copolymer); polyacrylamides, for instance the crosslinked copolymers sold under the names Sepigel 305 (CTFA name: polyacrylamide/Ci3-i 4 isoparaffin/Laureth 7) or Simulgel 600 (CTFA name: acrylamide/sodium acryloyldimethyltaurate copolymer/isohexadecane/polysorbate 80) by the company SEPPIC; cellulose derivatives such as hydroxyethylcellulose; polysaccharides and especially gums such as xanthan gum; and mixtures thereof.
- carboxyvinyl polymers such as the Carbopol products (carbomers) and the Pemulen products (acrylate/C io _ C3o-alkylacrylate copo
- Lipophilic gelling agents that may be mentioned include modified clays such as hectorite and derivatives thereof, for instance the products sold under the name Bentone.
- the composition according to the invention may also contain adjuvants that are common in the field under consideration, such as emulsifiers, lipophilic gelling agents, waxes, hydrophilic or lipophilic additives, preserving agents, antioxidants, solvents, fragrances, fillers, UVA and/or UVB screening agents (organic or mineral, soluble or insoluble), pigments, fibres, chelating agents, odour absorbers, dyestuffs and other cosmetic active agents.
- the composition may contain other emulsifiers in addition to the gemini surfactant, in a proportion ranging from 0.1 % to 10% by weight, and preferably from 0.2% to 5% by weight relative to the total weight of the composition.
- emulsifiers examples include dimethicone copolyols such as the mixture of cyclomethicone and of dimethicone copolyol sold under the name DC 5225 C by the company Dow Corning, and alkyl dimethicone copolyols such as the laurylmethicone copolyol sold under the name Dow Corning 5200 Formulation Aid by the company Dow Corning and the cetyl dimethicone copolyol sold under the name Abil EM 90® by the company Goldschmidt, or the mixture polyglyceryl-4 isostearate/cetyl dimethicone copolyol/hexyl laurate sold under the name Abil WE 09 by the company Goldschmidt.
- dimethicone copolyols such as the mixture of cyclomethicone and of dimethicone copolyol sold under the name DC 5225 C by the company Dow Corning
- co-emulsifiers may also be added thereto.
- the co-emulsifier can advantageously be chosen from the group consisting of polyol alkyl esters. Mention may in particular be made, as polyol alkyl esters, of glycerol and/or sorbitan esters, for example polyglyceryl isostearate, such as the product sold under the name Isolan Gl 34 by Goldschmidt, sorbitan isostearate, such as the product sold under the name Arlacel 987 by ICI, sorbitan glyceryl isostearate, such as the product sold under the name Arlacel 986 by ICI, and mixtures thereof.
- polyglyceryl isostearate such as the product sold under the name Isolan Gl 34 by Goldschmidt
- sorbitan isostearate such as the product sold under the name Arlacel 987 by ICI
- sorbitan glyceryl isostearate such as the product sold under the name Arlacel 9
- O/W emulsions for example, as emulsifiers, of nonionic surfactants and in particular esters of polyols and of fatty acid having a saturated or unsaturated chain comprising, for example, from 8 to 24 carbon atoms and better still from 12 to 22 carbon atoms, and their oxyalkylenated derivatives, that is to say derivatives comprising oxyethylene and/or oxypropylene units, such as glyceryl esters of Cs-C2 4 fatty acid, and their oxyalkylenated derivatives; polyethylene glycol esters of Cs-C2 4 fatty acid, and their oxyalkylenated derivatives; sorbitol esters of Cs-C2 4 fatty acid, and their oxyalkylenated derivatives; fatty alcohol ethers; sugar ethers of Cs-C2 4 fatty alcohols, and mixtures thereof.
- emulsifiers of nonionic surfactants and in particular esters of polyols and
- glyceryl ester of fatty acid of glyceryl stearate (glyceryl mono-, di- and/or tristearate) (CTFA name: glyceryl stearate) or glyceryl ricinoleate, and mixtures thereof.
- polyethylene glycol ester of fatty acid of polyethylene glycol stearate (polyethylene glycol mono-, di- and/or tristearate) and more especially polyethylene glycol 50 OE monostearate (CTFA name: PEG-50 stearate), polyethylene glycol 100 OE monostearate (CTFA name: PEG-100 stearate) and mixtures thereof.
- polyethylene glycol ester of fatty acid of polyethylene glycol stearate (polyethylene glycol mono-, di- and/or tristearate) and more especially polyethylene glycol 50 OE monostearate (CTFA name: PEG-50 stearate), polyethylene glycol 100 OE monostearate (CTFA name: PEG-100 stearate) and mixtures thereof.
- Use may also be made of mixtures of these surfactants, for instance the product comprising glyceryl stearate and PEG-100 stearate, sold under the name Arlacel 165 by Uniqema, and the product comprising glyceryl stearate (glyceryl mono/distearate) and potassium stearate, sold under the name Tegin by Goldschmidt (CTFA name: glyceryl stearate SE).
- CTFA name glyceryl stearate SE
- fatty alcohol ethers for example, of polyethylene glycol ethers of fatty alcohol comprising from 8 to 30 carbon atoms and in particular from 10 to 22 carbon atoms, such as polyethylene glycol ethers of cetyl alcohol, stearyl alcohol or cetearyl alcohol (mixture of cetyl alcohol and stearyl alcohol).
- ethers comprising from 1 to 200 and preferably from 2 to 100 oxyethylene groups, such as those with the CTFA name Ceteareth- 20 or Ceteareth-30, and mixtures thereof.
- sugar mono- or polyalkyl esters or ethers of methyl glucose isostearate, sold under the name Isolan-IS by Degussa Goldschmidt, or else sucrose distearate, sold under the name Crodesta F50 by Croda, and sucrose stearate, sold under the name Ryoto sugar ester S 1570 by Mitsubishi Kagaku Foods.
- lipoamino acids and their salts such as monosodium and disodium acylglutamates, for instance monosodium stearoyl glutamate, sold under the name Amisoft HS-1 1 PF, and disodium stearoyl glutamate, sold under the name Amisoft HS-21 P, by Ajinomoto.
- active agents include moisturizing agents, such as protein hydrolysates and polyols, for instance glycerol, glycols, for instance polyethylene glycols; natural extracts; anti-inflammatory agents; oligomeric proanthocyanidins; vitamins such as vitamin A (retinol), vitamin E (tocopherol), vitamin B5 (panthenol), vitamin B3 (niacinamide), derivatives of these vitamins (in particular esters) and mixtures thereof; urea; caffeine; depigmenting agents such as kojic acid, hydroquinone and caffeic acid; salicylic acid and derivatives thereof; a- hydroxy acids, such as lactic acid and glycolic acid and derivatives thereof; retinoids, such as carotenoids and vitamin A derivatives; hydrocortisone; melatonin; extracts of algae, of fungi, of plants, of yeasts, of bacteria; steroids; antibacterial active agents, such as 2,4,4
- compositions according to the invention may be in the form of emulsions of liquid or semi-liquid consistency of milk type for example, obtained by dispersing a fatty phase in an aqueous phase (O/W) or conversely (W/O), or suspensions or emulsions of soft, semi-solid or solid consistency of the cream or gel type, or alternatively multiple emulsions (W/O/W or O/W/O), microemulsions, vesicular dispersions of ionic and/or nonionic type, or wax/aqueous phase dispersions.
- O/W aqueous phase
- W/O aqueous phase
- W/O aqueous phase
- suspensions or emulsions of soft, semi-solid or solid consistency of the cream or gel type or alternatively multiple emulsions (W/O/W or O/W/O), microemulsions, vesicular dispersions of ionic and/or nonionic type, or wax/aqueous
- the composition is in the form of an O/W emulsion.
- compositions used according to the invention may be more or less fluid and may have the appearance of a gel, a white or coloured cream, an ointment, a milk, a lotion, a serum, a paste or a mousse.
- the composition preferably exhibits a skin-friendly pH which generally ranges from 3 to 8 and preferably from 4.5 to 7.
- Example 1 Moisturizing O/W emulsions
- Hydrogenated polyisobutene 4 4 (Parleam from NOF Corporation)
- compositions were evaluated by 10 individuals who applied each product to the back of their hands.
- composition A according to the invention was judged as being more glidant on application and softer after penetration of the product into the skin, when compared with composition B.
- Example 2
- composition A according to the invention was judged as being more glidant on application and softer after penetration of the product into the skin, when compared with composition B.
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Abstract
La présente invention concerne une composition cosmétique, en particulier sous forme d'émulsion, comprenant au moins un silane et au moins un tensioactif gemini, en particulier de formule (I), dans laquelle : - R1 et R3 désignent, indépendamment l'un de l'autre, un radical alkyle ayant de 1 à 25 atomes de carbone ; - R2 désigne un espaceur constitué d'une chaîne alkylène linéaire ou ramifiée ayant de 1 à 12 atomes de carbone ; - X et Y désignent, indépendamment l'un de l'autre, un groupe -(C2H4O)a-(C3H6O)bZ, dans lequel · Z désigne un atome d'hydrogène ou un radical -CH2-COOM, -SO3M, -P(O)(OM)2, -C2H4-SO3M, -C3H6-SO3M ou -CH2(CHOH)4CH2OH, où M et M' représentent H ou un métal alcalin ou métal alcalino-terreux ou ion ammonium ou alcanolammonium, · a est dans la plage de 0 à 15, · b est dans la plage de 0 à 10, et · la somme de a + b est dans la plage de 1 à 25 ; et · n est dans la plage de 1 à 10.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
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FR1253864 | 2012-04-26 | ||
FR1253864A FR2989886B1 (fr) | 2012-04-26 | 2012-04-26 | Composition comprenant un silane et un tensioactif gemine |
US201261674622P | 2012-07-23 | 2012-07-23 | |
US61/674,622 | 2012-07-23 |
Publications (1)
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WO2013160364A1 true WO2013160364A1 (fr) | 2013-10-31 |
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PCT/EP2013/058521 WO2013160364A1 (fr) | 2012-04-26 | 2013-04-24 | Composition comprenant un silane et un tensioactif gemini |
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FR (1) | FR2989886B1 (fr) |
WO (1) | WO2013160364A1 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR3042707A1 (fr) * | 2015-10-22 | 2017-04-28 | Oreal | Composition aqueuse comprenant un organosilane ou un oligomere dudit organosilane et un pigment enrobe hydrophobe |
WO2023123196A1 (fr) * | 2021-12-30 | 2023-07-06 | L'oreal | Composition d'huiles pour le soin des matières kératiniques |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02295912A (ja) | 1989-05-10 | 1990-12-06 | Shiseido Co Ltd | 肌用化粧料 |
WO1996014926A1 (fr) | 1994-11-11 | 1996-05-23 | HÜLS Aktiengesellschaft | Composes amphiphiles comportant au moins deux groupes hydrophiles et au moins deux groupes hydrophobes a base d'amides |
EP0915945A1 (fr) | 1996-04-23 | 1999-05-19 | Rwe-Dea Aktiengesellschaft Für Mineraloel Und Chemie | Utilisation de tensioactifs anioniques jumeles dans des formulations pour detergents, nettoyants et agents de soins corporels |
WO2001074979A1 (fr) | 2000-03-31 | 2001-10-11 | Sasol Germany Gmbh | Concentres de lustre nacre |
US20050063925A1 (en) * | 2003-08-01 | 2005-03-24 | L'oreal | Oil-in-water photoprotective emulsions containing gemini surfactants and associative polymers |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6528034B1 (en) * | 1999-11-09 | 2003-03-04 | Board Of Trustees Of Michigan State University | Ultra-stable lamellar mesoporous silica compositions and process for the prepration thereof |
-
2012
- 2012-04-26 FR FR1253864A patent/FR2989886B1/fr not_active Expired - Fee Related
-
2013
- 2013-04-24 WO PCT/EP2013/058521 patent/WO2013160364A1/fr active Application Filing
Patent Citations (5)
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JPH02295912A (ja) | 1989-05-10 | 1990-12-06 | Shiseido Co Ltd | 肌用化粧料 |
WO1996014926A1 (fr) | 1994-11-11 | 1996-05-23 | HÜLS Aktiengesellschaft | Composes amphiphiles comportant au moins deux groupes hydrophiles et au moins deux groupes hydrophobes a base d'amides |
EP0915945A1 (fr) | 1996-04-23 | 1999-05-19 | Rwe-Dea Aktiengesellschaft Für Mineraloel Und Chemie | Utilisation de tensioactifs anioniques jumeles dans des formulations pour detergents, nettoyants et agents de soins corporels |
WO2001074979A1 (fr) | 2000-03-31 | 2001-10-11 | Sasol Germany Gmbh | Concentres de lustre nacre |
US20050063925A1 (en) * | 2003-08-01 | 2005-03-24 | L'oreal | Oil-in-water photoprotective emulsions containing gemini surfactants and associative polymers |
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"Sunscreen", IP.COM JOURNAL, IP.COM INC., WEST HENRIETTA, NY, US, 4 February 2011 (2011-02-04), pages 198-199, XP002690190, ISSN: 1533-0001 * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR3042707A1 (fr) * | 2015-10-22 | 2017-04-28 | Oreal | Composition aqueuse comprenant un organosilane ou un oligomere dudit organosilane et un pigment enrobe hydrophobe |
WO2023123196A1 (fr) * | 2021-12-30 | 2023-07-06 | L'oreal | Composition d'huiles pour le soin des matières kératiniques |
Also Published As
Publication number | Publication date |
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FR2989886A1 (fr) | 2013-11-01 |
FR2989886B1 (fr) | 2016-12-09 |
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