WO2023275286A1 - Composition in emulsion form comprising a particular nonionic surfactant - Google Patents
Composition in emulsion form comprising a particular nonionic surfactant Download PDFInfo
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- WO2023275286A1 WO2023275286A1 PCT/EP2022/068130 EP2022068130W WO2023275286A1 WO 2023275286 A1 WO2023275286 A1 WO 2023275286A1 EP 2022068130 W EP2022068130 W EP 2022068130W WO 2023275286 A1 WO2023275286 A1 WO 2023275286A1
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- 239000000203 mixture Substances 0.000 title claims abstract description 307
- 239000002736 nonionic surfactant Substances 0.000 title claims abstract description 77
- 239000000839 emulsion Substances 0.000 title description 9
- 239000000126 substance Substances 0.000 claims abstract description 57
- 239000003380 propellant Substances 0.000 claims abstract description 36
- 102000011782 Keratins Human genes 0.000 claims abstract description 33
- 108010076876 Keratins Proteins 0.000 claims abstract description 33
- 239000000443 aerosol Substances 0.000 claims abstract description 23
- 238000000034 method Methods 0.000 claims abstract description 19
- 239000007764 o/w emulsion Substances 0.000 claims abstract description 16
- 239000002537 cosmetic Substances 0.000 claims abstract description 11
- 238000011282 treatment Methods 0.000 claims abstract description 6
- -1 fatty alcohol esters Chemical class 0.000 claims description 118
- 229920000642 polymer Polymers 0.000 claims description 93
- 229920001577 copolymer Polymers 0.000 claims description 75
- 229920001296 polysiloxane Polymers 0.000 claims description 67
- 125000004432 carbon atom Chemical group C* 0.000 claims description 55
- 150000002148 esters Chemical class 0.000 claims description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 34
- 229930195733 hydrocarbon Natural products 0.000 claims description 27
- 150000002430 hydrocarbons Chemical class 0.000 claims description 25
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 24
- 229930195729 fatty acid Natural products 0.000 claims description 24
- 239000000194 fatty acid Substances 0.000 claims description 24
- 239000004530 micro-emulsion Substances 0.000 claims description 24
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 22
- 150000002191 fatty alcohols Chemical class 0.000 claims description 21
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 20
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims description 20
- 150000004665 fatty acids Chemical class 0.000 claims description 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 19
- 229920005862 polyol Polymers 0.000 claims description 19
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 17
- 125000000129 anionic group Chemical group 0.000 claims description 17
- 238000002844 melting Methods 0.000 claims description 17
- 230000008018 melting Effects 0.000 claims description 17
- 239000000463 material Substances 0.000 claims description 15
- 125000002091 cationic group Chemical group 0.000 claims description 12
- 125000000391 vinyl group Chemical class [H]C([*])=C([H])[H] 0.000 claims description 12
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 10
- 239000001282 iso-butane Substances 0.000 claims description 10
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 10
- 239000001294 propane Substances 0.000 claims description 10
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims description 10
- 150000003626 triacylglycerols Chemical class 0.000 claims description 10
- 229920002554 vinyl polymer Polymers 0.000 claims description 10
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 claims description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 9
- 229940055577 oleyl alcohol Drugs 0.000 claims description 9
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 claims description 9
- 239000003960 organic solvent Substances 0.000 claims description 9
- 150000003077 polyols Chemical class 0.000 claims description 9
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 8
- 150000008064 anhydrides Chemical class 0.000 claims description 8
- 230000003750 conditioning effect Effects 0.000 claims description 7
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims description 7
- 229920001567 vinyl ester resin Polymers 0.000 claims description 7
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 6
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical class OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 6
- 239000011707 mineral Substances 0.000 claims description 6
- 238000005507 spraying Methods 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 4
- 150000008282 halocarbons Chemical class 0.000 claims description 2
- 238000004879 turbidimetry Methods 0.000 claims description 2
- 239000003921 oil Substances 0.000 description 42
- 235000019198 oils Nutrition 0.000 description 41
- 239000007788 liquid Substances 0.000 description 34
- 239000012071 phase Substances 0.000 description 34
- 229920013822 aminosilicone Polymers 0.000 description 33
- 125000000217 alkyl group Chemical group 0.000 description 28
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 25
- 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 24
- 150000001875 compounds Chemical class 0.000 description 20
- 238000009472 formulation Methods 0.000 description 20
- 239000000178 monomer Substances 0.000 description 20
- 239000004215 Carbon black (E152) Substances 0.000 description 19
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 19
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 18
- 229920006395 saturated elastomer Polymers 0.000 description 17
- 239000002245 particle Substances 0.000 description 16
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 15
- 150000003254 radicals Chemical class 0.000 description 15
- 210000003128 head Anatomy 0.000 description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 13
- 239000002253 acid Substances 0.000 description 12
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 12
- 235000000346 sugar Nutrition 0.000 description 11
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 10
- 125000003277 amino group Chemical group 0.000 description 10
- 239000012530 fluid Substances 0.000 description 10
- 239000006260 foam Substances 0.000 description 10
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 10
- 239000004094 surface-active agent Substances 0.000 description 10
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 9
- 229920001661 Chitosan Polymers 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 229920001897 terpolymer Polymers 0.000 description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 8
- 238000005259 measurement Methods 0.000 description 8
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 7
- 150000007513 acids Chemical class 0.000 description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
- 229920001519 homopolymer Polymers 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 229920006294 polydialkylsiloxane Polymers 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 238000002296 dynamic light scattering Methods 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 235000019271 petrolatum Nutrition 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 6
- IIYFAKIEWZDVMP-UHFFFAOYSA-N tridecane Chemical compound CCCCCCCCCCCCC IIYFAKIEWZDVMP-UHFFFAOYSA-N 0.000 description 6
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 5
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- 229920004482 WACKER® Polymers 0.000 description 5
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 239000011149 active material Substances 0.000 description 5
- 239000008346 aqueous phase Substances 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 239000001273 butane Substances 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 125000005395 methacrylic acid group Chemical class 0.000 description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 description 5
- 125000001453 quaternary ammonium group Chemical group 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- 150000003926 acrylamides Chemical class 0.000 description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 150000002194 fatty esters Chemical class 0.000 description 4
- UPBDXRPQPOWRKR-UHFFFAOYSA-N furan-2,5-dione;methoxyethene Chemical compound COC=C.O=C1OC(=O)C=C1 UPBDXRPQPOWRKR-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- 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 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 4
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- 238000002360 preparation method Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 150000008163 sugars Chemical class 0.000 description 4
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 3
- OVYMWJFNQQOJBU-UHFFFAOYSA-N 1-octanoyloxypropan-2-yl octanoate Chemical compound CCCCCCCC(=O)OCC(C)OC(=O)CCCCCCC OVYMWJFNQQOJBU-UHFFFAOYSA-N 0.000 description 3
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- CAYHVMBQBLYQMT-UHFFFAOYSA-N 2-decyltetradecan-1-ol Chemical compound CCCCCCCCCCCCC(CO)CCCCCCCCCC CAYHVMBQBLYQMT-UHFFFAOYSA-N 0.000 description 2
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- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 229940037626 isobutyl stearate Drugs 0.000 description 1
- 229940078545 isocetyl stearate Drugs 0.000 description 1
- 229940100554 isononyl isononanoate Drugs 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- KUVMKLCGXIYSNH-UHFFFAOYSA-N isopentadecane Natural products CCCCCCCCCCCCC(C)C KUVMKLCGXIYSNH-UHFFFAOYSA-N 0.000 description 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 150000002576 ketones Chemical group 0.000 description 1
- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 description 1
- 229940001447 lactate Drugs 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 229940061515 laureth-4 Drugs 0.000 description 1
- PYIDGJJWBIBVIA-UYTYNIKBSA-N lauryl glucoside Chemical compound CCCCCCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O PYIDGJJWBIBVIA-UYTYNIKBSA-N 0.000 description 1
- 229940048848 lauryl glucoside Drugs 0.000 description 1
- JXNPEDYJTDQORS-UHFFFAOYSA-N linoleyl alcohol Natural products CCCCCC=CCC=CCCCCCCCCO JXNPEDYJTDQORS-UHFFFAOYSA-N 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 150000002689 maleic acids Chemical class 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- CPXCDEMFNPKOEF-UHFFFAOYSA-N methyl 3-methylbenzoate Chemical compound COC(=O)C1=CC=CC(C)=C1 CPXCDEMFNPKOEF-UHFFFAOYSA-N 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 235000011929 mousse Nutrition 0.000 description 1
- SWVGZFQJXVPIKM-UHFFFAOYSA-N n,n-bis(methylamino)propan-1-amine Chemical compound CCCN(NC)NC SWVGZFQJXVPIKM-UHFFFAOYSA-N 0.000 description 1
- YRDNVESFWXDNSI-UHFFFAOYSA-N n-(2,4,4-trimethylpentan-2-yl)prop-2-enamide Chemical compound CC(C)(C)CC(C)(C)NC(=O)C=C YRDNVESFWXDNSI-UHFFFAOYSA-N 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- AWDYCSUWSUENQK-UHFFFAOYSA-N n-decylprop-2-enamide Chemical compound CCCCCCCCCCNC(=O)C=C AWDYCSUWSUENQK-UHFFFAOYSA-N 0.000 description 1
- XQPVIMDDIXCFFS-UHFFFAOYSA-N n-dodecylprop-2-enamide Chemical compound CCCCCCCCCCCCNC(=O)C=C XQPVIMDDIXCFFS-UHFFFAOYSA-N 0.000 description 1
- SWPMNMYLORDLJE-UHFFFAOYSA-N n-ethylprop-2-enamide Chemical compound CCNC(=O)C=C SWPMNMYLORDLJE-UHFFFAOYSA-N 0.000 description 1
- AWGZKFQMWZYCHF-UHFFFAOYSA-N n-octylprop-2-enamide Chemical compound CCCCCCCCNC(=O)C=C AWGZKFQMWZYCHF-UHFFFAOYSA-N 0.000 description 1
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 description 1
- 239000007908 nanoemulsion Substances 0.000 description 1
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 1
- KSCKTBJJRVPGKM-UHFFFAOYSA-N octan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-] KSCKTBJJRVPGKM-UHFFFAOYSA-N 0.000 description 1
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
- HEGSGKPQLMEBJL-RKQHYHRCSA-N octyl beta-D-glucopyranoside Chemical compound CCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HEGSGKPQLMEBJL-RKQHYHRCSA-N 0.000 description 1
- MSRJTTSHWYDFIU-UHFFFAOYSA-N octyltriethoxysilane Chemical compound CCCCCCCC[Si](OCC)(OCC)OCC MSRJTTSHWYDFIU-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 229940075643 oleth-3 Drugs 0.000 description 1
- 229940093446 oleth-5 Drugs 0.000 description 1
- 229920001542 oligosaccharide Polymers 0.000 description 1
- 150000002482 oligosaccharides Chemical class 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- MHYFEEDKONKGEB-UHFFFAOYSA-N oxathiane 2,2-dioxide Chemical compound O=S1(=O)CCCCO1 MHYFEEDKONKGEB-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 150000002942 palmitic acid derivatives Chemical class 0.000 description 1
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 1
- 229940100460 peg-100 stearate Drugs 0.000 description 1
- 229940029223 peg-200 hydrogenated glyceryl palmate Drugs 0.000 description 1
- 229940031709 peg-30-dipolyhydroxystearate Drugs 0.000 description 1
- 229940086539 peg-7 glyceryl cocoate Drugs 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 229940057874 phenyl trimethicone Drugs 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920000172 poly(styrenesulfonic acid) Polymers 0.000 description 1
- 229920001798 poly[2-(acrylamido)-2-methyl-1-propanesulfonic acid] polymer Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229940005642 polystyrene sulfonic acid Drugs 0.000 description 1
- 239000010491 poppyseed oil Substances 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940116422 propylene glycol dicaprate Drugs 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000001944 prunus armeniaca kernel oil Substances 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- NXLOLUFNDSBYTP-UHFFFAOYSA-N retene Chemical compound C1=CC=C2C3=CC=C(C(C)C)C=C3C=CC2=C1C NXLOLUFNDSBYTP-UHFFFAOYSA-N 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000008165 rice bran oil Substances 0.000 description 1
- 235000019719 rose oil Nutrition 0.000 description 1
- 239000010666 rose oil Substances 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 229940057910 shea butter Drugs 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229940006186 sodium polystyrene sulfonate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229940117986 sulfobetaine Drugs 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical class CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 125000005208 trialkylammonium group Chemical group 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- BGNWQYFHLCCUTB-MSUUIHNZSA-N tridecyl (z)-docos-13-enoate Chemical compound CCCCCCCCCCCCCOC(=O)CCCCCCCCCCC\C=C/CCCCCCCC BGNWQYFHLCCUTB-MSUUIHNZSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 229940118576 triisostearyl citrate Drugs 0.000 description 1
- RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 description 1
- VZTGWJFIMGVKSN-UHFFFAOYSA-O trimethyl-[3-(2-methylprop-2-enoylamino)propyl]azanium Chemical compound CC(=C)C(=O)NCCC[N+](C)(C)C VZTGWJFIMGVKSN-UHFFFAOYSA-O 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
- 229940026256 trioctyldodecyl citrate Drugs 0.000 description 1
- FQAZRHVERGEKOS-UHFFFAOYSA-N tripropan-2-yl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)OC(=O)CC(O)(C(=O)OC(C)C)CC(=O)OC(C)C FQAZRHVERGEKOS-UHFFFAOYSA-N 0.000 description 1
- ICWQKCGSIHTZNI-UHFFFAOYSA-N tris(16-methylheptadecyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)CC(O)(C(=O)OCCCCCCCCCCCCCCCC(C)C)CC(=O)OCCCCCCCCCCCCCCCC(C)C ICWQKCGSIHTZNI-UHFFFAOYSA-N 0.000 description 1
- BIEMOBPNIWQLMF-UHFFFAOYSA-N tris(2-octyldodecyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CCCCCCCCCCC(CCCCCCCC)COC(=O)CC(O)(C(=O)OCC(CCCCCCCC)CCCCCCCCCC)CC(=O)OCC(CCCCCCCC)CCCCCCCCCC BIEMOBPNIWQLMF-UHFFFAOYSA-N 0.000 description 1
- NELZVYZKKXHHAB-IUPFWZBJSA-N tris[(z)-octadec-9-enyl] 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CC(O)(C(=O)OCCCCCCCC\C=C/CCCCCCCC)CC(=O)OCCCCCCCC\C=C/CCCCCCCC NELZVYZKKXHHAB-IUPFWZBJSA-N 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000002888 zwitterionic surfactant 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/062—Oil-in-water emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/068—Microemulsions
-
- 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
- A61K8/31—Hydrocarbons
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- 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
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/22—Gas releasing
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/26—Optical properties
- A61K2800/262—Transparent; Translucent
Definitions
- TITLE Composition in emulsion form comprising a particular nonionic surfactant
- the present invention relates to a composition in the form of an oil-in-water emulsion comprising a combination of at least one particular nonionic surfactant and of at least one specific fatty substance in a particular weight ratio and at least one propellant.
- the invention also concerns an aerosol device containing said composition, and also to a process for the cosmetic treatment, notably for the styling, of keratin fibres, in particular of human keratin fibres such as the hair, using said composition.
- Styling products are usually used for constructing and/or structuring the hairstyle and giving it hold. They are usually in the form of lotions, gels, foams, creams or sprays. These compositions generally comprise one or more film-forming polymers, or “fixing polymers”, which allow the formation of a sheathing film on the hair strands or the formation of microwelds between the hair strands, thus ensuring the hold of the hairstyle and the fixing of the head of hair.
- Styling products which do not comprise such a fixing polymer also exist. These compositions are mainly in the form of hair gels, sprays or foams and are generally applied on wet hair. The hair is then shaped before performing blow-drying or drying.
- Hairstyling products in aerosol devices are generally available in an opaque container since the compositions usually used do not have a sufficiently attractive appearance, notably in the presence of a propellant, or even in the presence of a liquefied propellant.
- an increasing number of users of hairstyling products are notably in search of compositions which are more attractive, more fluid and clearer, or even transparent.
- compositions are generally not stable over time or with respect to temperature, which makes their application difficult and non-uniform over the entire head of hair.
- compositions in the form of an oil-in-water emulsion having a single-phase appearance and comprising a combination of at least one particular nonionic surfactant and of at least one fatty substance having a melting point of less than or equal to 35°C at atmospheric pressure, in a particular weight ratio in the presence of at least one propellant makes it possible to achieve the objectives presented above, and notably to propose a composition which is stable over time, combining an attractive aesthetic appearance with improved styling properties.
- composition in the form of an oil-in-water emulsion comprising:
- R is a linear or branched Cs to C40 alkenyl radical; and n is an integer ranging from 6 to 20;
- composition according to the invention when it is propelled by means of a conventional aerosol device, makes it possible in particular to dispense a uniform, firm and creamy mousse which holds well in the hand.
- the foam formed from the composition according to the invention has good working qualities. It spreads easily and evenly over the keratin materials and has good conditioning and cleaning properties for the hair or the skin, and also good styling properties on the hair, where appropriate. After rinsing or not, the composition affords cosmetic properties to the keratin materials, and notably a pleasant feel.
- the composition of the invention can be used in various cosmetic treatments of the skin and/or hair, such as cleansing compositions, conditioners or styling products.
- composition according to the invention also affords good curl definition, and also good curl hold.
- the composition according to the invention gives the hair flexibility and volume, affording it a fluid movement, while at the same time maintaining a natural appearance. It also gives the hair a particularly soft, smooth and pleasant feel.
- the head of hair styled using the composition of the invention is held in shape without being set rigid and the styling effects afforded thereto persist throughout the day.
- the composition according to the invention advantageously has a single phase appearance, which is preferably clear, or even transparent, which gives it a particularly attractive aesthetic appearance that is highly sought by users.
- a pressurized device such as an aerosol
- the propellant(s) are dispersed in the droplets of the emulsion, giving the composition a particularly aesthetic homogeneous appearance.
- the aesthetic appearance of the composition according to the invention is also particularly enhanced when it is packaged in a container that is itself transparent.
- the permanent dispersion of the propellant(s) renders them non flammable, improving the safety of the final aerosol product and complying with certain regulations, notably American regulations.
- composition according to the invention is stable over time, and also with respect to temperature.
- appearance of the composition according to the invention remains significantly the same after two months of storage at room temperature (25°C).
- the present invention thus also relates to an aerosol device comprising:
- the present invention also relates to a process for the cosmetic treatment of keratin materials, preferably a washing and/or conditioning process, in particular for human keratin fibres such as the hair and the skin, comprising the application to said keratin materials of a composition as previously defined, said application being optionally followed by rinsing after an optional leave-on time.
- the present invention also relates to a process for styling keratin fibres, in particular human keratin fibres such as the hair, comprising the application to said keratin fibres of a composition as defined previously, said application being optionally followed by rinsing after an optional leave-on time.
- two-phase or multi-phase appearance refers to a composition comprising at least two phases that are distinct from each other and superposed one on the other.
- composition according to the invention is in the form of an oil-in-water emulsion, in particular in the form of an oil-in-water microemulsion, the oil particles of which advantageously have a number-average size of less than or equal to 200 nm, preferably between 1 and 150 nm, more preferentially between 2 and 100 nm, better still between 5 and 50 nm, even more preferentially between 5 and 30 nm, or even between 8 and 20 nm.
- microemulsion means a thermodynamically stable, microscopically heterogeneous and macroscopically homogeneous mixture of two mutually immiscible liquid substances, such as an oily phase and an aqueous phase.
- Microemulsions may be of oil-in-water type (O/W), i.e. droplets of oil dissolved in the form of direct micelles swollen in a continuous aqueous phase, or of water-in-oil type (W/O), i.e. droplets of water dissolved in the form of reverse micelles swollen in a continuous oil phase, or alternatively of bicontinuous type, i.e. in the form of structures in which the water and the oil are codissolved, the water and the oil being able to be considered simultaneously as being the continuous phase or the dispersed phase.
- O/W oil-in-water type
- W/O water-in-oil type
- bicontinuous type i.e. in the form of structures in which the water and the oil are co
- Microemulsions are to be distinguished from nanoemulsions, which are thermodynamically unstable dispersions of oil or water droplets in an aqueous or oil continuous phase. Microemulsions are formed by simple mixing of the various constituents, without the need for a large energy input.
- microemulsions generally have a particular microstructure formed from microdroplets whose size is such that light passes through them without being scattered, and as such the appearance of this composition is transparent or translucent, whereas the appearance of a standard emulsion is opaque.
- the number-average size of the particles (or oil drops) may be determined in particular according to the known method of quasi-elastic light scattering.
- a machine that may be used for this determination mention may be made of the machine from Brookhaven equipped with an SX 200 optical bed (with a 532 nm laser) and a BI 9000 correlator. This machine gives a measurement of the mean diameter by photon correlation spectroscopy (PCS), which makes it possible to determine the numerical mean diameter from the polydispersity factor, which is also measured by the machine.
- PCS photon correlation spectroscopy
- This measurement may also be performed using a Zetasizer Nano ZS machine from Malvern Instruments which makes it possible to determine the mean diameter weighted by the scattered intensity (and not weighted by the mass, the number or the volume), and also the polydispersity index.
- composition according to the invention has very low polydispersity, i.e. the particles (or oil drops) have very homogeneous size.
- the particles present in the composition according to the invention are droplets of oily phase comprising the fatty substance(s) (ii) and the propellant(s) (iii), in the continuous aqueous phase.
- a subject of the present invention is a composition in the form of an oil-in-water microemulsion comprising:
- R is a linear or branched Cx to C40 alkenyl radical; and n is an integer ranging from 6 to 20;
- composition according to the invention is advantageously transparent.
- the transparency of the composition according to the invention may be characterized by measuring its turbidity, by turbidimetry (in NTU units).
- the turbidity measurements were performed using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent. It is also possible to measure the turbidity of the composition using a turbidimeter such as the HI 88713-ISO model from the company Hanna Instruments.
- composition according to the invention preferably has a turbidity at room temperature (25°C) and atmospheric pressure of less than or equal to 200 NTU units, more preferentially less than or equal to 100 NTU units, better still less than or equal to 50 NTU units, and even more preferentially less than or equal to 20 NTU units.
- the transparency may also be assessed visually when the composition is packaged in a transparent container.
- the composition is transparent if the printed characters on a sheet of paper placed behind the container can be read clearly.
- the printed characters are preferably in Arial font, font size 12 or larger.
- nonionic surfactants of formula (I) according to the invention are notably easy to use industrially, which makes them more manipulable during the process for preparing the composition according to the invention.
- composition according to the invention can be obtained via any type of process.
- the composition according to the present invention has a single phase appearance.
- single-phase appearance means that the composition according to the invention is constituted, at room temperature (25°C) and atmospheric pressure, of two or more phases, where one of the phases is dispersed in the other, such that the phases cannot be distinguished from each other with the naked eye.
- composition according to the invention is advantageously in the form of a clear to transparent fluid, preferably a transparent fluid.
- composition according to the present invention comprises (i) one or more nonionic surfactants of formula (I):
- R is a linear or branched Cx to C40 alkenyl radical; and n is an integer ranging from 6 to 20.
- R represents a linear or branched C12 to C30, more preferentially Ci6 to C20, alkenyl radical.
- n represents an integer ranging from 8 to 12.
- R represents a linear or branched Ci6 to C20 alkenyl radical; and/or n represents an integer ranging from 8 to 12.
- the nonionic surfactant(s) of formula (I) are chosen from oleyl alcohol containing 8 mol of ethylene oxide, oleyl alcohol containing 10 mol of ethylene oxide and oleyl alcohol containing 12 mol of ethylene oxide, and mixtures thereof; and more preferentially, the nonionic surfactant (i) of formula (I) is oleyl alcohol containing 10 mol of ethylene oxide (INCI name: Oleth-10).
- the total content of the nonionic surfactant(s) (i) of formula (I) present in the composition according to the invention is preferably greater than or equal to 5% by weight, and more preferentially greater than or equal to 6% by weight, relative to the total weight of the composition.
- the total content of the nonionic surfactant(s) (i) of formula (I) ranges from 5% to 25% by weight, more preferentially from 6% to 20% by weight, and better still from 7% to 18% by weight, relative to the total weight of the composition.
- composition according to the present invention also comprises one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure (1.013> ⁇ 10 5 Pa) that are different from non-ionic surfactant(s).
- the fatty substance(s) used in the composition of the invention have a melting point strictly less than 35°C at atmospheric pressure (1.013> ⁇ 10 5 Pa), and more preferentially less than or equal to 28°C at atmospheric pressure (1.013xl0 5 Pa).
- the fatty substance(s) used in the composition of the present invention are liquid at 35°C and at atmospheric pressure, preferably liquid at 28°C and at atmospheric pressure.
- the fatty substance(s) used in the composition according to the invention are liquid at room temperature, i.e. they have a melting point of less than or equal to 25°C, at atmospheric pressure (1.013xl0 5 Pa).
- fatty substance means an organic compound that is insoluble in water at room temperature (25°C) and at atmospheric pressure (1.013xl0 5 Pa), i.e. it has a solubility of less than 5% by weight, preferably less than 1% by weight and even more preferentially less than 0.1% by weight in water. They generally have in their structure at least one hydrocarbon-based chain including at least 6 carbon atoms.
- the fatty substances are generally soluble, under the same temperature and pressure conditions, in organic solvents such as chloroform, ethanol, benzene, liquid petroleum jelly or decam ethylcy cl opentasiloxane.
- the fatty substance(s) with a melting point of less than or equal to 35°C at atmospheric pressure included in the composition according to the invention are non-silicone fatty substances.
- non-silicone fatty substance means a fatty substance whose structure does not include any silicon atoms, thus notably not comprising any siloxane groups.
- sicone fatty substance means a fatty substance containing at least one silicon atom, and more particularly at least one Si-0 bond.
- the fatty substances that may be used generally have in their structure a hydrocarbon-based chain including at least 6 carbon atoms. They are neither (poly)oxyalkylenated nor (poly)glycerolated, and preferably do not contain any - COOH functions.
- the fatty substance(s) are preferably neither (poly)oxyalkylenated nor (poly)glycerolated, and preferably do not contain any -COOH functions.
- the fatty substance(s) (v) are different from nonionic surfactant(s).
- the fatty substance(s) are non-silicone fatty substances and are neither polyjoxyalkylenated nor (poly)glycerolated, and more preferably do not contain any -COOH functions.
- the fatty substance(s) are non-silicone fatty substances and are different from nonionic surfactant(s).
- the fatty substance(s) that may be used in the composition according to the invention may notably be chosen from hydrocarbons, triglycerides, fatty esters, fatty acids, non-polyoxyalkylenated fatty alcohols, silicones and mixtures thereof; these compounds being liquid at 35°C at atmospheric pressure, and preferentially liquid at 28°C at atmospheric pressure.
- fatty ester saturated or unsaturated, linear or branched esters, alcohols and acids comprising at least one hydrocarbon-based chain containing at least 6 carbon atoms.
- hydrocarbon means a compound solely comprising carbon and hydrogen atoms. More particularly, the hydrocarbons that are liquid at 35°C at atmospheric pressure (1.013xl0 5 Pa), preferably liquid at 28°C at atmospheric pressure, are chosen from:
- Ci6 alkanes examples include hexane, undecane, dodecane, tridecane, and isoparaffins, for instance isohexadecane, isododecane and isodecane,
- the hydrocarbon(s) are chosen from liquid paraffins, isoparaffins, liquid petroleum jelly, undecane, tridecane and isododecane, and mixtures thereof.
- the hydrocarbon(s) are chosen from liquid petroleum jelly, isoparaffins, isododecane and a mixture of undecane and tridecane.
- fatty ester means an ester derived from a fatty acid and/or a fatty alcohol.
- esters that are liquid at 35°C at atmospheric pressure are chosen from esters of saturated or unsaturated, linear or branched Ci to C26 aliphatic mono- or polyacids, which are optionally hydroxylated, and of saturated or unsaturated, linear or branched Ci to C26 aliphatic mono- or polyalcohols, the total number of carbon atoms of the esters being greater than or equal to 10.
- At least one from among the alcohol and the acid from which the esters of the invention are derived is branched.
- alkyl palmitates notably Ci to Cix alkyl palmitates, notably ethyl palmitate and isopropyl palmitate
- alkyl myristates notably Ci to Cis alkyl myristates, such as isopropyl myristate or ethyl myristate
- alkyl stearates notably Ci to Cis alkyl stearates, notably isocetyl stearate, 2-ethylhexyl isononanoate, isodecyl neopentanoate and isostearyl neopentanoate.
- esters of optionally hydroxylated C3 to C22 dicarboxylic or tricarboxylic acids and of Ci to C22 alcohols and esters of optionally hydroxylated monocarboxylic, dicarboxylic or tricarboxylic acids and of dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy C4 to C26 non-sugar alcohols.
- esters mentioned above use is preferentially made of ethyl, isopropyl, myristyl, cetyl or stearyl palmitate, 2-ethylhexyl palmitate, 2-octyldecyl palmitate, alkyl myristates, such as isopropyl, butyl, cetyl or 2-octyldodecyl myristate, hexyl stearate, propylene glycol dicaprylate, butyl stearate, isobutyl stearate, dioctyl malate, hexyl laurate, 2- hexyldecyl laurate, isononyl isononanoate, cetyl octanoate and bis(Ci2-Ci3)alkyl malate.
- liquid fatty esters use may be made of esters and diesters of sugars and of C6-C30, preferably C12-C22
- Isopropyl myristate is particularly preferred.
- sugar means oxygen-bearing hydrocarbon-based compounds containing several alcohol functions, with or without aldehyde or ketone functions, and which include at least 4 carbon atoms. These sugars may be monosaccharides, oligosaccharides or polysaccharides.
- these said sugars are chosen from sucrose, glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose, lactose, and derivatives thereof, notably alkyl derivatives, such as methyl derivatives, for example methylglucose.
- the sugar esters of fatty acids may be chosen notably from the group comprising the esters or mixtures of esters of sugars described previously and of linear or branched, saturated or unsaturated G to C30 and preferably C12 to C22 fatty acids.
- these compounds may have one to three conjugated or non-conjugated carbon-carbon double bonds.
- esters according to this variant can also be chosen from mono-, di-, tri- and tetraesters, polyesters and mixtures thereof.
- esters may be, for example, oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates and arachidonates, and mixtures thereof, notably such as oleopalmitate, oleostearate or palmitostearate mixed esters.
- Glucate ® DO methylglucose dioleate
- Use may be made, among sugar esters, of pentaerythrityl esters, preferably pentaerythrityl tetraisostearate, pentaerythrityl tetraoctanoate or caprylic and capric acid hexaesters as a mixture with dipentaerythritol.
- pentaerythrityl esters preferably pentaerythrityl tetraisostearate, pentaerythrityl tetraoctanoate or caprylic and capric acid hexaesters as a mixture with dipentaerythritol.
- triglycerides of plant origin such as plant oils or synthetic triglycerides.
- said plant oil(s) or synthetic oil(s) are chosen from triglyceride oils of plant or synthetic origin, such as liquid fatty acid triglycerides including from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sesame oil, soybean oil, coffee oil, safflower oil, borage oil, sunflower oil, olive oil, apricot kernel oil, camellia oil, bambara pea oil, avocado oil, mango oil, rice bran oil, cotton seed oil, rose oil, kiwi seed oil, sea buckthorn pulp oil, blueberry seed oil, poppy seed oil, orange pip oil, sweet almond oil, palm oil, coconut oil, coconut kernel oil, vemonia oil, marjoram oil, baobab oil, rapeseed oil, ximenia oil, pracaxi oil, caprylic/capric acid triglycerides such as those sold by the company Stearinerie Dub
- triglycerides of plant origin in particular triglycerides of caprylic/capric acid, coconut oil and triacetin, are used as triglycerides that are liquid at 35°C and atmospheric pressure (1.013> ⁇ 10 5 Pa), more preferentially liquid at 28°C.
- fatty acid means a non-salified fatty acid, i.e. the fatty acid must not be in the form of a generally soluble soap, i.e. it must not be salified with a base.
- R is a Ci to C29 alkyl or Ci to C29 alkenyl group, better still a C12 to C24 alkyl or C12 to C24 alkenyl group.
- R may be substituted with one or more hydroxyl groups and/or one or more carboxyl groups.
- the fatty acid(s) that are liquid at 35°C at atmospheric pressure, more preferentially liquid at 28°C at atmospheric pressure, are chosen from oleic acid, linoleic acid, isostearic acid and mixtures thereof.
- non-polyoxyalkylenated fatty alcohols that may be used in the composition according to the invention include from 8 to 30 carbon atoms, notably from 10 to 24 carbon atoms, and may be saturated or unsaturated.
- the saturated non-polyoxyalkylenated fatty alcohols are preferably branched. They may optionally comprise in their structure at least one aromatic or non-aromatic ring, which is preferably acyclic.
- saturated non-polyoxyalkylenated fatty alcohols that may be used in the composition of the invention are chosen from octyldodecanol, 2- decyltetradecanol, isostearyl alcohol and 2-hexyldecanol, and mixtures thereof.
- Octyldodecanol and 2-decyltetradecanol are most particularly preferred.
- the unsaturated non-polyoxyalkylenated fatty alcohols have, in their structure, at least one double or triple bond, and preferably one or more double bonds. When several double bonds are present, there are preferably 2 or 3 of them, and they may be conjugated or unconjugated.
- These unsaturated non-polyoxyalkylenated fatty alcohols may be linear or branched.
- They may optionally comprise in their structure at least one aromatic or non aromatic ring. They are preferably acyclic.
- non-polyoxyalkylenated unsaturated fatty alcohols that may be used in the composition of the invention are chosen from oleyl alcohol, linoleyl alcohol, linolenyl alcohol and undecylenyl alcohol, and mixtures thereof.
- the silicones that are liquid at 35°C at atmospheric pressure may be volatile or non volatile, cyclic, linear or branched silicone oils, which are unmodified or modified with organic groups, and preferably have a viscosity of from 5x 10 6 to 2.5 m 2 /s at 25°C, and preferably from 1 / 10 5 to 1 m 2 /s.
- the silicones that are liquid at 35°C at atmospheric pressure are chosen from polydialkylsiloxanes, notably polydimethylsiloxanes (PDMS), and polyorganosiloxanes that are liquid at 35°C at atmospheric pressure including at least one aryl group.
- polydialkylsiloxanes notably polydimethylsiloxanes (PDMS)
- PDMS polydimethylsiloxanes
- polyorganosiloxanes that are liquid at 35°C at atmospheric pressure including at least one aryl group.
- silicones may also be organomodified.
- organomodified silicones that are liquid at 35°C at atmospheric pressure which may be used in accordance with the invention, are preferably liquid silicones as defined previously and including in their structure one or more organofunctional groups attached via a hydrocarbon-based group, chosen, for example, from amine groups and alkoxy groups.
- Organopolysiloxanes are defined in greater detail in Walter Noll’s Chemistry and Technology of Silicones (1968), Academic Press. They may be volatile or non volatile.
- the silicones are more particularly chosen from those with a boiling point of between 60°C and 260°C, and even more particularly from:
- cyclic polydialkylsiloxanes including from 3 to 7 and preferably from 4 to 5 silicon atoms.
- cyclic polydialkylsiloxanes including from 3 to 7 and preferably from 4 to 5 silicon atoms.
- octamethylcyclotetrasiloxane sold notably under the name Volatile Silicone ® 7207 by Union Carbide or Silbione ® 70045 V2 by Rhodia
- decamethylcyclopentasiloxane sold under the name Volatile Silicone ® 7158 by Union Carbide
- Silbione ® 70045 V5 by Rhodia
- cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type such as Volatile Silicone ® FZ 3109 sold by the company Union Carbide.
- linear volatile polydialkylsiloxanes containing 2 to 9 silicon atoms and having a viscosity of less than or equal to 5 c 10 6 m 2 /s at 25°C.
- An example is decamethyltetrasiloxane notably sold under the name SH 200 by the company Toray Silicone. Silicones falling within this category are also described in the article published in Cosmetics and Toiletries, Vol. 91, Jan. 76, pages 27-32 - Todd & Byers Volatile Silicone Fluids for Cosmetics.
- Non-volatile polydialkylsiloxanes are preferably used.
- silicones that are liquid at 35°C at atmospheric pressure are more particularly chosen from polydialkylsiloxanes, among which mention may be made mainly of polydimethylsiloxanes bearing trimethyl silyl end groups.
- the viscosity of the silicones is measured at 25°C according to ASTM standard 445 Appendix C.
- oils of the Mirasil ® series sold by the company Rhodia - the oils of the 200 series from the company Dow Corning, such as DC200 with a viscosity of 60 000 mm 2 /s;
- CTFA dimethiconol
- organomodified silicones that may be used in accordance with the invention are silicones as defined above and including in their structure one or more organofunctional groups attached via a hydrocarbon-based group.
- polyorganosiloxanes that are liquid at 35°C at atmospheric pressure including at least one aryl group
- they may notably be polydiphenylsiloxanes, and polyalkylarylsiloxanes functionalized with the organofunctional groups mentioned previously.
- the polyalkylarylsiloxanes are particularly chosen from linear and/or branched polydimethyl/methylphenylsiloxanes and polydimethyl/diphenylsiloxanes with a viscosity ranging from 1 x 10 5 to 5x 10 2 m 2 /s at 25°C.
- oils of the SF series from General Electric such as SF 1023, SF 1154, SF 1250 and SF 1265.
- organomodified silicones mention may be made of polyorganosiloxanes including:
- substituted or unsubstituted amine groups such as the products sold under the names GP 4 Silicone Fluid and GP 7100 by the company Genesee or the products sold under the names Q2 8220 and Dow Corning 929 or 939 by the company Dow Corning.
- the substituted amine groups are in particular Cl to C4 aminoalkyl groups;
- the silicones that are liquid at 35°C at atmospheric pressure which may be used according to the present invention, may also be chosen from amino silicones, and mixtures thereof.
- amino silicone denotes any silicone including at least one primary, secondary or tertiary amine or a quaternary ammonium group.
- the weight-average molecular masses of these amino silicones may be measured by gel permeation chromatography (GPC) at room temperature (25°C), as polystyrene equivalent.
- the columns used are m styragel columns.
- the eluent is THF and the flow rate is 1 ml/min. 200 m ⁇ of a 0.5% by weight solution of silicone in THF are injected. Detection is performed by refractometry and UV-metry.
- the amino silicone(s) are chosen: a) from the polysiloxanes corresponding to formula (II): in which x’ and y’ are integers such that the weight-average molecular mass (Mw) is between 5000 and 500 000 g/mol; b) the amino silicones corresponding to formula (III): R , aG3-a-Si(0SiG2)n-(0SiGbR , 2-b)m-0-SiG3-a’-R , a’ (III) in which:
- - G which may be identical or different, denotes a hydrogen atom or a group from among phenyl, OH, Ci-Cs alkyl, for example methyl, or Ci-Cx alkoxy, for example methoxy;
- - a and a’ which may be identical or different, denote 0 or an integer from 1 to 3, in particular 0, with the proviso that at least one from among a and a’ is equal to zero,
- - b denotes 0 or 1, in particular 1,
- - m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and - R’, which may be identical or different, denotes a monovalent radical of formula -CqH2qL in which q is a number ranging from 2 to 8 and L is an optionally quatemized amino group chosen from the following groups:
- R which may be identical or different, denotes hydrogen, phenyl, benzyl, or a saturated monovalent hydrocarbon-based radical, for example a C1-C20 alkyl radical
- Q denotes a linear or branched group of formula CrHzr, r being an integer ranging from 2 to 6, preferably from 2 to 4
- A represents a cosmetically acceptable anion, notably a halide such as fluoride, chloride, bromide or iodide.
- the amino silicones corresponding to formula (III) are chosen from the silicones known as “trimethyl silyl amodimethicone” corresponding to formula (IV): in which m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10.
- amino silicones corresponding to formula (III) are chosen from the silicones of formula (V) below: in which:
- n + m and n are numbers such that the sum (n + m) ranges from 1 to 1000, notably from 50 to 250 and more particularly from 100 to 200; n denoting a number from 0 to 999 and notably from 49 to 249 and more particularly from 125 to 175, and m denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and
- Ri, R2 and R3, which may be identical or different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals Ri to R3 denoting an alkoxy radical.
- the alkoxy radical is a methoxy radical.
- the hydroxy/alkoxy mole ratio preferably ranges from 0.2:1 to 0.4:1 and preferably from 0.25:1 to 0.35:1 and more particularly is equal to 0.3:1.
- the weight-average molecular mass (Mw) of these silicones preferably ranges from 2000 to 1 000 000 g/mol and more particularly from 3500 to 200000 g/mol.
- amino silicones corresponding to formula (III) are chosen from the silicones of formula (VI) below: in which:
- - p and q are numbers such that the sum (p + q) ranges from 1 to 1000, in particular from 50 to 350 and more particularly from 150 to 250; p denoting a number from 0 to 999, notably from 49 to 349 and more particularly from 159 to 239, and q denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and - Ri and R2, which are different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals Ri or R2 denoting an alkoxy radical.
- the alkoxy radical is a methoxy radical.
- the hydroxy/alkoxy mole ratio generally ranges from 1:0.8 to 1:1.1 and preferably from 1 :0.9 to 1 : 1 and more particularly is equal to 1 :0.95.
- the weight-average molecular mass (Mw) of the silicone preferably ranges from 2000 to 200 000 g/mol, more preferentially from 5000 to 100 000 g/mol and in particular from 10 000 to 50 000 g/mol.
- the commercial products comprising silicones of structure (V) or (VI) may include in their composition one or more other amino silicones, the structure of which is different from formula (V) or (VI).
- a product containing amino silicones of structure (V) is sold by the company Wacker under the name Belsil ® ADM 652.
- a product containing amino silicones of structure (VI) is sold by Wacker under the name Fluid WR 1300 ® .
- Another product containing amino silicones of structure (V) is sold by Wacker under the name Belsil ADM LOG 1 ® .
- the oil- in-water emulsion may comprise one or more surfactants.
- the surfactants may be of any nature but are preferably cationic and/or nonionic.
- the number-average size of the silicone particles in the emulsion generally ranges from 3 nm to 500 nm.
- use is made of microemulsions of which the mean particle size ranges from 5 nm to 60 nm (limits included) and more particularly from 10 nm to 50 nm (limits included).
- use may be made according to the invention of the amino silicone microemulsions of formula (VI) sold under the names Finish CT 96 E ® or SLM 28020 ® by the company Wacker.
- the amino silicones corresponding to formula (III) are chosen from the silicones of formula (VII) below: in which: - m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n denoting a number from 0 to 1999 and notably from 49 to 149, and m denoting a number from 1 to 2000 and notably from 1 to 10; and - A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This radical is preferably linear.
- the weight-average molecular mass (Mw) of these amino silicones preferably ranges from 2000 to 1 000 000 g/mol and more particularly from 3500 to 200 000 g/mol.
- a silicone corresponding to this formula is, for example, Xiameter MEM 8299 Emulsion from Dow Coming.
- amino silicones corresponding to formula (III) are chosen from the silicones of formula (VIII) below: in which:
- - m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and - A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This radical is preferably branched.
- the weight-average molecular mass (Mw) of these amino silicones preferably ranges from 500 to 1 000 000 g/mol and more particularly from 1000 to 200 000 g/mol.
- a silicone corresponding to this formula is, for example, DC2-8566 Amino Fluid from Dow Coming; c) the amino silicones corresponding to formula (IX): in which:
- R.5 represents a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a Ci-Cis alkyl or C2-C18 alkenyl radical, for example methyl;
- - R.6 represents a divalent hydrocarbon-based radical, notably a Ci-Cis alkylene radical or a divalent Ci-Cis, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
- - Q is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate;
- - r represents a mean statistical value ranging from 2 to 20 and in particular from 2 to 8;
- - s represents a mean statistical value ranging from 20 to 200 and in particular from 20 to 50.
- R.7 which may be identical or different, represent a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl radical, a C2-C18 alkenyl radical or a ring comprising 5 or 6 carbon atoms, for example methyl;
- - R6 represents a divalent hydrocarbon-based radical, notably a Ci-Cis alkylene radical or a divalent C1-C18, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
- R8 which may be identical or different, represent a hydrogen atom, a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl radical, a C2-C18 alkenyl radical or a radical -R6-NHCOR7;
- - X is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate;
- - r represents a mean statistical value ranging from 2 to 200 and in particular from 5 to 100
- R2, R3 and R4 which may be identical or different, denote a C1-C4 alkyl radical or a phenyl group,
- - R5 denotes a C1-C4 alkyl radical or a hydroxyl group
- - n is an integer ranging from 1 to 5
- - m is an integer ranging from 1 to 5
- - x is chosen such that the amine number ranges from 0.01 to 1 meq/g; f) multiblock polyoxyalkylene amino silicones, of the type (AB) n , A being a polysiloxane block and B being a polyoxyalkylene block including at least one amine group.
- Said silicones are preferably formed from repeating units having the following general formulae:
- - a is an integer greater than or equal to 1, preferably ranging from 5 to 200 and more particularly ranging from 10 to 100;
- - b is an integer between 0 and 200, preferably ranging from 4 to 100 and more particularly between 5 and 30;
- - x is an integer ranging from 1 to 10 000 and more particularly from 10 to 5000;
- - R is a hydrogen atom or a methyl
- R which may be identical or different, represent a linear or branched divalent C2-C12 hydrocarbon-based radical, optionally including one or more heteroatoms such as oxygen; preferably, R, which may be identical or different, denote an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical or a CH2CH2CH20CH2CH(0H)CH2- radical; preferentially, R denote a CH2CH2CH20CH 2 CH(0H)CH2- radical; and
- R’ which may be identical or different, represent a linear or branched divalent C2- C12 hydrocarbon-based radical, optionally including one or more heteroatoms such as oxygen; preferably, R’, which may be identical or different, denote an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical or a CH2CH2CH20CH 2 CH(0H)CH2- radical; preferentially, R’ denote -CH(CH 3 )-CH2-.
- the siloxane blocks preferably represent between 50 mol% and 95 mol% of the total weight of the silicone, more particularly from 70 mol% to 85 mol%.
- the amine content is preferably between 0.02 and 0.5 meq/g of copolymer in a 30% solution in dipropylene glycol, more particularly between 0.05 and 0.2.
- the weight-average molecular mass (Mw) of the silicone is preferably between 5000 and 1 000 000 g/mol and more particularly between 10 000 and 200 000 g/mol. Mention may notably be made of the silicones sold under the name Silsoft A-843 or Silsoft A+ by Momentive. g) the amino silicones of formulae (XII) and (XIII): in which: - R, R’ and R”, which may be identical or different, denote a C1-C4 alkyl group or a hydroxyl group,
- - x and y are numbers ranging from 1 to 5000; preferably, x ranges from 10 to 2000 and more preferentially from 100 to 1000; preferably, y ranges from 1 to 100;
- Ri and R2 which may be identical or different, preferably identical, denote a linear or branched, saturated or unsaturated alkyl group comprising from 6 to 30 carbon atoms, preferably from 8 to 24 carbon atoms and more preferentially from 12 to 20 carbon atoms; and
- - A denotes a linear or branched alkylene radical containing from 2 to 8 carbon atoms.
- A comprises from 3 to 6 carbon atoms, more preferentially 4 carbon atoms; preferably, A is branched.
- Ri and R2 are independent saturated linear alkyl groups comprising 6 to 30 carbon atoms, preferably 8 to 24 carbon atoms and in particular from 12 to 20 carbon atoms; mention may be made in particular of dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; and preferentially, Ri and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
- amino silicone(s) are preferably of formula (XIII) with:
- - x ranging from 10 to 2000 and in particular from 100 to 1000;
- - A comprising from 3 to 6 carbon atoms and notably 4 carbon atoms; preferably, A is branched; more particularly, A is chosen from the following divalent groups: -CH2CH2CH2 and -CH 2 CH(CH3)CH 2 -; and - Ri and R2 independently being saturated linear alkyl groups comprising from 6 to 30 carbon atoms, preferably from 8 to 24 carbon atoms and in particular from 12 to 20 carbon atoms; chosen notably from dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; preferentially, Ri and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
- a silicone of formula (XIII) that is preferred is bis-cetearyl amodimethicone. Mention may be made in particular of the amino silicone sold under the name Silsoft AX by Momentive. h) polysiloxanes and notably polydimethylsiloxanes, including primary amine groups at only one chain end or on side chains, such as those of formula (XIV), (XV)
- n and m are such that the weight-average molecular mass of the amino silicone is between 1000 and 55 000.
- amino silicones of formula (XIV) mention may be made of the products sold under the names AMS-132, AMS-152, AMS-162, AMS-163, AMS-191 and AMS- 1203 by the company Gelest and KF-8015 by the company Shin-Etsu.
- n is such that the weight-average molecular mass of the amino silicone is between 500 and 3000.
- amino silicones of formula (XV) mention may be made of the products sold under the names MCR-A11 and MCR-A12 by the company Gelest.
- n and m are such that the weight-average molecular mass of the amino silicone is between 500 and 50 000.
- amino silicones of formula (XVI) mention may be made of the aminopropyl phenyl trimethicone sold under the name DC 2-2078 Fluid by the company Dow Coming. i) and mixtures thereof.
- the fatty substance(s) (ii) with a melting point of less than or equal to 35°C at atmospheric pressure are preferably chosen from linear or branched G to Ci6 alkanes, linear or branched hydrocarbons of more than 16 carbon atoms of mineral or synthetic origin, non-polyoxyalkylenated fatty alcohols, fatty acids, triglycerides, fatty acid and/or fatty alcohol esters, silicones and mixtures thereof; these compounds being liquid at 35°C at atmospheric pressure, and more preferentially liquid at 28°C at atmospheric pressure.
- the fatty substance(s) (ii) with a melting point of less than or equal to 35°C at atmospheric pressure are chosen from triglycerides, esters of fatty acids and/or fatty alcohols, linear or branched hydrocarbons of more than 16 carbon atoms of mineral or synthetic origin, silicones and mixtures thereof, and preferably from isopropyl myristate, coconut oil, caprylic/capric acid triglycerides, triacetin, liquid petroleum jelly, liquid paraffin, amodimethicone and mixtures thereof.
- the total content of the fatty substance(s) (ii) with a melting point of less than or equal to 35°C at atmospheric pressure, present in the composition according to the invention is preferably greater than or equal to 0.1% by weight; more preferentially, this total content ranges from 0.2% to 10% by weight and better still from 0.25% to 5% by weight, relative to the total weight of the composition.
- the weight ratio (R) between the total content of nonionic surfactants (i) of formula (I) and the total content of fatty substances (ii) with a melting point of less than or equal to 35°C at atmospheric pressure, present in the composition of the invention is greater than or equal to 1, advantageously greater than or equal to 2; preferably, this weight ratio (R) ranges from 2 to 50, more preferentially from 5 to 40 and better still from 10 to 35.
- composition according to the present invention also comprises one or more propellants.
- the propellant(s) that may be used in the composition of the invention are preferably chosen from liquefied gases such as dimethyl ether, chlorinated and/or fluorinated hydrocarbons such as trichlorofluoromethane, dichlorodifluoromethane, chi orodifluorom ethane, 1,1,1,2-tetrafluoroethane, chloropentafluoroethane, 1-chloro- 1,1-difluoroethane or 1,1-difluoroethane, or volatile hydrocarbons notably such as C3 to C5 alkanes, for instance propane, isopropane, n-butane, isobutane or pentane; and mixtures thereof.
- liquefied gases such as dimethyl ether, chlorinated and/or fluorinated hydrocarbons such as trichlorofluoromethane, dichlorodifluoromethane, chi orodifluorom ethane
- the propellant(s) are chosen from volatile, optionally halogenated hydrocarbons, for example n-butane, propane, isobutane, pentane and halogenated derivatives thereof; dimethyl ether; and mixtures thereof; more preferentially from dimethyl ether, C3 to C5 alkanes, in particular propane, n-butane, isobutane, and mixtures thereof, and better still from C 3 to C5 alkanes, in particular propane, n-butane, isobutane, and mixtures thereof.
- volatile, optionally halogenated hydrocarbons for example n-butane, propane, isobutane, pentane and halogenated derivatives thereof; dimethyl ether; and mixtures thereof; more preferentially from dimethyl ether, C3 to C5 alkanes, in particular propane, n-butane, isobutane, and mixtures thereof, and better still from C 3 to C5 alkanes, in particular propane, n
- the propellant (s) used are fully dissolved or dispersed in the composition before the first use of the composition.
- the term “fully dispersed in the composition” means that the propellant(s) are fully present in the oily phase droplets and/or in the aqueous phase (for example dispersed in the aqueous phase in the form of micelles) of the composition in emulsion form; or that the total content of the non- dispersed propellant(s) (i.e. the propellants not present in the emulsion according to the invention) is less than 0.5% by weight, relative to the total weight of the composition.
- the total content of the propellant(s) present in the composition according to the invention is less than or equal to 10% by weight, and preferably less than or equal to 6% by weight, relative to the total weight of the composition. More preferentially, the total content of the propellant(s) ranges from 0.5% to 10% by weight, better still from 1% to 8% by weight and more preferentially from 3% to 6% by weight relative to the total weight of the composition.
- composition according to the present invention also comprises water.
- the total content of water present in the composition of the invention is advantageously greater than 40% by weight, and more preferentially ranges from 50% to 93% by weight and better still from 70% to 90% by weight relative to the total weight of the composition.
- composition according to the invention may optionally also comprise an organic solvent comprising one or more hydroxyl functions, preferably chosen from monoalcohols, polyols, polyol ethers, and mixtures thereof, more preferentially from polyols, polyol ethers, and mixtures thereof, and even more preferably from propylene glycol, dipropylene glycol, ethoxydiglycol, PPG-3 methyl ether, and mixtures thereof.
- organic solvent comprising one or more hydroxyl functions, preferably chosen from monoalcohols, polyols, polyol ethers, and mixtures thereof, more preferentially from polyols, polyol ethers, and mixtures thereof, and even more preferably from propylene glycol, dipropylene glycol, ethoxydiglycol, PPG-3 methyl ether, and mixtures thereof.
- the total content of the organic solvent(s) comprising one or more hydroxyl functions, when they are present in the composition of the invention advantageously ranges from 0.1% to 40% by weight, preferably from 0.5% to 30% by weight, more preferentially from 1% to 20% by weight, better still from 2% to 10% by weight, relative to the total weight of the composition.
- composition according to the present invention may optionally also comprise one or more additional nonionic surfactants different from the nonionic surfactants (i) of formula (I) defined previously.
- the additional nonionic surfactant(s) different from the nonionic surfactants (i) of formula (I) that may be present in the composition of the invention may notably be chosen from polyoxyalkylenated fatty alcohols, alkyl polyglucosides (APGs), oxyalkylenated glycerol esters, oxyalkylenated fatty acid esters of sorbitan, polyoxyalkylenated (in particular polyoxyethylenated and/or polyoxypropylenated) fatty acid esters optionally in combination with a fatty acid ester of glycerol, such as the PEG- 100 stearate/glyceryl stearate mixture sold, for example, by the company ICI under the name Arlacel 165, oxyalkylenated sugar esters, and mixtures thereof.
- APGs alkyl polyglucosides
- oxyalkylenated glycerol esters oxyalkylenated fatty acid esters of
- fatty compound for example a fatty acid or a fatty alcohol
- fatty acid or a fatty alcohol denotes a compound comprising, in its main chain, at least one saturated or unsaturated alkyl chain including at least 6 carbon atoms, preferably from 8 to 30 carbon atoms, and better still from 10 to 22 carbon atoms.
- fatty alcohols use is preferably made of those chosen from alcohols, a-diols and (Ci-2o)alkylphenols, different from the nonionic surfactants (i) of formula (I), comprising in their main chain at least one saturated or unsaturated, more preferentially saturated, alkyl chain including at least 6 carbon atoms; these fatty alcohols being polyoxyalkylenated such as polyethoxylated and/or polypropoxylated and/or polyglycerolated, the number of ethylene oxide and/or propylene oxide groups possibly ranging from 1 to 100, and the number of glycerol groups possibly ranging from 2 to 30.
- these fatty alcohols being polyoxyalkylenated such as polyethoxylated and/or polypropoxylated and/or polyglycerolated, the number of ethylene oxide and/or propylene oxide groups possibly ranging from 1 to 100, and the number of glycerol groups possibly ranging from 2 to 30.
- polyoxyalkylenated fatty alcohols which are different from the nonionic surfactants (i) of formula (I)
- alkyl polyglucosides use is preferably made of those containing an alkyl group including from 6 to 30 carbon atoms and preferably from 8 to 16 carbon atoms and containing a glucoside group preferably comprising from 1.2 to 3 glucoside units.
- the alkylpolyglucosides may be chosen, for example, from decylglucoside (alkyl- C9/C11-polyglucoside (1.4)), for instance the product sold under the name Mydol 10 ® by the company Kao Chemicals or the product sold under the name Plantacare 2000 UP ® by the company Cognis; caprylyl/capryl glucoside, for instance the product sold under the name Plantacare KE 3711 ® by the company Cognis; laurylglucoside, for instance the product sold under the name Plantacare 1200 UP ® by the company Cognis; cocoyl glucoside, for instance the product sold under the name Plantacare 818 UP ® by the company Cognis; caprylylglucoside, for instance the product sold under the name Plantacare 810 UP ® by the company Cognis; and mixtures thereof.
- decylglucoside alkyl- C9/C11-polyglucoside (1.4)
- the oxyalkylenated glycerol esters are notably polyoxyethylenated derivatives of esters of glycerol and of a fatty acid and of their hydrogenated derivatives.
- These oxyalkylenated glycerol esters may be chosen, for example, from glyceryl esters of fatty acids which are hydrogenated and oxyethylenated, such as PEG- 200 hydrogenated glyceryl palmate, sold under the name Rewoderm LI-S 80 by the company Goldschmidt; oxyethylenated glyceryl cocoates, such as PEG-7 glyceryl cocoate, sold under the name Tegosoft GC by the company Goldschmidt, and PEG-30 glyceryl cocoate, sold under the name Rewoderm LI-63 by the company Goldschmidt; oxyethylenated glyceryl stearates; and mixtures thereof.
- the oxyalkylenated sugar esters are notably polyethylene glycol ethers of fatty acid and sugar esters. These oxyalkylenated sugar esters may be chosen, for example, from oxyethylenated glucose esters, such as PEG- 120 methyl glucose dioleate, sold under the name Glucamate DOE 120 by the company Amerchol.
- the additional nonionic surfactant(s) different from the nonionic surfactants (i) of formula (I) may also be chosen from silicone surfactants, for instance 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 alkyldimethicone copolyols such as laurylmethicone copolyol sold under the name Dow Coming 5200 Formulation Aid by the company Dow Coming; cetyldimethicone copolyol, such as the product sold under the name Abil EM 90R ® by the company Goldschmidt, and the mixture of cetyldimethicone copolyol, of polyglyceryl isostearate (4 mol) and of hexyl laurate, sold under the name Abil WE 09 ® by the company Goldschmidt.
- One or more coemulsifiers which may be chosen advantageous
- non-silicone emulsifying surfactants notably alkyl esters or ethers of a polyol.
- alkyl esters mention may notably be made of polyethylene glycol esters, for instance PEG-30 dipolyhydroxystearate, such as the product sold under the name Arlacel P135 ® by the company ICI.
- the additional nonionic surfactant(s), different from the nonionic surfactants (i) of formula (I), are chosen from polyoxyalkylenated fatty alcohols, and mixtures thereof.
- the weight ratio (Ra) between the total content of nonionic surfactants (i) of formula (I) and the total content of additional nonionic surfactants, different from the nonionic surfactants (i) of formula (I), is preferably greater than or equal to 1, and more preferentially greater than or equal to 1.5.
- composition according to the present invention in oil-in-water emulsion form comprises:
- composition according to the present invention in oil-in-water emulsion form comprises:
- one or more organic solvents comprising one or more hydroxyl functions, preferably chosen from polyols, polyol ethers and mixtures thereof; the weight ratio between the total content of the nonionic surfactant(s) (i) of formula (I) and the total content of the fatty substance(s) (ii) being greater than or equal to 1.
- the total content of the nonionic surfactants is preferably greater than or equal to 10% by weight, and more preferentially this total content ranges from 10% to 20% by weight, relative to the total weight of the composition.
- the weight ratio (Rb) between the total content of the nonionic surfactants i.e. the sum of the total contents of nonionic surfactants (i) of formula (I) and of additional nonionic surfactants (v), different from the nonionic surfactants (i)) and the total content of the fatty substance(s) (ii) is preferably greater than or equal to 1, more preferentially greater than or equal to 2; better still, this weight ratio (Rb) ranges from 2 to 50, even more preferentially from 5 to 40, or even from 10 to 35.
- composition according to the present invention in oil-in-water emulsion form comprises:
- the fixing polymers may optionally also comprise one or more fixing polymers.
- fixing polymer means any polymer that is capable, by application to the hair, of giving a shape to the head of hair or of holding an already acquired shape. All the anionic, amphoteric, cationic and nonionic fixing polymers and mixtures thereof used in the art may be used in the composition according to the present patent application.
- the fixing polymer(s) according to the invention are chosen from nonionic fixing polymers and anionic fixing polymers, and mixtures thereof, and more preferentially from anionic fixing polymers and mixtures thereof.
- the anionic fixing polymers generally used are polymers including groups derived from carboxylic, sulfonic or phosphoric acid, and have a number-average molecular mass of between about 500 and 5 000 000.
- the carboxylic groups are provided by unsaturated mono- or dicarboxylic acid monomers, such as those corresponding to formula (XVII): in which:
- - n is an integer from 0 to 10
- - Ai denotes a methylene group, optionally connected to the carbon atom of the unsaturated group or to the adjacent methylene group, when n is greater than 1, via a heteroatom, such as oxygen or sulfur,
- R.7 denotes a hydrogen atom or a phenyl or benzyl group
- R.8 denotes a hydrogen atom or a lower alkyl or carboxyl group
- - R.9 denotes a hydrogen atom, a lower alkyl group or a -CFh-COOH, phenyl or benzyl group.
- a lower alkyl group preferably denotes a group containing 1 to 4 carbon atoms and in particular methyl and ethyl groups.
- the anionic fixing polymers containing carboxylic groups that are preferred according to the invention are:
- A) copolymers of acrylic or methacrylic acid also known as (meth)acrylic acid or salts thereof.
- copolymers of acrylic or methacrylic acid with a monoethylenic monomer such as ethylene, styrene, vinyl esters or acrylic or methacrylic acid esters, optionally grafted to a polyalkylene glycol, such as polyethylene glycol, and optionally crosslinked.
- a monoethylenic monomer such as ethylene, styrene, vinyl esters or acrylic or methacrylic acid esters
- a polyalkylene glycol such as polyethylene glycol, and optionally crosslinked.
- Such polymers are described in particular in French patent 1 222 944 and German patent application 2 330 956, the copolymers of this type including an optionally N-alkylated and/or hydroxyalkylated acrylamide unit in their chain as described notably in Luxembourg patent applications 75370 and 75371.
- copolymers of acrylic acid and of Ci to C4 alkyl methacrylate and terpolymers of vinylpyrrolidone of acrylic acid and of Ci to C20 alkyl methacrylate, for example lauryl methacrylate, such as that sold by ISP under the name Acrylidone ® LM (INCI name: VP/acrylates/lauryl methacrylate copolymer), acrylic acid/ethyl acrylate/N-(t-butyl)acrylamide terpolymers, such as the products Ultrahold ® Strong and Ultrahold ® 8 sold by the company BASF (INCI name: Acrylates/t-butylacrylamide copolymer), methacrylic acid/ethyl aery 1 at e// ⁇ ?
- branched block polymers containing (meth)acrylic acid monomers such as the product sold under the name Fixate ® G-100L by the company Lubrizol (INCI name: AMP-acrylates / allyl methacrylate copolymer);
- Crotonic acid copolymers such as those including vinyl acetate or propionate units in their chain and optionally other monomers such as allylic esters or methallylic esters, vinyl ether or vinyl ester of a linear or branched saturated carboxylic acid with a long hydrocarbon-based chain, such as those including at least 5 carbon atoms, these polymers possibly being grafted or crosslinked, or alternatively another vinyl, allylic or methallylic ester monomer of an a- or b-cyclic carboxylic acid.
- Such polymers are described, inter alia , in French patents 1 222 944, 1 580 545, 2265 782, 2265 781, 1 564 110 and 2439798.
- copolymers comprising (i) one or more maleic, fumaric or itaconic acids or anhydrides and (ii) at least one monomer chosen from vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and esters thereof, the anhydride functions of these copolymers optionally being monoesterified or monoamidated.
- monomers chosen from vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and esters thereof, the anhydride functions of these copolymers optionally being monoesterified or monoamidated.
- Gantrez ® AN or ES commercial products are notably those sold under the names Gantrez ® AN or ES by the company ISP, such as Gantrez ® ES 225 (INCI name: Ethyl ester of PVM / MA copolymer) or Gantrez ® ES 425L (INCI name: Butyl ester of PVM / MA copolymer);
- copolymers comprising (i) one or more maleic, citraconic or itaconic anhydride units and (ii) one or more monomers chosen from allylic or methallylic esters optionally including one or more acrylamide, methacrylamide, a-olefm, acrylic or methacrylic ester, acrylic or methacrylic acid or vinylpyrrolidone groups in their chain, the anhydride functions of these copolymers optionally being monoesterified or monoamidated;
- the fixing polymers bearing units derived from sulfonic acid may be chosen from:
- A’ homopolymers and copolymers including vinylsulfonic, styrenesulfonic, naphthalenesulfonic or acrylamidoalkylsulfonic units.
- These polymers may notably be chosen from:
- polyvinylsulfonic acid salts with a molecular mass of between 1000 and 100 000 approximately, and also the copolymers with an unsaturated comonomer such as acrylic or methacrylic acids and esters thereof, and also acrylamide or derivatives thereof, vinyl ethers and vinylpyrrolidone;
- polyacrylamidosulfonic acid salts such as those mentioned in patent US 4 128 631, and more particularly the polyacrylamidoethylpropanesulfonic acid sold under the name Rheocare ® HSP-1180 by Cognis (INCI name: polyacrylamidomethylpropane sulfonic acid);
- Sulfonic polyesters these polymers being advantageously obtained by polycondensation of at least one dicarboxylic acid, of at least one diol or of a mixture of diol and of diamine, and of at least one difunctional monomer including a sulfonic function.
- these polymers mention may be made of:
- polyesters such as those described in patent applications US 3 734 874, US 3 779 993, US 4 119 680, US 4 300 580, US 4 973 656, US 5 660 816, US 5 662 893 and US 5 674 479.
- Such polymers are, for example, the products Eastman ® AQ38S Polymer, Eastman ® AQ55S Polymer and Eastman ® AQ48 Ultra Polymer sold by the company Eastman Chemical (name Polyester-5) which are copolymers obtained from di ethylene glycol, from 1,4-cyclohexanedimethanol, from isophthalic acid and from sulfoisophthalic acid salt;
- polyester- 13 - branched sulfonic polyesters such as those described in patent applications WO 95/18191, WO 97/08261 and WO 97/20899.
- Such compounds are, for example, the products Eastman ® AQ10D Polymer (name: Polyester- 13) or Eastman ® AQ1350 Polymer sold by the company Eastman Chemical (name: Polyester- 13).
- the anionic fixing polymer(s) are preferably chosen from acrylic acid copolymers, such as the acrylic acid/ethyl acrylate/N-ieri- butyl acrylamide terpolymers notably sold under the name Ultrahold ® Strong by the company BASF, copolymers derived from crotonic acid, such as the vinyl acetate/vinyl ieri-butylbenzoate/crotonic acid terpolymers and the crotonic acid/vinyl acetate/vinyl neododecanoate terpolymers notably sold under the name Resyn 28-2930 by the company AkzoNobel, polymers derived from maleic, fumaric or itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives and acrylic acid and esters thereof, such as the methyl vinyl ether/monoesterified maleic anhydride copolymers sold, for example, under the names G
- the total amount of the anionic fixing polymer(s), when they are present in the composition of the invention preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
- amphoteric fixing polymers that may be used in accordance with the invention may be chosen from polymers including units B and C distributed randomly in the polymer chain, in which B denotes a unit derived from a monomer including at least one basic nitrogen atom and C denotes a unit derived from an acid monomer including one or more carboxylic or sulfonic groups, or alternatively B and C may denote groups derived from carboxybetaine or sulfobetaine zwitterionic monomers;
- B and C may also denote a cationic polymer chain including primary, secondary, tertiary or quaternary amine groups, in which at least one of the amine groups bears a carboxylic or sulfonic group connected via a hydrocarbon-based group, or alternatively B and C form part of a chain of a polymer bearing an ethyl ene-a,P-dicarboxylic unit in which one of the carboxylic groups has been made to react with a poly amine including one or more primary or secondary amine groups.
- amphoteric fixing polymers corresponding to the definition given above that are more particularly preferred are chosen from the following polymers:
- copolymers bearing acidic vinyl units and basic vinyl units such as those resulting from the copolymerization of a monomer derived from a vinyl compound bearing a carboxylic group such as, more particularly, acrylic acid, methacrylic acid, maleic acid, a-chloroacrylic acid, and of a basic monomer derived from a substituted vinyl compound containing at least one basic atom, such as, more particularly, dialkylaminoalkyl methacrylate and acrylate, dialkylaminoalkylmethacrylamide and acrylamide.
- a monomer derived from a vinyl compound bearing a carboxylic group such as, more particularly, acrylic acid, methacrylic acid, maleic acid, a-chloroacrylic acid
- a basic monomer derived from a substituted vinyl compound containing at least one basic atom such as, more particularly, dialkylaminoalkyl methacrylate and acrylate, dialkylaminoalkylmethacrylamide and acrylamide.
- the N-substituted acrylamides or methacrylamides that are more particularly preferred according to the invention are compounds in which the alkyl groups include from 2 to 12 carbon atoms and more particularly N-ethylacrylamide, N-tert- butyl acrylamide, N-tert-octyl acrylamide, N-octyl acrylamide, N-decylacrylamide, N- dodecyl acrylamide and the corresponding methacrylamides.
- the acidic comonomers are more particularly chosen from acrylic acid, methacrylic acid, crotonic acid, itaconic acid, maleic acid and fumaric acid and alkyl monoesters, containing 1 to 4 carbon atoms, of maleic or fumaric acids or anhydrides.
- the preferred basic comonomers are aminoethyl, butylaminoethyl, N,N’- dimethylaminoethyl and N-tert-butylaminoethyl methacrylates.
- copolymers of which the INCI name is Octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer such as the products sold under the names Amphomer ® , Amphomer ® LV71 or Balance ® 47 by the company Akzo Nobel, are particularly used;
- - Rio represents a divalent group derived from a saturated dicarboxylic acid, from an aliphatic mono- or dicarboxylic acid bearing an ethylenic double bond, from an ester of a lower alkanol containing from 1 to 6 carbon atoms of these acids, or from a group derived from the addition of any one of said acids to a bis-primary or bis-secondary amine, and
- the saturated carboxylic acids are preferably chosen from acids containing 6 to 10 carbon atoms, such as adipic acid, 2,2,4-trimethyladipic acid, 2,4,4- trimethyladipic acid and terephthalic acid, and acids bearing an ethylenic double bond, for instance acrylic, methacrylic and itaconic acids.
- the alkane sultones used in the acylation are preferably propane sultone or butane sultone; the salts of the acylating agents are preferably the sodium or potassium salts.
- Rn denotes a polymerizable unsaturated group such as an acrylate, methacrylate, acrylamide or methacrylamide group
- Ri2 and Ri3 represent a hydrogen atom or a methyl, ethyl or propyl group
- Ri4 and Ris represent a hydrogen atom or an alkyl group such that the sum of the carbon atoms in Ri4 and Ris does not exceed 10.
- the polymers comprising such units may also include units derived from non- zwitterionic monomers such as dimethyl- or di ethyl aminoethyl acrylate or methacrylate or alkyl acrylates or methacrylates, acrylamides or methacrylamides or vinyl acetate.
- methyl methacrylate/methyl dimethylcarboxymethylammonioethyl methacrylate copolymers such as the product sold under the name Diaformer Z-301N or Z-301W by the company Clariant (INCI name: Acrylates copolymer).
- polymers derived from the N-carboxyalkylation of chitosan such as N- carboxymethyl chitosan or N-carboxybutyl chitosan, for instance the product sold under the name Chitoglycan by the company Sinerga SPA (INCI name: Carboxymethyl chitosan);
- amphoteric polymers of the -D-X-D-X type chosen from: a) polymers obtained by the action of chloroacetic acid or sodium chloroacetate on compounds including at least one unit of formula (XXIII):
- E denotes the symbol E or E’ and at least once E’;
- E having the meaning given above and E’ being a divalent group that is an alkylene group with a straight or branched chain containing up to 7 carbon atoms in the main chain, which is unsubstituted or substituted with one or more hydroxyl groups and which includes one or more nitrogen atoms, the nitrogen atom being substituted with an alkyl chain that is optionally interrupted with an oxygen atom and which necessarily includes one or more carboxyl functions or one or more hydroxyl functions betainized by reaction with chloroacetic acid or sodium chloroacetate;
- (9) (Ci-Cs)alkyl vinyl ether/maleic anhydride copolymers partially modified by semiamidation with an N,N-dialkylaminoalkylamine, such as N,N- dimethylaminopropylamine, or by semiesterification with an N,N- dialkylaminoalkanol.
- These copolymers may also include other vinyl comonomers, such as vinylcaprolactam.
- amphoteric fixing polymers the ones that are most particularly preferred according to the invention are those of family (3), such as the copolymers whose INCI name is octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer, such as the products sold under the names Amphomer ® , Amphomer ® LV 71 or Balance ® 47 by the company AkzoNobel and those of family (4) such as the copolymers of methyl methacrylate/methyl dimethylcarboxymethylammonioethyl methacrylate, sold, for example, under the name Diaformer Z-301N or Z-301W by the company Clariant.
- family (3) such as the copolymers whose INCI name is octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer, such as the products sold under the names Amphomer ® , Amphomer ® LV 71 or Balance ® 47 by the company AkzoNo
- the total amount of amphoteric fixing polymer(s), when they are present in the composition according to the invention preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and even better still from 0.3% to 10% by weight, relative to the total weight of the composition.
- the cationic fixing polymers that may be used according to the present invention are preferably chosen from polymers including primary, secondary, tertiary and/or quaternary amine groups forming part of the polymer chain or directly attached thereto, and having a molecular weight of between 500 and approximately 5 000 000 and preferably between 1000 and 3 000 000.
- these polymers mention may be made more particularly of the following cationic polymers:
- R-3 denotes a hydrogen atom or a CH3 group
- - A is a linear or branched alkyl group including from 1 to 6 carbon atoms or a hydroxyalkyl group including from 1 to 4 carbon atoms;
- R4, Us and R. 6 which may be identical or different, represent an alkyl group containing from 1 to 18 carbon atoms, or a benzyl group;
- Ri and R2 which may be identical or different, each represent a hydrogen atom or an alkyl group containing from 1 to 6 carbon atoms;
- - X denotes a methosulfate anion or a halide such as chloride or bromide.
- the copolymers of class (1) also contain one or more units derived from comonomers which may be chosen from the class of acrylamides, methacrylamides, diacetone acrylamides, acrylamides and methacrylamides substituted on the nitrogen with Ci- to C4 alkyl groups, groups derived from acrylic or methacrylic acids or esters thereof, vinyllactams such as vinylpyrrolidone or vinylcaprolactam, and vinyl esters.
- comonomers which may be chosen from the class of acrylamides, methacrylamides, diacetone acrylamides, acrylamides and methacrylamides substituted on the nitrogen with Ci- to C4 alkyl groups, groups derived from acrylic or methacrylic acids or esters thereof, vinyllactams such as vinylpyrrolidone or vinylcaprolactam, and vinyl esters.
- cationic guar gums preferably containing quaternary ammonium, such as those described in US patents 3 589 578 and 4 031 307, such as guar gums containing trialkylammonium cationic groups.
- quaternary ammonium such as those described in US patents 3 589 578 and 4 031 307
- guar gums containing trialkylammonium cationic groups Such products are notably sold under the trade names Jaguar C13 S, Jaguar C 15 and Jaguar C 17 by the company Meyhall.
- chitosans or salts thereof are in particular chitosan acetate, lactate, glutamate, gluconate or pyrrolidonecarboxylate.
- chitosan having a degree of deacetylation of 90.5% by weight sold under the name Kytan Brut Standard by the company Aber Technologies, and chitosan pyrrolidonecarboxylate sold under the name Kytamer ® PC by the company Amerchol;
- cationic cellulose derivatives such as copolymers of cellulose or of cellulose derivatives grafted with a water-soluble monomer including a quaternary ammonium and notably described in patent US 4 131 576, such as hydroxyalkylcelluloses, for example hydroxymethyl-, hydroxyethyl- or hydroxypropylcelluloses, grafted notably with a methacryloyl- oxyethyltrimethylammonium, methacrylamidopropyltrimethylammonium or dimethyldiallylammonium salt.
- the commercial products corresponding to this definition are more particularly the products sold under the names Celquat L 200 and Celquat H 100 by the company National Starch.
- the total amount of the cationic fixing polymer(s), when they are present in the composition of the invention preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
- the nonionic fixing polymers that may be used according to the present invention are chosen, for example, from:
- vinyl acetate copolymers for instance copolymers of vinyl acetate and of acrylic ester, copolymers of vinyl acetate and of ethylene, or copolymers of vinyl acetate and of maleic ester, for example of dibutyl maleate;
- styrene copolymers for instance copolymers of styrene, of alkyl acrylate and of alkyl methacrylate; copolymers of styrene and of butadiene; or copolymers of styrene, of butadiene and of vinylpyridine;
- vinyllactam homopolymers such as the vinylpyrrolidone homopolymers sold, for example, under the names Luviskol ® K30 Powder by the company BASF or PVP K30L or K60 Solution or K90 by the company ISP, or such as the polyvinylcaprolactam sold under the name Luviskol ® Plus by the company BASF (INCI name: PVP);
- vinyllactam copolymers such as a poly(vinylpyrrolidone/vinyllactam) copolymer sold under the trade name Luvitec ® VPC 55K65W by the company BASF, poly(vinylpyrrolidone/vinyl acetate) copolymers, such as those sold under the name PVP/VA ® S630L, E735, E635 and W735 by the company ISP, Luviskol ® VA 73, VA 64 and VA 37 by the company BASF (INCI name VP/VA copolymer); and vinylpyrrolidone/methacrylamide/vinylimidazole terpolymers, for instance the product sold under the name Luviset ® Clear by the company BASF (INCI name VP/methacrylamide/vinyl imidazole copolymer).
- a poly(vinylpyrrolidone/vinyllactam) copolymer sold under the trade name Luvitec ® VPC 55K65W
- the alkyl groups of the nonionic polymers mentioned above preferably contain from 1 to 6 carbon atoms.
- the content of the nonionic fixing polymer(s), present in the composition according to the invention preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
- These polymers may be amphoteric, cationic, anionic or nonionic and they are preferably anionic or nonionic.
- Such polymers are, for example, the copolymers that may be obtained by free radical polymerization from the monomer mixture formed from: a) 50% to 90% by weight of c/ -butyl acrylate, b) 0 to 40% by weight of acrylic acid, c) 5% to 40% by weight of a silicone macromer of formula: in which v is a number ranging from 5 to 700, the weight percentages being calculated relative to the total weight of the monomers.
- grafted silicone polymers are notably polydimethylsiloxanes (PDMSs) to which are grafted mixed polymer units of the poly((meth)acrylic acid) type and of the poly(alkyl (meth)acrylate) type via a thiopropylene-type connecting chain and polydimethylsiloxanes (PDMSs) to which polymer units of the poly(isobutyl (meth)acrylate) type are grafted via a thiopropylene- type connecting chain.
- PDMSs polydimethylsiloxanes
- PDMSs polydimethylsiloxanes
- Grafted silicone polymers are sold, for example, under the names Silicone Plus Polymer ® VS80 and VA70 by 3M (INCI names: Polysilicone-8 and Polysilicone- 7, respectively).
- silicone fixing polymer Another type of silicone fixing polymer that may be mentioned is the product Luviflex ® Silk sold by the company BASF (INCI name: PEG/PPG-25/25 dimethicone/acrylates copolymer).
- the total amount of fixing polymer(s) of grafted silicone type, when they are present in the composition of the invention, preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
- polyurethanes particularly targeted by the present invention are those described in patent applications EP 0 751 162, EP 0 637 600, EP 0 648 485 and FR 2 743 297, of which the applicant is the proprietor, and also in patent applications EP 0 656 021 and WO 94/03510 from the company BASF and EP 0 619 111 from the company National Starch.
- the total amount of the polyurethane(s), when they are present in the composition of the invention preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and even better still from 0.3% to 10% by weight, relative to the total weight of the composition.
- the composition according to the invention also comprises one or more fixing polymers chosen from nonionic fixing polymers, anionic fixing polymers, and mixtures thereof; preferentially chosen from anionic fixing polymers and mixtures thereof; and better still chosen from copolymers of (meth)acrylic acid, copolymers derived from crotonic acid, polymers derived from maleic, fumaric or itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid or esters thereof, and mixtures thereof.
- fixing polymers chosen from nonionic fixing polymers, anionic fixing polymers, and mixtures thereof; preferentially chosen from anionic fixing polymers and mixtures thereof; and better still chosen from copolymers of (meth)acrylic acid, copolymers derived from crotonic acid, polymers derived from maleic, fumaric or itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives
- the total amount of the fixing polymer(s), when they are present in the composition of the invention preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, and even more preferentially from 0.5% to 5% by weight, relative to the total weight of the composition.
- composition according to the present invention in oil-in-water emulsion form comprises:
- the composition advantageously also comprises one or more additional surfactants (v), different from the surfactants (i) of formula (I), and/or one or more organic solvents comprising one or more hydroxy functions as defined above.
- the additional nonionic surfactant(s) (v) are chosen from polyoxyalkylenated, in particular polyoxyethylenated, fatty alcohols, different from the nonionic surfactants (i) of formula (I) and mixtures thereof, and more preferentially from 3-oleth, 5-oleth, 30-oleth and mixtures thereof.
- the organic solvent(s) comprising one or more hydroxy function(s) are chosen from monoalcohols, polyols, polyol ethers, and mixtures thereof, more preferentially from polyols, polyol ethers, and mixtures thereof, and better still from propylene glycol, dipropylene glycol, ethoxydiglycol, PPG-3 methyl ether, and mixtures thereof.
- composition according to the present invention may optionally also comprise one or more additional compounds different from the compounds defined above, preferably chosen from cationic, anionic and amphoteric or zwitterionic surfactants, cationic, anionic, nonionic and amphoteric polymers different from the fixing polymers defined previously, thickeners, silicones different from silicones defined previously, fatty substances different from fatty substances (v) defined above, conditioning agents, UV-screening agents, antioxidants, penetrants, sequestrants, fragrances, buffers, dispersants, ceramides, preserving agents, opacifiers, lubricants (or anticaking agents) and mixtures thereof.
- additional compounds different from the compounds defined above preferably chosen from cationic, anionic and amphoteric or zwitterionic surfactants, cationic, anionic, nonionic and amphoteric polymers different from the fixing polymers defined previously, thickeners, silicones different from silicones defined previously, fatty substances different from fatty substances (v) defined above, conditioning agents
- the additional compound(s) are generally present in a content, for each of them, of between 0.01% and 20% by weight, relative to the weight of the composition.
- the pH of the composition according to the invention generally ranges from 3 to 9, preferably from 3 to 7.5 and better still from 3.5 to 7.
- the pH of the composition may be adjusted to the desired value by means of basifying agents or acidifying agents that are customarily used.
- basifying agents examples that may be mentioned include aqueous ammonia, alkanolamines, and mineral or organic hydroxides.
- acidifying agents examples which may be mentioned include mineral or organic acids, for instance hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids, for instance acetic acid, tartaric acid, citric acid or lactic acid, and sulfonic acids.
- the viscosity of the composition may range from 0.1 Pa.s to 4 Pa.s, preferably from 0.5 Pa.s to 2 Pa.s measured at 25°C at a shear rate of 200 tr/min.
- the viscosity of the composition can be measured with a viscometer (Rheomat Mettler Toledo RM180 Rheomat).
- the composition has a turbidity less than or equal to 200 NTU units and is in the form of an oil-in-water emulsion, in particular in the form of an oil-in-water microemulsion, the oil particles of which advantageously have a number-average size of less than or equal to 200 nm.
- the composition has a turbidity less than or equal to 100 NTU units and is in the form of an oil-in-water emulsion, in particular in the form of an oil-in-water microemulsion, the oil particles of which advantageously have a number-average size between 2 and 100 nm.
- the composition has a turbidity less than or equal to 50 NTU units and is in the form of an oil-in-water emulsion, in particular in the form of an oil- in-water microemulsion, the oil particles of which advantageously have a number- average size between 5 and 50 nm, more preferentially between 5 and 30 nm.
- the composition has a turbidity less than or equal to 20 NTU units and is in the form of an oil-in-water emulsion, in particular in the form of an oil- in-water microemulsion, the oil particles of which advantageously have a number- average size between 5 and 50 nm, more preferentially between 8 and 20 nm.
- a subject of the invention is also an aerosol device comprising:
- the aerosol device according to the invention makes it possible to dispense said composition in foam form.
- the composition according to the invention is advantageously packaged under pressure, in an aerosol device, for example a monobloc device, which comprises a spraying means and a container.
- the spraying means is generally formed from a dispensing valve controlled by a dispensing head, which itself comprises a nozzle via which the composition of the invention is sprayed, preferably in foam form.
- a dispensing head which itself comprises a nozzle via which the composition of the invention is sprayed, preferably in foam form.
- plastic aerosols equipped with a 2x0.51 mm GI valve and a DMPR229 dispenser.
- the container containing the pressurized composition may be opaque or transparent. It may be made of glass, polymer or metal, and may optionally be coated with a protective varnish coat.
- the container of said aerosol device is transparent, such that the composition according to the invention is visible to the naked eye through said container.
- a subject of the present invention is also a process for the cosmetic treatment, in particular for washing and/or conditioning, of keratin materials, in particular of human keratin materials such as the hair and the skin, comprising the application to said keratin materials of a composition as defined previously; this application optionally being followed by rinsing after an optional leave-on time.
- a subject of the present invention is also a process for washing and/or conditioning keratin fibres, in particular human keratin fibres such as the hair and the skin, comprising the application to said keratin fibres of a composition as defined previously, said application optionally being followed by rinsing after an optional leave-on time.
- the application of the composition according to the invention is followed by rinsing.
- the composition may be applied to wet or dry keratin materials. It is preferably applied to wet keratin materials. On conclusion of the process, the keratin materials may optionally be dried or left to dry.
- the term “keratin materials” denotes the skin and the scalp, and keratin fibres in particular such as the hair. More preferably, the keratin material is hair.
- a subject of the invention is also a process for styling, that is to say shaping and/or fixing, keratin fibres, in particular human keratin fibres such as the hair, comprising the application to said keratin fibres of the composition as previously defined, this application being optionally followed by rinsing after an optional leave- on time.
- the application of the composition according to the invention is not followed by rinsing.
- the composition is applied to wet hair.
- composition is applied to dry hair.
- the examples that follow serve to illustrate the invention without, however, being limiting in nature.
- compositions A1 to A4 below according to the invention were prepared from the ingredients, whose contents are indicated in the table below (as weight percentage of active material).
- compositions were prepared by means of the following protocol:
- the surfactant was dissolved in the water and the hydroxylated solvent.
- the fatty substance was then added to the mixture with simple stirring so as to obtain an oil-in water microemulsion, called the formulation juice.
- the turbidity and particle size measurements were performed on conclusion of this step of obtaining the microemulsion (or this juice) and before pressurizing the compositions.
- microemulsions (or formulation juices) A1 to A4 thus obtained are transparent and of single-phase appearance.
- the turbidity and particle size measurements of the formulation juices A1 to A4 were performed before introducing the propellants and pressurizing the compositions.
- compositions A1 to A4 thus obtained were packaged in a transparent PET aerosol device equipped with a DMPR229 dispenser and a 2x0.51 mm GI valve, and pressurized.
- the pressurized compositions A1 to A4 remain single-phase and transparent. Moreover, the single-phase appearance and the transparency of these compositions A2 to A4 remain stable over time. In particular, after two months of storage at room temperature (25°C), the appearance of these formulations has not changed.
- compositions A1 to A4 according to the invention make it possible to obtain a uniform, firm and creamy foam which holds well in the hand and is easily and uniformly applied to the whole head of hair.
- Compositions A1 to A4 also afford a soft, supple and pleasant feel to the hair thus treated.
- Comparative examples a Preparation of the compositions
- the comparative compositions B1 and B2 below were prepared from the ingredients whose contents are indicated in the table below (as weight percentage of active material).
- compositions B 1 and B2 were prepared by means of the following protocol: The surfactant was dissolved in the water and the hydroxylated solvent. The fatty substance was then added to the mixture with simple stirring so as to obtain an oil-in- water microemulsion. The propellants (56/24/20 isobutane/propane/butane mixture) were then added to the microemulsions, in a juice/gas ratio of 95/5. Compositions B1 and B2 thus obtained were packaged in a transparent PET aerosol device equipped with a DMPR229 dispenser and a 2x0.51 mm GI valve, and pressurized.
- Example according to the invention Composition A5 below according to the present invention was prepared using the ingredients whose contents are indicated in the table below (as weight percentage of active material).
- Composition A5 above is a transparent oil-in-water microemulsion with a single-phase appearance.
- the turbidity of this composition is 7.2 NTU (measured using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent) and its particle size is 20.0 ⁇ 0.5 nm (measured using a Zetasizer Nona ZS machine from Malvern Instruments).
- the single-phase appearance and the transparency of the composition are stable over time. In particular, after two months of storage at room temperature (25°C), the appearance of the composition has not changed.
- composition A5 was packaged in a pressurized aerosol device after addition of the liquefied propellants (56/24/20 isobutane/propane/butane mixture, in a juice/gas ratio of 95/5).
- compositions A6 and A7 according to the invention and comparative composition B3 below were prepared from the ingredients whose contents are indicated in the table below (as weight percentage of active material).
- compositions were prepared by means of the following protocol:
- the surfactant was dissolved in the water.
- the fatty substance was then added to the mixture with simple stirring so as to obtain an oil-in-water microemulsion, called the formulation juice.
- the turbidity and particle size measurements were performed on conclusion of this step of obtaining the microemulsion (or this juice) and before pressurizing the compositions.
- microemulsions (or formulation juices) A6 and A7 thus obtained are transparent and of single-phase appearance, whereas the juice of formulation B6 has a two-phase appearance (i.e. two phases distinct from each other and superimposed one on the other).
- the turbidity and particle size measurements of the formulation juices A6 and A7 were performed before introducing the propellants and pressurizing the compositions.
- the turbidity was measured using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent.
- the number-average size of the oil drops in the formulation juices A6 and A7 was determined via the quasi-elastic light scattering method using a Zetasizer Nona ZS machine from Malvern Instruments. c. Results
- compositions A6, A7 and B3 thus obtained were packaged in a transparent PET aerosol device equipped with a DMPR229 dispenser and a 2x0.51 mm GI valve, and pressurized.
- the pressurized compositions A6 and A7 according to the invention remain single-phase and transparent, whereas the pressurized composition B3 is not transparent. Moreover, the single-phase appearance and the transparency of compositions A6 and A7 are stable over time. In particular, after one month of storage at room temperature (25°C), the appearance of these formulations has not changed. Conversely, two distinct phases are observed with an opaque upper phase for the comparative composition B3.
- compositions A6 and A7 according to the invention dispensed by means of the aerosol device make it possible to obtain a uniform, firm and creamy foam which holds well in the hand and is easily and uniformly applied to the entire head of hair.
- Compositions A6 and A7 also afford good conditioning properties to the hair thus treated.
- compositions A8, A9, B and D below according to the invention were prepared from the ingredients, whose contents are indicated in the table below (as weight percentage of active material).
- compositions were prepared by means of the following protocol:
- the surfactant was dissolved in water.
- the fatty substance was then added to the mixture with simple stirring so as to obtain an oil-in-water microemulsion, called the formulation juice.
- the turbidity and particle size measurements of the formulation juices were performed before introducing the propellants and pressurizing the compositions.
- the turbidity was measured using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent.
- the number-average size of the oil drops in the formulation juices A8, A9, B and D was determined via the quasi-elastic light scattering method using a Zetasizer Nona ZS machine from Malvern Instruments. c. Results The results obtained for each of the juices of compositions A8, A9, B and D are expressed in the table below.
- compositions A8, A9, B and D thus obtained were packaged in a transparent PET aerosol device equipped with a DMPR229 dispenser and a 2x0.51 mm GI valve, and pressurized.
- the pressurized compositions A8, A9, B and D are of single-phase and transparent. Moreover, the single-phase appearance and the transparency of these compositions remain stable over time. In particular, after two months of storage at room temperature (25°C), the appearance of these formulations has not changed.
- compositions A8, A9, B and D according to the invention dispensed by means of the aerosol device, make it possible to obtain a uniform, firm and creamy foam which holds well in the hand and is easily and uniformly applied to the whole head of hair.
- Compositions A8, A9, B and D also afford a soft, supple and pleasant feel to the hair thus treated.
Abstract
The present invention relates to a composition in the form of an oil-in-water emulsion comprising a combination of at least one particular nonionic surfactant and of at least one specific fatty substance in a particular weight ratio and at least one propellant. The invention also concerns an aerosol device containing said composition, and also to a process for the cosmetic treatment, notably for the styling, of keratin fibres, in particular of human keratin fibres such as the hair, using said composition.
Description
DESCRIPTION
TITLE: Composition in emulsion form comprising a particular nonionic surfactant
The present invention relates to a composition in the form of an oil-in-water emulsion comprising a combination of at least one particular nonionic surfactant and of at least one specific fatty substance in a particular weight ratio and at least one propellant.
The invention also concerns an aerosol device containing said composition, and also to a process for the cosmetic treatment, notably for the styling, of keratin fibres, in particular of human keratin fibres such as the hair, using said composition.
Styling products are usually used for constructing and/or structuring the hairstyle and giving it hold. They are usually in the form of lotions, gels, foams, creams or sprays. These compositions generally comprise one or more film-forming polymers, or “fixing polymers”, which allow the formation of a sheathing film on the hair strands or the formation of microwelds between the hair strands, thus ensuring the hold of the hairstyle and the fixing of the head of hair.
Styling products which do not comprise such a fixing polymer also exist. These compositions are mainly in the form of hair gels, sprays or foams and are generally applied on wet hair. The hair is then shaped before performing blow-drying or drying.
Hairstyling products in aerosol devices are generally available in an opaque container since the compositions usually used do not have a sufficiently attractive appearance, notably in the presence of a propellant, or even in the presence of a liquefied propellant. Now, an increasing number of users of hairstyling products are notably in search of compositions which are more attractive, more fluid and clearer, or even transparent.
Moreover, these compositions are generally not stable over time or with respect to temperature, which makes their application difficult and non-uniform over the entire head of hair.
In addition, although the objective of these products is to fix and hold the hairstyle over time, they generally have a tendency to make the hairstyle rigid, notably producing a “helmet effect”, which is often poorly perceived by users. The head of hair, thus made rigid, has a dry and rough feel which is not greatly appreciated by consumers.
Thus, there is a real need for a composition in the form of an emulsion which does not have the abovementioned drawbacks, i.e. which has an attractive and stable aesthetic appearance over time, which is easy to spread over the entire head of hair and which makes it possible to obtain long-lasting fixing of the hairstyle, with persistent styling effects throughout the day or even for several days, while at the same time giving a natural and non-fixed appearance to the hairstyle, and also a pleasant feel.
It has now been discovered that a composition in the form of an oil-in-water emulsion having a single-phase appearance and comprising a combination of at least one particular nonionic surfactant and of at least one fatty substance having a melting point of less than or equal to 35°C at atmospheric pressure, in a particular weight ratio in the presence of at least one propellant, makes it possible to achieve the objectives presented above, and notably to propose a composition which is stable over time, combining an attractive aesthetic appearance with improved styling properties.
One subject of the present invention is thus a composition in the form of an oil-in-water emulsion comprising:
(i) one or more nonionic surfactants of formula (I):
R-0-(CH2-CH2-0)n-H (I) in which:
R is a linear or branched Cs to C40 alkenyl radical; and n is an integer ranging from 6 to 20;
(ii) one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure that are different from nonionic surfactant(s);
(iii) one or more propellants; and
(iv) water; the weight ratio between the total content of the nonionic surfactant(s) (i) of formula (I) and the total content of the fatty substance(s) (ii) being greater than or equal to 1.
The composition according to the invention, when it is propelled by means of a conventional aerosol device, makes it possible in particular to dispense a uniform, firm and creamy mousse which holds well in the hand.
Furthermore, the foam formed from the composition according to the invention has good working qualities. It spreads easily and evenly over the keratin materials and has good conditioning and cleaning properties for the hair or the skin, and also good styling properties on the hair, where appropriate. After rinsing or not, the composition affords cosmetic properties to the keratin materials, and notably a pleasant feel.
By virtue of its formulation and its improved working qualities and foaming qualities, the composition of the invention can be used in various cosmetic treatments of the skin and/or hair, such as cleansing compositions, conditioners or styling products.
As a styling product, it notably affords good hold of the head of hair over time under both wet and dry conditions, while at the same time giving the head of hair volume, without making the hairstyle rigid.
In the case of curly hair, the composition according to the invention also affords good curl definition, and also good curl hold.
In particular, the composition according to the invention gives the hair flexibility and volume, affording it a fluid movement, while at the same time maintaining a natural appearance. It also gives the hair a particularly soft, smooth and pleasant feel. The head of hair styled using the composition of the invention is held in shape without being set rigid and the styling effects afforded thereto persist throughout the day.
The composition according to the invention advantageously has a single phase appearance, which is preferably clear, or even transparent, which gives it a particularly attractive aesthetic appearance that is highly sought by users. Notably, when it is packaged in a pressurized device, such as an aerosol, the propellant(s) are dispersed in the droplets of the emulsion, giving the composition a particularly aesthetic homogeneous appearance. The aesthetic appearance of the composition according to the invention is also particularly enhanced when it is packaged in a container that is itself transparent.
Furthermore, the permanent dispersion of the propellant(s) renders them non flammable, improving the safety of the final aerosol product and complying with certain regulations, notably American regulations.
It has also been found that the composition according to the invention is stable over time, and also with respect to temperature. In particular, the appearance of the composition according to the invention remains significantly the same after two months of storage at room temperature (25°C).
The present invention thus also relates to an aerosol device comprising:
- a container containing a composition as defined previously, and
- a means for spraying said composition.
The present invention also relates to a process for the cosmetic treatment of keratin materials, preferably a washing and/or conditioning process, in particular for human keratin fibres such as the hair and the skin, comprising the application to said
keratin materials of a composition as previously defined, said application being optionally followed by rinsing after an optional leave-on time.
The present invention also relates to a process for styling keratin fibres, in particular human keratin fibres such as the hair, comprising the application to said keratin fibres of a composition as defined previously, said application being optionally followed by rinsing after an optional leave-on time.
Other subjects, characteristics, aspects and advantages of the invention will emerge even more clearly on reading the description and the example that follows.
In the text hereinbelow, unless otherwise indicated, the limits of a range of values are included in that range, notably in the expressions “between” and “ranging from ... to
Moreover, the expression “at least one” used in the present description is equivalent to the expression “one or more”.
In addition, the term “two-phase or multi-phase appearance” refers to a composition comprising at least two phases that are distinct from each other and superposed one on the other.
The composition according to the invention is in the form of an oil-in-water emulsion, in particular in the form of an oil-in-water microemulsion, the oil particles of which advantageously have a number-average size of less than or equal to 200 nm, preferably between 1 and 150 nm, more preferentially between 2 and 100 nm, better still between 5 and 50 nm, even more preferentially between 5 and 30 nm, or even between 8 and 20 nm.
The term “microemulsion” means a thermodynamically stable, microscopically heterogeneous and macroscopically homogeneous mixture of two mutually immiscible liquid substances, such as an oily phase and an aqueous phase. Microemulsions may be of oil-in-water type (O/W), i.e. droplets of oil dissolved in the form of direct micelles swollen in a continuous aqueous phase, or of water-in-oil type (W/O), i.e. droplets of water dissolved in the form of reverse micelles swollen in a continuous oil phase, or alternatively of bicontinuous type, i.e. in the form of structures in which the water and the oil are codissolved, the water and the oil being able to be considered simultaneously as being the continuous phase or the dispersed phase.
Microemulsions are to be distinguished from nanoemulsions, which are thermodynamically unstable dispersions of oil or water droplets in an aqueous or oil continuous phase.
Microemulsions are formed by simple mixing of the various constituents, without the need for a large energy input.
In addition, microemulsions generally have a particular microstructure formed from microdroplets whose size is such that light passes through them without being scattered, and as such the appearance of this composition is transparent or translucent, whereas the appearance of a standard emulsion is opaque.
The number-average size of the particles (or oil drops) may be determined in particular according to the known method of quasi-elastic light scattering. As a machine that may be used for this determination, mention may be made of the machine from Brookhaven equipped with an SX 200 optical bed (with a 532 nm laser) and a BI 9000 correlator. This machine gives a measurement of the mean diameter by photon correlation spectroscopy (PCS), which makes it possible to determine the numerical mean diameter from the polydispersity factor, which is also measured by the machine. This measurement may also be performed using a Zetasizer Nano ZS machine from Malvern Instruments which makes it possible to determine the mean diameter weighted by the scattered intensity (and not weighted by the mass, the number or the volume), and also the polydispersity index.
In addition, the composition according to the invention has very low polydispersity, i.e. the particles (or oil drops) have very homogeneous size. The particles present in the composition according to the invention are droplets of oily phase comprising the fatty substance(s) (ii) and the propellant(s) (iii), in the continuous aqueous phase.
According to a preferred embodiment, a subject of the present invention is a composition in the form of an oil-in-water microemulsion comprising:
(i) one or more nonionic surfactants of formula (I):
R-0-(CH2-CH2-0)n-H (I) in which:
R is a linear or branched Cx to C40 alkenyl radical; and n is an integer ranging from 6 to 20;
(ii) one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure that are different from nonionic surfactant(s);
(iii) one or more propellants; and
(iv) water; the weight ratio between the total content of the nonionic surfactant(s) (i) of formula (I) and the total content of the fatty substance(s) (ii) being greater than or equal to 1.
The composition according to the invention, and notably according to this particular embodiment, is advantageously transparent. The transparency of the composition according to the invention may be characterized by measuring its turbidity, by turbidimetry (in NTU units). In the context of the present invention, the turbidity measurements were performed using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent. It is also possible to measure the turbidity of the composition using a turbidimeter such as the HI 88713-ISO model from the company Hanna Instruments.
The composition according to the invention, and notably according to this particular embodiment, preferably has a turbidity at room temperature (25°C) and atmospheric pressure of less than or equal to 200 NTU units, more preferentially less than or equal to 100 NTU units, better still less than or equal to 50 NTU units, and even more preferentially less than or equal to 20 NTU units.
The transparency may also be assessed visually when the composition is packaged in a transparent container. According to this method, the composition is transparent if the printed characters on a sheet of paper placed behind the container can be read clearly. The printed characters are preferably in Arial font, font size 12 or larger.
The nonionic surfactants of formula (I) according to the invention are notably easy to use industrially, which makes them more manipulable during the process for preparing the composition according to the invention.
In other words, the composition according to the invention can be obtained via any type of process.
Preferably, the composition according to the present invention has a single phase appearance. For the purposes of the present invention, the term “single-phase appearance” means that the composition according to the invention is constituted, at room temperature (25°C) and atmospheric pressure, of two or more phases, where one of the phases is dispersed in the other, such that the phases cannot be distinguished from each other with the naked eye.
The composition according to the invention is advantageously in the form of a clear to transparent fluid, preferably a transparent fluid.
(i) The nonionic surfactants of formula (I)
The composition according to the present invention comprises (i) one or more nonionic surfactants of formula (I):
R-0-(CH2-CH2-0)n-H (I)
in which:
R is a linear or branched Cx to C40 alkenyl radical; and n is an integer ranging from 6 to 20.
Preferably, R represents a linear or branched C12 to C30, more preferentially Ci6 to C20, alkenyl radical.
Preferably, n represents an integer ranging from 8 to 12.
Advantageously, R represents a linear or branched Ci6 to C20 alkenyl radical; and/or n represents an integer ranging from 8 to 12.
Preferably, the nonionic surfactant(s) of formula (I) are chosen from oleyl alcohol containing 8 mol of ethylene oxide, oleyl alcohol containing 10 mol of ethylene oxide and oleyl alcohol containing 12 mol of ethylene oxide, and mixtures thereof; and more preferentially, the nonionic surfactant (i) of formula (I) is oleyl alcohol containing 10 mol of ethylene oxide (INCI name: Oleth-10).
The total content of the nonionic surfactant(s) (i) of formula (I) present in the composition according to the invention is preferably greater than or equal to 5% by weight, and more preferentially greater than or equal to 6% by weight, relative to the total weight of the composition. Preferably, the total content of the nonionic surfactant(s) (i) of formula (I) ranges from 5% to 25% by weight, more preferentially from 6% to 20% by weight, and better still from 7% to 18% by weight, relative to the total weight of the composition.
(ii) The fatty substances
The composition according to the present invention also comprises one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure (1.013><105 Pa) that are different from non-ionic surfactant(s).
Preferably, the fatty substance(s) used in the composition of the invention have a melting point strictly less than 35°C at atmospheric pressure (1.013><105 Pa), and more preferentially less than or equal to 28°C at atmospheric pressure (1.013xl05 Pa). In other words, the fatty substance(s) used in the composition of the present invention are liquid at 35°C and at atmospheric pressure, preferably liquid at 28°C and at atmospheric pressure.
Better still, the fatty substance(s) used in the composition according to the invention are liquid at room temperature, i.e. they have a melting point of less than or equal to 25°C, at atmospheric pressure (1.013xl05 Pa).
The term “fatty substance” means an organic compound that is insoluble in water at room temperature (25°C) and at atmospheric pressure (1.013xl05 Pa), i.e. it
has a solubility of less than 5% by weight, preferably less than 1% by weight and even more preferentially less than 0.1% by weight in water. They generally have in their structure at least one hydrocarbon-based chain including at least 6 carbon atoms. The fatty substances are generally soluble, under the same temperature and pressure conditions, in organic solvents such as chloroform, ethanol, benzene, liquid petroleum jelly or decam ethylcy cl opentasiloxane.
Preferably, the fatty substance(s) with a melting point of less than or equal to 35°C at atmospheric pressure included in the composition according to the invention are non-silicone fatty substances.
The term “non-silicone fatty substance” means a fatty substance whose structure does not include any silicon atoms, thus notably not comprising any siloxane groups. The term “silicone fatty substance” means a fatty substance containing at least one silicon atom, and more particularly at least one Si-0 bond.
The fatty substances that may be used generally have in their structure a hydrocarbon-based chain including at least 6 carbon atoms. They are neither (poly)oxyalkylenated nor (poly)glycerolated, and preferably do not contain any - COOH functions.
The fatty substance(s) are preferably neither (poly)oxyalkylenated nor (poly)glycerolated, and preferably do not contain any -COOH functions.
The fatty substance(s) (v) are different from nonionic surfactant(s).
Preferably, the fatty substance(s) are non-silicone fatty substances and are neither polyjoxyalkylenated nor (poly)glycerolated, and more preferably do not contain any -COOH functions.
Preferably, the fatty substance(s) are non-silicone fatty substances and are different from nonionic surfactant(s).
The fatty substance(s) that may be used in the composition according to the invention may notably be chosen from hydrocarbons, triglycerides, fatty esters, fatty acids, non-polyoxyalkylenated fatty alcohols, silicones and mixtures thereof; these compounds being liquid at 35°C at atmospheric pressure, and preferentially liquid at 28°C at atmospheric pressure.
According to the present patent application, the terms “fatty ester”, “fatty alcohol” and “fatty acid” respectively denote saturated or unsaturated, linear or branched esters, alcohols and acids comprising at least one hydrocarbon-based chain containing at least 6 carbon atoms.
For the purposes of the present invention, the term “hydrocarbon” means a compound solely comprising carbon and hydrogen atoms.
More particularly, the hydrocarbons that are liquid at 35°C at atmospheric pressure (1.013xl05 Pa), preferably liquid at 28°C at atmospheric pressure, are chosen from:
- linear or branched, optionally cyclic, Ce to Ci6 alkanes. Examples that may be mentioned include hexane, undecane, dodecane, tridecane, and isoparaffins, for instance isohexadecane, isododecane and isodecane,
- linear or branched hydrocarbons of mineral, animal or synthetic origin containing more than 16 carbon atoms, such as liquid paraffins and derivatives thereof, petroleum jelly, liquid petroleum jelly, polydecenes, hydrogenated polyisobutene such as the product sold under the brand name Parleam® by the company NOF Corporation, and squalane.
Preferably, the hydrocarbon(s) are chosen from liquid paraffins, isoparaffins, liquid petroleum jelly, undecane, tridecane and isododecane, and mixtures thereof.
In a most particularly preferred variant, the hydrocarbon(s) are chosen from liquid petroleum jelly, isoparaffins, isododecane and a mixture of undecane and tridecane.
For the purposes of the present invention, the term “fatty ester” means an ester derived from a fatty acid and/or a fatty alcohol.
More particularly, the esters that are liquid at 35°C at atmospheric pressure (1.013xl05 Pa), which are preferably liquid at 28°C at atmospheric pressure, are chosen from esters of saturated or unsaturated, linear or branched Ci to C26 aliphatic mono- or polyacids, which are optionally hydroxylated, and of saturated or unsaturated, linear or branched Ci to C26 aliphatic mono- or polyalcohols, the total number of carbon atoms of the esters being greater than or equal to 10.
Preferably, for the esters of monoalcohols, at least one from among the alcohol and the acid from which the esters of the invention are derived is branched.
Among the monoesters of monoacids and of monoalcohols, mention may be made of alkyl palmitates, notably Ci to Cix alkyl palmitates, notably ethyl palmitate and isopropyl palmitate, alkyl myristates, notably Ci to Cis alkyl myristates, such as isopropyl myristate or ethyl myristate, alkyl stearates, notably Ci to Cis alkyl stearates, notably isocetyl stearate, 2-ethylhexyl isononanoate, isodecyl neopentanoate and isostearyl neopentanoate.
Use may also be made of esters of optionally hydroxylated C3 to C22 dicarboxylic or tricarboxylic acids and of Ci to C22 alcohols and esters of optionally hydroxylated monocarboxylic, dicarboxylic or tricarboxylic acids and of dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy C4 to C26 non-sugar alcohols.
Mention may notably be made of diethyl sebacate, diisopropyl sebacate, diisopropyl adipate, di(n-propyl) adipate, dioctyl adipate, diisostearyl adipate, dioctyl maleate, glyceryl undecylenate, octyldodecyl stearoyl stearate, pentaerythrityl monoricinoleate, pentaerythrityl tetraisononanoate, pentaerythrityl tetrapelargonate, pentaerythrityl tetraisostearate, pentaerythrityl tetraoctanoate, propylene glycol dicaprylate, propylene glycol dicaprate, tridecyl erucate, triisopropyl citrate, triisostearyl citrate, glyceryl trilactate, glyceryl trioctanoate, trioctyldodecyl citrate, trioleyl citrate, propylene glycol dioctanoate, neopentyl glycol diheptanoate, diethylene glycol diisononanoate, polyethylene glycol distearates and alkyl malates, notably (C6-Ci8)alkyl malates, in particular bis(Ci2-Ci3)alkyl malate. Among the esters mentioned above, use is preferentially made of ethyl, isopropyl, myristyl, cetyl or stearyl palmitate, 2-ethylhexyl palmitate, 2-octyldecyl palmitate, alkyl myristates, such as isopropyl, butyl, cetyl or 2-octyldodecyl myristate, hexyl stearate, propylene glycol dicaprylate, butyl stearate, isobutyl stearate, dioctyl malate, hexyl laurate, 2- hexyldecyl laurate, isononyl isononanoate, cetyl octanoate and bis(Ci2-Ci3)alkyl malate. Among the liquid fatty esters, use may be made of esters and diesters of sugars and of C6-C30, preferably C12-C22, fatty acids.
Isopropyl myristate is particularly preferred.
The term “sugar” means oxygen-bearing hydrocarbon-based compounds containing several alcohol functions, with or without aldehyde or ketone functions, and which include at least 4 carbon atoms. These sugars may be monosaccharides, oligosaccharides or polysaccharides.
Preferably, these said sugars are chosen from sucrose, glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose, lactose, and derivatives thereof, notably alkyl derivatives, such as methyl derivatives, for example methylglucose.
The sugar esters of fatty acids may be chosen notably from the group comprising the esters or mixtures of esters of sugars described previously and of linear or branched, saturated or unsaturated G to C30 and preferably C12 to C22 fatty acids.
If they are unsaturated, these compounds may have one to three conjugated or non-conjugated carbon-carbon double bonds.
The esters according to this variant can also be chosen from mono-, di-, tri- and tetraesters, polyesters and mixtures thereof.
These esters may be, for example, oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates and arachidonates, and
mixtures thereof, notably such as oleopalmitate, oleostearate or palmitostearate mixed esters.
More particularly, use is made of monoesters and diesters and notably of sucrose, glucose or methylglucose mono- or dioleates, stearates, behenates, oleopalmitates, linoleates, linolenates or oleostearates, or alternatively of methylglucose dioleate (Glucate® DO).
Use may be made, among sugar esters, of pentaerythrityl esters, preferably pentaerythrityl tetraisostearate, pentaerythrityl tetraoctanoate or caprylic and capric acid hexaesters as a mixture with dipentaerythritol.
Among the triglycerides, mention may be made of triglycerides of plant origin such as plant oils or synthetic triglycerides.
More particularly, said plant oil(s) or synthetic oil(s) are chosen from triglyceride oils of plant or synthetic origin, such as liquid fatty acid triglycerides including from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sesame oil, soybean oil, coffee oil, safflower oil, borage oil, sunflower oil, olive oil, apricot kernel oil, camellia oil, bambara pea oil, avocado oil, mango oil, rice bran oil, cotton seed oil, rose oil, kiwi seed oil, sea buckthorn pulp oil, blueberry seed oil, poppy seed oil, orange pip oil, sweet almond oil, palm oil, coconut oil, coconut kernel oil, vemonia oil, marjoram oil, baobab oil, rapeseed oil, ximenia oil, pracaxi oil, caprylic/capric acid triglycerides such as those sold by the company Stearinerie Dubois or those sold under the names Miglyol® 810, 812 and 818 by the company Dynamit Nobel, jojoba oil and shea butter oil. Triacetin (glycerol triester of acetic acid) may also be used.
Preferably, triglycerides of plant origin, in particular triglycerides of caprylic/capric acid, coconut oil and triacetin, are used as triglycerides that are liquid at 35°C and atmospheric pressure (1.013><105 Pa), more preferentially liquid at 28°C.
The term “fatty acid” means a non-salified fatty acid, i.e. the fatty acid must not be in the form of a generally soluble soap, i.e. it must not be salified with a base.
More particularly, the liquid fatty acids that may be used according to the invention are chosen from the acids of formula RCOOH, in which R is a saturated or unsaturated, linear or branched radical preferably including from 7 to 39 carbon atoms.
Preferably, R is a Ci to C29 alkyl or Ci to C29 alkenyl group, better still a C12 to C24 alkyl or C12 to C24 alkenyl group. R may be substituted with one or more hydroxyl groups and/or one or more carboxyl groups.
Preferentially, the fatty acid(s) that are liquid at 35°C at atmospheric pressure, more preferentially liquid at 28°C at atmospheric pressure, are chosen from oleic acid, linoleic acid, isostearic acid and mixtures thereof.
The non-polyoxyalkylenated fatty alcohols that may be used in the composition according to the invention include from 8 to 30 carbon atoms, notably from 10 to 24 carbon atoms, and may be saturated or unsaturated.
The saturated non-polyoxyalkylenated fatty alcohols are preferably branched. They may optionally comprise in their structure at least one aromatic or non-aromatic ring, which is preferably acyclic.
More particularly, the saturated non-polyoxyalkylenated fatty alcohols that may be used in the composition of the invention are chosen from octyldodecanol, 2- decyltetradecanol, isostearyl alcohol and 2-hexyldecanol, and mixtures thereof.
Octyldodecanol and 2-decyltetradecanol are most particularly preferred.
The unsaturated non-polyoxyalkylenated fatty alcohols have, in their structure, at least one double or triple bond, and preferably one or more double bonds. When several double bonds are present, there are preferably 2 or 3 of them, and they may be conjugated or unconjugated.
These unsaturated non-polyoxyalkylenated fatty alcohols may be linear or branched.
They may optionally comprise in their structure at least one aromatic or non aromatic ring. They are preferably acyclic.
More particularly, the non-polyoxyalkylenated unsaturated fatty alcohols that may be used in the composition of the invention are chosen from oleyl alcohol, linoleyl alcohol, linolenyl alcohol and undecylenyl alcohol, and mixtures thereof.
The silicones that are liquid at 35°C at atmospheric pressure, which may be used in the composition according to the present invention, may be volatile or non volatile, cyclic, linear or branched silicone oils, which are unmodified or modified with organic groups, and preferably have a viscosity of from 5x 106 to 2.5 m2/s at 25°C, and preferably from 1 / 105 to 1 m2/s.
Preferably, the silicones that are liquid at 35°C at atmospheric pressure are chosen from polydialkylsiloxanes, notably polydimethylsiloxanes (PDMS), and polyorganosiloxanes that are liquid at 35°C at atmospheric pressure including at least one aryl group.
These silicones may also be organomodified. The organomodified silicones that are liquid at 35°C at atmospheric pressure, which may be used in accordance with the invention, are preferably liquid silicones as defined previously and including in
their structure one or more organofunctional groups attached via a hydrocarbon-based group, chosen, for example, from amine groups and alkoxy groups.
Organopolysiloxanes are defined in greater detail in Walter Noll’s Chemistry and Technology of Silicones (1968), Academic Press. They may be volatile or non volatile.
When they are volatile, the silicones are more particularly chosen from those with a boiling point of between 60°C and 260°C, and even more particularly from:
(i) cyclic polydialkylsiloxanes including from 3 to 7 and preferably from 4 to 5 silicon atoms. These are, for example, octamethylcyclotetrasiloxane sold notably under the name Volatile Silicone® 7207 by Union Carbide or Silbione® 70045 V2 by Rhodia, decamethylcyclopentasiloxane sold under the name Volatile Silicone® 7158 by Union Carbide, and Silbione® 70045 V5 by Rhodia, and mixtures thereof.
Mention may also be made of cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type, such as Volatile Silicone® FZ 3109 sold by the company Union Carbide.
Mention may also be made of mixtures of cyclic polydialkylsiloxanes with organosilicon compounds, such as the mixture of octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol (50/50) and the mixture of octamethylcyclotetrasiloxane and oxy-l,l’-bis(2,2,2’,2’,3,3’- hexatrimethylsilyloxy)neopentane;
(ii) linear volatile polydialkylsiloxanes containing 2 to 9 silicon atoms and having a viscosity of less than or equal to 5 c 106 m2/s at 25°C. An example is decamethyltetrasiloxane notably sold under the name SH 200 by the company Toray Silicone. Silicones falling within this category are also described in the article published in Cosmetics and Toiletries, Vol. 91, Jan. 76, pages 27-32 - Todd & Byers Volatile Silicone Fluids for Cosmetics.
Non-volatile polydialkylsiloxanes are preferably used.
These silicones that are liquid at 35°C at atmospheric pressure are more particularly chosen from polydialkylsiloxanes, among which mention may be made mainly of polydimethylsiloxanes bearing trimethyl silyl end groups. The viscosity of the silicones is measured at 25°C according to ASTM standard 445 Appendix C.
Among these polydialkylsiloxanes, mention may be made, in a non-limiting manner, of the following commercial products:
- the Silbione® oils of the 47 and 70 047 series or the Mirasil® oils sold by Rhodia, for instance the oil 70 047 V 500 000;
- the oils of the Mirasil® series sold by the company Rhodia;
- the oils of the 200 series from the company Dow Corning, such as DC200 with a viscosity of 60 000 mm2/s;
- the Viscasil® oils from General Electric and certain oils of the SF series (SF 96, SF 18) from General Electric.
Mention may also be made of polydimethylsiloxanes bearing dimethylsilanol end groups, known under the name dimethiconol (CTFA), such as the oils of the 48 series from Rhodia.
The organomodified silicones that may be used in accordance with the invention are silicones as defined above and including in their structure one or more organofunctional groups attached via a hydrocarbon-based group.
As regards the polyorganosiloxanes that are liquid at 35°C at atmospheric pressure including at least one aryl group, they may notably be polydiphenylsiloxanes, and polyalkylarylsiloxanes functionalized with the organofunctional groups mentioned previously.
The polyalkylarylsiloxanes are particularly chosen from linear and/or branched polydimethyl/methylphenylsiloxanes and polydimethyl/diphenylsiloxanes with a viscosity ranging from 1 x 105 to 5x 102 m2/s at 25°C.
Among these polyalkylarylsiloxanes, examples that may be mentioned include the products sold under the following names:
- the Silbione® oils of the 70 641 series from Rhodia;
- the oils of the Rhodorsil® 70 633 and 763 series from Rhodia;
- the oil Dow Coming 556 Cosmetic Grade Fluid from Dow Corning;
- the silicones of the PK series from Bayer, such as the product PK20;
- the silicones of the PN and PH series from Bayer, such as the products PN1000 and PH1000;
- certain oils of the SF series from General Electric, such as SF 1023, SF 1154, SF 1250 and SF 1265.
Among the organomodified silicones, mention may be made of polyorganosiloxanes including:
- substituted or unsubstituted amine groups, such as the products sold under the names GP 4 Silicone Fluid and GP 7100 by the company Genesee or the products sold under the names Q2 8220 and Dow Corning 929 or 939 by the company Dow Corning. The substituted amine groups are in particular Cl to C4 aminoalkyl groups;
- alkoxy groups,
- hydroxyl groups.
The silicones that are liquid at 35°C at atmospheric pressure, which may be used according to the present invention, may also be chosen from amino silicones, and mixtures thereof.
The term “amino silicone” denotes any silicone including at least one primary, secondary or tertiary amine or a quaternary ammonium group.
The weight-average molecular masses of these amino silicones may be measured by gel permeation chromatography (GPC) at room temperature (25°C), as polystyrene equivalent. The columns used are m styragel columns. The eluent is THF and the flow rate is 1 ml/min. 200 mΐ of a 0.5% by weight solution of silicone in THF are injected. Detection is performed by refractometry and UV-metry.
Preferably, the amino silicone(s) are chosen: a) from the polysiloxanes corresponding to formula (II):
in which x’ and y’ are integers such that the weight-average molecular mass (Mw) is between 5000 and 500 000 g/mol; b) the amino silicones corresponding to formula (III): R,aG3-a-Si(0SiG2)n-(0SiGbR,2-b)m-0-SiG3-a’-R,a’ (III) in which:
- G, which may be identical or different, denotes a hydrogen atom or a group from among phenyl, OH, Ci-Cs alkyl, for example methyl, or Ci-Cx alkoxy, for example methoxy;
- a and a’, which may be identical or different, denote 0 or an integer from 1 to 3, in particular 0, with the proviso that at least one from among a and a’ is equal to zero,
- b denotes 0 or 1, in particular 1,
- m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and
- R’, which may be identical or different, denotes a monovalent radical of formula -CqH2qL in which q is a number ranging from 2 to 8 and L is an optionally quatemized amino group chosen from the following groups:
• -NR”-Q-N(R”)2, · -N(R”)2,
• -N+(R”)3 A-,
• -N+H(R”)2 A-,
• -N+H2(R”) A ,
• -NR”-Q-N+(R”)H2 A , · -NR’ ’ -Q-N+(R’ ’ )2H A and
• -NR”-Q-N+(R”)3 A-, in which R”, which may be identical or different, denotes hydrogen, phenyl, benzyl, or a saturated monovalent hydrocarbon-based radical, for example a C1-C20 alkyl radical; Q denotes a linear or branched group of formula CrHzr, r being an integer ranging from 2 to 6, preferably from 2 to 4; and A represents a cosmetically acceptable anion, notably a halide such as fluoride, chloride, bromide or iodide.
According to a first embodiment, the amino silicones corresponding to formula (III) are chosen from the silicones known as “trimethyl silyl amodimethicone” corresponding to formula (IV):
in which m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10.
According to a second embodiment, the amino silicones corresponding to formula (III) are chosen from the silicones of formula (V) below:
in which:
- m and n are numbers such that the sum (n + m) ranges from 1 to 1000, notably from 50 to 250 and more particularly from 100 to 200; n denoting a number from 0 to 999 and notably from 49 to 249 and more particularly from 125 to 175, and m denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and
- Ri, R2 and R3, which may be identical or different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals Ri to R3 denoting an alkoxy radical. Preferably, the alkoxy radical is a methoxy radical.
The hydroxy/alkoxy mole ratio preferably ranges from 0.2:1 to 0.4:1 and preferably from 0.25:1 to 0.35:1 and more particularly is equal to 0.3:1.
The weight-average molecular mass (Mw) of these silicones preferably ranges from 2000 to 1 000 000 g/mol and more particularly from 3500 to 200000 g/mol.
According to a third embodiment, the amino silicones corresponding to formula (III) are chosen from the silicones of formula (VI) below:
in which:
- p and q are numbers such that the sum (p + q) ranges from 1 to 1000, in particular from 50 to 350 and more particularly from 150 to 250; p denoting a number from 0 to
999, notably from 49 to 349 and more particularly from 159 to 239, and q denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and - Ri and R2, which are different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals Ri or R2 denoting an alkoxy radical.
Preferably, the alkoxy radical is a methoxy radical.
The hydroxy/alkoxy mole ratio generally ranges from 1:0.8 to 1:1.1 and preferably from 1 :0.9 to 1 : 1 and more particularly is equal to 1 :0.95.
The weight-average molecular mass (Mw) of the silicone preferably ranges from 2000 to 200 000 g/mol, more preferentially from 5000 to 100 000 g/mol and in particular from 10 000 to 50 000 g/mol.
The commercial products comprising silicones of structure (V) or (VI) may include in their composition one or more other amino silicones, the structure of which is different from formula (V) or (VI).
A product containing amino silicones of structure (V) is sold by the company Wacker under the name Belsil® ADM 652.
A product containing amino silicones of structure (VI) is sold by Wacker under the name Fluid WR 1300®. Another product containing amino silicones of structure (V) is sold by Wacker under the name Belsil ADM LOG 1®.
When these amino silicones are used, one particularly advantageous embodiment consists in using them in the form of an oil-in-water emulsion. The oil- in-water emulsion may comprise one or more surfactants. The surfactants may be of any nature but are preferably cationic and/or nonionic. The number-average size of the silicone particles in the emulsion generally ranges from 3 nm to 500 nm. Preferably, notably as amino silicones of formula (VI), use is made of microemulsions of which the mean particle size ranges from 5 nm to 60 nm (limits included) and more particularly from 10 nm to 50 nm (limits included). Thus, use may be made according to the invention of the amino silicone microemulsions of formula (VI) sold under the names Finish CT 96 E® or SLM 28020® by the company Wacker.
According to a fourth embodiment, the amino silicones corresponding to formula (III) are chosen from the silicones of formula (VII) below:
in which: - m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n denoting a number from 0 to 1999 and notably from 49 to 149, and m denoting a number from 1 to 2000 and notably from 1 to 10; and - A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This radical is preferably linear. The weight-average molecular mass (Mw) of these amino silicones preferably ranges from 2000 to 1 000 000 g/mol and more particularly from 3500 to 200 000 g/mol.
A silicone corresponding to this formula is, for example, Xiameter MEM 8299 Emulsion from Dow Coming.
According to a fifth embodiment, the amino silicones corresponding to formula (III) are chosen from the silicones of formula (VIII) below:
in which:
- m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to
149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and - A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This radical is preferably branched.
The weight-average molecular mass (Mw) of these amino silicones preferably ranges from 500 to 1 000 000 g/mol and more particularly from 1000 to 200 000 g/mol.
A silicone corresponding to this formula is, for example, DC2-8566 Amino Fluid from Dow Coming; c) the amino silicones corresponding to formula (IX):
in which:
- R.5 represents a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a Ci-Cis alkyl or C2-C18 alkenyl radical, for example methyl;
- R.6 represents a divalent hydrocarbon-based radical, notably a Ci-Cis alkylene radical or a divalent Ci-Cis, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
- Q is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate;
- r represents a mean statistical value ranging from 2 to 20 and in particular from 2 to 8; and
- s represents a mean statistical value ranging from 20 to 200 and in particular from 20 to 50.
Such amino silicones are notably described in patent US 4 185 087. d) the quaternary ammonium silicones of formula (X):
in which:
- R.7, which may be identical or different, represent a monovalent hydrocarbon-based
radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl radical, a C2-C18 alkenyl radical or a ring comprising 5 or 6 carbon atoms, for example methyl;
- R6 represents a divalent hydrocarbon-based radical, notably a Ci-Cis alkylene radical or a divalent C1-C18, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
- R8, which may be identical or different, represent a hydrogen atom, a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl radical, a C2-C18 alkenyl radical or a radical -R6-NHCOR7;
- X is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate; and
- r represents a mean statistical value ranging from 2 to 200 and in particular from 5 to 100
Such amino silicones are notably described in patent application EP-A 0 530 974. e) the amino silicones of formula (XI):
in which:
- Ri, R2, R3 and R4, which may be identical or different, denote a C1-C4 alkyl radical or a phenyl group,
- R5 denotes a C1-C4 alkyl radical or a hydroxyl group, - n is an integer ranging from 1 to 5,
- m is an integer ranging from 1 to 5, and
- x is chosen such that the amine number ranges from 0.01 to 1 meq/g; f) multiblock polyoxyalkylene amino silicones, of the type (AB)n, A being a polysiloxane block and B being a polyoxyalkylene block including at least one amine group.
Said silicones are preferably formed from repeating units having the following general formulae:
[-(SiMe20)xSiMe2-R-N(R, ,)-R,-0(C2H40)a(C3H60)b-R,-N(H)-R-] or alternatively
[-(SiMe20)xSiMe2-R-N(R, ,)-R,-0(C2H40)a(C3H60)b-]
in which:
- a is an integer greater than or equal to 1, preferably ranging from 5 to 200 and more particularly ranging from 10 to 100;
- b is an integer between 0 and 200, preferably ranging from 4 to 100 and more particularly between 5 and 30;
- x is an integer ranging from 1 to 10 000 and more particularly from 10 to 5000;
- R” is a hydrogen atom or a methyl;
- R, which may be identical or different, represent a linear or branched divalent C2-C12 hydrocarbon-based radical, optionally including one or more heteroatoms such as oxygen; preferably, R, which may be identical or different, denote an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical or a CH2CH2CH20CH2CH(0H)CH2- radical; preferentially, R denote a CH2CH2CH20CH2CH(0H)CH2- radical; and
- R’, which may be identical or different, represent a linear or branched divalent C2- C12 hydrocarbon-based radical, optionally including one or more heteroatoms such as oxygen; preferably, R’, which may be identical or different, denote an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical or a CH2CH2CH20CH2CH(0H)CH2- radical; preferentially, R’ denote -CH(CH3)-CH2-.
The siloxane blocks preferably represent between 50 mol% and 95 mol% of the total weight of the silicone, more particularly from 70 mol% to 85 mol%.
The amine content is preferably between 0.02 and 0.5 meq/g of copolymer in a 30% solution in dipropylene glycol, more particularly between 0.05 and 0.2.
The weight-average molecular mass (Mw) of the silicone is preferably between 5000 and 1 000 000 g/mol and more particularly between 10 000 and 200 000 g/mol. Mention may notably be made of the silicones sold under the name Silsoft A-843 or Silsoft A+ by Momentive. g) the amino silicones of formulae (XII) and (XIII):
in which:
- R, R’ and R”, which may be identical or different, denote a C1-C4 alkyl group or a hydroxyl group,
- A denotes a C3 alkylene radical; and
- m and n are numbers such that the weight-average molecular mass of the compound is between 5000 and 500 000;
in which:
- x and y are numbers ranging from 1 to 5000; preferably, x ranges from 10 to 2000 and more preferentially from 100 to 1000; preferably, y ranges from 1 to 100;
- Ri and R2, which may be identical or different, preferably identical, denote a linear or branched, saturated or unsaturated alkyl group comprising from 6 to 30 carbon atoms, preferably from 8 to 24 carbon atoms and more preferentially from 12 to 20 carbon atoms; and
- A denotes a linear or branched alkylene radical containing from 2 to 8 carbon atoms.
Preferably, A comprises from 3 to 6 carbon atoms, more preferentially 4 carbon atoms; preferably, A is branched.
Mention may be made in particular of the following divalent groups: -CH2CH2CH2- and -CH2CH(CH3)CH2-.
Preferably, Ri and R2 are independent saturated linear alkyl groups comprising 6 to 30 carbon atoms, preferably 8 to 24 carbon atoms and in particular from 12 to 20 carbon atoms; mention may be made in particular of dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; and preferentially, Ri and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
The amino silicone(s) are preferably of formula (XIII) with:
- x ranging from 10 to 2000 and in particular from 100 to 1000;
- y ranging from 1 to 100;
- A comprising from 3 to 6 carbon atoms and notably 4 carbon atoms; preferably, A is branched; more particularly, A is chosen from the following divalent groups: -CH2CH2CH2 and -CH2CH(CH3)CH2-; and
- Ri and R2 independently being saturated linear alkyl groups comprising from 6 to 30 carbon atoms, preferably from 8 to 24 carbon atoms and in particular from 12 to 20 carbon atoms; chosen notably from dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; preferentially, Ri and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
A silicone of formula (XIII) that is preferred is bis-cetearyl amodimethicone. Mention may be made in particular of the amino silicone sold under the name Silsoft AX by Momentive. h) polysiloxanes and notably polydimethylsiloxanes, including primary amine groups at only one chain end or on side chains, such as those of formula (XIV), (XV)
In formula (XIV), the values of n and m are such that the weight-average molecular mass of the amino silicone is between 1000 and 55 000.
As examples of amino silicones of formula (XIV), mention may be made of the
products sold under the names AMS-132, AMS-152, AMS-162, AMS-163, AMS-191 and AMS- 1203 by the company Gelest and KF-8015 by the company Shin-Etsu.
In formula (XV), the value of n is such that the weight-average molecular mass of the amino silicone is between 500 and 3000.
As examples of amino silicones of formula (XV), mention may be made of the products sold under the names MCR-A11 and MCR-A12 by the company Gelest.
In formula (XVI), the values of n and m are such that the weight-average molecular mass of the amino silicone is between 500 and 50 000.
As examples of amino silicones of formula (XVI), mention may be made of the aminopropyl phenyl trimethicone sold under the name DC 2-2078 Fluid by the company Dow Coming. i) and mixtures thereof.
The fatty substance(s) (ii) with a melting point of less than or equal to 35°C at atmospheric pressure are preferably chosen from linear or branched G to Ci6 alkanes, linear or branched hydrocarbons of more than 16 carbon atoms of mineral or synthetic origin, non-polyoxyalkylenated fatty alcohols, fatty acids, triglycerides, fatty acid and/or fatty alcohol esters, silicones and mixtures thereof; these compounds being liquid at 35°C at atmospheric pressure, and more preferentially liquid at 28°C at atmospheric pressure.
Advantageously, the fatty substance(s) (ii) with a melting point of less than or equal to 35°C at atmospheric pressure are chosen from triglycerides, esters of fatty acids and/or fatty alcohols, linear or branched hydrocarbons of more than 16 carbon atoms of mineral or synthetic origin, silicones and mixtures thereof, and preferably from isopropyl myristate, coconut oil, caprylic/capric acid triglycerides, triacetin, liquid petroleum jelly, liquid paraffin, amodimethicone and mixtures thereof.
The total content of the fatty substance(s) (ii) with a melting point of less than or equal to 35°C at atmospheric pressure, present in the composition according to the invention, is preferably greater than or equal to 0.1% by weight; more preferentially, this total content ranges from 0.2% to 10% by weight and better still from 0.25% to 5% by weight, relative to the total weight of the composition.
The weight ratio (R) between the total content of nonionic surfactants (i) of formula (I) and the total content of fatty substances (ii) with a melting point of less than or equal to 35°C at atmospheric pressure, present in the composition of the invention, is greater than or equal to 1, advantageously greater than or equal to 2;
preferably, this weight ratio (R) ranges from 2 to 50, more preferentially from 5 to 40 and better still from 10 to 35.
( Hi ) The propellants
The composition according to the present invention also comprises one or more propellants.
The propellant(s) that may be used in the composition of the invention are preferably chosen from liquefied gases such as dimethyl ether, chlorinated and/or fluorinated hydrocarbons such as trichlorofluoromethane, dichlorodifluoromethane, chi orodifluorom ethane, 1,1,1,2-tetrafluoroethane, chloropentafluoroethane, 1-chloro- 1,1-difluoroethane or 1,1-difluoroethane, or volatile hydrocarbons notably such as C3 to C5 alkanes, for instance propane, isopropane, n-butane, isobutane or pentane; and mixtures thereof.
Preferably, the propellant(s) are chosen from volatile, optionally halogenated hydrocarbons, for example n-butane, propane, isobutane, pentane and halogenated derivatives thereof; dimethyl ether; and mixtures thereof; more preferentially from dimethyl ether, C3 to C5 alkanes, in particular propane, n-butane, isobutane, and mixtures thereof, and better still from C3 to C5 alkanes, in particular propane, n-butane, isobutane, and mixtures thereof.
Advantageously, the propellant (s) used are fully dissolved or dispersed in the composition before the first use of the composition. The term “fully dispersed in the composition” means that the propellant(s) are fully present in the oily phase droplets and/or in the aqueous phase (for example dispersed in the aqueous phase in the form of micelles) of the composition in emulsion form; or that the total content of the non- dispersed propellant(s) (i.e. the propellants not present in the emulsion according to the invention) is less than 0.5% by weight, relative to the total weight of the composition.
Advantageously, the total content of the propellant(s) present in the composition according to the invention is less than or equal to 10% by weight, and preferably less than or equal to 6% by weight, relative to the total weight of the composition. More preferentially, the total content of the propellant(s) ranges from 0.5% to 10% by weight, better still from 1% to 8% by weight and more preferentially from 3% to 6% by weight relative to the total weight of the composition.
(iv) Water
The composition according to the present invention also comprises water.
The total content of water present in the composition of the invention is advantageously greater than 40% by weight, and more preferentially ranges from 50% to 93% by weight and better still from 70% to 90% by weight relative to the total weight of the composition.
The composition according to the invention may optionally also comprise an organic solvent comprising one or more hydroxyl functions, preferably chosen from monoalcohols, polyols, polyol ethers, and mixtures thereof, more preferentially from polyols, polyol ethers, and mixtures thereof, and even more preferably from propylene glycol, dipropylene glycol, ethoxydiglycol, PPG-3 methyl ether, and mixtures thereof.
The total content of the organic solvent(s) comprising one or more hydroxyl functions, when they are present in the composition of the invention advantageously ranges from 0.1% to 40% by weight, preferably from 0.5% to 30% by weight, more preferentially from 1% to 20% by weight, better still from 2% to 10% by weight, relative to the total weight of the composition.
(v) Additional nonionic surfactants
The composition according to the present invention may optionally also comprise one or more additional nonionic surfactants different from the nonionic surfactants (i) of formula (I) defined previously.
The additional nonionic surfactant(s) different from the nonionic surfactants (i) of formula (I) that may be present in the composition of the invention may notably be chosen from polyoxyalkylenated fatty alcohols, alkyl polyglucosides (APGs), oxyalkylenated glycerol esters, oxyalkylenated fatty acid esters of sorbitan, polyoxyalkylenated (in particular polyoxyethylenated and/or polyoxypropylenated) fatty acid esters optionally in combination with a fatty acid ester of glycerol, such as the PEG- 100 stearate/glyceryl stearate mixture sold, for example, by the company ICI under the name Arlacel 165, oxyalkylenated sugar esters, and mixtures thereof.
Unless otherwise mentioned, for these additional nonionic surfactant(s) different from the nonionic surfactants (i) of formula (I), the term “fatty” compound (for example a fatty acid or a fatty alcohol) denotes a compound comprising, in its main chain, at least one saturated or unsaturated alkyl chain including at least 6 carbon atoms, preferably from 8 to 30 carbon atoms, and better still from 10 to 22 carbon atoms.
As fatty alcohols, use is preferably made of those chosen from alcohols, a-diols and (Ci-2o)alkylphenols, different from the nonionic surfactants (i) of formula (I), comprising in their main chain at least one saturated or unsaturated, more
preferentially saturated, alkyl chain including at least 6 carbon atoms; these fatty alcohols being polyoxyalkylenated such as polyethoxylated and/or polypropoxylated and/or polyglycerolated, the number of ethylene oxide and/or propylene oxide groups possibly ranging from 1 to 100, and the number of glycerol groups possibly ranging from 2 to 30.
Among these polyoxyalkylenated fatty alcohols, in particular polyoxyethylenated fatty alcohols, which are different from the nonionic surfactants (i) of formula (I), mention may be made more particularly of oleth-3, oleth-5, laureth- 4, ceteareth-10, ceteareth-20, oleth-30 and mixtures thereof.
As alkyl polyglucosides, use is preferably made of those containing an alkyl group including from 6 to 30 carbon atoms and preferably from 8 to 16 carbon atoms and containing a glucoside group preferably comprising from 1.2 to 3 glucoside units. The alkylpolyglucosides may be chosen, for example, from decylglucoside (alkyl- C9/C11-polyglucoside (1.4)), for instance the product sold under the name Mydol 10® by the company Kao Chemicals or the product sold under the name Plantacare 2000 UP® by the company Cognis; caprylyl/capryl glucoside, for instance the product sold under the name Plantacare KE 3711® by the company Cognis; laurylglucoside, for instance the product sold under the name Plantacare 1200 UP® by the company Cognis; cocoyl glucoside, for instance the product sold under the name Plantacare 818 UP® by the company Cognis; caprylylglucoside, for instance the product sold under the name Plantacare 810 UP® by the company Cognis; and mixtures thereof.
The oxyalkylenated glycerol esters are notably polyoxyethylenated derivatives of esters of glycerol and of a fatty acid and of their hydrogenated derivatives. These oxyalkylenated glycerol esters may be chosen, for example, from glyceryl esters of fatty acids which are hydrogenated and oxyethylenated, such as PEG- 200 hydrogenated glyceryl palmate, sold under the name Rewoderm LI-S 80 by the company Goldschmidt; oxyethylenated glyceryl cocoates, such as PEG-7 glyceryl cocoate, sold under the name Tegosoft GC by the company Goldschmidt, and PEG-30 glyceryl cocoate, sold under the name Rewoderm LI-63 by the company Goldschmidt; oxyethylenated glyceryl stearates; and mixtures thereof.
The oxyalkylenated sugar esters are notably polyethylene glycol ethers of fatty acid and sugar esters. These oxyalkylenated sugar esters may be chosen, for example, from oxyethylenated glucose esters, such as PEG- 120 methyl glucose dioleate, sold under the name Glucamate DOE 120 by the company Amerchol.
The additional nonionic surfactant(s) different from the nonionic surfactants (i) of formula (I) may also be chosen from silicone surfactants, for instance
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 alkyldimethicone copolyols such as laurylmethicone copolyol sold under the name Dow Coming 5200 Formulation Aid by the company Dow Coming; cetyldimethicone copolyol, such as the product sold under the name Abil EM 90R® by the company Goldschmidt, and the mixture of cetyldimethicone copolyol, of polyglyceryl isostearate (4 mol) and of hexyl laurate, sold under the name Abil WE 09® by the company Goldschmidt. One or more coemulsifiers, which may be chosen advantageously from the group comprising polyol alkyl esters, may also be added thereto.
Mention may also be made of non-silicone emulsifying surfactants, notably alkyl esters or ethers of a polyol. As polyol alkyl esters, mention may notably be made of polyethylene glycol esters, for instance PEG-30 dipolyhydroxystearate, such as the product sold under the name Arlacel P135® by the company ICI.
Preferably, the additional nonionic surfactant(s), different from the nonionic surfactants (i) of formula (I), are chosen from polyoxyalkylenated fatty alcohols, and mixtures thereof.
The total content of additional nonionic surfactant(s), when they are present in the composition of the invention, preferably ranges from 0.1% to 10% by weight and more preferentially from 2.5% to 7.5% by weight, relative to the total weight of the composition.
When they are present in the composition of the invention, the weight ratio (Ra) between the total content of nonionic surfactants (i) of formula (I) and the total content of additional nonionic surfactants, different from the nonionic surfactants (i) of formula (I), is preferably greater than or equal to 1, and more preferentially greater than or equal to 1.5.
According to a particular embodiment, the composition according to the present invention in oil-in-water emulsion form comprises:
(i) one or more nonionic surfactants of formula (I) as defined previously;
(ii) one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure that are different from nonionic surfactant(s);
(iii) one or more propellants;
(iv) water; and
(v) one or more additional nonionic surfactants different from the nonionic surfactants (i) of formula (I);
the weight ratio between the total content of the nonionic surfactant(s) (i) of formula (I) and the total content of the fatty substance(s) (ii) being greater than or equal to 1.
According to another particular embodiment, the composition according to the present invention in oil-in-water emulsion form comprises:
(i) one or more nonionic surfactants of formula (I) as defined previously;
(ii) one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure that are different from nonionic surfactant(s);
(iii) one or more propellants;
(iv) water;
(v) one or more additional nonionic surfactants different from the nonionic surfactants
(i) of formula (I); and
(vi) one or more organic solvents comprising one or more hydroxyl functions, preferably chosen from polyols, polyol ethers and mixtures thereof; the weight ratio between the total content of the nonionic surfactant(s) (i) of formula (I) and the total content of the fatty substance(s) (ii) being greater than or equal to 1.
According to these two particular embodiments, the total content of the nonionic surfactants (i.e. nonionic surfactants (i) of formula (I) and additional nonionic surfactants (v)) is preferably greater than or equal to 10% by weight, and more preferentially this total content ranges from 10% to 20% by weight, relative to the total weight of the composition.
According to these two particular embodiments, the weight ratio (Rb) between the total content of the nonionic surfactants (i.e. the sum of the total contents of nonionic surfactants (i) of formula (I) and of additional nonionic surfactants (v), different from the nonionic surfactants (i)) and the total content of the fatty substance(s) (ii) is preferably greater than or equal to 1, more preferentially greater than or equal to 2; better still, this weight ratio (Rb) ranges from 2 to 50, even more preferentially from 5 to 40, or even from 10 to 35.
According to yet another particular embodiment, the composition according to the present invention in oil-in-water emulsion form comprises:
(i) one or more nonionic surfactants of formula (I) as defined previously;
(ii) one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure that are different from nonionic surfactant(s);
(iii) one or more propellants;
(iv) water; and one or more organic solvents comprising one or more hydroxyl functions, preferably chosen from polyols, polyol ethers and mixtures thereof;
the weight ratio between the total content of the nonionic surfactant(s) (i) of formula (I) and the total content of the fatty substance(s) (ii) being greater than or equal to 1.
(vi) The fixing polymers The composition according to the present invention may optionally also comprise one or more fixing polymers.
For the purposes of the present invention, the term “fixing polymer” means any polymer that is capable, by application to the hair, of giving a shape to the head of hair or of holding an already acquired shape. All the anionic, amphoteric, cationic and nonionic fixing polymers and mixtures thereof used in the art may be used in the composition according to the present patent application.
Preferably, the fixing polymer(s) according to the invention are chosen from nonionic fixing polymers and anionic fixing polymers, and mixtures thereof, and more preferentially from anionic fixing polymers and mixtures thereof.
The anionic fixing polymers generally used are polymers including groups derived from carboxylic, sulfonic or phosphoric acid, and have a number-average molecular mass of between about 500 and 5 000 000.
The carboxylic groups are provided by unsaturated mono- or dicarboxylic acid monomers, such as those corresponding to formula (XVII):
in which:
- n is an integer from 0 to 10,
- Ai denotes a methylene group, optionally connected to the carbon atom of the unsaturated group or to the adjacent methylene group, when n is greater than 1, via a heteroatom, such as oxygen or sulfur,
- R.7 denotes a hydrogen atom or a phenyl or benzyl group,
- R.8 denotes a hydrogen atom or a lower alkyl or carboxyl group,
- R.9 denotes a hydrogen atom, a lower alkyl group or a -CFh-COOH, phenyl or benzyl group.
In the abovementioned formula, a lower alkyl group preferably denotes a group containing 1 to 4 carbon atoms and in particular methyl and ethyl groups.
The anionic fixing polymers containing carboxylic groups that are preferred according to the invention are:
A) copolymers of acrylic or methacrylic acid (also known as (meth)acrylic acid) or salts thereof.
Among these polymers, mention may be made of copolymers of acrylic or methacrylic acid with a monoethylenic monomer, such as ethylene, styrene, vinyl esters or acrylic or methacrylic acid esters, optionally grafted to a polyalkylene glycol, such as polyethylene glycol, and optionally crosslinked. Such polymers are described in particular in French patent 1 222 944 and German patent application 2 330 956, the copolymers of this type including an optionally N-alkylated and/or hydroxyalkylated acrylamide unit in their chain as described notably in Luxembourg patent applications 75370 and 75371. Mention may also be made of copolymers of acrylic acid and of Ci to C4 alkyl methacrylate and terpolymers of vinylpyrrolidone, of acrylic acid and of Ci to C20 alkyl methacrylate, for example lauryl methacrylate, such as that sold by ISP under the name Acrylidone® LM (INCI name: VP/acrylates/lauryl methacrylate copolymer), acrylic acid/ethyl acrylate/N-(t-butyl)acrylamide terpolymers, such as the products Ultrahold® Strong and Ultrahold® 8 sold by the company BASF (INCI name: Acrylates/t-butylacrylamide copolymer), methacrylic acid/ethyl aery 1 at e//<? /7-butyl acrylate terpolymers, such as the products sold under the name Luvimer® 100 P or Luvimer® PRO 55 by the company BASF (INCI name: Acrylates copolymer), copolymers of methacrylic acid and of ethyl acrylate, such as the products sold under the name Luvimer® MAE or Luviflex® Soft by the company BASF (INCI name: Acrylates copolymer), acrylic acid/butyl acrylate/methyl methacrylate terpolymers, such as the product sold under the name Balance® CR by the company Akzo Nobel (INCI name: Acrylates copolymer), or the copolymers of methacrylic acid and of methyl methacrylate sold under the name Eudragit® L 100 by the company Rohm Pharma (INCI name: Acrylates copolymer). Mention may also be made of branched block polymers containing (meth)acrylic acid monomers, such as the product sold under the name Fixate® G-100L by the company Lubrizol (INCI name: AMP-acrylates / allyl methacrylate copolymer);
B) Crotonic acid copolymers, such as those including vinyl acetate or propionate units in their chain and optionally other monomers such as allylic esters or methallylic esters, vinyl ether or vinyl ester of a linear or branched saturated carboxylic acid with a long hydrocarbon-based chain, such as those including at least 5 carbon atoms, these polymers possibly being grafted or crosslinked, or alternatively another vinyl, allylic or methallylic ester monomer of an a- or b-cyclic carboxylic acid. Such
polymers are described, inter alia , in French patents 1 222 944, 1 580 545, 2265 782, 2265 781, 1 564 110 and 2439798. Commercial products which fall into this category are the products Resyn® 28-2930 and 28-1310 sold by the company Akzo Nobel (INCI names: VA / crotonates / vinyl decanoate copolymer and VA / crotonates copolymer, respectively). Mention may also be made of the products Luviset® CA 66 sold by the company BASF, Aristoflex® A60 sold by the company Clariant (INCI name: VA / crotonates copolymer) and Mexomere® PW or PAM sold by the company Chimex (INCI name: VA / vinyl butyl benzoate / crotonates copolymer);
C) copolymers of Cr-Cx monounsaturated carboxylic acids or anhydrides chosen from:
- copolymers comprising (i) one or more maleic, fumaric or itaconic acids or anhydrides and (ii) at least one monomer chosen from vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and esters thereof, the anhydride functions of these copolymers optionally being monoesterified or monoamidated. Such polymers are described, in particular, in US patents 2 047 398, 2 723 248 and 2 102 113, and GB patent 839 805. Commercial products are notably those sold under the names Gantrez® AN or ES by the company ISP, such as Gantrez® ES 225 (INCI name: Ethyl ester of PVM / MA copolymer) or Gantrez® ES 425L (INCI name: Butyl ester of PVM / MA copolymer);
- copolymers comprising (i) one or more maleic, citraconic or itaconic anhydride units and (ii) one or more monomers chosen from allylic or methallylic esters optionally including one or more acrylamide, methacrylamide, a-olefm, acrylic or methacrylic ester, acrylic or methacrylic acid or vinylpyrrolidone groups in their chain, the anhydride functions of these copolymers optionally being monoesterified or monoamidated;
These polymers are described, for example, in patents FR 2 350 384 and FR 2 357 241;
D) polyacrylamides including carboxylate groups.
The fixing polymers bearing units derived from sulfonic acid may be chosen from:
A’) homopolymers and copolymers including vinylsulfonic, styrenesulfonic, naphthalenesulfonic or acrylamidoalkylsulfonic units.
These polymers may notably be chosen from:
- polyvinylsulfonic acid salts with a molecular mass of between 1000 and 100 000 approximately, and also the copolymers with an unsaturated comonomer such as acrylic or methacrylic acids and esters thereof, and also acrylamide or derivatives
thereof, vinyl ethers and vinylpyrrolidone;
- polystyrenesulfonic acid salts such as the sodium salts that are sold for example under the name Flexan® II by AkzoNobel (INCI name: Sodium polystyrene sulfonate). These compounds are described in patent FR 2 198 719;
- polyacrylamidosulfonic acid salts, such as those mentioned in patent US 4 128 631, and more particularly the polyacrylamidoethylpropanesulfonic acid sold under the name Rheocare® HSP-1180 by Cognis (INCI name: polyacrylamidomethylpropane sulfonic acid);
B’) Sulfonic polyesters, these polymers being advantageously obtained by polycondensation of at least one dicarboxylic acid, of at least one diol or of a mixture of diol and of diamine, and of at least one difunctional monomer including a sulfonic function. Among these polymers, mention may be made of:
- linear sulfonic polyesters such as those described in patent applications US 3 734 874, US 3 779 993, US 4 119 680, US 4 300 580, US 4 973 656, US 5 660 816, US 5 662 893 and US 5 674 479. Such polymers are, for example, the products Eastman® AQ38S Polymer, Eastman® AQ55S Polymer and Eastman® AQ48 Ultra Polymer sold by the company Eastman Chemical (name Polyester-5) which are copolymers obtained from di ethylene glycol, from 1,4-cyclohexanedimethanol, from isophthalic acid and from sulfoisophthalic acid salt;
- branched sulfonic polyesters such as those described in patent applications WO 95/18191, WO 97/08261 and WO 97/20899. Such compounds are, for example, the products Eastman® AQ10D Polymer (name: Polyester- 13) or Eastman® AQ1350 Polymer sold by the company Eastman Chemical (name: Polyester- 13).
According to the invention, the anionic fixing polymer(s) are preferably chosen from acrylic acid copolymers, such as the acrylic acid/ethyl acrylate/N-ieri- butyl acrylamide terpolymers notably sold under the name Ultrahold® Strong by the company BASF, copolymers derived from crotonic acid, such as the vinyl acetate/vinyl ieri-butylbenzoate/crotonic acid terpolymers and the crotonic acid/vinyl acetate/vinyl neododecanoate terpolymers notably sold under the name Resyn 28-2930 by the company AkzoNobel, polymers derived from maleic, fumaric or itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives and acrylic acid and esters thereof, such as the methyl vinyl ether/monoesterified maleic anhydride copolymers sold, for example, under the names Gantrez® ES 425L or ES 225 by the company ISP, the copolymers of methacrylic acid and of ethyl acrylate sold under the name Luvimer® MAE by the company BASF, and the vinyl acetate/crotonic acid copolymers sold under the name Luviset® CA 66 by the company BASF, and the
vinyl acetate/crotonic acid copolymers grafted with polyethylene glycol sold under the name Aristoflex® A60 by the company Clariant, the vinylpyrrolidone/acrylic acid/lauryl methacrylate terpolymers sold under the name Acrylidone® LM by the company ISP, the polymer sold under the name Fixate® G-100L by the company Lubrizol, the vinyl acetate / crotonic acid / vinyl p-/<? /7-butyl benzoate copolymers sold under the names Mexomere® PW or PAM by the company Chimex.
The total amount of the anionic fixing polymer(s), when they are present in the composition of the invention, preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
The amphoteric fixing polymers that may be used in accordance with the invention may be chosen from polymers including units B and C distributed randomly in the polymer chain, in which B denotes a unit derived from a monomer including at least one basic nitrogen atom and C denotes a unit derived from an acid monomer including one or more carboxylic or sulfonic groups, or alternatively B and C may denote groups derived from carboxybetaine or sulfobetaine zwitterionic monomers;
B and C may also denote a cationic polymer chain including primary, secondary, tertiary or quaternary amine groups, in which at least one of the amine groups bears a carboxylic or sulfonic group connected via a hydrocarbon-based group, or alternatively B and C form part of a chain of a polymer bearing an ethyl ene-a,P-dicarboxylic unit in which one of the carboxylic groups has been made to react with a poly amine including one or more primary or secondary amine groups.
The amphoteric fixing polymers corresponding to the definition given above that are more particularly preferred are chosen from the following polymers:
(1) copolymers bearing acidic vinyl units and basic vinyl units, such as those resulting from the copolymerization of a monomer derived from a vinyl compound bearing a carboxylic group such as, more particularly, acrylic acid, methacrylic acid, maleic acid, a-chloroacrylic acid, and of a basic monomer derived from a substituted vinyl compound containing at least one basic atom, such as, more particularly, dialkylaminoalkyl methacrylate and acrylate, dialkylaminoalkylmethacrylamide and acrylamide. Such compounds are described in patent US 3 836 537;
(2) polymers including units derived: a) from at least one monomer chosen from acrylamides and methacrylamides substituted on the nitrogen atom with an alkyl group, b) from at least one acidic comonomer containing one or more reactive carboxylic
groups, and c) from at least one basic comonomer such as esters bearing primary, secondary, tertiary and quaternary amine substituents of acrylic and methacrylic acids and the product of quaternization of dimethylaminoethyl methacrylate with dimethyl or diethyl sulfate.
The N-substituted acrylamides or methacrylamides that are more particularly preferred according to the invention are compounds in which the alkyl groups include from 2 to 12 carbon atoms and more particularly N-ethylacrylamide, N-tert- butyl acrylamide, N-tert-octyl acrylamide, N-octyl acrylamide, N-decylacrylamide, N- dodecyl acrylamide and the corresponding methacrylamides.
The acidic comonomers are more particularly chosen from acrylic acid, methacrylic acid, crotonic acid, itaconic acid, maleic acid and fumaric acid and alkyl monoesters, containing 1 to 4 carbon atoms, of maleic or fumaric acids or anhydrides.
The preferred basic comonomers are aminoethyl, butylaminoethyl, N,N’- dimethylaminoethyl and N-tert-butylaminoethyl methacrylates.
The copolymers of which the INCI name is Octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer, such as the products sold under the names Amphomer®, Amphomer® LV71 or Balance® 47 by the company Akzo Nobel, are particularly used;
(3) partially or totally acylated and crosslinked polyaminoamides derived from polyaminoamides of general formula (XVIII):
(XVIII) in which:
- Rio represents a divalent group derived from a saturated dicarboxylic acid, from an aliphatic mono- or dicarboxylic acid bearing an ethylenic double bond, from an ester of a lower alkanol containing from 1 to 6 carbon atoms of these acids, or from a group derived from the addition of any one of said acids to a bis-primary or bis-secondary amine, and
- Z denotes a group derived from a bis-primary, mono- or bis-secondary polyalkylene polyamine and preferably represents: a) in proportions of from 60 mol% to 100 mol%, the group (XIX)
in which x = 2 and p = 2 or 3, or x = 3 and p = 2, this group being derived from diethylenetriamine, triethylenetetramine or dipropylenetriamine,
b) in proportions of from 0 to 40 mol%, the group (XIX) above in which x = 2 and p = 1 and which is derived from ethylenediamine, or the group derived from piperazine:
/ \
c) in proportions of from 0 to 20 mol%, the -NH-(CH6)6-NH- group derived from hexamethylenediamine, these polyamino amides being crosslinked by addition reaction of a difunctional crosslinking agent chosen from epihalohydrins, diepoxides, dianhydrides and bis-unsaturated derivatives, using from 0.025 to 0.35 mol of crosslinking agent per amine group of the poly amino amide and acylated by the action of acrylic acid, chloroacetic acid or an alkane sultone, or salts thereof.
The saturated carboxylic acids are preferably chosen from acids containing 6 to 10 carbon atoms, such as adipic acid, 2,2,4-trimethyladipic acid, 2,4,4- trimethyladipic acid and terephthalic acid, and acids bearing an ethylenic double bond, for instance acrylic, methacrylic and itaconic acids.
The alkane sultones used in the acylation are preferably propane sultone or butane sultone; the salts of the acylating agents are preferably the sodium or potassium salts.
- Rn denotes a polymerizable unsaturated group such as an acrylate, methacrylate, acrylamide or methacrylamide group,
- y and z represent an integer from 1 to 3,
- Ri2 and Ri3 represent a hydrogen atom or a methyl, ethyl or propyl group,
- Ri4 and Ris represent a hydrogen atom or an alkyl group such that the sum of the carbon atoms in Ri4 and Ris does not exceed 10.
The polymers comprising such units may also include units derived from non- zwitterionic monomers such as dimethyl- or di ethyl aminoethyl acrylate or methacrylate or alkyl acrylates or methacrylates, acrylamides or methacrylamides or vinyl acetate.
Mention may be made, by way of example, of methyl methacrylate/methyl dimethylcarboxymethylammonioethyl methacrylate copolymers, such as the product sold under the name Diaformer Z-301N or Z-301W by the company Clariant (INCI
name: Acrylates copolymer).
(5) polymers derived from chitosan including monomer units corresponding to formulae (D), (E) and (F) below:
the unit (D) being present in proportions of between 0 and 30%, the unit (E) in proportions of between 5% and 50% and the unit (F) in proportions of between 30% and 90%, it being understood that, in this unit (F), Ri6 represents a group of formula
in which: if q = 0, Rn, Ri2 and Ri3, which may be identical or different, each represent a hydrogen atom, a methyl, hydroxyl, acetoxy or amino residue, a monoalkylamine residue or a dialkylamine residue that are optionally interrupted with one or more nitrogen atoms and/or optionally substituted with one or more amine, hydroxyl, carboxyl, alkylthio or sulfonic groups, an alkylthio residue in which the alkyl group bears an amino residue, at least one of the groups Rn, R12 and R13 being, in this case, a hydrogen atom; or, if q = 1, Rn, R12 and R13 each represent a hydrogen atom, and also the salts formed by these compounds with bases or acids.
(6) polymers containing units corresponding to the general formula (XXII) are described, for example, in French patent 1 400366:
in which R20 represents a hydrogen atom or a CH3O-, CH3CH2O- or phenyl group, R21 denotes a hydrogen atom or a lower alkyl group, such as methyl or ethyl, R22 denotes a hydrogen atom or a lower C1-C6 alkyl group, such as methyl or ethyl, and R23 denotes a lower C1-C6 alkyl group, such as methyl or ethyl, or a group corresponding to the formula: -R24-N(R22)2, with R24 representing a -CH2-CH2-, -CH2-CH2-CH2-, or -CH2- CH(CH3)- group and R22 having the meanings given above.
(7) polymers derived from the N-carboxyalkylation of chitosan, such as N- carboxymethyl chitosan or N-carboxybutyl chitosan, for instance the product sold under the name Chitoglycan by the company Sinerga SPA (INCI name: Carboxymethyl chitosan);
(8) amphoteric polymers of the -D-X-D-X type chosen from: a) polymers obtained by the action of chloroacetic acid or sodium chloroacetate on compounds including at least one unit of formula (XXIII):
-D-X-D-X-D- (XXIII) in which D denotes a group
and X denotes the symbol E or E’, where E and E’, which may be identical or different, denote a divalent group that is an alkylene group with a straight or branched chain including up to 7 carbon atoms in the main chain, which is unsubstituted or substituted with hydroxyl groups and which may include, in addition to oxygen, nitrogen and sulfur atoms, 1 to 3 aromatic and/or heterocyclic rings; the oxygen, nitrogen and sulfur atoms being present in the form of ether, thioether, sulfoxide, sulfone, sulfonium, alkylamine or alkenylamine groups, hydroxyl, benzylamine, amine oxide, quaternary ammonium, amide, imide, alcohol, ester and/or urethane groups; b) polymers of formula (XXIV):
-D-X-D-X- (XXIV) in which D denotes a group
/ \
— N N—
\ / and X denotes the symbol E or E’ and at least once E’; E having the meaning given above and E’ being a divalent group that is an alkylene group with a straight or branched chain containing up to 7 carbon atoms in the main chain, which is unsubstituted or substituted with one or more hydroxyl groups and which includes one or more nitrogen atoms, the nitrogen atom being substituted with an alkyl chain that is optionally interrupted with an oxygen atom and which necessarily includes one or more carboxyl functions or one or more hydroxyl functions betainized by reaction with chloroacetic acid or sodium chloroacetate;
(9) (Ci-Cs)alkyl vinyl ether/maleic anhydride copolymers partially modified by semiamidation with an N,N-dialkylaminoalkylamine, such as N,N- dimethylaminopropylamine, or by semiesterification with an N,N- dialkylaminoalkanol. These copolymers may also include other vinyl comonomers, such as vinylcaprolactam.
Among the amphoteric fixing polymers mentioned above, the ones that are most particularly preferred according to the invention are those of family (3), such as the copolymers whose INCI name is octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer, such as the products sold under the names Amphomer®, Amphomer® LV 71 or Balance® 47 by the company AkzoNobel and those of family (4) such as the copolymers of methyl methacrylate/methyl dimethylcarboxymethylammonioethyl methacrylate, sold, for example, under the name Diaformer Z-301N or Z-301W by the company Clariant.
The total amount of amphoteric fixing polymer(s), when they are present in the composition according to the invention, preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and even better still from 0.3% to 10% by weight, relative to the total weight of the composition.
The cationic fixing polymers that may be used according to the present invention are preferably chosen from polymers including primary, secondary, tertiary and/or quaternary amine groups forming part of the polymer chain or directly attached thereto, and having a molecular weight of between 500 and approximately 5 000 000 and preferably between 1000 and 3 000 000.
Among these polymers, mention may be made more particularly of the following cationic polymers:
(1) homopolymers or copolymers derived from acrylic or methacrylic esters or amides and including at least one of the units of the following formulae:
in which:
- R-3 denotes a hydrogen atom or a CH3 group;
- A is a linear or branched alkyl group including from 1 to 6 carbon atoms or a hydroxyalkyl group including from 1 to 4 carbon atoms;
- R4, Us and R.6, which may be identical or different, represent an alkyl group containing from 1 to 18 carbon atoms, or a benzyl group;
- Ri and R2, which may be identical or different, each represent a hydrogen atom or an alkyl group containing from 1 to 6 carbon atoms; and
- X denotes a methosulfate anion or a halide such as chloride or bromide.
The copolymers of class (1) also contain one or more units derived from comonomers which may be chosen from the class of acrylamides, methacrylamides, diacetone acrylamides, acrylamides and methacrylamides substituted on the nitrogen with Ci- to C4 alkyl groups, groups derived from acrylic or methacrylic acids or esters thereof, vinyllactams such as vinylpyrrolidone or vinylcaprolactam, and vinyl esters.
Thus, among these copolymers of class (1), mention may be made of:
- copolymers of acrylamide and of dimethylaminoethyl methacrylate quaternized with dimethyl sulfate or with a dimethyl halide, such as the product sold under the name Hercofloc® by the company Hercules,
- the copolymers of acrylamide and of methacryloyloxyethyltrimethylammonium chloride described, for example, in patent application EP-A-080 976 and sold under the name Bina Quat P 100 by the company Ciba Geigy,
- the copolymer of acrylamide and methacryloyloxyethyltrimethylammonium
methosulfate, such as the product sold under the name Reten by the company Hercules,
- quaternized or non-quaternized vinylpyrrolidone/dialkylaminoalkyl acrylate or methacrylate copolymers, such as the products sold under the name Gafquat® by the company ISP, for instance Gafquat® 734 or Gafquat® 755, or alternatively the products known as Copolymer® 845, 958 and 937. These polymers are described in detail in French patents 2 077 143 and 2 393 573,
- polymers bearing a fatty chain and bearing a vinylpyrrolidone unit, such as the products sold under the names Styleze W20L and Styleze W10 by the company ISP,
- dimethylaminoethyl methacrylate/vinylcaprolactam/vinylpyrrolidone terpolymers, such as the product sold under the name Gaffix VC 713 by the company ISP, and
- quaternized vinylpyrrolidone/dimethylaminopropylmethacrylamide copolymers, such as the products sold under the name Gafquat® HS 100 by the company ISP;
(2) cationic guar gums, preferably containing quaternary ammonium, such as those described in US patents 3 589 578 and 4 031 307, such as guar gums containing trialkylammonium cationic groups. Such products are notably sold under the trade names Jaguar C13 S, Jaguar C 15 and Jaguar C 17 by the company Meyhall.
(3) quaternary copolymers of vinylpyrrolidone and of vinylimidazole;
(4) chitosans or salts thereof; the salts that may be used are in particular chitosan acetate, lactate, glutamate, gluconate or pyrrolidonecarboxylate.
Among these compounds, mention may be made of chitosan having a degree of deacetylation of 90.5% by weight, sold under the name Kytan Brut Standard by the company Aber Technologies, and chitosan pyrrolidonecarboxylate sold under the name Kytamer® PC by the company Amerchol;
(5) cationic cellulose derivatives, such as copolymers of cellulose or of cellulose derivatives grafted with a water-soluble monomer including a quaternary ammonium and notably described in patent US 4 131 576, such as hydroxyalkylcelluloses, for example hydroxymethyl-, hydroxyethyl- or hydroxypropylcelluloses, grafted notably with a methacryloyl- oxyethyltrimethylammonium, methacrylamidopropyltrimethylammonium or dimethyldiallylammonium salt.
The commercial products corresponding to this definition are more particularly the products sold under the names Celquat L 200 and Celquat H 100 by the company National Starch.
The total amount of the cationic fixing polymer(s), when they are present in the composition of the invention, preferably ranges from 0.1% to 20% by weight, more
preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
The nonionic fixing polymers that may be used according to the present invention are chosen, for example, from:
- polyalkyloxazolines;
- vinyl acetate homopolymers,
- vinyl acetate copolymers, for instance copolymers of vinyl acetate and of acrylic ester, copolymers of vinyl acetate and of ethylene, or copolymers of vinyl acetate and of maleic ester, for example of dibutyl maleate;
- homopolymers and copolymers of acrylic esters, for instance copolymers of alkyl acrylates and of alkyl methacrylates, such as the products sold by the company Rohm GmbH under the name Eudragit® NE 30 D (ESICI name: Acrylates copolymer);
- copolymers of acrylonitrile and of a nonionic monomer chosen, for example, from butadiene and alkyl (meth)acrylates;
- styrene homopolymers;
- styrene copolymers, for instance copolymers of styrene, of alkyl acrylate and of alkyl methacrylate; copolymers of styrene and of butadiene; or copolymers of styrene, of butadiene and of vinylpyridine;
- polyamides;
- vinyllactam homopolymers, such as the vinylpyrrolidone homopolymers sold, for example, under the names Luviskol® K30 Powder by the company BASF or PVP K30L or K60 Solution or K90 by the company ISP, or such as the polyvinylcaprolactam sold under the name Luviskol® Plus by the company BASF (INCI name: PVP);
- vinyllactam copolymers, such as a poly(vinylpyrrolidone/vinyllactam) copolymer sold under the trade name Luvitec® VPC 55K65W by the company BASF, poly(vinylpyrrolidone/vinyl acetate) copolymers, such as those sold under the name PVP/VA® S630L, E735, E635 and W735 by the company ISP, Luviskol® VA 73, VA 64 and VA 37 by the company BASF (INCI name VP/VA copolymer); and vinylpyrrolidone/methacrylamide/vinylimidazole terpolymers, for instance the product sold under the name Luviset® Clear by the company BASF (INCI name VP/methacrylamide/vinyl imidazole copolymer).
The alkyl groups of the nonionic polymers mentioned above preferably contain from 1 to 6 carbon atoms.
The content of the nonionic fixing polymer(s), present in the composition according to the invention, preferably ranges from 0.1% to 20% by weight, more
preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
Use may also be made, according to the invention, of fixing polymers of grafted silicone type comprising a polysiloxane portion and a portion composed of a non-silicone organic chain, one of the two portions constituting the main chain of the polymer and the other being grafted onto said main chain.
These polymers are described, for example, in patent applications EP-A-0412 704, EP-A-0 412 707, EP-A-0 640 105 and WO 95/00578, EP-A-0 582 152 and WO 93/23009, and patents US 4 693 935, US 4 728 571 and US 4 972 037.
These polymers may be amphoteric, cationic, anionic or nonionic and they are preferably anionic or nonionic.
Such polymers are, for example, the copolymers that may be obtained by free radical polymerization from the monomer mixture formed from: a) 50% to 90% by weight of c/ -butyl acrylate, b) 0 to 40% by weight of acrylic acid, c) 5% to 40% by weight of a silicone macromer of formula:
in which v is a number ranging from 5 to 700, the weight percentages being calculated relative to the total weight of the monomers.
Other examples of grafted silicone polymers are notably polydimethylsiloxanes (PDMSs) to which are grafted mixed polymer units of the poly((meth)acrylic acid) type and of the poly(alkyl (meth)acrylate) type via a thiopropylene-type connecting chain and polydimethylsiloxanes (PDMSs) to which polymer units of the poly(isobutyl (meth)acrylate) type are grafted via a thiopropylene- type connecting chain.
Grafted silicone polymers are sold, for example, under the names Silicone Plus Polymer® VS80 and VA70 by 3M (INCI names: Polysilicone-8 and Polysilicone- 7, respectively).
Another type of silicone fixing polymer that may be mentioned is the product Luviflex® Silk sold by the company BASF (INCI name: PEG/PPG-25/25 dimethicone/acrylates copolymer).
The total amount of fixing polymer(s) of grafted silicone type, when they are present in the composition of the invention, preferably ranges from 0.1% to 20% by
weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
Functionalized or non-functionalized, silicone or non-silicone, nonionic, anionic, cationic or amphoteric polyurethanes or mixtures thereof may also be used as fixing polymers.
The polyurethanes particularly targeted by the present invention are those described in patent applications EP 0 751 162, EP 0 637 600, EP 0 648 485 and FR 2 743 297, of which the applicant is the proprietor, and also in patent applications EP 0 656 021 and WO 94/03510 from the company BASF and EP 0 619 111 from the company National Starch.
As polyurethanes that are particularly suitable for use in the present invention, mention may be made of the products sold under the names Luviset PETR® and Luviset® Si PUR by the company BASF (INC I names: Polyurethane- 1 and Polyurethane-6, respectively).
The total amount of the polyurethane(s), when they are present in the composition of the invention, preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and even better still from 0.3% to 10% by weight, relative to the total weight of the composition.
Preferably, the composition according to the invention also comprises one or more fixing polymers chosen from nonionic fixing polymers, anionic fixing polymers, and mixtures thereof; preferentially chosen from anionic fixing polymers and mixtures thereof; and better still chosen from copolymers of (meth)acrylic acid, copolymers derived from crotonic acid, polymers derived from maleic, fumaric or itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid or esters thereof, and mixtures thereof.
The total amount of the fixing polymer(s), when they are present in the composition of the invention, preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, and even more preferentially from 0.5% to 5% by weight, relative to the total weight of the composition.
According to a particular embodiment, the composition according to the present invention in oil-in-water emulsion form comprises:
(i) one or more nonionic surfactants of formula (I) as defined previously;
(ii) one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure that are different from nonionic surfactant(s);
(iii) one or more propellants;
(iv) water; and
(vi) one or more fixing polymers; the weight ratio between the total content of the nonionic surfactant(s) (i) of formula (I) and the total content of the fatty substance(s) (ii) being greater than or equal to 1.
According to this particular embodiment, the composition advantageously also comprises one or more additional surfactants (v), different from the surfactants (i) of formula (I), and/or one or more organic solvents comprising one or more hydroxy functions as defined above. Preferably, the additional nonionic surfactant(s) (v) are chosen from polyoxyalkylenated, in particular polyoxyethylenated, fatty alcohols, different from the nonionic surfactants (i) of formula (I) and mixtures thereof, and more preferentially from 3-oleth, 5-oleth, 30-oleth and mixtures thereof.
Preferably, the organic solvent(s) comprising one or more hydroxy function(s) are chosen from monoalcohols, polyols, polyol ethers, and mixtures thereof, more preferentially from polyols, polyol ethers, and mixtures thereof, and better still from propylene glycol, dipropylene glycol, ethoxydiglycol, PPG-3 methyl ether, and mixtures thereof.
The composition according to the present invention may optionally also comprise one or more additional compounds different from the compounds defined above, preferably chosen from cationic, anionic and amphoteric or zwitterionic surfactants, cationic, anionic, nonionic and amphoteric polymers different from the fixing polymers defined previously, thickeners, silicones different from silicones defined previously, fatty substances different from fatty substances (v) defined above, conditioning agents, UV-screening agents, antioxidants, penetrants, sequestrants, fragrances, buffers, dispersants, ceramides, preserving agents, opacifiers, lubricants (or anticaking agents) and mixtures thereof.
Preferably, when the above additional compound(s) are present in the composition according to the invention, the additional compound(s) are generally present in a content, for each of them, of between 0.01% and 20% by weight, relative to the weight of the composition.
Needless to say, a person skilled in the art will take care to select this or these optional additional compound(s) such that the advantageous properties intrinsically associated with the composition of the invention are not, or are not substantially, adversely affected by the envisaged addition(s).
The pH of the composition according to the invention generally ranges from 3 to 9, preferably from 3 to 7.5 and better still from 3.5 to 7.
The pH of the composition may be adjusted to the desired value by means of basifying agents or acidifying agents that are customarily used. Among the basifying agents, examples that may be mentioned include aqueous ammonia, alkanolamines, and mineral or organic hydroxides. Among the acidifying agents, examples which may be mentioned include mineral or organic acids, for instance hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids, for instance acetic acid, tartaric acid, citric acid or lactic acid, and sulfonic acids.
Preferably, the viscosity of the composition may range from 0.1 Pa.s to 4 Pa.s, preferably from 0.5 Pa.s to 2 Pa.s measured at 25°C at a shear rate of 200 tr/min. The viscosity of the composition can be measured with a viscometer (Rheomat Mettler Toledo RM180 Rheomat).
Advantageously, the composition has a turbidity less than or equal to 200 NTU units and is in the form of an oil-in-water emulsion, in particular in the form of an oil-in-water microemulsion, the oil particles of which advantageously have a number-average size of less than or equal to 200 nm.
Advantageously, the composition has a turbidity less than or equal to 100 NTU units and is in the form of an oil-in-water emulsion, in particular in the form of an oil-in-water microemulsion, the oil particles of which advantageously have a number-average size between 2 and 100 nm.
Advantageously, the composition has a turbidity less than or equal to 50 NTU units and is in the form of an oil-in-water emulsion, in particular in the form of an oil- in-water microemulsion, the oil particles of which advantageously have a number- average size between 5 and 50 nm, more preferentially between 5 and 30 nm.
Advantageously, the composition has a turbidity less than or equal to 20 NTU units and is in the form of an oil-in-water emulsion, in particular in the form of an oil- in-water microemulsion, the oil particles of which advantageously have a number- average size between 5 and 50 nm, more preferentially between 8 and 20 nm.
A subject of the invention is also an aerosol device comprising:
- a container containing a composition as defined previously, and
- a means for spraying said composition.
Preferably, the aerosol device according to the invention makes it possible to dispense said composition in foam form.
The composition according to the invention is advantageously packaged under pressure, in an aerosol device, for example a monobloc device, which comprises a spraying means and a container.
The spraying means is generally formed from a dispensing valve controlled by a dispensing head, which itself comprises a nozzle via which the composition of the invention is sprayed, preferably in foam form. As an example of an aerosol device that may be used according to the present invention, mention may notably be made of plastic aerosols equipped with a 2x0.51 mm GI valve and a DMPR229 dispenser.
The container containing the pressurized composition may be opaque or transparent. It may be made of glass, polymer or metal, and may optionally be coated with a protective varnish coat.
Preferably, the container of said aerosol device is transparent, such that the composition according to the invention is visible to the naked eye through said container.
A subject of the present invention is also a process for the cosmetic treatment, in particular for washing and/or conditioning, of keratin materials, in particular of human keratin materials such as the hair and the skin, comprising the application to said keratin materials of a composition as defined previously; this application optionally being followed by rinsing after an optional leave-on time.
Thus, a subject of the present invention is also a process for washing and/or conditioning keratin fibres, in particular human keratin fibres such as the hair and the skin, comprising the application to said keratin fibres of a composition as defined previously, said application optionally being followed by rinsing after an optional leave-on time.
Preferably, the application of the composition according to the invention is followed by rinsing.
The composition may be applied to wet or dry keratin materials. It is preferably applied to wet keratin materials. On conclusion of the process, the keratin materials may optionally be dried or left to dry.
In the present invention, the term “keratin materials” denotes the skin and the scalp, and keratin fibres in particular such as the hair. More preferably, the keratin material is hair.
A subject of the invention is also a process for styling, that is to say shaping and/or fixing, keratin fibres, in particular human keratin fibres such as the hair, comprising the application to said keratin fibres of the composition as previously defined, this application being optionally followed by rinsing after an optional leave- on time.
Preferably, the application of the composition according to the invention is not followed by rinsing.
In a first embodiment of the process according to the invention, the composition is applied to wet hair.
In a second embodiment of the process according to the invention, the composition is applied to dry hair. The examples that follow serve to illustrate the invention without, however, being limiting in nature.
Examples I Examples according to the invention a. Preparation of the compositions
Compositions A1 to A4 below according to the invention were prepared from the ingredients, whose contents are indicated in the table below (as weight percentage of active material).
The surfactant was dissolved in the water and the hydroxylated solvent. The fatty substance was then added to the mixture with simple stirring so as to obtain an oil-in water microemulsion, called the formulation juice. The turbidity and particle size measurements were performed on conclusion of this step of obtaining the microemulsion (or this juice) and before pressurizing the compositions.
The microemulsions (or formulation juices) A1 to A4 thus obtained are transparent and of single-phase appearance.
The turbidity and particle size measurements of the formulation juices A1 to A4 were performed before introducing the propellants and pressurizing the compositions.
The turbidity was measured using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent. The number-average size of the oil drops in the formulation juices A1 to A4 was determined via the quasi-elastic light scattering method using a Zetasizer Nona ZS machine from Malvern Instruments. c. Results The results obtained for each of the juices of compositions A1 to A4 are expressed in the table below. [Table 2j
The propellants (56/24/20 isobutane/propane/butane mixture) were then added to the formulation juices A1 to A4, in a juice/gas ratio of 95/5. Compositions A1 to A4 thus obtained were packaged in a transparent PET aerosol device equipped with a DMPR229 dispenser and a 2x0.51 mm GI valve, and pressurized.
The pressurized compositions A1 to A4 remain single-phase and transparent. Moreover, the single-phase appearance and the transparency of these compositions A2 to A4 remain stable over time. In particular, after two months of storage at room temperature (25°C), the appearance of these formulations has not changed.
Compositions A1 to A4 according to the invention, dispensed by means of the aerosol device, make it possible to obtain a uniform, firm and creamy foam which holds well in the hand and is easily and uniformly applied to the whole head of hair. Compositions A1 to A4 also afford a soft, supple and pleasant feel to the hair thus treated.
II. Comparative examples a. Preparation of the compositions The comparative compositions B1 and B2 below were prepared from the ingredients whose contents are indicated in the table below (as weight percentage of active material).
Compositions B 1 and B2 were prepared by means of the following protocol: The surfactant was dissolved in the water and the hydroxylated solvent. The fatty substance was then added to the mixture with simple stirring so as to obtain an oil-in- water microemulsion. The propellants (56/24/20 isobutane/propane/butane mixture) were then added to the microemulsions, in a juice/gas ratio of 95/5. Compositions B1 and B2 thus obtained were packaged in a transparent PET aerosol device equipped with a DMPR229 dispenser and a 2x0.51 mm GI valve, and pressurized.
Immediately on introducing the propellants, two distinct phases are formed with an opaque upper phase after a few seconds for the two compositions B1 and B2. This phase distinction becomes more pronounced over time, notably after 24 hours of storage at room temperature.
III. Example according to the invention Composition A5 below according to the present invention was prepared using the ingredients whose contents are indicated in the table below (as weight percentage of active material).
(1) Luviflex Soft sold by BASF
(2) Belsil ADM LOG 1 sold by Wacker s.m.: starting materials Composition A5 above is a transparent oil-in-water microemulsion with a single-phase appearance. The turbidity of this composition is 7.2 NTU (measured using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent) and its particle size is 20.0 ± 0.5 nm (measured using a Zetasizer Nona ZS machine from Malvern Instruments). The single-phase appearance and the transparency of the composition are stable over time. In particular, after two months of storage at room temperature (25°C), the appearance of the composition has not changed.
The above composition A5 was packaged in a pressurized aerosol device after addition of the liquefied propellants (56/24/20 isobutane/propane/butane mixture, in a juice/gas ratio of 95/5).
When sprayed, a uniform, firm and creamy foam which holds well in the hand is obtained. The foam thus obtained spreads easily and evenly over the entire head of hair, giving the hair good styling and cosmetic properties. The hair has a pleasant, soft feel, with volume and the style is natural, without a helmet effect.
IV. Examples a. Preparation of the compositions
Compositions A6 and A7 according to the invention and comparative composition B3 below were prepared from the ingredients whose contents are indicated in the table below (as weight percentage of active material).
The compositions were prepared by means of the following protocol:
The surfactant was dissolved in the water. The fatty substance was then added to the mixture with simple stirring so as to obtain an oil-in-water microemulsion, called the formulation juice. The turbidity and particle size measurements were performed on conclusion of this step of obtaining the microemulsion (or this juice) and before pressurizing the compositions.
The microemulsions (or formulation juices) A6 and A7 thus obtained are transparent and of single-phase appearance, whereas the juice of formulation B6 has a two-phase appearance (i.e. two phases distinct from each other and superimposed one on the other).
The turbidity and particle size measurements of the formulation juices A6 and A7 were performed before introducing the propellants and pressurizing the compositions.
The turbidity was measured using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent. The number-average size of the oil drops in the formulation juices A6 and A7 was determined via the quasi-elastic light scattering method using a Zetasizer Nona ZS machine from Malvern Instruments. c. Results
The results obtained for each of the juices of compositions A6 and A7 are expressed in the table below.
The propellants (56/24/20 isobutane/propane/butane mixture) were then added to the formulation juices A6, A7 and B3, in a juice/gas ratio of 95/5. Compositions A6, A7 and B3 thus obtained were packaged in a transparent PET aerosol device equipped with a DMPR229 dispenser and a 2x0.51 mm GI valve, and pressurized.
The pressurized compositions A6 and A7 according to the invention remain single-phase and transparent, whereas the pressurized composition B3 is not transparent.
Moreover, the single-phase appearance and the transparency of compositions A6 and A7 are stable over time. In particular, after one month of storage at room temperature (25°C), the appearance of these formulations has not changed. Conversely, two distinct phases are observed with an opaque upper phase for the comparative composition B3.
Compositions A6 and A7 according to the invention dispensed by means of the aerosol device make it possible to obtain a uniform, firm and creamy foam which holds well in the hand and is easily and uniformly applied to the entire head of hair. Compositions A6 and A7 also afford good conditioning properties to the hair thus treated.
V. Examples according to the invention a. Preparation of the compositions Compositions A8, A9, B and D below according to the invention were prepared from the ingredients, whose contents are indicated in the table below (as weight percentage of active material).
The compositions were prepared by means of the following protocol:
The surfactant was dissolved in water. The fatty substance was then added to the mixture with simple stirring so as to obtain an oil-in-water microemulsion, called the formulation juice.
The turbidity and particle size measurements of the formulation juices were performed before introducing the propellants and pressurizing the compositions.
The turbidity was measured using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent. The number-average size of the oil
drops in the formulation juices A8, A9, B and D was determined via the quasi-elastic light scattering method using a Zetasizer Nona ZS machine from Malvern Instruments. c. Results The results obtained for each of the juices of compositions A8, A9, B and D are expressed in the table below.
The propellants (56/24/20 isobutane/propane/butane mixture) were then added to the formulation juices, in a juice/gas ratio of 95/5. Compositions A8, A9, B and D thus obtained were packaged in a transparent PET aerosol device equipped with a DMPR229 dispenser and a 2x0.51 mm GI valve, and pressurized.
The pressurized compositions A8, A9, B and D are of single-phase and transparent. Moreover, the single-phase appearance and the transparency of these compositions remain stable over time. In particular, after two months of storage at room temperature (25°C), the appearance of these formulations has not changed.
Compositions A8, A9, B and D according to the invention, dispensed by means of the aerosol device, make it possible to obtain a uniform, firm and creamy foam which holds well in the hand and is easily and uniformly applied to the whole head of hair. Compositions A8, A9, B and D also afford a soft, supple and pleasant feel to the hair thus treated.
Claims
1. Composition in the form of an oil-in-water emulsion comprising: (i) one or more nonionic surfactants of formula (I):
R-0-(CH2-CH2-0)n-H (I) in which:
R is a linear or branched Cs to C40 alkenyl radical; and n is an integer ranging from 6 to 20; (ii) one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure that are different from nonionic surfactant(s);
(iii) one or more propellants; and
(iv) water; the weight ratio between the total content of the nonionic surfactant(s) (i) of formula (I) and the total content of the fatty substance(s) (ii) being greater than or equal to 1.
2. Composition according to the preceding claim, characterized in that said composition is in the form of an oil-in-water microemulsion.
3. Composition according to either one of the preceding claims, characterized in that R represents a linear or branched Ci6 to C2o alkenyl radical; and/or n represents an integer ranging from 8 to 12.
4. Composition according to any one of the preceding claims, characterized in that the nonionic surfactant(s) (i) of formula (I) are chosen from oleyl alcohol containing 8 mol of ethylene oxide, oleyl alcohol containing 10 mol of ethylene oxide, oleyl alcohol containing 12 mol of ethylene oxide, and mixtures thereof; preferably, the nonionic surfactant (i) of formula (I) is oleyl alcohol containing 10 mol of ethylene oxide.
5. Composition according to any one of the preceding claims, characterized in that the total content of the nonionic surfactant(s) (i) of formula (I) is greater than or equal to 5% by weight, preferably ranges from 5% to 25% by weight, more preferentially from 6% to 20% by weight and better still from 7% to 18% by weight, relative to the total weight of the composition.
6. Composition according to any one of the preceding claims, characterized in that the fatty substance(s) (ii) have a melting point of less than or equal to 28°C at atmospheric pressure, and are preferably chosen from linear or branched G to Ci6 alkanes, linear or branched hydrocarbons of more than 16 carbon atoms of mineral or synthetic origin, non-polyoxyalkylenated fatty alcohols, fatty acids, triglycerides, fatty acid and/or fatty alcohol esters, silicones, and mixtures thereof.
7. Composition according to any one of the preceding claims, characterized in that the total content of the fatty substance(s) (ii) is greater than or equal to 0.1% by weight, preferably ranges from 0.2% to 10% by weight and more preferentially from 0.25% to 5% by weight relative to the total weight of the composition.
8. Composition according to any one of the preceding claims, characterized in that the weight ratio between the total content of nonionic surfactant(s) (i) of formula (I) and the total content of fatty substances (ii) is greater than or equal to 2, preferably ranges from 2 to 50, more preferentially from 5 to 40 and better still from 10 to 35.
9. Composition according to any one of the preceding claims, characterized in that the propellant(s) (iii) are chosen from volatile, optionally halogenated hydrocarbons, dimethyl ether, and mixtures thereof; preferably from dimethyl ether, C3 to C5 alkanes, and mixtures thereof; more preferentially from C3 to Cs alkanes and mixtures thereof; and better still from propane, n-butane, isobutane, and mixtures thereof.
10. Composition according to any one of the preceding claims, characterized in that the total content of the propellant(s) (iii) ranges from 0.5% to 10% by weight, preferably from 1% to 8% by weight and more preferentially from 3% to 6% by weight, relative to the total weight of the composition.
11. Composition according to any one of the preceding claims, characterized in that the total content of water is greater than 40% by weight, preferably ranges from 50% to 93% by weight and more preferentially from 70% to 90% by weight relative to the total weight of the composition.
12. Composition according to any one of the preceding claims, characterized in that it also comprises one or more organic solvents comprising one or more hydroxyl functions, preferably chosen from monoalcohols, polyols, polyol ethers and mixtures
thereof, and more preferentially chosen from polyols, polyol ethers and mixtures thereof.
13. Composition according to the preceding claim, characterized in that the total content of the organic solvent(s) comprising one or more hydroxyl functions ranges from 0.1% to 40% by weight, preferably from 0.5% to 30% by weight, more preferentially from 1% to 20% by weight, and better still from 2% to 10% by weight, relative to the total weight of the composition.
14. Composition according to any one of the preceding claims, characterized in that it also comprises one or more additional nonionic surfactants different from the nonionic surfactants (i) of formula (I), preferably chosen from polyoxyalkylenated fatty alcohols and mixtures thereof.
15. Composition according to the preceding claim, characterized in that the total content of the additional nonionic surfactant(s) ranges from 0.1% to 10% by weight, and preferably from 2.5% to 7.5% by weight, relative to the total weight of the composition.
16. Composition according to Claim 14 or 15, characterized in that the weight ratio between the total content of nonionic surfactants (i) of formula (I) and the total content of additional nonionic surfactants, different from the nonionic surfactants (i) of formula (I), is greater than or equal to 1, and preferably greater than or equal to 1.5.
17. Composition according to any one of the preceding claims, characterized in that it also comprises one or more fixing polymers chosen from nonionic fixing polymers, amphoteric fixing polymers, anionic fixing polymers, cationic fixing polymers, and mixtures thereof; preferably from nonionic fixing polymers, anionic fixing polymers, and mixtures thereof; more preferentially from anionic fixing polymers and mixtures thereof; and better still from copolymers of (meth)acrylic acid, copolymers derived from crotonic acid, polymers derived from maleic, fumaric or itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid or esters thereof, and mixtures thereof.
18. Composition according to any one of the preceding claims, characterized in that the turbidity of said composition, measured by turbidimetry at room temperature (25°C) and atmospheric pressure, is less than or equal to 200 NTU units, preferably
less than or equal to 100 NTU units, more preferentially less than or equal to 50 NTU units, and better still less than or equal to 20 NTU units.
19. Aerosol device comprising: - a container containing a composition as defined according to any one of the preceding claims, and
- a means for spraying said composition.
20. Aerosol device according to the preceding claim, characterized in that the container is transparent.
21. Process for the cosmetic treatment, in particular for washing and/or conditioning, of keratin materials, in particular of human keratin materials such as the hair and the skin, comprising the application to said keratin materials of a composition as defined in any one of Claims 1 to 18, this application optionally being followed by rinsing after an optional leave-on time.
22. Process for styling keratin fibres, in particular human keratin fibres such as the hair, comprising the application to said keratin fibres of a composition as defined in any one of Claims 1 to 18, said application being optionally followed by rinsing after an optional leave-on time.
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FRFR2107091 | 2021-06-30 | ||
FR2107091A FR3124703B1 (en) | 2021-06-30 | 2021-06-30 | Composition in emulsion form comprising a particular nonionic surfactant |
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WO2023275286A1 true WO2023275286A1 (en) | 2023-01-05 |
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PCT/EP2022/068130 WO2023275286A1 (en) | 2021-06-30 | 2022-06-30 | Composition in emulsion form comprising a particular nonionic surfactant |
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Title |
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"Cosmetics and Toiletries", vol. 91, pages: 27 - 32 |
WALTER NOLL: "Chemistry and Technology of Silicones", 1968, ACADEMIC PRESS |
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FR3124703A1 (en) | 2023-01-06 |
FR3124703B1 (en) | 2024-03-08 |
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