WO2021214055A1 - Composition comprising at least one alkoxysilane of formula (i), at least one non amino silicone of formula (ii) and at least one coloring agent - Google Patents
Composition comprising at least one alkoxysilane of formula (i), at least one non amino silicone of formula (ii) and at least one coloring agent Download PDFInfo
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- WO2021214055A1 WO2021214055A1 PCT/EP2021/060237 EP2021060237W WO2021214055A1 WO 2021214055 A1 WO2021214055 A1 WO 2021214055A1 EP 2021060237 W EP2021060237 W EP 2021060237W WO 2021214055 A1 WO2021214055 A1 WO 2021214055A1
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- 239000000203 mixture Substances 0.000 title claims abstract description 144
- 229920013822 aminosilicone Polymers 0.000 title claims abstract description 24
- 239000003086 colorant Substances 0.000 title claims abstract description 14
- 239000000049 pigment Substances 0.000 claims abstract description 92
- 239000000835 fiber Substances 0.000 claims abstract description 71
- 102000011782 Keratins Human genes 0.000 claims abstract description 60
- 108010076876 Keratins Proteins 0.000 claims abstract description 60
- 210000004209 hair Anatomy 0.000 claims abstract description 48
- 239000000982 direct dye Substances 0.000 claims abstract description 28
- 150000001875 compounds Chemical class 0.000 claims abstract description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 89
- 125000000217 alkyl group Chemical group 0.000 claims description 72
- -1 alkoxy silane Chemical compound 0.000 claims description 56
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 53
- 238000000034 method Methods 0.000 claims description 26
- 238000004043 dyeing Methods 0.000 claims description 22
- 238000011282 treatment Methods 0.000 claims description 22
- 230000008569 process Effects 0.000 claims description 19
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 17
- 239000004215 Carbon black (E152) Substances 0.000 claims description 16
- 125000003118 aryl group Chemical group 0.000 claims description 16
- 229930195733 hydrocarbon Natural products 0.000 claims description 16
- 150000002430 hydrocarbons Chemical class 0.000 claims description 16
- 229920001296 polysiloxane Polymers 0.000 claims description 16
- 125000003545 alkoxy group Chemical group 0.000 claims description 15
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 11
- 229920006395 saturated elastomer Polymers 0.000 claims description 10
- 239000002537 cosmetic Substances 0.000 claims description 9
- HXLAEGYMDGUSBD-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propan-1-amine Chemical compound CCO[Si](C)(OCC)CCCN HXLAEGYMDGUSBD-UHFFFAOYSA-N 0.000 claims description 7
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
- WUFHQGLVNNOXMP-UHFFFAOYSA-N n-(triethoxysilylmethyl)cyclohexanamine Chemical compound CCO[Si](OCC)(OCC)CNC1CCCCC1 WUFHQGLVNNOXMP-UHFFFAOYSA-N 0.000 claims description 4
- 229910000077 silane Inorganic materials 0.000 claims description 4
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 3
- 239000000975 dye Substances 0.000 description 51
- 239000003795 chemical substances by application Substances 0.000 description 32
- 239000002253 acid Substances 0.000 description 25
- 239000002245 particle Substances 0.000 description 21
- 238000004381 surface treatment Methods 0.000 description 21
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 20
- 125000002091 cationic group Chemical group 0.000 description 16
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 16
- 239000012860 organic pigment Substances 0.000 description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 14
- 150000003254 radicals Chemical class 0.000 description 14
- 239000000758 substrate Substances 0.000 description 14
- 239000002453 shampoo Substances 0.000 description 13
- 230000000694 effects Effects 0.000 description 12
- 239000002270 dispersing agent Substances 0.000 description 11
- 125000000129 anionic group Chemical group 0.000 description 10
- 238000000576 coating method Methods 0.000 description 10
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 10
- 229910052742 iron Inorganic materials 0.000 description 10
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 10
- 229910052717 sulfur Inorganic materials 0.000 description 10
- 125000004434 sulfur atom Chemical group 0.000 description 10
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 9
- 239000011248 coating agent Substances 0.000 description 9
- 238000004040 coloring Methods 0.000 description 9
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 9
- 229910052737 gold Inorganic materials 0.000 description 9
- 239000010931 gold Substances 0.000 description 9
- 125000000018 nitroso group Chemical group N(=O)* 0.000 description 9
- 229910052760 oxygen Inorganic materials 0.000 description 9
- 239000001301 oxygen Substances 0.000 description 9
- 239000011734 sodium Substances 0.000 description 9
- 229910052708 sodium Inorganic materials 0.000 description 9
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 8
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 8
- 229910052500 inorganic mineral Inorganic materials 0.000 description 8
- 239000011707 mineral Substances 0.000 description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 8
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 8
- 239000010936 titanium Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 229910000906 Bronze Inorganic materials 0.000 description 7
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 7
- 125000005605 benzo group Chemical group 0.000 description 7
- 239000010974 bronze Substances 0.000 description 7
- 125000005843 halogen group Chemical group 0.000 description 7
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 7
- 239000010410 layer Substances 0.000 description 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 7
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 7
- 229910052719 titanium Inorganic materials 0.000 description 7
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 6
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 6
- 125000004414 alkyl thio group Chemical group 0.000 description 6
- 150000001721 carbon Chemical group 0.000 description 6
- 239000004205 dimethyl polysiloxane Substances 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- 230000002085 persistent effect Effects 0.000 description 6
- 229910052709 silver Inorganic materials 0.000 description 6
- 239000004332 silver Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 230000009471 action Effects 0.000 description 5
- 230000001680 brushing effect Effects 0.000 description 5
- OIQPTROHQCGFEF-UHFFFAOYSA-L chembl1371409 Chemical compound [Na+].[Na+].OC1=CC=C2C=C(S([O-])(=O)=O)C=CC2=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 OIQPTROHQCGFEF-UHFFFAOYSA-L 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 235000013980 iron oxide Nutrition 0.000 description 5
- 239000010445 mica Substances 0.000 description 5
- 229910052618 mica group Inorganic materials 0.000 description 5
- 230000002688 persistence Effects 0.000 description 5
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 229910052802 copper Inorganic materials 0.000 description 4
- 239000010949 copper Substances 0.000 description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 229940008099 dimethicone Drugs 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 125000004430 oxygen atom Chemical group O* 0.000 description 4
- 239000010452 phosphate Substances 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 125000003107 substituted aryl group Chemical group 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 150000008051 alkyl sulfates Chemical class 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 3
- 239000000987 azo dye Substances 0.000 description 3
- 235000012730 carminic acid Nutrition 0.000 description 3
- ONTQJDKFANPPKK-UHFFFAOYSA-L chembl3185981 Chemical compound [Na+].[Na+].CC1=CC(C)=C(S([O-])(=O)=O)C=C1N=NC1=CC(S([O-])(=O)=O)=C(C=CC=C2)C2=C1O ONTQJDKFANPPKK-UHFFFAOYSA-L 0.000 description 3
- FPVGTPBMTFTMRT-UHFFFAOYSA-L disodium;2-amino-5-[(4-sulfonatophenyl)diazenyl]benzenesulfonate Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C(N)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 FPVGTPBMTFTMRT-UHFFFAOYSA-L 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 235000019233 fast yellow AB Nutrition 0.000 description 3
- 150000004820 halides Chemical class 0.000 description 3
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 3
- 229910044991 metal oxide Inorganic materials 0.000 description 3
- 150000004706 metal oxides Chemical class 0.000 description 3
- 239000000978 natural dye Substances 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- 125000004043 oxo group Chemical group O=* 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 3
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 2
- GFAZBXKENDSJEB-UHFFFAOYSA-N 2,5-dihydroxy-3-methoxy-6-methylcyclohexa-2,5-diene-1,4-dione Chemical compound COC1=C(O)C(=O)C(C)=C(O)C1=O GFAZBXKENDSJEB-UHFFFAOYSA-N 0.000 description 2
- IHZXTIBMKNSJCJ-UHFFFAOYSA-N 3-{[(4-{[4-(dimethylamino)phenyl](4-{ethyl[(3-sulfophenyl)methyl]amino}phenyl)methylidene}cyclohexa-2,5-dien-1-ylidene)(ethyl)azaniumyl]methyl}benzene-1-sulfonate Chemical compound C=1C=C(C(=C2C=CC(C=C2)=[N+](C)C)C=2C=CC(=CC=2)N(CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S(O)(=O)=O)=C1 IHZXTIBMKNSJCJ-UHFFFAOYSA-N 0.000 description 2
- 0 CC(CC([Si@@](*)(CO[Re])O*)=C)N(C)* Chemical compound CC(CC([Si@@](*)(CO[Re])O*)=C)N(C)* 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- 229930182559 Natural dye Natural products 0.000 description 2
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 2
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 2
- 229920004482 WACKER® Polymers 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- ULGYAEQHFNJYML-UHFFFAOYSA-N [AlH3].[Ca] Chemical compound [AlH3].[Ca] ULGYAEQHFNJYML-UHFFFAOYSA-N 0.000 description 2
- VEUACKUBDLVUAC-UHFFFAOYSA-N [Na].[Ca] Chemical compound [Na].[Ca] VEUACKUBDLVUAC-UHFFFAOYSA-N 0.000 description 2
- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 2
- 150000004703 alkoxides Chemical class 0.000 description 2
- 125000003282 alkyl amino group Chemical group 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 2
- 239000001000 anthraquinone dye Substances 0.000 description 2
- 150000004056 anthraquinones Chemical class 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229940073609 bismuth oxychloride Drugs 0.000 description 2
- 235000012745 brilliant blue FCF Nutrition 0.000 description 2
- 235000019241 carbon black Nutrition 0.000 description 2
- 239000004106 carminic acid Substances 0.000 description 2
- DGQLVPJVXFOQEV-NGOCYOHBSA-N carminic acid Chemical compound OC1=C2C(=O)C=3C(C)=C(C(O)=O)C(O)=CC=3C(=O)C2=C(O)C(O)=C1[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O DGQLVPJVXFOQEV-NGOCYOHBSA-N 0.000 description 2
- 229940114118 carminic acid Drugs 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000011651 chromium Substances 0.000 description 2
- 229910000423 chromium oxide Inorganic materials 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 description 2
- 230000000593 degrading effect Effects 0.000 description 2
- LQJVOKWHGUAUHK-UHFFFAOYSA-L disodium 5-amino-4-hydroxy-3-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].OC1=C2C(N)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC=CC=C1 LQJVOKWHGUAUHK-UHFFFAOYSA-L 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 210000004709 eyebrow Anatomy 0.000 description 2
- 210000000720 eyelash Anatomy 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- 229940097275 indigo Drugs 0.000 description 2
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 2
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 2
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 2
- 239000001023 inorganic pigment Substances 0.000 description 2
- JXDYKVIHCLTXOP-UHFFFAOYSA-N isatin Chemical compound C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 description 2
- KQPYUDDGWXQXHS-UHFFFAOYSA-N juglone Chemical compound O=C1C=CC(=O)C2=C1C=CC=C2O KQPYUDDGWXQXHS-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000007769 metal material Substances 0.000 description 2
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- BWOROQSFKKODDR-UHFFFAOYSA-N oxobismuth;hydrochloride Chemical compound Cl.[Bi]=O BWOROQSFKKODDR-UHFFFAOYSA-N 0.000 description 2
- GVKCHTBDSMQENH-UHFFFAOYSA-L phloxine B Chemical compound [Na+].[Na+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 GVKCHTBDSMQENH-UHFFFAOYSA-L 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
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- AZLXCBPKSXFMET-UHFFFAOYSA-M sodium 4-[(4-sulfophenyl)diazenyl]naphthalen-1-olate Chemical compound [Na+].C12=CC=CC=C2C(O)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 AZLXCBPKSXFMET-UHFFFAOYSA-M 0.000 description 1
- JXRBVOFBCVPZOV-UHFFFAOYSA-M sodium 4-[4-[(4-hydroxy-2-methylphenyl)diazenyl]anilino]-3-nitrobenzenesulfonate Chemical compound [Na+].Cc1cc(O)ccc1N=Nc1ccc(Nc2ccc(cc2[N+]([O-])=O)S([O-])(=O)=O)cc1 JXRBVOFBCVPZOV-UHFFFAOYSA-M 0.000 description 1
- DJDYMAHXZBQZKH-UHFFFAOYSA-M sodium;1-amino-4-(cyclohexylamino)-9,10-dioxoanthracene-2-sulfonate Chemical compound [Na+].C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C(S([O-])(=O)=O)C=C1NC1CCCCC1 DJDYMAHXZBQZKH-UHFFFAOYSA-M 0.000 description 1
- RRETZLLHOMHNNB-UHFFFAOYSA-M sodium;1-amino-9,10-dioxo-4-(2,4,6-trimethylanilino)anthracene-2-sulfonate Chemical compound [Na+].CC1=CC(C)=CC(C)=C1NC1=CC(S([O-])(=O)=O)=C(N)C2=C1C(=O)C1=CC=CC=C1C2=O RRETZLLHOMHNNB-UHFFFAOYSA-M 0.000 description 1
- QVCCZAZTGUCIHD-UHFFFAOYSA-M sodium;2-[(4-amino-3-bromo-9,10-dioxoanthracen-1-yl)amino]-5-methylbenzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1NC1=CC(Br)=C(N)C2=C1C(=O)C1=CC=CC=C1C2=O QVCCZAZTGUCIHD-UHFFFAOYSA-M 0.000 description 1
- GTKIEPUIFBBXJQ-UHFFFAOYSA-M sodium;2-[(4-hydroxy-9,10-dioxoanthracen-1-yl)amino]-5-methylbenzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1NC1=CC=C(O)C2=C1C(=O)C1=CC=CC=C1C2=O GTKIEPUIFBBXJQ-UHFFFAOYSA-M 0.000 description 1
- AXMCIYLNKNGNOT-UHFFFAOYSA-M sodium;3-[[4-[(4-dimethylazaniumylidenecyclohexa-2,5-dien-1-ylidene)-[4-[ethyl-[(3-sulfonatophenyl)methyl]amino]phenyl]methyl]-n-ethylanilino]methyl]benzenesulfonate Chemical compound [Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](C)C)C=2C=CC(=CC=2)N(CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 AXMCIYLNKNGNOT-UHFFFAOYSA-M 0.000 description 1
- CKMPIIPZKJISCU-UHFFFAOYSA-M sodium;4,8-diamino-1,5-dihydroxy-9,10-dioxoanthracene-2-sulfonate Chemical compound [Na+].O=C1C2=C(N)C=C(S([O-])(=O)=O)C(O)=C2C(=O)C2=C1C(O)=CC=C2N CKMPIIPZKJISCU-UHFFFAOYSA-M 0.000 description 1
- VRDAELYOGRCZQD-NFLRKZIHSA-M sodium;4-[(2z)-2-[(5e)-5-[(2,4-dimethylphenyl)hydrazinylidene]-4,6-dioxocyclohex-2-en-1-ylidene]hydrazinyl]benzenesulfonate Chemical compound [Na+].CC1=CC(C)=CC=C1N\N=C(/C(=O)C=C\1)C(=O)C/1=N\NC1=CC=C(S([O-])(=O)=O)C=C1 VRDAELYOGRCZQD-NFLRKZIHSA-M 0.000 description 1
- FTUYQIPAPWPHNC-UHFFFAOYSA-M sodium;4-[[4-[benzyl(ethyl)amino]phenyl]-[4-[benzyl(ethyl)azaniumylidene]cyclohexa-2,5-dien-1-ylidene]methyl]benzene-1,3-disulfonate Chemical compound [Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=CC=CC=2)C=2C(=CC(=CC=2)S([O-])(=O)=O)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC=C1 FTUYQIPAPWPHNC-UHFFFAOYSA-M 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000979 synthetic dye Substances 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- 239000004149 tartrazine Substances 0.000 description 1
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- GMMAPXRGRVJYJY-UHFFFAOYSA-J tetrasodium 4-acetamido-5-hydroxy-6-[[7-sulfonato-4-[(4-sulfonatophenyl)diazenyl]naphthalen-1-yl]diazenyl]naphthalene-1,7-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].OC1=C2C(NC(=O)C)=CC=C(S([O-])(=O)=O)C2=CC(S([O-])(=O)=O)=C1N=NC(C1=CC(=CC=C11)S([O-])(=O)=O)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 GMMAPXRGRVJYJY-UHFFFAOYSA-J 0.000 description 1
- FUSRXDHHILMBIG-UHFFFAOYSA-J tetrasodium 7-hydroxy-8-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-1,3,6-trisulfonate Chemical compound C1=CC=C2C(=C1)C(=CC=C2S(=O)(=O)[O-])N=NC3=C(C(=CC4=CC(=CC(=C43)S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)O)[O-].[Na+].[Na+].[Na+].[Na+] FUSRXDHHILMBIG-UHFFFAOYSA-J 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- UUJLHYCIMQOUKC-UHFFFAOYSA-N trimethyl-[oxo(trimethylsilylperoxy)silyl]peroxysilane Chemical compound C[Si](C)(C)OO[Si](=O)OO[Si](C)(C)C UUJLHYCIMQOUKC-UHFFFAOYSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- SWGJCIMEBVHMTA-UHFFFAOYSA-K trisodium;6-oxido-4-sulfo-5-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N=NC3=C4C(=CC(=CC4=CC=C3O)S([O-])(=O)=O)S([O-])(=O)=O)=CC=C(S([O-])(=O)=O)C2=C1 SWGJCIMEBVHMTA-UHFFFAOYSA-K 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- PEAGNRWWSMMRPZ-UHFFFAOYSA-L woodstain scarlet Chemical compound [Na+].[Na+].OC1=CC=C2C=C(S([O-])(=O)=O)C=C(S([O-])(=O)=O)C2=C1N=NC(C=C1)=CC=C1N=NC1=CC=CC=C1 PEAGNRWWSMMRPZ-UHFFFAOYSA-L 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
Classifications
-
- 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
- A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/893—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by an alkoxy or aryloxy group, e.g. behenoxy dimethicone or stearoxy dimethicone
Definitions
- Composition comprising at least one alkoxysilane of formula (I), at least one non amino silicone of formula (II) and at least one coloring agent
- the present invention relates to a composition for treating keratin fibers such as the hair, comprising at least one alkoxysilane chosen from the compounds of formula (I), at least one non amino silicone of formula (II) and at least one coloring agent chosen from pigments, direct dyes and mixtures thereof.
- nonpermanent, semipermanent or direct dyeing which does not employ the oxidative condensation process and withstands four or five shampoo washes; it consists in dyeing keratin fibers with dye compositions containing direct dyes;
- Another dyeing method consists in using pigments. Specifically, the use of pigment at the surface of keratin fibers generally makes it possible to obtain visible colorings on dark hair, since the surface pigment masks the natural color of the fiber. However, the colorings obtained via this dyeing method exhibit the disadvantage of having poor resistance to shampooing operations and also to external agents, such as sebum, perspiration, brushing and/or rubbing actions.
- a composition for treating keratin fibers, in particular the hair which exhibits the advantage of obtaining a homogeneous and smooth colored coating on the hairs, while forming a covering which is persistent toward shampooing operations and to the various attacking factors to which the hair may be subjected, such as brushing and/or rubbing actions, without degrading the hair.
- the aim of the present invention is to develop a composition for treating keratin fibers, in particular the hair, which exhibits the advantage of obtaining a homogeneous and smooth colored coating on the hairs, while forming a coating which is persistent toward shampooing operations and to the various attacking factors to which the hair may be subjected, such as brushing and/or rubbing actions, without degrading the hair.
- the colored coating can be readily removed when so desired.
- the present invention relates to a composition for treating keratin fibers such as the hair, comprising: a) at least one alkoxysilane chosen from the compounds of formula (I) as described below, oligomers thereof and/or mixtures thereof; b) at least one non amino silicone of formula (II) as described below; and c) at least one coloring agent chosen from pigments, direct dyes and mixtures thereof.
- the present invention also relates to a process for the cosmetic treatment, in particular the dyeing, of keratin fibers such as the hair, wherein the composition as described below is applied to said fibers.
- the present invention also relates to the use of composition as described below for the cosmetic treatment of, in particular for dyeing, keratin fibers such as the hair.
- coloring which is persistent with regard to shampooing operations is understood to mean that the coloring obtained persists after one shampooing operation, preferably after three shampooing operations, more preferentially after five shampooing operations.
- the colored coating thus obtained can be readily eliminated by means of a makeup-removing composition.
- alkyF radical denotes a linear or branched saturated radical containing, for example, from 1 to 20 carbon atoms
- an " aminoalkyl” radical denotes an alkyl radical as defined above, said alkyl radical comprising an NFF group;
- cycloalkyF radical denotes a cyclic saturated hydrocarbon-based group comprising from 1 to 3 rings, preferably 2 rings, and comprising from 3 to 20 carbon atoms, preferably between 5 and 10 carbon atoms, such as cyclopentyl, cyclohexyl, cycloheptyl, norbornyl, or isobornyl, the cycloalkyl radical possibly being substituted with one or more (Ci-C4)alkyl groups such as methyl;
- aryF radical is a cyclic unsaturated aromatic radical comprising from 6 to 12 carbon atoms, which is mono- or bicyclic, fused or unfused; preferably, the aryl group comprises 1 ring containing 6 carbon atoms, such as phenyl;
- alkoxy denotes an “alkyl-oxy” radical with “ alkyF as defined above.
- Composition for treating keratin fibers according to the invention is preferably a composition for dyeing keratin fibers such as the hair.
- Keratin fibers is understood particularly to mean human keratin fibers, such as the hair, eyelashes, eyebrows and body hair, preferentially the hair, eyebrows and eyelashes, more preferentially still the hair.
- composition according to the invention comprises at least one alkoxysilane chosen from the compounds of formula (I) below, oligomers thereof and/or mixtures thereof:
- Ra and Rb which may be identical or different, represent a hydrogen atom; an alkyl group containing from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms and in particular from 1 to 4 carbon atoms; a cycloalkyl group containing from 3 to 20 carbon atoms, preferably 5 or 6 carbon atoms; an aryl group containing from 6 to 12 carbon atoms; an aminoalkyl group containing from 1 to 20 carbon atoms;
- Rc represents a hydrogen atom; an alkyl group containing from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms, more preferentially from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methyl; an alkoxy group containing from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as an ethoxy;
- Rd and Re which may be identical or different, represent an alkyl group containing from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms, in particular from 1 to 2 carbon atoms, such as an ethyl;
- - k denotes an integer ranging from 0 to 5, in particular from 1 to 3.
- Olemer is understood to mean the compound(s) comprising at least two silicon atoms which are obtained by oligomerization or polymerization of the compounds of formula
- alkoxysilane(s) of formula (I) are such that:
- Ra and Rb which are identical, represent a hydrogen atom; or Ra denotes a hydrogen atom and Rb denotes a cycloalkyl group containing from 3 to 20 carbon atoms, in particular 5 or 6 carbon atoms;
- Rc represents an alkyl group containing from 1 to 10 carbon atoms, in particular from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms, preferably a methyl, or an alkoxy group containing from 1 to 4 carbon atoms, preferably from 1 to 2 carbon atoms, preferably an ethoxy;
- Rd and Re which may be identical or different, represent an alkyl group containing from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms, such as an ethyl;
- - k denotes an integer ranging from 1 to 3 and more particularly 1 or 3.
- alkoxysilane(s) of formula (I) are such that:
- Ra and Rb which are identical, represent a hydrogen atom
- Rc represents an alkoxy group containing from 1 to 4 carbon atoms, preferably from 1 to 2 carbon atoms, preferably an ethoxy;
- Rd and Re which may be identical or different, represent an alkyl group containing from 1 to 4 carbon atoms, preferably an ethyl;
- - k denotes an integer equal to 1 or 3, preferably equal to 3.
- the alkoxy silane(s) of formula (I) are such that Ra and Rb represent a hydrogen atom, Rc represents an ethoxy group, Rd and Re are identical and represent an ethyl and k is equal to 3.
- APTES 3 -aminopropyltri ethoxy silane
- APIMDES 3- aminopropylmethyldiethoxysilane
- N-cyclohexylaminomethyltriethoxysilane can, for example, be purchased from Dow Corning under the name Xiameter OFS-6011 Silane or from Momentive Performance Materials under the name Silsoft A-l 100 or from Shin-Etsu under the name KBE-903.
- the compounds of formula (I) can also denote Dynasylan SIVO 210 or Dynasylan 1505, which are sold by Evonik.
- N-cyclohexylaminomethyltriethoxysilane can, for example, be purchased from Wacker under the name Geniosil XL 926.
- the alkoxysilane(s) of formula (I) are chosen from 3- aminopropyltri ethoxy silane (APTES), 3 -aminopropylmethyldi ethoxy silane (APMDES), N- cyclohexylaminomethyltri ethoxy silane and mixtures thereof, more preferentially 3- aminopropyltriethoxysilane (APTES).
- APTES 3- aminopropyltri ethoxy silane
- APIMDES 3 -aminopropylmethyldi ethoxy silane
- APTES N- cyclohexylaminomethyltri ethoxy silane
- composition according to the invention may comprise one or more alkoxysilanes of formula (I), oligomers thereof and/or mixtures thereof present in a total amount ranging from 0.1% to 30% by weight, preferably from 0.5% to 25% by weight, more preferentially from 1% to 20% by weight and even better still from 5% to 20% by weight, relative to the total weight of the composition.
- composition according to the invention comprises at least one non amino silicone of formula (II) below:
- Ri which may be identical or different, independently represents an alkyl group containing from 1 to 10 carbon atoms; or an alkoxy group containing from 1 to 2 carbon atoms; or a group -O x -(X)p-Si(OR2)3 with X representing a saturated divalent hydrocarbon-based radical containing 1 carbon atom, and p denoting an integer ranging from 0 to 6;
- R2 which may be identical or different, independently represents an alkyl group containing from 1 to 4 carbon atoms;
- - Y independently represents a saturated divalent hydrocarbon-based radical containing 1 carbon atom
- - k denotes an integer ranging from 0 to 6;
- - x denotes an integer equal to 0 or 1 ;
- - i denotes an integer ranging from 0 to 10
- n denotes an integer ranging from 0 to 500 with n+i ranging from 4 to 510.
- non amino silicone(s) of formula (II) are such that:
- Ri which may be identical or different, independently represents an alkyl group containing from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms;
- R2 which may be identical or different, independently represents an alkyl group containing from 1 to 4 carbon atoms, preferably from 1 to 2 carbon atoms, such as a methyl or an ethyl;
- - Y independently represents a saturated divalent hydrocarbon-based radical containing 1 carbon atom
- - k is an integer equal to 0 or 1 or 2 or 3;
- - x denotes an integer equal to 0 or 1 ;
- - i denotes an integer ranging from 0 to 10
- n denotes an integer ranging from 0 to 500 with n+i ranging from 4 to 510.
- nonamino silicone(s) of formula (II) are such that:
- - Ri which may be identical or different, independently represents an alkyl group containing from 1 to 4 carbon atoms, more preferentially a methyl;
- - R2 which may be identical or different, independently represents an alkyl group containing from 1 to 2 carbon atoms, such as a methyl or an ethyl;
- - Y independently represents a saturated divalent hydrocarbon-based radical containing 1 carbon atom
- - k denotes an integer equal to 0 or 2;
- - x denotes an integer equal to 0 or 1 ;
- - i denotes an integer ranging from 0 to 10
- n denotes an integer ranging from 0 to 100 with n+i ranging from 4 to 110.
- nonamino silicone(s) of formula (II) are such that:
- - Ri which may be identical or different, independently represents an alkyl group containing from 1 to 4 carbon atoms, more preferentially a methyl;
- R2 which may be identical or different, independently represents an alkyl group containing from 1 to 2 carbon atoms, more preferentially a methyl;
- - Y independently represents a saturated divalent hydrocarbon-based radical containing 1 carbon atom
- - i denotes an integer ranging from 0 to 10
- n denotes an integer ranging from 0 to 30 with n+i ranging from 4 to 40.
- non amino silicons denotes any silicone not comprising any primary, secondary or tertiary amine groups or quaternary ammonium groups.
- non amino silicone(s) of formula (II) that may be used in the context of the invention are represented by formula (III) below: [0046]
- n denotes an integer ranging from 4 to 20.
- Non amino silicones of formula (II) mention may be made of polydimethylsiloxanes (PDMS) bearing trialkoxysilane end functions, such as those sold by Power Chemical under the name SiSiB® PF2110, or those sold by Siltech under the name Silmer TMS Di-10 or Silmer TMS Di-50.
- PDMS polydimethylsiloxanes bearing trialkoxysilane end functions
- the non amino silicone(s) that may be used in the context of the invention have a weight-average molecular weight of between 460 and 2000 g/mol, more preferentially of between 500 and 1700 g/mol.
- composition according to the invention may comprise one or more non amino silicones of formula (II) present in a total amount ranging from 0.1% to 30% by weight, preferably from 0.5% to 25% by weight, more preferentially from 1% to 20% by weight and even more preferentially from 5% to 15% by weight, relative to the total weight of the composition.
- composition according to the invention may comprise an alkoxysilane(s) of formula (I)/non amino silicone(s) of formula (II) weight ratio ranging from 95:5 to 5: 95.
- the alkoxysilane(s) of formula (I)/non amino silicone(s) of formula (II) weight ratio varies from 90:10 to 10:90, preferentially from 80:20 to 20:80 and more preferentially from 70:30 to 30:70.
- (II) weight ratio varies from 90: 10 to 10:90, preferentially from 80:20 to 20:80 and more preferentially from 70:30 to 30:70.
- (III) weight ratio varies from 90:10 to 10:90, more preferentially from 70:30 to 30:70.
- composition according to the invention comprises at least one coloring agent chosen from pigments, direct dyes and mixtures thereof.
- the composition according to the invention comprises one or more pigments.
- the coloring agent(s) are chosen from pigments.
- Pigment is understood to mean any pigment which gives color to keratin materials. Their solubility in water at 25°C and at atmospheric pressure (760 mmHg) is less than 0.05% by weight, and preferably less than 0.01% by weight.
- the pigments which can be used are in particular chosen from the organic and/or mineral pigments known in the art, in particular those which are described in the Kirk-Othmer Encyclopedia of Chemical Technology and in Ullmann's Encyclopedia of Industrial Chemistry.
- These pigments can be provided in the pigment powder or paste form. They can be coated or uncoated.
- the pigments can be chosen, for example, from mineral pigments, organic pigments, lakes, special effect pigments, such as pearlescent agents or glitter, and mixtures thereof.
- the pigment can be a mineral pigment.
- Mineral pigment is understood to mean any pigment which corresponds to the definition of Ullmann's Encyclopedia in the Inorganic Pigments chapter. Mention may be made, among the mineral pigments of use in the present invention, of iron oxides, chromium oxides, manganese violet, ultramarine blue, chromium hydrate, ferric blue and titanium oxide.
- the pigment can be an organic pigment. " Organic pigment" is understood to mean any pigment which corresponds to the definition of Ullmann's Encyclopedia in the Organic Pigments chapter.
- the organic pigment can in particular be chosen from nitroso, nitro, azo, xanthene, pyrene, quinoline, anthraquinone, triphenylmethane, fluorane, phthalocyanine, metal-complex type, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyrrole, indigo, thioindigo, dioxazine, triphenylmethane and quinophthalone compounds.
- the white or colored organic pigments can be chosen from carmine, carbon black, aniline black, azo yellow, quinacridone, phthalocyanine blue, the blue pigments codified in the Color Index under the references Cl 42090, 69800, 69825, 74100, 74160, the yellow pigments codified in the Color Index under the references Cl 11680, 11710, 19140, 20040, 21100, 21108, 47000, 47005, the green pigments codified in the Color Index under the references Cl 61565, 61570, 74260, the orange pigments codified in the Color Index under the references Cl 11725, 45370, 71105, the red pigments codified in the Color Index under the references Cl 12085, 12120, 12370, 12420, 12490, 14700, 15525, 15580, 15620, 15630, 15800, 15850, 15865, 15880, 26100, 45380, 45410, 58000, 73360, 73915, 75470, the blue pigments codified in
- the pigments in accordance with the invention can also be in the form of composite pigments, such as are described in the patent EP 1 184426. These composite pigments can be composed in particular of particles including an inorganic core, at least one binder providing the fixing of the organic pigments to the core, and at least one organic pigment which at least partially covers the core.
- the organic pigment can also be a lake. Lake is understood to mean dyes adsorbed onto insoluble particles, the assembly thus obtained remaining insoluble during use.
- the inorganic substrates onto which the dyes are adsorbed are, for example, alumina, silica, calcium sodium borosilicate or calcium aluminum borosilicate, and aluminum.
- the pigment can also be a special effect pigment.
- Special effect pigments is understood to mean pigments which create in a general way a colored appearance (characterized by a certain shade, a certain vividness and a certain brightness) which is nonuniform and which changes as a function of the conditions of observation (light, temperature, angles of observation, and the like). They thereby contrast with colored pigments, which provide a conventional uniform opaque, semitransparent or transparent shade.
- pearlescent pigments such as mica coated with titanium or with bismuth oxychloride
- colored pearlescent pigments such as mica covered with titanium and with iron oxides, mica covered with iron oxide, mica covered with titanium and in particular with ferric blue or with chromium oxide, mica covered with titanium and with an organic pigment as defined above, and also pearlescent pigments based on bismuth oxychloride.
- pearlescent pigments of the pearlescent agents Cellini sold by BASF (mica-TiCh-lake), Prestige sold by Eckart (mica-TiCk), Prestige Bronze sold by Eckart (mica-FeiCh) or Colorona sold by Merck (mica-TiCk-FeiCh).
- Particles having a glass substrate coated with titanium oxide are sold in particular under the name Metashine MC1080RY by Toyal.
- pearlescent agents of polyethylene terephthalate glitter, in particular that sold by Meadowbrook Inventions under the name Silver IP 0.004X0.004 (silver glitter). It is also possible to envisage multilayer pigments based on synthetic substrates, such as alumina, silica, calcium sodium borosilicate or calcium aluminum borosilicate and aluminum.
- the special effect pigments can also be chosen from reflective particles, that is to say in particular particles having a size, a structure, in particular a thickness of the layer or layers of which it is composed and their physical and chemical nature, and the surface condition which allow them to reflect incident light.
- This reflection may, if appropriate, have an intensity sufficient to create, at the surface of the composition or of the mixture, when the latter is applied to the support to be made up, highlight points visible to the naked eye, that is to say more luminous points which contrast with their environment by appearing to sparkle.
- the reflective particles can be selected so as not to detrimentally affect, to a significant extent, the coloring effect generated by the coloring agents which are combined with them and more particularly so as to optimize this effect in terms of color rendition. They can more particularly have a yellow, pink, red, bronze, orangey, brown, gold and/or coppery color or glint.
- These particles can exhibit varied forms and can in particular be in the platelet or globular form, especially the spherical form.
- the reflective particles may or may not exhibit a multilayer structure and, in the case of a multilayer structure, may exhibit, for example, at least one layer of uniform thickness, in particular of a reflective material.
- the reflective particles do not exhibit a multilayer structure, they can be composed, for example, of metal oxides, in particular of titanium or iron oxides obtained synthetically.
- the reflective particles can, for example, comprise a natural or synthetic substrate, in particular a synthetic substrate, at least partially coated with at least one layer of a reflective material, in particular of at least one metal or metal material.
- the substrate can be made of one or more organic and/or inorganic materials.
- glasses can be chosen from glasses, ceramics, graphite, metal oxides, aluminas, silicas, silicates, in particular aluminosilicates and borosilicates, synthetic mica and mixtures thereof, this list not being limiting.
- the reflective material can comprise a layer of metal or of a metal material.
- Reflective particles are described in particular in the documents JP-A-09188830, JP- A-10158450, JP-A-10158541, JP-A-07258460 and JP-A-05017710.
- Particles comprising a glass substrate coated with silver, in the form of platelets are sold under the name Microglass Metashine REFSX 2025 PS by Toyal.
- Particles comprising a glass substrate coated with nickel/chromium/molybdenum alloy are sold under the names Crystal Star GF 550 and GF 2525 by this same company.
- Use may also be made of particles comprising a metal substrate, such as silver, aluminum, iron, chromium, nickel, molybdenum, gold, copper, zinc, tin, magnesium, steel, bronze or titanium, said substrate being coated with at least one layer of at least one metal oxide, such as titanium oxide, aluminum oxide, iron oxide, cerium oxide, chromium oxide, silicon oxides and mixtures thereof.
- a metal substrate such as silver, aluminum, iron, chromium, nickel, molybdenum, gold, copper, zinc, tin, magnesium, steel, bronze or titanium
- pigments with an interference effect which are not attached to a substrate, such as liquid crystals (Helicones HC from Wacker) or interference holographic glitter (Geometric Pigments or Spectra f/x from Spectratek).
- Special effect pigments also comprise fluorescent pigments, whether these are substances which are fluorescent in daylight or which produce an ultraviolet fluorescence, phosphorescent pigments, photochromic pigments, thermochromic pigments and quantum dots, for example sold by Quantum Dots Corporation.
- the size of the pigment used in the composition according to the present invention is generally between 10 nm and 200 pm, preferably between 20 nm and 80 pm and more preferentially between 30 nm and 50 pm.
- the pigments can be dispersed in the composition by virtue of a dispersing agent.
- the dispersing agent serves to protect the dispersed particles from the agglomeration or flocculation thereof.
- This dispersing agent can be a surfactant, an oligomer, a polymer or a mixture of several of them carrying one or more functionalities having a strong affinity for the surface of the particles to be dispersed. In particular, they can become attached physically or chemically to the surface of the pigments.
- These dispersants additionally exhibit at least one functional group compatible with or soluble in the continuous medium.
- esters of 12-hydroxy stearic acid in particular, and of Cx to C20 fatty acid and of polyol, for instance glycerol or diglycerol, such as poly( 12-hydroxy stearic acid) stearate with a molecular weight of approximately 750 g/mol, such as that sold under the name of Solsperse 21 000 by Avecia, polyglyceryl-2 dipolyhydroxystearate (CTFA name), sold under the reference Dehymyls PGPH by Henkel, or polyhydroxystearic acid, such as that sold under the reference Arlacel PI 00 by Uniqema, and mixtures thereof.
- polyol for instance glycerol or diglycerol
- poly( 12-hydroxy stearic acid) stearate with a molecular weight of approximately 750 g/mol such as that sold under the name of Solsperse 21 000 by Avecia, polyglyceryl-2 dipolyhydroxystearate (CTFA name), sold under the reference Dehymy
- the pigments used in the composition can be surface-treated with an organic agent.
- the pigments surface-treated beforehand of use in the context of the invention are pigments which have been completely or partially subjected to a surface treatment of chemical, electronic, electrochemical, mechanochemical or mechanical nature with an organic agent, such as those which are described in particular in Cosmetics and Toiletries, February 1990, Vol. 105, pages 53-64, before being dispersed in the composition in accordance with the invention.
- organic agents can, for example, be chosen from waxes, for example carnauba wax and beeswax; fatty acids, fatty alcohols and their derivatives, such as stearic acid, hydroxystearic acid, stearyl alcohol, hydroxystearyl alcohol and lauric acid and their derivatives; anionic surfactants; lecithins; sodium, potassium, magnesium, iron, titanium, zinc or aluminum salts of fatty acids, for example aluminum stearate or laurate; metal alkoxides; polyethylene; (meth)acrylic polymers, for example polymethyl methacrylates; polymers and copolymers containing acrylate units; alkanolamines; silicone compounds, for example silicones, in particular polydimethylsiloxanes; organofluorine compounds, for example perfluoroalkyl ethers; or fluorosilicone compounds.
- waxes for example carnauba wax and beeswax
- the surface-treated pigments of use in the composition may also have been treated with a mixture of these compounds and/or may have undergone several surface treatments.
- the surface-treated pigments of use in the context of the present invention can be prepared according to surface treatment techniques well known to those skilled in the art or found as such commercially.
- the surface-treated pigments are covered with an organic layer.
- the organic agent with which the pigments are treated can be deposited on the pigments by evaporation of solvent, chemical reaction between the molecules of the surface agent or creation of a covalent bond between the surface agent and the pigments.
- the surface treatment can thus be carried out, for example, by chemical reaction of a surface agent with the surface of the pigments and creation of a covalent bond between the surface agent and the pigments or fillers. This method is described in particular in the patent US 4 578 266.
- the agent for the surface treatment can represent from 0.1% to 50% by weight of the total weight of the surface-treated pigment, preferably from 0.5% to 30% by weight and more preferentially still from 1% to 20% by weight of the total weight of the surface-treated pigment.
- the surface treatments of the pigments are chosen from the following treatments:
- PEG-silicone treatment for instance the AQ surface treatment sold by LCW;
- methicone treatment for instance the SI surface treatment sold by LCW;
- dimethicone treatment for instance the Covasil 3.05 surface treatment sold by LCW;
- dimethicone/trimethyl siloxysilicate treatment for instance the Covasil 4.05 surface treatment sold by LCW;
- a magnesium myristate treatment for instance the MM surface treatment sold by LCW;
- an aluminum dimyri state treatment such as the MI surface treatment sold by Miyoshi;
- an isostearyl sebacate treatment for instance the HS surface treatment sold by Miyoshi;
- an acrylate/dimethicone copolymer and perfluoroalkyl phosphate treatment for instance the FSA surface treatment sold by Daito;
- a polymethylhydrogenosiloxane/perfluoroalkyl phosphate treatment for instance the FS01 surface treatment sold by Daito;
- an acrylate/dimethicone copolymer treatment for instance the ASC surface treatment sold by Daito;
- an isopropyl titanium triisostearate treatment for instance the ITT surface treatment sold by Daito;
- an acrylate copolymer treatment for instance the APD surface treatment sold by Daito;
- PF + ITT surface treatment sold by Daito.
- the dispersing agent is present with organic or inorganic pigments in particulate form of submicronic size in the dye composition.
- Submicronic is understood to mean pigments, the particle size of which has been micronized by a micronization method and the mean particle size of which is less than a micrometer (pm), in particular between 0.1 and 0.9 pm, and preferably between 0.2 and 0.6 pm.
- the dispersing agent and the pigment(s) are present in an amount (dispersantpigment) of between 1: 4 and 4: 1, particularly between 1.5: 3.5 and 3.5: 1 or better still between 1.75: 3 and 3: 1.
- the dispersing agent(s) can thus have a silicone backbone, such as silicone polyether and dispersing agents of aminosilicone type other than the alkoxysilanes described above. Mention may be made, among the suitable dispersing agents, of: - amino silicones, i.e. silicones comprising one or more amino groups such as those sold under the names and references: BYK LPX 21879 by BYK, GP-4, GP-6, GP-344, GP-851, GP-965, GP-967 and GP-988-1, sold by Genesee Polymers,
- Tego® RC 902 Tego® RC 922, Tego® RC 1041, and Tego® RC 1043, sold by Evonik
- PDMS polydimethylsiloxane
- carboxyl groups such as X- 22162 and X- 22370 by Shin-Etsu
- epoxy silicones such as GP-29, GP-32, GP-502, GP-504, GP-514, GP- 607, GP-682, and GP-695 by Genesee Polymers, or Tego® RC 1401, Tego® RC 1403, Tego® RC 1412 by Evonik.
- the dispersing agent(s) are of aminosilicone type, other than the alkoxysilanes described above, and are cationic.
- the pigment(s) is (are) chosen from mineral, mixed mineral-organic or organic pigments.
- the pigment(s) according to the invention are organic pigments, preferentially organic pigments surface-treated with an organic agent chosen from silicone compounds.
- the pigment(s) according to the invention are mineral pigments.
- composition may comprise one or more direct dyes.
- Direct dye is understood to mean natural and/or synthetic dyes, other than oxidation dyes. These are dyes that will diffuse superficially over the fiber.
- They can be ionic or nonionic, preferably anionic, cationic or nonionic.
- Suitable direct dyes comprise azo direct dyes; (poly)methine dyes, such as cyanines, hemicyanines and styryls; carbonyl dyes; azine dyes; nitro(hetero)aryl dyes; tri(hetero)arylmethane dyes; porphyrin dyes; phthalocyanine dyes and natural direct dyes, alone or in the form of mixtures.
- the direct dyes are preferably cationic direct dyes. Mention may be made of the hydrazono cationic dyes of the formulae (IV) and (V), and of the azo cationic dyes (VI) and (VII) below:
- Het + represents a cationic heteroaryl radical, preferentially bearing an endocyclic cationic charge, such as imidazolium, indolium or pyridinium, which is optionally substituted, preferentially with at least one (Ci-Cs) alkyl group such as methyl;
- Ar + represents an aryl radical, such as phenyl or naphthyl, bearing an exocyclic cationic charge, preferentially ammonium, particularly tri(Ci-C 8 )alkylammonium, such as trimethylammonium;
- Ar represents an aryl group, in particular phenyl, which is optionally substituted, preferentially with one or more electron-donating groups such as i) optionally substituted (Ci- Cs)alkyl, ii) optionally substituted (Ci-C 8 )alkoxy, iii) (di)(Ci-C 8 )(alkyl)amino optionally substituted on the alkyl group(s) with a hydroxyl group, iv) aryl(Ci-C 8 )alkylamino, v) optionally substituted N-(Ci-C 8 )alkyl-N-aryl(Ci-C 8 )alkylamino or alternatively Ar represents a julolidine group;
- - Ar represents an optionally substituted (hetero)aryl group, such as phenyl or pyrazolyl, which are optionally substituted, preferentially with one or more (Ci-C 8 )alkyl, hydroxyl, (di)(Ci-C 8 )(alkyl)amino, (Ci-C 8 )alkoxy or phenyl groups;
- Ra and Rb which may be identical or different, represent a hydrogen atom or a (Ci- C 8 )alkyl group, which is optionally substituted, preferentially with a hydroxyl group; or else the substituent Ra with a substituent of Het + and/or Rb with a substituent of Ar form, together with the atoms that bear them, a (hetero)cycloalkyl; in particular, Ra and Rb represent a hydrogen atom or a (Ci-C4)alkyl group optionally substituted with a hydroxyl group;
- - Q represents an organic or mineral anionic counterion, such as a halide or an alkyl sulfate.
- R 1 represents a (Ci-C4)alkyl group such as methyl
- R 2 and R 3 which may be identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, such as methyl;
- R 4 represents a hydrogen atom or an electron-donating group such as optionally substituted (Ci-Cx)alkyl, optionally substituted (Ci-Cx)alkoxy, or (di)(Ci-C 8 )(alkyl)amino optionally substituted on the alkyl group(s) with a hydroxyl group; particularly, R 4 is a hydrogen atom,
- - Z represents a CH group or a nitrogen atom, preferentially CH
- - Q is an anionic counterion as defined above, in particular a halide, such as chloride, or an alkyl sulfate, such as methyl sulfate or mesylate.
- the dyes of formulae (VIII) and (IX) are chosen from Basic Red 51, Basic Yellow 87 and Basic Orange 31 or their derivatives with Q an anionic counterion as defined above, particularly a halide, such as chloride, or an alkyl sulfate, such methyl sulfate or mesylate.
- the direct dyes can be chosen from anionic direct dyes.
- the anionic direct dyes of the invention are dyes commonly referred to as "acid" direct dyes for their affinity for alkaline substances.
- “Anionic direct dye” is understood to mean any direct dye comprising in its structure at least one CO 2 R or SO 3 R substituent with R denoting a hydrogen atom or a cation originating from a metal or from an amine, or an ammonium ion.
- the anionic dyes can be chosen from acid nitro direct dyes, acid azo dyes, acid azine dyes, acid triarylmethane dyes, acid indoamine dyes, acid anthraquinone dyes, indigoids and acid natural dyes.
- R7, Re, R9, Rio, R’7, R’S, R’9 and R’IO which may be identical or different, represent a hydrogen atom or a group chosen from:
- X, X’ and X which may be identical or different, representing an oxygen or sulfur atom, or NR with R representing a hydrogen atom or an alkyl group;
- R representing a hydrogen atom or an alkyl group, an aryl, (di)(alkyl)amino or aryl(alkyl)amino group; preferentially a phenylamino or phenyl group;
- aryl(alkyl)amino optionally substituted with one or more groups chosen from i) nitro; ii) nitroso; iii) (0) 2 S(0 )-, M + and iv) alkoxy with M + as defined above;
- Ar-N N- with Ar representing an optionally substituted aryl group, preferentially a phenyl optionally substituted with one or more alkyl, (0) 2 S(0 )-, M + or phenylamino groups;
- - W represents a sigma bond s, an oxygen or sulfur atom, or a divalent radical i) -NR- with R as defined above, or ii) methylene -C(Ra)(Rb)- with Ra and Rb, which may be identical or different, representing a hydrogen atom or an aryl group, or alternatively Ra and Rb form, together with the carbon atom that bears them, a spiro cycloalkyl; preferentially, W represents a sulfur atom or Ra and Rb together form a cyclohexyl; it being understood that formulae (X) and (X’) comprise at least one sulfonate radical (0) 2 S(0-)-, M+ or one carboxylate radical (O)CO— , M+ on one of the rings A, A', B, B' or C; preferentially sodium sulfonate;
- dyes of formula (X) of: Acid Red 1, Acid Red 4, Acid Red 13, Acid Red 14, Acid Red 18, Acid Red 27, Acid Red 28, Acid Red 32, Acid Red 33, Acid Red 35, Acid Red 37, Acid Red 40, Acid Red 41, Acid Red 42, Acid Red 44, Pigment Red 57, Acid Red 68, Acid Red 73, Acid Red 135, Acid Red 138, Acid Red 184, Food Red 1, Food Red 13, Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Orange 19, Acid Orange 20, Acid Orange 24, Yellow 6, Acid Yellow 9, Acid Yellow 36, Acid Yellow 199, Food Yellow 3, Acid Violet 7, Acid Violet 14, Acid Blue 113, Acid Blue 117, Acid Black 1, Acid Brown 4, Acid Brown 20, Acid Black 26, Acid Black 52, Food Black 1, Food Black 2, Food Yellow 3 or Sunset Yellow;
- dyes of formula (C') of: Acid Red 111, Acid Red 134 or Acid Yellow 38;
- Rii, Ri 2 and R 13 which may be identical or different, represent a hydrogen or halogen atom, an alkyl group or -(0) 2 S(0-), M+ with M+ as defined above;
- - Ri4 represents a hydrogen atom, an alkyl group or a group -C(0)0-, M+ with M+ as defined above;
- - Ri5 represents a hydrogen atom;
- Ri 6 represents an oxo group, in which case R’i 6 is absent, or alternatively R15 with Ri 6 together form a double bond;
- Ri7 and Ris which may be identical or different, represent a hydrogen atom, or a group chosen from:
- Ar-0-S(0) 2 - with Ar representing an optionally substituted aryl group; preferentially a phenyl optionally substituted with one or more alkyl groups;
- R’i 6 , R’i9 and R’2o which may be identical or different, represent a hydrogen atom or an alkyl or hydroxyl group
- R21 represents a hydrogen atom or an alkyl or alkoxy group
- R a represents a hydrogen atom and R b represents an aryl group
- - Y represents either a hydroxyl group or an oxo group
- formulae (XI) and (CG) comprise at least one sulfonate radical (0) 2 S(0-)-, M+ or one carboxylate radical -C(0)0-, M+ on one of the rings D or E; preferentially sodium sulfonate;
- R22, R-23, R-24, R-25, R26 and R27 which may be identical or different, represent a hydrogen atom, a halogen atom or a group chosen from:
- Z' represents a hydrogen atom or an NR28R29 group with R28 and R29, which may be identical or different, representing a hydrogen atom or a group chosen from:
- - aryl optionally substituted with one or more groups, particularly i) alkyl such as methyl, n- dodecyl, n-butyl; ii) (0) 2 S(0-)-, M+ with M+ as defined above; iii) R°-C(X)-X’-, R°-X’- C(X)-, R°-X’-C(X)-X”- with R°, X, X’ and X” as defined above, preferentially R° represents an alkyl group;
- Z represents a group chosen from hydroxyl and NR’28R’29 with R’28 and R’29, which may be identical or different, representing the same atoms or groups as R28 and R29 as defined above; it being understood that formulae (XII) and (CIG) comprise at least one sulfonate radical (0) 2 S(0-)-, M+ or one carboxylate radical C(0)0-, M+; preferentially sodium sulfonate;
- dyes of formula (XII) of: Acid Blue 25, Acid Blue 43, Acid Blue 62, Acid Blue 78, Acid Blue 129, Acid Blue 138, Acid Blue 140, Acid Blue 251, Acid Green 25, Acid Green 41, Acid Violet 42, Acid Violet 43, Mordant Red 3; EXT violet No. 2; and, as an example of a dye of formula (CIG), mention may be made of: Acid Black 48;
- R-31 and R32 which may be identical or different, represent a hydrogen atom, a halogen atom or a group chosen from:
- alkoxy optionally substituted with one or more hydroxyl groups, alkylthio optionally substituted with one or more hydroxyl groups;
- R30, R31 and R32 represent a hydrogen atom
- Rc and Rd which may be identical or different, represent a hydrogen atom or an alkyl group
- W is as defined above; W particularly represents an -NH- group;
- ALK represents a linear or branched divalent C1-C6 alkylene group; in particular, ALK represents a -CH2-CH2- group;
- - u is 0 or 1 ;
- J represents a nitro or nitroso group; particularly nitro
- J represents an oxygen or sulfur atom, or a divalent radical -S(0)m- with m representing an integer 1 or 2; preferentially, J represents an -SO2- radical;
- - M represents a hydrogen atom or a cationic counterion; , which may be present or absent, represents a benzo group optionally substituted with one or more groups R30 as defined above; it being understood that formulae (XIII) and (CIIG) comprise at least one sulfonate radical (0) 2 S(0-)-, M+ or one carboxylate radical -C(0)0-, M+; preferentially sodium sulfonate.
- dyes of formula (XIII), of: Acid Brown 13 and Acid Orange 3 mention may be made, as examples of dyes of formula (CPG), of: Acid Yellow 1, sodium salt of 2,4-dinitro-l-naphthol-7-sulfonic acid, 2-piperidino-5- nitrobenzenesulfonic acid, 2-(4'-N,N-(2"-hydroxyethyl)amino-2'-nitro)anilineethanesulfonic acid, 4-P-hydroxyethylamino-3-nitrobenzenesulfonic acid; Ext. D&C Yellow 7;
- R 33 , R 34 , R 35 and R 36 which may be identical or different, represent a hydrogen atom or a group chosen from alkyl, optionally substituted aryl and optionally substituted arylalkyl; particularly an alkyl and benzyl group optionally substituted with a group (0) m S(0 )-, M + with M + and m as defined above;
- R37, R-38, R39, R40, R41, R42, R43 and R44 which may be identical or different, represent a hydrogen atom or a group chosen from:
- X, X’ and X which may be identical or different, representing an oxygen or sulfur atom, or NR with R representing a hydrogen atom or an alkyl group;
- R41 with R42 or R42 with R43 or R43 with R44 together form a fused benzo group: G; with G optionally substituted with one or more groups chosen from i) nitro; ii) nitroso; iii) (0) 2 S(0-)-, M+; iv) hydroxyl; v) mercapto; vi) (di)(alkyl)amino; vii) R°-C(X)-X’-; viii) R°-X’-C(X)- and ix) R°-X’-C(X)-X”-; with M+, R°, X, X’ and X” as defined above; in particular, R37 to R40 represent a hydrogen atom, and R41 to R44, which may be identical or different, represent a hydroxyl group or (0) 2 S(0-)-, M+; and when R43 with R44 together form a benzo group, it is preferentially substitute
- dyes of formula (XIV) of: Acid Blue 1, Acid Blue 3, Acid Blue 7, Acid Blue 9, Acid Violet 49, Acid Green 3, Acid Green 5 and Acid Green 50;
- R45, R-46, R47 and R48 which may be identical or different, represent a hydrogen or halogen atom
- R49, R50, R51 and R52 which may be identical or different, represent a hydrogen or halogen atom, or a group chosen from:
- R53, R54, R55 and R48 represent a hydrogen or halogen atom
- G represents an oxygen or sulfur atom or a group NRe with Re as defined above; particularly G represents an oxygen atom;
- - L represents an alkoxide 0-, M+; a thioalkoxide S-, M+ or a group NRf, with Rf representing a hydrogen atom or an alkyl group, and M+ as defined above; M+ is particularly sodium or potassium;
- L' represents an oxygen or sulfur atom or an ammonium group: N+RfRg, with Rf and Rg, which may be identical or different, representing a hydrogen atom or an optionally substituted alkyl or aryl group; L’ particularly represents an oxygen atom or a phenylamino group optionally substituted with one or more alkyl or (0) m S(0-)-, M+ groups with m and M+ as defined above;
- Q and Q’ which may be identical or different, represent an oxygen or sulfur atom; particularly, Q and Q’ represent an oxygen atom;
- R53, R54, R55, R56, R57, R58, R59 and R50 which may be identical or different, represent a hydrogen atom or a group chosen from:
- X, X’ and X which may be identical or different, representing an oxygen or sulfur atom, or NR with R representing a hydrogen atom or an alkyl group;
- G represents an oxygen or sulfur atom or a group NRe with Re as defined above; particularly, G represents an oxygen atom;
- formula (XVI) comprises at least one sulfonate radical (0) 2 S(0-)-, M+ or one carboxylate radical -C(0)0-, M+; preferentially sodium sulfonate.
- R 6I represents a hydrogen or halogen atom or an alkyl group
- R62, R63 and R54 which may be identical or different, represent a hydrogen atom or a group (0) 2 S(0-)-, M+ with M+ representing a hydrogen atom or a cationic counterion; or alternatively R 6i with Rr > 2, or R 6i with Rr > 4, together form a benzo group optionally substituted with one or more groups (0) 2 S(0-)-, M+ with M+ representing a hydrogen atom or a cationic counterion; it being understood that formula (XVII) comprises at least one sulfonate radical (0) 2 S(0-)-, M+, preferentially sodium sulfonate.
- the direct dyes are chosen from anionic direct dyes.
- the coloring agent(s) can be present in a total amount ranging from 0.001% to 15% by weight, preferably from 0.005% to 10% by weight, with respect to the total weight of the composition.
- the pigments can be present in a total amount ranging from 0.05% to 15% by weight, preferably from 0.1% to 10% by weight, with respect to the total weight of the composition.
- the direct dye(s) can be present in a total amount ranging from 0.001% to 10% by weight of the total weight of the composition, preferably from 0.005% to 5% by weight of the total weight of the composition.
- the composition according to the invention may comprise water.
- the water is present in a content ranging from 0.1% to 50% by weight, more preferentially from 0.5% to 40% by weight, with respect to the total weight of the composition.
- the composition can comprise less than 2% by weight of water, with respect to the total weight of the composition.
- the composition is free of water (zero content).
- the water is not added during the preparation of the composition, but corresponds to the residual water provided by the mixed ingredients.
- composition according to the invention may comprise one or more organic solvents.
- lower C1-C4 alkanols such as ethanol and isopropanol
- polyols and polyol ethers such as 2-butoxy ethanol, propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and diethylene glycol monomethyl ether
- aromatic alcohols such as benzyl alcohol or phenoxyethanol, and mixtures thereof.
- the composition comprises one or more organic solvents chosen from lower C1-C4 alkanols, more preferentially ethanol.
- the organic solvent(s) can be present in a total amount of inclusively between 0.1% and 90% by weight, with respect to the total weight of the composition, preferably between 1% and 85% by weight, more preferentially of inclusively between 5% and 80% by weight relative to the total weight of the composition.
- the organic solvent(s) are present in a total amount ranging 20% to 90% by weight, preferentially from 40% to 85% by weight, more preferentially from 50% to 80% by weight, relative to the total weight of the composition.
- composition may also contain any adjuvant or additive usually used.
- composition according to the invention may in particular be in the form of a suspension, a dispersion or a gel, in the form of a cream, a mousse, a stick, a dispersion of vesicles, in particular of ionic or nonionic lipids, a two-phase or multi-phase lotion, an anhydrous liquid or an anhydrous gel.
- the cosmetic composition according to the invention is an anhydrous liquid or an anhydrous gel.
- the composition according to the invention comprises 3 -aminopropyltri ethoxy silane (APTES), at least one nonamino silicone of formula (II) as described above and at least one pigment.
- APTES 3 -aminopropyltri ethoxy silane
- the composition according to the invention comprises 3 -aminopropyltri ethoxy silane (APTES), at least one nonamino silicone of formula (III) as described above and at least one pigment.
- APTES 3 -aminopropyltri ethoxy silane
- the present invention also relates to a process for the cosmetic treatment, in particular the dyeing, of keratin fibers such as the hair, wherein the composition as described above is applied to said fibers.
- the composition according to the invention is a composition for dyeing keratin fibers, such as the hair.
- composition according to the invention can be used on wet or dry keratin fibers, and also on all types of fair or dark, natural or dyed, permanent-waved, bleached or relaxed, fibers.
- the fibers are washed before application of the composition described above.
- the application of the dye composition to the keratin fibers can be carried out by any conventional means, in particular by means of a comb, a fine brush, a coarse brush or with the fingers.
- the dyeing process i.e. application of the dye composition to the keratin fibers, is generally carried out at ambient temperature (between 15°C and 25°C).
- the fibers may be left to dry or may be dried, for example at a temperature of greater than or equal to 30°C.
- the process according to the invention may comprise a step of applying heat to the keratin fibers using a heating tool.
- a waiting time of at least 30 seconds, preferably of at least 1 minute and more preferentially of at least 5 minutes, before the step of applying heat to the keratin fibers.
- the heat application step of the process of the invention can be carried out using a hood, a hairdryer, a straightening iron, a curling iron, a climazon, and the like.
- the heat application step of the process of the invention is carried out using a hairdryer and/or a straightening iron.
- the step of applying heat to the keratin fibers takes place after the application of the composition to the keratin fibers.
- a mechanical action may be exerted on the locks, such as combing, brushing or running the fingers through.
- the temperature is preferably between 30°C and 110°C, preferentially between 50°C and 90°C.
- the temperature is preferably between 110°C and 220°C, preferably between 140°C and 200°C.
- the process of the invention employs a step (bl) of applying heat using a hood, a hairdryer or a climazon, preferably a hairdryer, and a step (b2) of applying heat using a straightening or curling iron, preferably a straightening iron.
- Step (bl) can be carried out before step (b2).
- the fibers may be dried, for example at a temperature above or equal to 30°C. According to one particular embodiment, this temperature is above 40°C. According to a particular embodiment, this temperature is above 45°C and below 110°C.
- the fibers are dried, they are dried, in addition to a supply of heat, with a flow of air. This flow of air during the drying makes it possible to improve the individualization of the coating.
- a mechanical action may be exerted on the locks, such as combing, brushing or running the fingers through.
- step (b2) the passage of the straightening or curling iron, preferably the straightening iron, can be carried out at a temperature ranging from 110°C to 220°C, preferably between 140°C and 200°C.
- the composition according to the invention prefferably, after application of the composition according to the invention to the keratin fibers and after optionally a step of applying heat to the keratin fibers, there is a waiting time of at least 30 minutes before the first shampooing operation, preferably at least 1 h before the first shampooing operation, more preferentially at least 10 h before the first shampooing operation, better still at least 24 h before the first shampooing operation.
- the present invention also relates to a process for treating keratin fibers such as the hair, comprising the following steps: a) applying to the keratin fibers a composition as defined above, and b) applying to the dyed keratin fibers a makeup-removing composition preferably comprising at least one hydrocarbon-based oil.
- the present invention also relates to a kit for treating keratin fibers such as the hair, comprising a composition as defined above, and a makeup-removing composition comprising at least one hydrocarbon-based oil.
- the process according to the invention may comprise a step of applying a makeup-removing composition to dyed keratin fibers such as the hair.
- This step may take place following the dyeing of the keratin fibers by the dye composition according to the invention after the optional step of applying heat to the keratin fibers, or after a defined time, i.e. days or weeks, after the application of the dye composition to the keratin fibers and the optional step of applying heat to the keratin fibers.
- the makeup-removing composition may correspond to a makeup-removing composition conventionally used in cosmetics.
- the makeup-removing composition comprises at least one hydrocarbon-based oil.
- the hydrocarbon-based oil(s) are chosen from synthetic esters of formula R1COOR2 wherein Ri represents a fatty acid residue including from 8 to 29 carbon atoms, and R2 represents a branched or unbranched hydrocarbon-based chain containing from 3 to 30 carbon atoms, and mixtures thereof, more preferentially from isopropyl myristate, isononyl isononanoate and/or mixtures thereof.
- the application of the dye composition to the keratin fibers such as the hair is carried out before the application of the makeup-removing composition.
- the step of applying heat to the keratin fibers may be performed after the application of the dye composition and before the application of the makeup-removing composition to the keratin fibers.
- the application of the makeup-removing composition may be performed on dry dyed keratin fibers or wet dyed keratin fibers and also on all types of fibers.
- the makeup-removing process is generally performed at ambient temperature (between 15°C and 25°C).
- the application of the makeup-removing composition may be performed immediately after the application of the dye composition (i.e. a few minutes to a few hours after the application of the dye composition), or in the days or weeks following the application of the dye composition.
- the makeup-removing composition may be applied with the aid of any suitable support, which is in particular capable of absorbing it, for example a fibrous makeup- removing disk, for example a woven or nonwoven fabric, cotton wool, a flocked film, a sponge, a wipe, or a twisted or injection- molded mascara application brush.
- a fibrous makeup- removing disk for example a woven or nonwoven fabric, cotton wool, a flocked film, a sponge, a wipe, or a twisted or injection- molded mascara application brush.
- the makeup-removing composition may be contained in a container and taken up gradually each time makeup is removed.
- the makeup-removing composition impregnates the support used for makeup removal, the support possibly being packaged, in this case, for example in leaktight packaging.
- the keratin fibers After the makeup-removing composition has been used, it is possible for the keratin fibers not to be rinsed. As a variant, they may be rinsed. The rinsing may be performed, for example, with running water, without addition of a soap.
- the present invention also relates to the use of the composition as described above, for the cosmetic treatment, in particular the dyeing, of keratin fibers, in particular keratin fibers such as the hair.
- the temperature is given in degrees Celsius and corresponds to ambient temperature (20-25°C), unless otherwise indicated, and the pressure is atmospheric pressure, unless otherwise indicated.
- compositions are prepared (in g/100 g, AM: Active material): [00244] [Table 1]
- composition A is applied to locks of dry natural hair having 90% white hairs, in a proportion of 1 g of composition per gram of lock.
- the locks of hair are left at ambient temperature for 24 hours.
- the locks of hair thus dyed are then subjected to a test of several repeated shampoo washes so as to evaluate the fastness (persistence) of the coloring obtained with respect to shampoo washes, according to the shampoo wash protocol described below.
- L* represents the intensity of the color
- a* indicates the green/red color axis
- b* indicates the blue/yellow color axis.
- L*a*b* represent the values measured after dyeing the hair and after performing the shampoo washes
- L*oao*bo* represent the values measured after dyeing the hair but before shampoo washes.
- the colored coating of the keratin fibers obtained with composition A according to the invention shows good persistence with respect to shampoo washes. Specifically, the locks of hair dyed with composition A according to the invention and washed with five shampoo washes show good persistence of the color.
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Abstract
The present invention relates to a composition for treating keratin fibers such as the hair, comprising: - at least one alkoxysilane chosen from the compounds of formula (I), oligomers thereof and/or mixtures thereof; - at least one non amino silicone of formula (II) below: (II), and, - at least one coloring agent chosen from pigments, direct dyes and mixtures thereof.
Description
Composition comprising at least one alkoxysilane of formula (I), at least one non amino silicone of formula (II) and at least one coloring agent
[0001] The present invention relates to a composition for treating keratin fibers such as the hair, comprising at least one alkoxysilane chosen from the compounds of formula (I), at least one non amino silicone of formula (II) and at least one coloring agent chosen from pigments, direct dyes and mixtures thereof.
Technical field
[0002] In the field of the dyeing of keratin fibers, in particular human keratin fibers, it is already known practice to dye keratin fibers via various techniques starting from direct dyes or pigments for nonpermanent dyeing or from dye precursors for permanent dyeing.
[0003] There are essentially three types of process for dyeing the hair:
[0004] a) "permanent" dyeing, the function of which is to afford a substantial modification to the natural color and which employs oxidation dyes which penetrate into the hair fiber and forms the dye via an oxidative condensation process;
[0005] b) nonpermanent, semipermanent or direct dyeing, which does not employ the oxidative condensation process and withstands four or five shampoo washes; it consists in dyeing keratin fibers with dye compositions containing direct dyes;
[0006] c) temporary dyeing, which gives rise to a modification to the natural color of the head of hair which remains from one shampooing operation to the next, and which serves to enhance or correct a shade which has already been obtained. It can also be likened to a "makeup" process.
[0007] For this last type of dyeing, it is known practice to use colored polymers formed by grafting one or more dyes of azo, triphenylmethane, azine, indoamine or anthraquinone nature to a polymer chain. These colored polymers are not entirely satisfactory, in particular as regards the homogeneity of the coloring obtained and its resistance, not to mention the problems associated with their manufacture and in particular with their reproducibility.
[0008] Another dyeing method consists in using pigments. Specifically, the use of pigment at the surface of keratin fibers generally makes it possible to obtain visible colorings on dark hair, since the surface pigment masks the natural color of the fiber. However, the colorings obtained via this dyeing method exhibit the disadvantage of having poor resistance to
shampooing operations and also to external agents, such as sebum, perspiration, brushing and/or rubbing actions.
[0009] In addition, there are no effective makeup-removing compositions for removing this type of temporary dye composition when it is persistent with respect to shampoo washing.
[0010] The need thus remains to have available a composition for treating keratin fibers, in particular the hair, which exhibits the advantage of obtaining a homogeneous and smooth colored coating on the hairs, while forming a covering which is persistent toward shampooing operations and to the various attacking factors to which the hair may be subjected, such as brushing and/or rubbing actions, without degrading the hair. There is also a need to be able to eliminate this colored coating when so desired.
[0011] Thus, the aim of the present invention is to develop a composition for treating keratin fibers, in particular the hair, which exhibits the advantage of obtaining a homogeneous and smooth colored coating on the hairs, while forming a coating which is persistent toward shampooing operations and to the various attacking factors to which the hair may be subjected, such as brushing and/or rubbing actions, without degrading the hair. Advantageously, the colored coating can be readily removed when so desired.
Disclosure of the invention
[0012] The present invention relates to a composition for treating keratin fibers such as the hair, comprising: a) at least one alkoxysilane chosen from the compounds of formula (I) as described below, oligomers thereof and/or mixtures thereof; b) at least one non amino silicone of formula (II) as described below; and c) at least one coloring agent chosen from pigments, direct dyes and mixtures thereof.
[0013] The present invention also relates to a process for the cosmetic treatment, in particular the dyeing, of keratin fibers such as the hair, wherein the composition as described below is applied to said fibers.
[0014] The present invention also relates to the use of composition as described below for the cosmetic treatment of, in particular for dyeing, keratin fibers such as the hair.
[0015] Through the use of this composition, colored coatings are obtained on the hair that make it possible to obtain a coloring that is visible on all types of hair in a manner that is
persistent with respect to shampoo washing, while at the same time preserving the physical qualities of the keratin fibers. Such a coating may be resistant to the external attacking factors to which the hair may be subjected, such as blow drying and perspiration. It makes it possible in particular to obtain a smooth and uniform deposit.
[0016] For the purposes of the present invention, " coloring which is persistent with regard to shampooing operations " is understood to mean that the coloring obtained persists after one shampooing operation, preferably after three shampooing operations, more preferentially after five shampooing operations.
[0017] Advantageously, the colored coating thus obtained can be readily eliminated by means of a makeup-removing composition.
[0018] The expression "at least one " means one or more.
[0019] The invention is not limited to the examples illustrated. The characteristics of the various examples can in particular be combined within variants which are not illustrated.
[0020] For the purposes of the present invention and unless otherwise indicated,
- an “ alkyF radical denotes a linear or branched saturated radical containing, for example, from 1 to 20 carbon atoms;
- an " aminoalkyl " radical denotes an alkyl radical as defined above, said alkyl radical comprising an NFF group;
- a “ cycloalkyF radical denotes a cyclic saturated hydrocarbon-based group comprising from 1 to 3 rings, preferably 2 rings, and comprising from 3 to 20 carbon atoms, preferably between 5 and 10 carbon atoms, such as cyclopentyl, cyclohexyl, cycloheptyl, norbornyl, or isobornyl, the cycloalkyl radical possibly being substituted with one or more (Ci-C4)alkyl groups such as methyl;
- an “ aryF radical is a cyclic unsaturated aromatic radical comprising from 6 to 12 carbon atoms, which is mono- or bicyclic, fused or unfused; preferably, the aryl group comprises 1 ring containing 6 carbon atoms, such as phenyl;
- an “ alkoxy ” radical denotes an “alkyl-oxy” radical with “ alkyF as defined above.
[0021] Composition for treating keratin fibers according to the invention is preferably a composition for dyeing keratin fibers such as the hair.
[0022] " Keratin fibers " is understood particularly to mean human keratin fibers, such as the hair, eyelashes, eyebrows and body hair, preferentially the hair, eyebrows and eyelashes, more preferentially still the hair.
[0023] Alkoxysilane of formula (I):
[0024] The composition according to the invention comprises at least one alkoxysilane chosen from the compounds of formula (I) below, oligomers thereof and/or mixtures thereof:
[0026] wherein:
- Ra and Rb, which may be identical or different, represent a hydrogen atom; an alkyl group containing from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms and in particular from 1 to 4 carbon atoms; a cycloalkyl group containing from 3 to 20 carbon atoms, preferably 5 or 6 carbon atoms; an aryl group containing from 6 to 12 carbon atoms; an aminoalkyl group containing from 1 to 20 carbon atoms;
- Rc represents a hydrogen atom; an alkyl group containing from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms, more preferentially from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methyl; an alkoxy group containing from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as an ethoxy;
- Rd and Re, which may be identical or different, represent an alkyl group containing from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms, in particular from 1 to 2 carbon atoms, such as an ethyl; and
- k denotes an integer ranging from 0 to 5, in particular from 1 to 3.
[0027] "Oligomer" is understood to mean the compound(s) comprising at least two silicon atoms which are obtained by oligomerization or polymerization of the compounds of formula
(I)·
[0028] Preferably, the alkoxysilane(s) of formula (I) are such that:
- Ra and Rb, which are identical, represent a hydrogen atom; or Ra denotes a hydrogen atom and Rb denotes a cycloalkyl group containing from 3 to 20 carbon atoms, in particular 5 or 6 carbon atoms;
- Rc represents an alkyl group containing from 1 to 10 carbon atoms, in particular from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms, preferably a methyl, or an alkoxy group containing from 1 to 4 carbon atoms, preferably from 1 to 2 carbon atoms, preferably an ethoxy;
- Rd and Re, which may be identical or different, represent an alkyl group containing from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms, such as an ethyl; and
- k denotes an integer ranging from 1 to 3 and more particularly 1 or 3.
[0029] More preferentially, the alkoxysilane(s) of formula (I) are such that:
- Ra and Rb, which are identical, represent a hydrogen atom;
- Rc represents an alkoxy group containing from 1 to 4 carbon atoms, preferably from 1 to 2 carbon atoms, preferably an ethoxy;
- Rd and Re, which may be identical or different, represent an alkyl group containing from 1 to 4 carbon atoms, preferably an ethyl; and
- k denotes an integer equal to 1 or 3, preferably equal to 3.
[0030] More preferentially still, the alkoxy silane(s) of formula (I) are such that Ra and Rb represent a hydrogen atom, Rc represents an ethoxy group, Rd and Re are identical and represent an ethyl and k is equal to 3.
[0031] Among the alkoxysilanes of formula (I), the oligomers thereof and/or mixtures thereof, mention may in particular be made of 3 -aminopropyltri ethoxy silane (APTES), 3- aminopropylmethyldiethoxysilane (APMDES) and N-cyclohexylaminomethyltriethoxysilane.
[0032] APTES can, for example, be purchased from Dow Corning under the name Xiameter OFS-6011 Silane or from Momentive Performance Materials under the name Silsoft A-l 100 or from Shin-Etsu under the name KBE-903.
[0033] The compounds of formula (I) can also denote Dynasylan SIVO 210 or Dynasylan 1505, which are sold by Evonik.
[0034] The N-cyclohexylaminomethyltriethoxysilane can, for example, be purchased from Wacker under the name Geniosil XL 926.
[0035] Preferably, the alkoxysilane(s) of formula (I) are chosen from 3- aminopropyltri ethoxy silane (APTES), 3 -aminopropylmethyldi ethoxy silane (APMDES), N- cyclohexylaminomethyltri ethoxy silane and mixtures thereof, more preferentially 3- aminopropyltriethoxysilane (APTES).
[0036] The composition according to the invention may comprise one or more alkoxysilanes of formula (I), oligomers thereof and/or mixtures thereof present in a total amount ranging from 0.1% to 30% by weight, preferably from 0.5% to 25% by weight, more preferentially from 1% to 20% by weight and even better still from 5% to 20% by weight, relative to the total weight of the composition.
[0037] Non amino silicone of formula (II):
[0038] The composition according to the invention comprises at least one non amino silicone of formula (II) below:
[0040] wherein:
- Ri, which may be identical or different, independently represents an alkyl group containing from 1 to 10 carbon atoms; or an alkoxy group containing from 1 to 2 carbon atoms; or a
group -Ox-(X)p-Si(OR2)3 with X representing a saturated divalent hydrocarbon-based radical containing 1 carbon atom, and p denoting an integer ranging from 0 to 6;
- R2, which may be identical or different, independently represents an alkyl group containing from 1 to 4 carbon atoms;
- Y independently represents a saturated divalent hydrocarbon-based radical containing 1 carbon atom;
- k denotes an integer ranging from 0 to 6;
- x denotes an integer equal to 0 or 1 ;
- i denotes an integer ranging from 0 to 10, n denotes an integer ranging from 0 to 500 with n+i ranging from 4 to 510.
[0041] Preferably, the non amino silicone(s) of formula (II) are such that:
- Ri, which may be identical or different, independently represents an alkyl group containing from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms;
- R2, which may be identical or different, independently represents an alkyl group containing from 1 to 4 carbon atoms, preferably from 1 to 2 carbon atoms, such as a methyl or an ethyl;
- Y independently represents a saturated divalent hydrocarbon-based radical containing 1 carbon atom;
- k is an integer equal to 0 or 1 or 2 or 3;
- x denotes an integer equal to 0 or 1 ;
- i denotes an integer ranging from 0 to 10, n denotes an integer ranging from 0 to 500 with n+i ranging from 4 to 510.
[0042] More preferentially, the nonamino silicone(s) of formula (II) are such that:
- Ri, which may be identical or different, independently represents an alkyl group containing from 1 to 4 carbon atoms, more preferentially a methyl;
- R2, which may be identical or different, independently represents an alkyl group containing from 1 to 2 carbon atoms, such as a methyl or an ethyl;
- Y independently represents a saturated divalent hydrocarbon-based radical containing 1 carbon atom;
- k denotes an integer equal to 0 or 2;
- x denotes an integer equal to 0 or 1 ;
- i denotes an integer ranging from 0 to 10, n denotes an integer ranging from 0 to 100 with n+i ranging from 4 to 110.
[0043] Even more preferentially, the nonamino silicone(s) of formula (II) are such that:
- Ri, which may be identical or different, independently represents an alkyl group containing from 1 to 4 carbon atoms, more preferentially a methyl;
- R2, which may be identical or different, independently represents an alkyl group containing from 1 to 2 carbon atoms, more preferentially a methyl;
- Y independently represents a saturated divalent hydrocarbon-based radical containing 1 carbon atom;
- k denotes an integer equal to 2;
- x denotes an integer equal to 0;
- i denotes an integer ranging from 0 to 10, n denotes an integer ranging from 0 to 30 with n+i ranging from 4 to 40.
[0044] The term “ non amino silicons’ ’ denotes any silicone not comprising any primary, secondary or tertiary amine groups or quaternary ammonium groups.
[0045] Preferably, the non amino silicone(s) of formula (II) that may be used in the context of the invention are represented by formula (III) below:
[0046]
[0047] wherein n denotes an integer ranging from 4 to 20.
[0048] Among the non amino silicones of formula (II), mention may be made of polydimethylsiloxanes (PDMS) bearing trialkoxysilane end functions, such as those sold by Power Chemical under the name SiSiB® PF2110, or those sold by Siltech under the name Silmer TMS Di-10 or Silmer TMS Di-50.
[0049] Preferably, the non amino silicone(s) that may be used in the context of the invention have a weight-average molecular weight of between 460 and 2000 g/mol, more preferentially of between 500 and 1700 g/mol.
[0050] The composition according to the invention may comprise one or more non amino silicones of formula (II) present in a total amount ranging from 0.1% to 30% by weight, preferably from 0.5% to 25% by weight, more preferentially from 1% to 20% by weight and even more preferentially from 5% to 15% by weight, relative to the total weight of the composition.
[0051] Weight ratio:
[0052] The composition according to the invention may comprise an alkoxysilane(s) of formula (I)/non amino silicone(s) of formula (II) weight ratio ranging from 95:5 to 5: 95.
[0053] Preferably, the alkoxysilane(s) of formula (I)/non amino silicone(s) of formula (II) weight ratio varies from 90:10 to 10:90, preferentially from 80:20 to 20:80 and more preferentially from 70:30 to 30:70.
[0054] According to a specific embodiment, the APTES/non amino silicone(s) of formula
(II) weight ratio varies from 90: 10 to 10:90, preferentially from 80:20 to 20:80 and more preferentially from 70:30 to 30:70.
[0055] According to a specific embodiment, the APTES/non amino silicone(s) of formula
(III) weight ratio varies from 90:10 to 10:90, more preferentially from 70:30 to 30:70.
[0056] Coloring agent:
[0057] The composition according to the invention comprises at least one coloring agent chosen from pigments, direct dyes and mixtures thereof.
[0058] Preferably, the composition according to the invention comprises one or more pigments.
[0059] Preferably, the coloring agent(s) are chosen from pigments.
[0060] "Pigment" is understood to mean any pigment which gives color to keratin materials. Their solubility in water at 25°C and at atmospheric pressure (760 mmHg) is less than 0.05% by weight, and preferably less than 0.01% by weight.
[0061] The pigments which can be used are in particular chosen from the organic and/or mineral pigments known in the art, in particular those which are described in the Kirk-Othmer Encyclopedia of Chemical Technology and in Ullmann's Encyclopedia of Industrial Chemistry.
[0062] They can be natural, of natural origin, or non-natural.
[0063] These pigments can be provided in the pigment powder or paste form. They can be coated or uncoated.
[0064] The pigments can be chosen, for example, from mineral pigments, organic pigments, lakes, special effect pigments, such as pearlescent agents or glitter, and mixtures thereof.
[0065] The pigment can be a mineral pigment. Mineral pigment is understood to mean any pigment which corresponds to the definition of Ullmann's Encyclopedia in the Inorganic Pigments chapter. Mention may be made, among the mineral pigments of use in the present invention, of iron oxides, chromium oxides, manganese violet, ultramarine blue, chromium hydrate, ferric blue and titanium oxide.
[0066] The pigment can be an organic pigment. " Organic pigment " is understood to mean any pigment which corresponds to the definition of Ullmann's Encyclopedia in the Organic Pigments chapter.
[0067] The organic pigment can in particular be chosen from nitroso, nitro, azo, xanthene, pyrene, quinoline, anthraquinone, triphenylmethane, fluorane, phthalocyanine, metal-complex type, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyrrole, indigo, thioindigo, dioxazine, triphenylmethane and quinophthalone compounds.
[0068] In particular, the white or colored organic pigments can be chosen from carmine, carbon black, aniline black, azo yellow, quinacridone, phthalocyanine blue, the blue pigments codified in the Color Index under the references Cl 42090, 69800, 69825, 74100, 74160, the yellow pigments codified in the Color Index under the references Cl 11680, 11710, 19140, 20040, 21100, 21108, 47000, 47005, the green pigments codified in the Color Index under the references Cl 61565, 61570, 74260, the orange pigments codified in the Color Index under the references Cl 11725, 45370, 71105, the red pigments codified in the Color Index under the references Cl 12085, 12120, 12370, 12420, 12490, 14700, 15525, 15580, 15620, 15630, 15800, 15850, 15865, 15880, 26100, 45380, 45410, 58000, 73360, 73915, 75470, the pigments obtained by oxidative polymerization of indole or phenol derivatives such as are described in the patent FR 2679 771.
[0069] Mention may also be made, by way of example, of pigment pastes of organic pigments, such as the products sold by Hoechst under the names:
- Cosmenyl Yellow IOG: Yellow 3 pigment (Cl 11710);
- Cosmenyl Yellow G: Yellow 1 pigment (Cl 11680);
- Cosmenyl Orange GR: Orange 43 pigment (Cl 71105);
- Cosmenyl Red R: Red 4 pigment (Cl 12085);
- Cosmenyl Carmine FB: Red 5 pigment (Cl 12490);
- Cosmenyl Violet RL: Violet 23 pigment (Cl 51319);
- Cosmenyl Blue A2R: Blue 15.1 pigment (Cl 74160);
- Cosmenyl Green GG: Green 7 pigment (Cl 74260);
- Cosmenyl Black R: Pigment Black 7 (Cl 77266).
[0070] The pigments in accordance with the invention can also be in the form of composite pigments, such as are described in the patent EP 1 184426. These composite pigments can be composed in particular of particles including an inorganic core, at least one binder providing the fixing of the organic pigments to the core, and at least one organic pigment which at least partially covers the core.
[0071] The organic pigment can also be a lake. Lake is understood to mean dyes adsorbed onto insoluble particles, the assembly thus obtained remaining insoluble during use.
[0072] The inorganic substrates onto which the dyes are adsorbed are, for example, alumina, silica, calcium sodium borosilicate or calcium aluminum borosilicate, and aluminum.
[0073] Mention may be made, among the dyes, of carminic acid. Mention may also be made of the dyes known under the following names: D&C Red 21 (Cl 45380), D&C Orange 5 (Cl 45370), D&C Red 27 (Cl 45410), D&C Orange 10 (Cl 45425), D&C Red 3 (Cl 45430), D&C Red 4 (Cl 15510), D&C Red 33 (Cl 17200), D&C Yellow 5 (Cl 19140), D&C Yellow 6 (Cl 15985), D&C Green (Cl 61570), D&C Yellow 1 O (Cl 77002), D&C Green 3 (Cl 42053), D&C Blue 1 (Cl 42090).
[0074] Mention may be made, as an example of a lake, of the product known under the following name: D&C Red 7 (Cl 15850:1).
[0075] The pigment can also be a special effect pigment. Special effect pigments is understood to mean pigments which create in a general way a colored appearance (characterized by a certain shade, a certain vividness and a certain brightness) which is nonuniform and which changes as a function of the conditions of observation (light, temperature, angles of observation, and the like). They thereby contrast with colored pigments, which provide a conventional uniform opaque, semitransparent or transparent shade.
[0076] Several types of special effect pigments exist: those having a low refractive index, such as fluorescent or photochromic pigments, and those having a higher refractive index, such as pearlescent agents, interference pigments or glitters.
[0077] Mention may be made, as examples of special effect pigments, of pearlescent pigments, such as mica coated with titanium or with bismuth oxychloride, colored pearlescent pigments, such as mica covered with titanium and with iron oxides, mica covered with iron oxide, mica covered with titanium and in particular with ferric blue or with chromium oxide, mica covered with titanium and with an organic pigment as defined above, and also
pearlescent pigments based on bismuth oxychloride. Mention may be made, as pearlescent pigments, of the pearlescent agents Cellini sold by BASF (mica-TiCh-lake), Prestige sold by Eckart (mica-TiCk), Prestige Bronze sold by Eckart (mica-FeiCh) or Colorona sold by Merck (mica-TiCk-FeiCh).
[0078] Mention may also be made of gold-colored pearlescent agents sold in particular by BASF under the names Brilliant Gold 212G (Timica), Gold 222C (Cloisonne), Sparkle Gold (Timica), Gold 4504 (Chromalite) and Monarch Gold 233X (Cloisonne); bronze pearlescent agents sold in particular by Merck under the names Bronze Fine (17384) (Colorona) and Bronze (17353) (Colorona) and by BASF under the name Super Bronze (Cloisonne); orange pearlescent agents sold in particular by BASF under the names Orange 363C (Cloisonne) and Orange MCR 101 (Cosmica) and by Merck under the names Passion Orange (Colorona) and Matte Orange (17449) (Microna); brown-colored pearlescent agents sold in particular by BASF under the names Nu- Antique Copper 340XB (Cloisonne) and Brown CL4509 (Chromalite); pearlescent agents with a copper glint sold in particular by BASF under the name Copper 340A (Timica); pearlescent agents with a red glint sold in particular by Merck under the name Sienna Fine (17386) (Colorona); pearlescent agents with a yellow glint sold in particular by BASF under the name Yellow (4502) (Chromalite); red-colored pearlescent agents with a gold glint sold in particular by BASF under the name Sunstone GO 12 (Gemtone); pink pearlescent agents sold in particular by BASF under the name Tan Opale G005 (Gemtone); black pearlescent agents with a gold glint sold in particular by BASF under the name Nu- Antique Bronze 240 AB (Timica), blue pearlescent agents sold in particular by Merck under the name Matte Blue (17433) (Microna), white pearlescent agents with a silvery glint sold in particular by Merck under the name Xirona Silver, and golden green pinkish orangey pearlescent agents sold in particular by Merck under the name Indian Summer (Xirona), and mixtures thereof.
[0079] Mention may also be made, still as examples of pearlescent agents, of particles comprising a borosilicate substrate coated with titanium oxide.
[0080] Particles having a glass substrate coated with titanium oxide are sold in particular under the name Metashine MC1080RY by Toyal.
[0081] Finally, mention may also be made, as examples of pearlescent agents, of polyethylene terephthalate glitter, in particular that sold by Meadowbrook Inventions under the name Silver IP 0.004X0.004 (silver glitter). It is also possible to envisage multilayer pigments based on
synthetic substrates, such as alumina, silica, calcium sodium borosilicate or calcium aluminum borosilicate and aluminum.
[0082] The special effect pigments can also be chosen from reflective particles, that is to say in particular particles having a size, a structure, in particular a thickness of the layer or layers of which it is composed and their physical and chemical nature, and the surface condition which allow them to reflect incident light. This reflection may, if appropriate, have an intensity sufficient to create, at the surface of the composition or of the mixture, when the latter is applied to the support to be made up, highlight points visible to the naked eye, that is to say more luminous points which contrast with their environment by appearing to sparkle.
[0083] The reflective particles can be selected so as not to detrimentally affect, to a significant extent, the coloring effect generated by the coloring agents which are combined with them and more particularly so as to optimize this effect in terms of color rendition. They can more particularly have a yellow, pink, red, bronze, orangey, brown, gold and/or coppery color or glint.
[0084] These particles can exhibit varied forms and can in particular be in the platelet or globular form, especially the spherical form.
[0085] The reflective particles, whatever their form, may or may not exhibit a multilayer structure and, in the case of a multilayer structure, may exhibit, for example, at least one layer of uniform thickness, in particular of a reflective material.
[0086] When the reflective particles do not exhibit a multilayer structure, they can be composed, for example, of metal oxides, in particular of titanium or iron oxides obtained synthetically.
[0087] When the reflective particles exhibit a multilayer structure, they can, for example, comprise a natural or synthetic substrate, in particular a synthetic substrate, at least partially coated with at least one layer of a reflective material, in particular of at least one metal or metal material. The substrate can be made of one or more organic and/or inorganic materials.
[0088] More particularly, it can be chosen from glasses, ceramics, graphite, metal oxides, aluminas, silicas, silicates, in particular aluminosilicates and borosilicates, synthetic mica and mixtures thereof, this list not being limiting.
[0089] The reflective material can comprise a layer of metal or of a metal material.
[0090] Reflective particles are described in particular in the documents JP-A-09188830, JP- A-10158450, JP-A-10158541, JP-A-07258460 and JP-A-05017710.
[0091] Mention may also be made, still by way of example of reflective particles comprising an inorganic substrate coated with a layer of metal, of the particles comprising a borosilicate substrate coated with silver.
[0092] Particles comprising a glass substrate coated with silver, in the form of platelets, are sold under the name Microglass Metashine REFSX 2025 PS by Toyal. Particles comprising a glass substrate coated with nickel/chromium/molybdenum alloy are sold under the names Crystal Star GF 550 and GF 2525 by this same company.
[0093] Use may also be made of particles comprising a metal substrate, such as silver, aluminum, iron, chromium, nickel, molybdenum, gold, copper, zinc, tin, magnesium, steel, bronze or titanium, said substrate being coated with at least one layer of at least one metal oxide, such as titanium oxide, aluminum oxide, iron oxide, cerium oxide, chromium oxide, silicon oxides and mixtures thereof.
[0094] Mention may be made, by way of examples, of aluminum powder, bronze powder or copper powder coated with SiCk sold under the name Visionaire by Eckart.
[0095] Mention may also be made of pigments with an interference effect which are not attached to a substrate, such as liquid crystals (Helicones HC from Wacker) or interference holographic glitter (Geometric Pigments or Spectra f/x from Spectratek). Special effect pigments also comprise fluorescent pigments, whether these are substances which are fluorescent in daylight or which produce an ultraviolet fluorescence, phosphorescent pigments, photochromic pigments, thermochromic pigments and quantum dots, for example sold by Quantum Dots Corporation.
[0096] The variety of the pigments which can be used in the present invention makes it possible to obtain a rich palette of colors and also specific optical effects, such as metallic effects or interference effects.
[0097] The size of the pigment used in the composition according to the present invention is generally between 10 nm and 200 pm, preferably between 20 nm and 80 pm and more preferentially between 30 nm and 50 pm.
[0098] The pigments can be dispersed in the composition by virtue of a dispersing agent.
[0099] The dispersing agent serves to protect the dispersed particles from the agglomeration or flocculation thereof. This dispersing agent can be a surfactant, an oligomer, a polymer or a mixture of several of them carrying one or more functionalities having a strong affinity for the surface of the particles to be dispersed. In particular, they can become attached physically or chemically to the surface of the pigments. These dispersants additionally exhibit at least one functional group compatible with or soluble in the continuous medium. Use is made in particular of esters of 12-hydroxy stearic acid, in particular, and of Cx to C20 fatty acid and of polyol, for instance glycerol or diglycerol, such as poly( 12-hydroxy stearic acid) stearate with a molecular weight of approximately 750 g/mol, such as that sold under the name of Solsperse 21 000 by Avecia, polyglyceryl-2 dipolyhydroxystearate (CTFA name), sold under the reference Dehymyls PGPH by Henkel, or polyhydroxystearic acid, such as that sold under the reference Arlacel PI 00 by Uniqema, and mixtures thereof.
[00100] Mention may be made, as other dispersant which can be used in the compositions of the invention, of the quaternary ammonium derivative of polycondensed fatty acids, such as Solsperse 17 000, sold by Avecia, and polydimethylsiloxane/oxypropylene mixtures, such as those sold by Dow Corning under the references DC2-5185 and DC2-5225 C.
[00101] The pigments used in the composition can be surface-treated with an organic agent.
[00102] Thus, the pigments surface-treated beforehand of use in the context of the invention are pigments which have been completely or partially subjected to a surface treatment of chemical, electronic, electrochemical, mechanochemical or mechanical nature with an organic agent, such as those which are described in particular in Cosmetics and Toiletries, February 1990, Vol. 105, pages 53-64, before being dispersed in the composition in accordance with the invention. These organic agents can, for example, be chosen from waxes, for example carnauba wax and beeswax; fatty acids, fatty alcohols and their derivatives, such as stearic acid, hydroxystearic acid, stearyl alcohol, hydroxystearyl alcohol and lauric acid and their derivatives; anionic surfactants; lecithins; sodium, potassium, magnesium, iron, titanium, zinc or aluminum salts of fatty acids, for example aluminum stearate or laurate; metal alkoxides; polyethylene; (meth)acrylic polymers, for example polymethyl methacrylates; polymers and copolymers containing acrylate units; alkanolamines; silicone compounds, for example silicones, in particular
polydimethylsiloxanes; organofluorine compounds, for example perfluoroalkyl ethers; or fluorosilicone compounds.
[00103] The surface-treated pigments of use in the composition may also have been treated with a mixture of these compounds and/or may have undergone several surface treatments.
[00104] The surface-treated pigments of use in the context of the present invention can be prepared according to surface treatment techniques well known to those skilled in the art or found as such commercially.
[00105] Preferably, the surface-treated pigments are covered with an organic layer.
[00106] The organic agent with which the pigments are treated can be deposited on the pigments by evaporation of solvent, chemical reaction between the molecules of the surface agent or creation of a covalent bond between the surface agent and the pigments.
[00107] The surface treatment can thus be carried out, for example, by chemical reaction of a surface agent with the surface of the pigments and creation of a covalent bond between the surface agent and the pigments or fillers. This method is described in particular in the patent US 4 578 266.
[00108] Preferably, use will be made of an organic agent covalently bonded to the pigments.
[00109] The agent for the surface treatment can represent from 0.1% to 50% by weight of the total weight of the surface-treated pigment, preferably from 0.5% to 30% by weight and more preferentially still from 1% to 20% by weight of the total weight of the surface-treated pigment.
[00110] Preferably, the surface treatments of the pigments are chosen from the following treatments:
- a PEG-silicone treatment, for instance the AQ surface treatment sold by LCW;
- a methicone treatment, for instance the SI surface treatment sold by LCW;
- a dimethicone treatment, for instance the Covasil 3.05 surface treatment sold by LCW;
- a dimethicone/trimethyl siloxysilicate treatment, for instance the Covasil 4.05 surface treatment sold by LCW;
- a magnesium myristate treatment, for instance the MM surface treatment sold by LCW;
- an aluminum dimyri state treatment, such as the MI surface treatment sold by Miyoshi;
- a perfluoropolymethylisopropyl ether treatment, for instance the FHC surface treatment sold by LCW;
- an isostearyl sebacate treatment, for instance the HS surface treatment sold by Miyoshi;
- a perfluoroalkyl phosphate treatment, for instance the PF surface treatment sold by Daito;
- an acrylate/dimethicone copolymer and perfluoroalkyl phosphate treatment, for instance the FSA surface treatment sold by Daito;
- a polymethylhydrogenosiloxane/perfluoroalkyl phosphate treatment, for instance the FS01 surface treatment sold by Daito;
- an acrylate/dimethicone copolymer treatment, for instance the ASC surface treatment sold by Daito;
- an isopropyl titanium triisostearate treatment, for instance the ITT surface treatment sold by Daito;
- an acrylate copolymer treatment, for instance the APD surface treatment sold by Daito;
- a perfluoroalkyl phosphate/isopropyl titanium triisostearate treatment, for instance the PF + ITT surface treatment sold by Daito.
[00111] According to a specific embodiment of the invention, the dispersing agent is present with organic or inorganic pigments in particulate form of submicronic size in the dye composition.
[00112] "Submicronic" is understood to mean pigments, the particle size of which has been micronized by a micronization method and the mean particle size of which is less than a micrometer (pm), in particular between 0.1 and 0.9 pm, and preferably between 0.2 and 0.6 pm.
[00113] According to one embodiment, the dispersing agent and the pigment(s) are present in an amount (dispersantpigment) of between 1: 4 and 4: 1, particularly between 1.5: 3.5 and 3.5: 1 or better still between 1.75: 3 and 3: 1.
[00114] The dispersing agent(s) can thus have a silicone backbone, such as silicone polyether and dispersing agents of aminosilicone type other than the alkoxysilanes described above. Mention may be made, among the suitable dispersing agents, of:
- amino silicones, i.e. silicones comprising one or more amino groups such as those sold under the names and references: BYK LPX 21879 by BYK, GP-4, GP-6, GP-344, GP-851, GP-965, GP-967 and GP-988-1, sold by Genesee Polymers,
- silicone acrylates such as Tego® RC 902, Tego® RC 922, Tego® RC 1041, and Tego® RC 1043, sold by Evonik,
- polydimethylsiloxane (PDMS) silicones with carboxyl groups such as X- 22162 and X- 22370 by Shin-Etsu, epoxy silicones such as GP-29, GP-32, GP-502, GP-504, GP-514, GP- 607, GP-682, and GP-695 by Genesee Polymers, or Tego® RC 1401, Tego® RC 1403, Tego® RC 1412 by Evonik.
[00115] According to a specific embodiment, the dispersing agent(s) are of aminosilicone type, other than the alkoxysilanes described above, and are cationic.
[00116] Preferably, the pigment(s) is (are) chosen from mineral, mixed mineral-organic or organic pigments.
[00117] In one variant of the invention, the pigment(s) according to the invention are organic pigments, preferentially organic pigments surface-treated with an organic agent chosen from silicone compounds. In another variant of the invention, the pigment(s) according to the invention are mineral pigments.
[00118] The composition may comprise one or more direct dyes.
[00119] " Direct dye" is understood to mean natural and/or synthetic dyes, other than oxidation dyes. These are dyes that will diffuse superficially over the fiber.
[00120] They can be ionic or nonionic, preferably anionic, cationic or nonionic.
[00121] Examples of suitable direct dyes which may be mentioned comprise azo direct dyes; (poly)methine dyes, such as cyanines, hemicyanines and styryls; carbonyl dyes; azine dyes; nitro(hetero)aryl dyes; tri(hetero)arylmethane dyes; porphyrin dyes; phthalocyanine dyes and natural direct dyes, alone or in the form of mixtures.
[00122] The direct dyes are preferably cationic direct dyes. Mention may be made of the hydrazono cationic dyes of the formulae (IV) and (V), and of the azo cationic dyes (VI) and (VII) below:
Het+-C(Ra)=N-N(Rb)-Ar, Q
[00123] (IV)
Het+-N(Ra)-NM¾Rb)-Ar, Q-
[00124] (V)
[00125] Het+-N=N-Ar, Q-
(VI)
Ar+-N=N-Ar”= Q-
[00126] (VII)
[00127] formulae (IV) to (VII) wherein:
- Het+ represents a cationic heteroaryl radical, preferentially bearing an endocyclic cationic charge, such as imidazolium, indolium or pyridinium, which is optionally substituted, preferentially with at least one (Ci-Cs) alkyl group such as methyl;
- Ar+ represents an aryl radical, such as phenyl or naphthyl, bearing an exocyclic cationic charge, preferentially ammonium, particularly tri(Ci-C8)alkylammonium, such as trimethylammonium;
- Ar represents an aryl group, in particular phenyl, which is optionally substituted, preferentially with one or more electron-donating groups such as i) optionally substituted (Ci- Cs)alkyl, ii) optionally substituted (Ci-C8)alkoxy, iii) (di)(Ci-C8)(alkyl)amino optionally substituted on the alkyl group(s) with a hydroxyl group, iv) aryl(Ci-C8)alkylamino, v) optionally substituted N-(Ci-C8)alkyl-N-aryl(Ci-C8)alkylamino or alternatively Ar represents a julolidine group;
- Ar” represents an optionally substituted (hetero)aryl group, such as phenyl or pyrazolyl, which are optionally substituted, preferentially with one or more (Ci-C8)alkyl, hydroxyl, (di)(Ci-C8)(alkyl)amino, (Ci-C8)alkoxy or phenyl groups;
- Ra and Rb, which may be identical or different, represent a hydrogen atom or a (Ci- C8)alkyl group, which is optionally substituted, preferentially with a hydroxyl group; or else the substituent Ra with a substituent of Het+ and/or Rb with a substituent of Ar form, together with the atoms that bear them, a (hetero)cycloalkyl; in particular, Ra and Rb represent a hydrogen atom or a (Ci-C4)alkyl group optionally substituted with a hydroxyl group;
- Q represents an organic or mineral anionic counterion, such as a halide or an alkyl sulfate.
[00128] In particular, mention may be made of the azo and hydrazono direct dyes having an endocyclic cationic charge of formulae (IV) to (VII) as defined above, more
particularly of the cationic direct dyes having an endocyclic cationic charge described in the patent applications WO 95/15144, WO 95/01772 and EP 714 954, preferentially the following direct dyes:
[00131] formulae (VIII) and (IX) wherein:
- R1 represents a (Ci-C4)alkyl group such as methyl;
- R2 and R3, which may be identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group, such as methyl; and
- R4 represents a hydrogen atom or an electron-donating group such as optionally substituted (Ci-Cx)alkyl, optionally substituted (Ci-Cx)alkoxy, or (di)(Ci-C8)(alkyl)amino optionally substituted on the alkyl group(s) with a hydroxyl group; particularly, R4 is a hydrogen atom,
- Z represents a CH group or a nitrogen atom, preferentially CH,
- Q is an anionic counterion as defined above, in particular a halide, such as chloride, or an alkyl sulfate, such as methyl sulfate or mesylate.
[00132] In particular, the dyes of formulae (VIII) and (IX) are chosen from Basic Red 51, Basic Yellow 87 and Basic Orange 31 or their derivatives with Q an anionic counterion as defined above, particularly a halide, such as chloride, or an alkyl sulfate, such methyl sulfate or mesylate.
[00133] The direct dyes can be chosen from anionic direct dyes. The anionic direct dyes of the invention are dyes commonly referred to as "acid" direct dyes for their affinity for alkaline substances. "Anionic direct dye" is understood to mean any direct dye comprising in its structure at least one CO2R or SO3R substituent with R denoting a hydrogen atom or a
cation originating from a metal or from an amine, or an ammonium ion. The anionic dyes can be chosen from acid nitro direct dyes, acid azo dyes, acid azine dyes, acid triarylmethane dyes, acid indoamine dyes, acid anthraquinone dyes, indigoids and acid natural dyes.
[00134] Mention may be made, as acid dyes according to the invention, of the dyes of following formulae (X), (C'), (XI), (XT), (XII), (CIG), (XIII), (CIIG), (XIV), (XV), (XVI) and (XVII):
[00135] a) diaryl anionic azo dyes of formula (X) or (X1):
[00138] formulae (X) and (X1) wherein:
- R7, Re, R9, Rio, R’7, R’S, R’9 and R’IO, which may be identical or different, represent a hydrogen atom or a group chosen from:
[00139]
- alkyl;
- alkoxy, alkylthio;
- hydroxyl, mercapto;
- nitro, nitroso;
- R°-C(X)-X’-, R°-X’-C(X)-, R°-X’-C(X)-X”- with R° representing a hydrogen atom or an alkyl or aryl group; X, X’ and X”, which may be identical or different, representing an oxygen or sulfur atom, or NR with R representing a hydrogen atom or an alkyl group;
- (0)2S(0 )-, M+ with M+ representing a hydrogen atom or a cationic counterion;
- (O)CO , M+ with M+ as defined above;
- R”-S(0)2-, with R” representing a hydrogen atom or an alkyl group, an aryl, (di)(alkyl)amino or aryl(alkyl)amino group; preferentially a phenylamino or phenyl group;
- R,”-S(0)2-X’- with R’” representing an optionally substituted alkyl or aryl group, X’ as defined above;
- (di)(alkyl)amino;
- aryl(alkyl)amino optionally substituted with one or more groups chosen from i) nitro; ii) nitroso; iii) (0)2S(0 )-, M+ and iv) alkoxy with M+ as defined above;
- optionally substituted heteroaryl; preferentially a benzothiazolyl group;
- cycloalkyl; in particular cyclohexyl;
- Ar-N=N- with Ar representing an optionally substituted aryl group, preferentially a phenyl optionally substituted with one or more alkyl, (0)2S(0 )-, M+ or phenylamino groups;
- or alternatively two contiguous groups R7 with Rx or Rx with R9 or R9 with Rio together form a fused benzo group A’; and R'v with R'x or R'x with R'9 or R'9 with R'10 together form a fused benzo group B’; with A’ and B’ optionally substituted with one or more groups chosen from i) nitro; ii) nitroso; iii) (0)2S(0-)-, M+; iv) hydroxyl; v) mercapto; vi) (di)(alkyl)amino; vii) R°-C(X)-X’-; viii) R°-X’-C(X)-; ix) R°-X’-C(X)-X”-; x) Ar-N=N- and xi) optionally substituted aryl(alkyl)amino; with M+, R°, X, X’, X” and Ar as defined above;
[00140] - W represents a sigma bond s, an oxygen or sulfur atom, or a divalent radical i) -NR- with R as defined above, or ii) methylene -C(Ra)(Rb)- with Ra and Rb, which may be identical or different, representing a hydrogen atom or an aryl group, or alternatively Ra and Rb form, together with the carbon atom that bears them, a spiro cycloalkyl; preferentially, W represents a sulfur atom or Ra and Rb together form a cyclohexyl; it being understood that formulae (X) and (X’) comprise at least one sulfonate radical (0)2S(0-)-, M+ or one carboxylate radical (O)CO— , M+ on one of the rings A, A', B, B' or C; preferentially sodium sulfonate;
[00141] Mention may be made, as examples of dyes of formula (X), of: Acid Red 1, Acid Red 4, Acid Red 13, Acid Red 14, Acid Red 18, Acid Red 27, Acid Red 28, Acid Red 32, Acid Red 33, Acid Red 35, Acid Red 37, Acid Red 40, Acid Red 41, Acid Red 42, Acid
Red 44, Pigment Red 57, Acid Red 68, Acid Red 73, Acid Red 135, Acid Red 138, Acid Red 184, Food Red 1, Food Red 13, Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Orange 19, Acid Orange 20, Acid Orange 24, Yellow 6, Acid Yellow 9, Acid Yellow 36, Acid Yellow 199, Food Yellow 3, Acid Violet 7, Acid Violet 14, Acid Blue 113, Acid Blue 117, Acid Black 1, Acid Brown 4, Acid Brown 20, Acid Black 26, Acid Black 52, Food Black 1, Food Black 2, Food Yellow 3 or Sunset Yellow;
[00142] and mention may be made, as examples of dyes of formula (C'), of: Acid Red 111, Acid Red 134 or Acid Yellow 38;
[00143] b) pyrazolone anionic azo dyes of formulae (XI) and (CG):
[00146] formulae (XI) and (CG) wherein:
- Rii, Ri2 and R13, which may be identical or different, represent a hydrogen or halogen atom, an alkyl group or -(0)2S(0-), M+ with M+ as defined above;
- Ri4 represents a hydrogen atom, an alkyl group or a group -C(0)0-, M+ with M+ as defined above;
- Ri5 represents a hydrogen atom;
- Ri6 represents an oxo group, in which case R’i6 is absent, or alternatively R15 with Ri6 together form a double bond;
- Ri7 and Ris, which may be identical or different, represent a hydrogen atom, or a group chosen from:
- (0)2S(0 )-, M+ with M+ as defined above;
- Ar-0-S(0)2- with Ar representing an optionally substituted aryl group; preferentially a phenyl optionally substituted with one or more alkyl groups;
- Ri9 and R20 together form either a double bond, or a benzo group D’, which is optionally substituted;
- R’i6, R’i9 and R’2o, which may be identical or different, represent a hydrogen atom or an alkyl or hydroxyl group;
- R21 represents a hydrogen atom or an alkyl or alkoxy group;
- R and Rb, which may be identical or different, are as defined above; preferentially, Ra represents a hydrogen atom and Rb represents an aryl group;
- Y represents either a hydroxyl group or an oxo group;
- - represents a single bond when Y is an oxo group; and represents a double bond when Y represents a hydroxyl group; it being understood that formulae (XI) and (CG) comprise at least one sulfonate radical (0)2S(0-)-, M+ or one carboxylate radical -C(0)0-, M+ on one of the rings D or E; preferentially sodium sulfonate;
[00147] Mention may be made, as examples of dyes of formula (XI), of: Acid Red 195, Acid Yellow 23, Acid Yellow 27 or Acid Yellow 76, and mention may be made, as examples of dyes of formula (CG), of: Acid Yellow 17;
[00150] (CIG)
[00151] formulae (XII) and (CII') wherein:
- R22, R-23, R-24, R-25, R26 and R27, which may be identical or different, represent a hydrogen atom, a halogen atom or a group chosen from:
[00152] - alkyl;
- hydroxyl, mercapto;
- alkoxy, alkylthio;
- optionally substituted aryloxy or arylthio, preferentially substituted with one or more groups chosen from alkyl and (0)2S(0 )-, M+ with M+ as defined above;
- aryl(alkyl)amino optionally substituted with one or more groups chosen from alkyl and (0)2S(0 )-, M+ with M+ as defined above;
- (di)(alkyl)amino;
- (di)(hydroxyalkyl)amino;
- (0)2S(0 )-, M+ with M+ as defined above;
[00153] Z' represents a hydrogen atom or an NR28R29 group with R28 and R29, which may be identical or different, representing a hydrogen atom or a group chosen from:
- alkyl;
- polyhydroxy alkyl such as hydroxy ethyl;
- aryl optionally substituted with one or more groups, particularly i) alkyl such as methyl, n- dodecyl, n-butyl; ii) (0)2S(0-)-, M+ with M+ as defined above; iii) R°-C(X)-X’-, R°-X’- C(X)-, R°-X’-C(X)-X”- with R°, X, X’ and X” as defined above, preferentially R° represents an alkyl group;
- cycloalkyl; in particular cyclohexyl;
[00154] Z, represents a group chosen from hydroxyl and NR’28R’29 with R’28 and R’29, which may be identical or different, representing the same atoms or groups as R28 and R29 as defined above; it being understood that formulae (XII) and (CIG) comprise at least one sulfonate radical (0)2S(0-)-, M+ or one carboxylate radical C(0)0-, M+; preferentially sodium sulfonate;
[00155] Mention may be made, as examples of dyes of formula (XII), of: Acid Blue 25, Acid Blue 43, Acid Blue 62, Acid Blue 78, Acid Blue 129, Acid Blue 138, Acid Blue 140, Acid Blue 251, Acid Green 25, Acid Green 41, Acid Violet 42, Acid Violet 43, Mordant Red 3; EXT violet No. 2; and, as an example of a dye of formula (CIG), mention may be made of: Acid Black 48;
[00156] d) nitro dyes of formulae (XIII) and (CIIG):
[00159] formulae (XIII) and (CIIG) wherein:
- Kao, R-31 and R32, which may be identical or different, represent a hydrogen atom, a halogen atom or a group chosen from:
[00160] - alkyl;
- alkoxy optionally substituted with one or more hydroxyl groups, alkylthio optionally substituted with one or more hydroxyl groups;
- hydroxyl, mercapto;
- nitro, nitroso;
- polyhaloalkyl;
- R°-C(X)-X’-, R°-X’-C(X)-, R°-X’-C(X)-X”- with R°, X, X’ and X” as defined above;
- (0)2S(0 )-, M+ with M+ as defined above;
- (O)CO -, M+ with M+ as defined above;
- (di)(alkyl)amino;
- (di)(hydroxyalkyl)amino;
- heterocycloalkyl such as piperidino, piperazino or morpholino; in particular, R30, R31 and R32 represent a hydrogen atom;
[00161] - Rc and Rd, which may be identical or different, represent a hydrogen atom or an alkyl group;
- W is as defined above; W particularly represents an -NH- group;
- ALK represents a linear or branched divalent C1-C6 alkylene group; in particular, ALK represents a -CH2-CH2- group;
- n is 1 or 2;
- p represents an integer inclusively between 1 and 5;
- q represents an integer inclusively between 1 and 4;
- u is 0 or 1 ;
- when n is 1, J represents a nitro or nitroso group; particularly nitro;
- when n is 2, J represents an oxygen or sulfur atom, or a divalent radical -S(0)m- with m representing an integer 1 or 2; preferentially, J represents an -SO2- radical;
- M’ represents a hydrogen atom or a cationic counterion;
, which may be present or absent, represents a benzo group optionally substituted with one or more groups R30 as defined above; it being understood that formulae (XIII) and (CIIG) comprise at least one sulfonate radical (0)2S(0-)-, M+ or one carboxylate radical -C(0)0-, M+; preferentially sodium sulfonate.
[00162] Mention may be made, as examples of dyes of formula (XIII), of: Acid Brown 13 and Acid Orange 3; mention may be made, as examples of dyes of formula (CPG), of: Acid Yellow 1, sodium salt of 2,4-dinitro-l-naphthol-7-sulfonic acid, 2-piperidino-5- nitrobenzenesulfonic acid, 2-(4'-N,N-(2"-hydroxyethyl)amino-2'-nitro)anilineethanesulfonic acid, 4-P-hydroxyethylamino-3-nitrobenzenesulfonic acid; Ext. D&C Yellow 7;
[00163] e) triarylmethane dyes of formula (XIV):
[00165] formula (XIV) wherein:
- R33, R34, R35 and R36, which may be identical or different, represent a hydrogen atom or a group chosen from alkyl, optionally substituted aryl and optionally substituted arylalkyl;
particularly an alkyl and benzyl group optionally substituted with a group (0)mS(0 )-, M+ with M+ and m as defined above;
- R37, R-38, R39, R40, R41, R42, R43 and R44, which may be identical or different, represent a hydrogen atom or a group chosen from:
[00166] - alkyl;
- alkoxy, alkylthio;
- (di)(alkyl)amino;
- hydroxyl, mercapto;
- nitro, nitroso;
- R°-C(X)-X’-, R°-X’-C(X)-, R°-X’-C(X)-X”- with R° representing a hydrogen atom or an alkyl or aryl group; X, X’ and X”, which may be identical or different, representing an oxygen or sulfur atom, or NR with R representing a hydrogen atom or an alkyl group;
- (0)2S(0-)-, M+ with M+ representing a hydrogen atom or a cationic counterion;
- (O)CO -, M+ with M+ as defined above;
- or alternatively two contiguous groups R41 with R42 or R42 with R43 or R43 with R44 together form a fused benzo group: G; with G optionally substituted with one or more groups chosen from i) nitro; ii) nitroso; iii) (0)2S(0-)-, M+; iv) hydroxyl; v) mercapto; vi) (di)(alkyl)amino; vii) R°-C(X)-X’-; viii) R°-X’-C(X)- and ix) R°-X’-C(X)-X”-; with M+, R°, X, X’ and X” as defined above; in particular, R37 to R40 represent a hydrogen atom, and R41 to R44, which may be identical or different, represent a hydroxyl group or (0)2S(0-)-, M+; and when R43 with R44 together form a benzo group, it is preferentially substituted with an (0)2S(0-)- group; it being understood that at least one of the rings G, H, I or G comprises at least one sulfonate radical (0)2S(0 )- or a carboxylate radical -C(0)0-; preferentially sulfonate;
[00167] Mention may be made, as examples of dyes of formula (XIV), of: Acid Blue 1, Acid Blue 3, Acid Blue 7, Acid Blue 9, Acid Violet 49, Acid Green 3, Acid Green 5 and Acid Green 50;
[00168] e) xanthene-based dyes of formula (XV):
[00170] formula (XV) wherein:
- R45, R-46, R47 and R48, which may be identical or different, represent a hydrogen or halogen atom;
- R49, R50, R51 and R52, which may be identical or different, represent a hydrogen or halogen atom, or a group chosen from:
[00171] - alkyl;
- alkoxy, alkylthio;
- hydroxyl, mercapto;
- nitro, nitroso;
- (0)2S(0 )-, M+ with M+ representing a hydrogen atom or a cationic counterion;
- (O)CO -, M+ with M+ as defined above; particularly R53, R54, R55 and R48 represent a hydrogen or halogen atom;
[00172] - G represents an oxygen or sulfur atom or a group NRe with Re as defined above; particularly G represents an oxygen atom;
- L represents an alkoxide 0-, M+; a thioalkoxide S-, M+ or a group NRf, with Rf representing a hydrogen atom or an alkyl group, and M+ as defined above; M+ is particularly sodium or potassium;
- L' represents an oxygen or sulfur atom or an ammonium group: N+RfRg, with Rf and Rg, which may be identical or different, representing a hydrogen atom or an optionally substituted alkyl or aryl group; L’ particularly represents an oxygen atom or a phenylamino group
optionally substituted with one or more alkyl or (0)mS(0-)-, M+ groups with m and M+ as defined above;
- Q and Q’, which may be identical or different, represent an oxygen or sulfur atom; particularly, Q and Q’ represent an oxygen atom;
- M+ is as defined above;
[00173] Mention may be made, as examples of dyes of formula (XV), of: Acid Yellow 73, Acid Red 51, Acid Red 52, Acid Red 87, Acid Red 92, Acid Red 95 and Acid Violet 9;
[00174] f) indole-based dyes of formula (XVI):
[00176] R53, R54, R55, R56, R57, R58, R59 and R50, which may be identical or different, represent a hydrogen atom or a group chosen from:
- alkyl;
- alkoxy, alkylthio;
- hydroxyl, mercapto;
- nitro, nitroso;
- R°-C(X)-X’-, R°-X’-C(X)-, R°-X’-C(X)-X”- with R° representing a hydrogen atom or an alkyl or aryl group; X, X’ and X”, which may be identical or different, representing an oxygen or sulfur atom, or NR with R representing a hydrogen atom or an alkyl group;
- (0)2S(0-)-, M+ with M+ representing a hydrogen atom or a cationic counterion;
- (O)CO -, M+ with M+ as defined above;
- G represents an oxygen or sulfur atom or a group NRe with Re as defined above; particularly, G represents an oxygen atom;
- Ri and Rh, which may be identical or different, represent a hydrogen atom or an alkyl group;
it being understood that formula (XVI) comprises at least one sulfonate radical (0)2S(0-)-, M+ or one carboxylate radical -C(0)0-, M+; preferentially sodium sulfonate.
[00177] Mention may be made, as examples of dyes of formula (XVI), of: Acid Blue 74.
[00180] - R6I represents a hydrogen or halogen atom or an alkyl group;
- R62, R63 and R54, which may be identical or different, represent a hydrogen atom or a group (0)2S(0-)-, M+ with M+ representing a hydrogen atom or a cationic counterion; or alternatively R6i with Rr>2, or R6i with Rr>4, together form a benzo group optionally substituted with one or more groups (0)2S(0-)-, M+ with M+ representing a hydrogen atom or a cationic counterion; it being understood that formula (XVII) comprises at least one sulfonate radical (0)2S(0-)-, M+, preferentially sodium sulfonate.
[00181] Mention may be made, as examples of dyes of formula (XVII), of: Acid Yellow 2, Acid Yellow 3 and Acid Yellow 5.
[00182] Mention may be made, among the natural direct dyes which can be used according to the invention, of lawsone, juglone, alizarin, purpurin, carminic acid, kermesic acid, purpurogallin, protocatechaldehyde, indigo, isatin, curcumin, spinulosin, apigenidin and orceins. Extracts or decoctions containing these natural dyes and in particular henna-based poultices or extracts can also be used.
[00183] Preferably, the direct dyes are chosen from anionic direct dyes.
[00184] The coloring agent(s) can be present in a total amount ranging from 0.001% to 15% by weight, preferably from 0.005% to 10% by weight, with respect to the total weight of the composition.
[00185] The pigments can be present in a total amount ranging from 0.05% to 15% by weight, preferably from 0.1% to 10% by weight, with respect to the total weight of the composition.
[00186] The direct dye(s) can be present in a total amount ranging from 0.001% to 10% by weight of the total weight of the composition, preferably from 0.005% to 5% by weight of the total weight of the composition.
[00187] The composition according to the invention may comprise water. Preferably, the water is present in a content ranging from 0.1% to 50% by weight, more preferentially from 0.5% to 40% by weight, with respect to the total weight of the composition.
[00188] The composition can comprise less than 2% by weight of water, with respect to the total weight of the composition.
[00189] According to one particular embodiment, the composition is free of water (zero content). The water is not added during the preparation of the composition, but corresponds to the residual water provided by the mixed ingredients.
[00190] Organic solvents:
[00191] The composition according to the invention may comprise one or more organic solvents.
[00192] Mention may be made, as organic solvent, for example, of lower C1-C4 alkanols, such as ethanol and isopropanol; polyols and polyol ethers, such as 2-butoxy ethanol, propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and diethylene glycol monomethyl ether, and also aromatic alcohols, such as benzyl alcohol or phenoxyethanol, and mixtures thereof.
[00193] Preferably, the composition comprises one or more organic solvents chosen from lower C1-C4 alkanols, more preferentially ethanol.
[00194] The organic solvent(s) can be present in a total amount of inclusively between 0.1% and 90% by weight, with respect to the total weight of the composition, preferably
between 1% and 85% by weight, more preferentially of inclusively between 5% and 80% by weight relative to the total weight of the composition.
[00195] According to one preferred embodiment, the organic solvent(s) are present in a total amount ranging 20% to 90% by weight, preferentially from 40% to 85% by weight, more preferentially from 50% to 80% by weight, relative to the total weight of the composition.
[00196] Additives:
[00197] The composition may also contain any adjuvant or additive usually used.
[00198] Mention may be made, among the additives capable of being contained in the composition, of reducing agents, thickening agents, softeners, antifoaming agents, moisturizing agents, UV-screening agents, peptizers, solubilizers, fragrances, anionic, cationic, nonionic or amphoteric surfactants, proteins, vitamins, polymers, preservatives, waxes and mixtures thereof.
[00199] The composition according to the invention may in particular be in the form of a suspension, a dispersion or a gel, in the form of a cream, a mousse, a stick, a dispersion of vesicles, in particular of ionic or nonionic lipids, a two-phase or multi-phase lotion, an anhydrous liquid or an anhydrous gel.
[00200] According to a preferred embodiment, the cosmetic composition according to the invention is an anhydrous liquid or an anhydrous gel.
[00201] Those skilled in the art can select the appropriate galenic form, and also its method of preparation, on the basis of his general knowledge, taking into account first the nature of the constituents used, in particular their solubility in the support, and secondly the application envisaged for the composition.
[00202] According to a preferred embodiment, the composition according to the invention comprises 3 -aminopropyltri ethoxy silane (APTES), at least one nonamino silicone of formula (II) as described above and at least one pigment.
[00203] According to a more preferred embodiment, the composition according to the invention comprises 3 -aminopropyltri ethoxy silane (APTES), at least one nonamino silicone of formula (III) as described above and at least one pigment.
[00204] Process for treating keratin fibers
[00205] The present invention also relates to a process for the cosmetic treatment, in particular the dyeing, of keratin fibers such as the hair, wherein the composition as described above is applied to said fibers.
[00206] Preferably, the composition according to the invention is a composition for dyeing keratin fibers, such as the hair.
[00207] The composition according to the invention can be used on wet or dry keratin fibers, and also on all types of fair or dark, natural or dyed, permanent-waved, bleached or relaxed, fibers.
[00208] According to a specific embodiment of the process of the invention, the fibers are washed before application of the composition described above.
[00209] The application of the dye composition to the keratin fibers can be carried out by any conventional means, in particular by means of a comb, a fine brush, a coarse brush or with the fingers.
[00210] The dyeing process, i.e. application of the dye composition to the keratin fibers, is generally carried out at ambient temperature (between 15°C and 25°C).
[00211] After application of the composition, the fibers may be left to dry or may be dried, for example at a temperature of greater than or equal to 30°C.
[00212] The process according to the invention may comprise a step of applying heat to the keratin fibers using a heating tool.
[00213] Preferably, after application of the composition according to the invention to the keratin fibers, there is a waiting time of at least 30 seconds, preferably of at least 1 minute and more preferentially of at least 5 minutes, before the step of applying heat to the keratin fibers.
[00214] The heat application step of the process of the invention can be carried out using a hood, a hairdryer, a straightening iron, a curling iron, a climazon, and the like.
[00215] Preferably, the heat application step of the process of the invention is carried out using a hairdryer and/or a straightening iron.
[00216] When the process of the invention involves a step of applying heat to the keratin fibers, the step of applying heat to the keratin fibers takes place after the application of the composition to the keratin fibers.
[00217] During the step of applying heat to the keratin fibers, a mechanical action may be exerted on the locks, such as combing, brushing or running the fingers through.
[00218] When the step of applying heat to the keratin fibers is performed using a hood or a hairdryer, the temperature is preferably between 30°C and 110°C, preferentially between 50°C and 90°C.
[00219] When the step of applying heat to the keratin fibers is performed using a straightening iron, the temperature is preferably between 110°C and 220°C, preferably between 140°C and 200°C.
[00220] In a specific variant, the process of the invention employs a step (bl) of applying heat using a hood, a hairdryer or a climazon, preferably a hairdryer, and a step (b2) of applying heat using a straightening or curling iron, preferably a straightening iron.
[00221] Step (bl) can be carried out before step (b2).
[00222] During step (bl), also referred to as the drying step, the fibers may be dried, for example at a temperature above or equal to 30°C. According to one particular embodiment, this temperature is above 40°C. According to a particular embodiment, this temperature is above 45°C and below 110°C.
[00223] Preferably, if the fibers are dried, they are dried, in addition to a supply of heat, with a flow of air. This flow of air during the drying makes it possible to improve the individualization of the coating.
[00224] During the drying, a mechanical action may be exerted on the locks, such as combing, brushing or running the fingers through.
[00225] During step (b2), the passage of the straightening or curling iron, preferably the straightening iron, can be carried out at a temperature ranging from 110°C to 220°C, preferably between 140°C and 200°C.
[00226] Preferably, after application of the composition according to the invention to the keratin fibers and after optionally a step of applying heat to the keratin fibers, there is a waiting time of at least 30 minutes before the first shampooing operation, preferably at least 1 h before the first shampooing operation, more preferentially at least 10 h before the first shampooing operation, better still at least 24 h before the first shampooing operation.
[00227] The present invention also relates to a process for treating keratin fibers such as the hair, comprising the following steps:
a) applying to the keratin fibers a composition as defined above, and b) applying to the dyed keratin fibers a makeup-removing composition preferably comprising at least one hydrocarbon-based oil.
[00228] The present invention also relates to a kit for treating keratin fibers such as the hair, comprising a composition as defined above, and a makeup-removing composition comprising at least one hydrocarbon-based oil.
[00229] Thus, the process according to the invention may comprise a step of applying a makeup-removing composition to dyed keratin fibers such as the hair. This step may take place following the dyeing of the keratin fibers by the dye composition according to the invention after the optional step of applying heat to the keratin fibers, or after a defined time, i.e. days or weeks, after the application of the dye composition to the keratin fibers and the optional step of applying heat to the keratin fibers.
[00230] The makeup-removing composition may correspond to a makeup-removing composition conventionally used in cosmetics. Preferably, the makeup-removing composition comprises at least one hydrocarbon-based oil.
[00231] Preferably, the hydrocarbon-based oil(s) are chosen from synthetic esters of formula R1COOR2 wherein Ri represents a fatty acid residue including from 8 to 29 carbon atoms, and R2 represents a branched or unbranched hydrocarbon-based chain containing from 3 to 30 carbon atoms, and mixtures thereof, more preferentially from isopropyl myristate, isononyl isononanoate and/or mixtures thereof.
[00232] Preferably, the application of the dye composition to the keratin fibers such as the hair is carried out before the application of the makeup-removing composition.
[00233] The step of applying heat to the keratin fibers may be performed after the application of the dye composition and before the application of the makeup-removing composition to the keratin fibers.
[00234] The application of the makeup-removing composition may be performed on dry dyed keratin fibers or wet dyed keratin fibers and also on all types of fibers.
[00235] The makeup-removing process is generally performed at ambient temperature (between 15°C and 25°C).
[00236] The application of the makeup-removing composition may be performed immediately after the application of the dye composition (i.e. a few minutes to a few hours
after the application of the dye composition), or in the days or weeks following the application of the dye composition.
[00237] The makeup-removing composition may be applied with the aid of any suitable support, which is in particular capable of absorbing it, for example a fibrous makeup- removing disk, for example a woven or nonwoven fabric, cotton wool, a flocked film, a sponge, a wipe, or a twisted or injection- molded mascara application brush.
[00238] The makeup-removing composition may be contained in a container and taken up gradually each time makeup is removed. As a variant, the makeup-removing composition impregnates the support used for makeup removal, the support possibly being packaged, in this case, for example in leaktight packaging.
[00239] After the makeup-removing composition has been used, it is possible for the keratin fibers not to be rinsed. As a variant, they may be rinsed. The rinsing may be performed, for example, with running water, without addition of a soap.
[00240] The present invention also relates to the use of the composition as described above, for the cosmetic treatment, in particular the dyeing, of keratin fibers, in particular keratin fibers such as the hair.
[00241] The present invention will now be described more specifically by means of examples, which do not in any way limit the scope of the invention. However, the examples make it possible to support preferred embodiments, variants and specific characteristics of the invention.
Example:
[00242] In the examples, the temperature is given in degrees Celsius and corresponds to ambient temperature (20-25°C), unless otherwise indicated, and the pressure is atmospheric pressure, unless otherwise indicated.
[00243] The following compositions are prepared (in g/100 g, AM: Active material):
[00244] [Table 1]
[00245] Protocol:
[00246] The composition A is applied to locks of dry natural hair having 90% white hairs, in a proportion of 1 g of composition per gram of lock.
[00247] The locks of hair are left at ambient temperature for 5 min.
[00248] The locks of hair are subsequently combed and dried with a hairdryer for 3 minutes.
[00249] The locks of hair are left at ambient temperature for 24 hours.
[00250] The locks of hair thus dyed are then subjected to a test of several repeated shampoo washes so as to evaluate the fastness (persistence) of the coloring obtained with respect to shampoo washes, according to the shampoo wash protocol described below.
[00251] Protocol of the shampooing operation:
[00252] The locks are washed using a standard shampoo (Gamier Ultra Doux).
[00253] The locks of hair are subsequently rinsed, combed and dried with a hairdryer.
[00254] The following shampooing operation is carried out on the locks obtained after the application of the hairdryer.
[00255] Results:
[00256] The persistence of the color of the locks was evaluated in the CIE L*a*b* system, using a Minolta Spectrophotometer CM3600A colorimeter (illuminant D65, angle 10°, specular component included).
[00257] In this L*a*b* system, L* represents the intensity of the color, a* indicates the green/red color axis and b* indicates the blue/yellow color axis.
[00258] The persistence of the coloring is evaluated by the color difference DE between the dyed locks before shampooing, then after having undergone five shampooing operations according to the protocol described above. The lower the DE value, the more persistent the color with respect to shampoo washes.
[00261] In this equation, L*a*b* represent the values measured after dyeing the hair and after performing the shampoo washes, and L*oao*bo* represent the values measured after dyeing the hair but before shampoo washes.
[00262] [Table 2]
[00263] The locks of hair dyed with composition A according to the invention, and washed with five shampoo washes, have low DE values.
[00264] Thus, the colored coating of the keratin fibers obtained with composition A according to the invention shows good persistence with respect to shampoo washes. Specifically, the locks of hair dyed with composition A according to the invention and washed with five shampoo washes show good persistence of the color.
Claims
1. A composition for treating keratin fibers such as the hair, comprising: a) at least one alkoxysilane chosen from the compounds of formula (I) below, oligomers thereof and/or mixtures thereof:
wherein:
- Ra and Rb, which may be identical or different, represent a hydrogen atom; an alkyl group containing from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms and in particular from 1 to 4 carbon atoms; a cycloalkyl group containing from 3 to 20 carbon atoms, preferably 5 or 6 carbon atoms; an aryl group containing from 6 to 12 carbon atoms; an aminoalkyl group containing from 1 to 20 carbon atoms;
- Rc represents a hydrogen atom; an alkyl group containing from 1 to 20 carbon atoms, preferably from 1 to 10 carbon atoms, more preferentially from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as a methyl; an alkoxy group containing from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms such as an ethoxy;
- Rd and Re, which may be identical or different, represent an alkyl group containing from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms, in particular from 1 to 2 carbon atoms, such as an ethyl;
- k denotes an integer ranging from 0 to 5, in particular from 1 to 3; b) at least one non amino silicone of formula (II) below:
wherein:
- Ri, which may be identical or different, independently represents an alkyl group containing from 1 to 10 carbon atoms; or an alkoxy group containing from 1 to 2 carbon atoms; or a group -Ox-(X)p-Si(OR2)3 with X representing a saturated divalent hydrocarbon-based radical containing 1 carbon atom, and p denoting an integer ranging from 0 to 6;
- R2, which may be identical or different, independently represents an alkyl group containing from 1 to 4 carbon atoms;
- Y independently represents a saturated divalent hydrocarbon-based radical containing 1 carbon atom;
- k denotes an integer ranging from 0 to 6;
- x denotes an integer equal to 0 or 1 ;
- i denotes an integer ranging from 0 to 10, n denotes an integer ranging from 0 to 500 with n+i ranging from 4 to 510; and c) at least one coloring agent chosen from pigments, direct dyes and mixtures thereof.
2. The composition as claimed in claim 1, characterized in that the alkoxysilane(s) of formula (I) are such that:
- Ra and Rb, which are identical, represent a hydrogen atom; or Ra denotes a hydrogen atom and Rb denotes a cycloalkyl group containing from 3 to 20 carbon atoms, in particular 5 or 6 carbon atoms;
- Rc represents an alkyl group containing from 1 to 10 carbon atoms, in particular from 1 to 4 carbon atoms and in particular from 1 to 2 carbon atoms, preferably a methyl; or an alkoxy group containing from 1 to 4 carbon atoms, preferably from 1 to 2 carbon atoms, preferably an ethoxy;
- Rd and Re, which may be identical or different, represent an alkyl group containing from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms, such as an ethyl;
- k denotes an integer ranging from 1 to 3 and more particularly 1 or 3.
3. The composition as claimed in either one of the preceding claims, characterized in that the alkoxysilane(s) of formula (I) are such that:
- Ra and Rb, which are identical, represent a hydrogen atom;
- Rc represents an alkoxy group containing from 1 to 4 carbon atoms, preferably from 1 to 2 carbon atoms, preferably an ethoxy;
- Rd and Re, which may be identical or different, represent an alkyl group containing from 1 to 4 carbon atoms, preferably an ethyl;
- k denotes an integer equal to 1 or 3, preferably equal to 3.
4. The composition as claimed in either one of claims 1 and 2, characterized in that the alkoxy silane(s) of formula (I) are chosen from 3 -aminopropyltri ethoxy silane (APTES), 3- aminopropylmethyldiethoxysilane (APMDES), N-cyclohexylaminomethyltriethoxysilane and mixtures thereof, more preferentially 3 -aminopropyltriethoxy silane (APTES).
5. The composition as claimed in one of the preceding claims, characterized in that the alkoxy silane(s) of formula (I) are present in a total amount ranging from 0.1% to 30% by weight, preferably from 0.5% to 25% by weight, more preferentially from 1% to 20% by weight and even better still from 5% to 20% by weight relative to the total weight of composition.
6. The composition as claimed in any one of the preceding claims, characterized in that the nonamino silicone(s) of formula (II) are such that:
- Ri, which may be identical or different, independently represents an alkyl group containing from 1 to 10 carbon atoms, preferably from 1 to 4 carbon atoms;
- R2, which may be identical or different, independently represents an alkyl group containing from 1 to 4 carbon atoms, preferably from 1 to 2 carbon atoms, such as a methyl or an ethyl;
- Y independently represents a saturated divalent hydrocarbon-based radical containing 1 carbon atom;
- k is an integer equal to 0 or 1 or 2 or 3;
- x denotes an integer equal to 0 or 1 ;
- i denotes an integer ranging from 0 to 10, n denotes an integer ranging from 0 to 500 with n+i ranging from 4 to 510.
7. The composition as claimed in any one of the preceding claims, characterized in that the non amino silicone(s) of formula (II) are such that:
- Ri, which may be identical or different, independently represents an alkyl group containing from 1 to 4 carbon atoms, more preferentially a methyl;
- R2, which may be identical or different, independently represents an alkyl group containing from 1 to 2 carbon atoms, such as a methyl or an ethyl;
- Y independently represents a saturated divalent hydrocarbon-based radical containing 1 carbon atom;
- k denotes an integer equal to 0 or 2;
- x denotes an integer equal to 0 or 1 ;
- i denotes an integer ranging from 0 to 10, n denotes an integer ranging from 0 to 100 with n+i ranging from 4 to 110.
8. The composition as claimed in any one of the preceding claims, characterized in that the non amino silicone(s) of formula (II) have a weight-average molecular weight of between 460 and 2000 g/mol, more preferentially of between 500 and 1700 g/mol.
9. The composition as claimed in any one of the preceding claims, characterized in that the non amino silicone(s) of formula (II) are present in a total amount ranging from 0.1% to 30% by weight, preferably from 0.5% to 25% by weight, more preferentially from 1% to 20% by weight and even more preferentially from 5% to 15% by weight relative to the total weight of the composition.
10. The composition as claimed in one of the preceding claims, characterized in that the alkoxysilane(s) of formula (I)/non amino silicone(s) of formula (II) weight ratio ranges from 95:5 to 5:95, preferably from 90:10 to 10:90, preferentially from 80:20 to 20:80, more preferentially from 70:30 to 30:70.
11. The composition as claimed in any one of the preceding claims, characterized in that the coloring agent(s) are present in a total amount ranging from 0.001% to 15%, preferably from 0.005% to 10% by weight relative to the total weight of the composition; preferably, the coloring agent(s) are chosen from pigments.
12. The use of the composition as defined in any one of claims 1 to 11, for the cosmetic treatment, in particular the dyeing, of keratin fibers such as the hair.
13. A process for the cosmetic treatment, in particular the dyeing, of keratin fibers such as the hair, wherein the composition as defined in any one of claims 1 to 11 is applied to said fibers.
14. A process for treating keratin fibers such as the hair, comprising the following steps: a) applying to the keratin fibers a composition as defined in any one of claims 1 to 11, and b) applying to the dyed keratin fibers a makeup-removing composition comprising at least one hydrocarbon-based oil.
15. A kit for treating keratin fibers such as the hair, comprising:
- a composition as defined in any one of claims 1 to 11, and
- a makeup-removing composition comprising at least one hydrocarbon-based oil.
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FR2004111A FR3109529B1 (en) | 2020-04-24 | 2020-04-24 | Composition comprising at least one alkoxysilane of formula (I), at least one non-amino silicone of formula (II) and at least one coloring agent |
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Cited By (1)
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WO2024002533A1 (en) * | 2022-06-28 | 2024-01-04 | Henkel Ag & Co. Kgaa | Method for dyeing keratinous material comprising the leave-on application of a dye that has a low water content and comprises c1-c6 alkoxy silane, pigment and solvent |
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Publication number | Priority date | Publication date | Assignee | Title |
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WO2024002533A1 (en) * | 2022-06-28 | 2024-01-04 | Henkel Ag & Co. Kgaa | Method for dyeing keratinous material comprising the leave-on application of a dye that has a low water content and comprises c1-c6 alkoxy silane, pigment and solvent |
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FR3109529B1 (en) | 2022-03-25 |
FR3109529A1 (en) | 2021-10-29 |
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