WO2015013780A1 - Composition comprising an aminosilicone, a cationic surfactant and a cationic associative polymer - Google Patents
Composition comprising an aminosilicone, a cationic surfactant and a cationic associative polymer Download PDFInfo
- Publication number
- WO2015013780A1 WO2015013780A1 PCT/BR2013/000298 BR2013000298W WO2015013780A1 WO 2015013780 A1 WO2015013780 A1 WO 2015013780A1 BR 2013000298 W BR2013000298 W BR 2013000298W WO 2015013780 A1 WO2015013780 A1 WO 2015013780A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- radical
- chosen
- alkyl
- cationic
- branched
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 100
- 229920000642 polymer Polymers 0.000 title claims abstract description 66
- 125000002091 cationic group Chemical group 0.000 title claims abstract description 48
- 229920013822 aminosilicone Polymers 0.000 title claims abstract description 27
- 239000003093 cationic surfactant Substances 0.000 title claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 9
- 230000008569 process Effects 0.000 claims abstract description 9
- -1 halide ion Chemical class 0.000 claims description 100
- 125000004432 carbon atom Chemical group C* 0.000 claims description 53
- 150000001875 compounds Chemical class 0.000 claims description 48
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 31
- 150000002430 hydrocarbons Chemical class 0.000 claims description 27
- 239000000178 monomer Substances 0.000 claims description 27
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 239000004215 Carbon black (E152) Substances 0.000 claims description 23
- 229930195733 hydrocarbon Natural products 0.000 claims description 23
- 229920001296 polysiloxane Polymers 0.000 claims description 23
- 125000003277 amino group Chemical group 0.000 claims description 20
- 229920002635 polyurethane Polymers 0.000 claims description 19
- 239000004814 polyurethane Substances 0.000 claims description 19
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 17
- 229920006395 saturated elastomer Polymers 0.000 claims description 15
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 11
- 150000001450 anions Chemical class 0.000 claims description 11
- 238000001035 drying Methods 0.000 claims description 11
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 10
- 125000005842 heteroatom Chemical group 0.000 claims description 10
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 10
- 229910052760 oxygen Inorganic materials 0.000 claims description 10
- 150000002148 esters Chemical group 0.000 claims description 9
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims description 9
- 229920002678 cellulose Polymers 0.000 claims description 8
- 235000010980 cellulose Nutrition 0.000 claims description 8
- 239000002537 cosmetic Substances 0.000 claims description 8
- 150000004820 halides Chemical class 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229920006317 cationic polymer Polymers 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 6
- 229910019142 PO4 Inorganic materials 0.000 claims description 6
- 235000021317 phosphate Nutrition 0.000 claims description 6
- 239000002453 shampoo Substances 0.000 claims description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 6
- 229920002554 vinyl polymer Polymers 0.000 claims description 6
- 150000001242 acetic acid derivatives Chemical class 0.000 claims description 5
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 5
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 claims description 5
- 150000001412 amines Chemical class 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
- 150000002191 fatty alcohols Chemical class 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 5
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 150000003863 ammonium salts Chemical group 0.000 claims description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 4
- 230000002209 hydrophobic effect Effects 0.000 claims description 4
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 4
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 3
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 3
- 150000001298 alcohols Chemical class 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- RLGQACBPNDBWTB-UHFFFAOYSA-N cetyltrimethylammonium ion Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)C RLGQACBPNDBWTB-UHFFFAOYSA-N 0.000 claims description 3
- OGQYPPBGSLZBEG-UHFFFAOYSA-N dimethyl(dioctadecyl)azanium Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC OGQYPPBGSLZBEG-UHFFFAOYSA-N 0.000 claims description 3
- UCYFZDNMZYZSPN-UHFFFAOYSA-N docosyl(trimethyl)azanium Chemical compound CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)C UCYFZDNMZYZSPN-UHFFFAOYSA-N 0.000 claims description 3
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 3
- 150000003893 lactate salts Chemical class 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 3
- 239000002562 thickening agent Substances 0.000 claims description 3
- 125000006528 (C2-C6) alkyl group Chemical group 0.000 claims description 2
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- VCCHDQFLPBJOHP-UHFFFAOYSA-N azanium;3-(octadecanoylamino)propyl 2,2-dimethylhexadecanoate;chloride Chemical class [NH4+].[Cl-].CCCCCCCCCCCCCCCCCC(=O)NCCCOC(=O)C(C)(C)CCCCCCCCCCCCCC VCCHDQFLPBJOHP-UHFFFAOYSA-N 0.000 claims description 2
- 229960000541 cetyl alcohol Drugs 0.000 claims description 2
- 150000001805 chlorine compounds Chemical class 0.000 claims description 2
- 150000004676 glycans Chemical class 0.000 claims description 2
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical class C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 claims description 2
- 150000002823 nitrates Chemical class 0.000 claims description 2
- 229920001282 polysaccharide Polymers 0.000 claims description 2
- 239000005017 polysaccharide Substances 0.000 claims description 2
- 150000005451 methyl sulfates Chemical class 0.000 claims 1
- 102000011782 Keratins Human genes 0.000 abstract description 13
- 108010076876 Keratins Proteins 0.000 abstract description 13
- 150000003254 radicals Chemical class 0.000 description 30
- 125000001165 hydrophobic group Chemical group 0.000 description 16
- 229910052698 phosphorus Inorganic materials 0.000 description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- 229920001897 terpolymer Polymers 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 125000003342 alkenyl group Chemical group 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 150000003335 secondary amines Chemical class 0.000 description 5
- 125000006539 C12 alkyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 4
- 125000000129 anionic group Chemical group 0.000 description 4
- 230000003750 conditioning effect Effects 0.000 description 4
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 125000005442 diisocyanate group Chemical group 0.000 description 4
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 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
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 description 4
- 229920000570 polyether Polymers 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 150000003573 thiols Chemical group 0.000 description 4
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 206010044625 Trichorrhexis Diseases 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 3
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical compound [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 3
- 150000003512 tertiary amines Chemical group 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- 125000000923 (C1-C30) alkyl group Chemical group 0.000 description 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
- FLCAEMBIQVZWIF-UHFFFAOYSA-N 6-(dimethylamino)-2-methylhex-2-enamide Chemical compound CN(C)CCCC=C(C)C(N)=O FLCAEMBIQVZWIF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 229920002396 Polyurea Polymers 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 229920004482 WACKER® Polymers 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 229940100198 alkylating agent Drugs 0.000 description 2
- 239000002168 alkylating agent Substances 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 150000005840 aryl radicals Chemical class 0.000 description 2
- 125000005228 aryl sulfonate group Chemical group 0.000 description 2
- YSJGOMATDFSEED-UHFFFAOYSA-M behentrimonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)C YSJGOMATDFSEED-UHFFFAOYSA-M 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 230000001680 brushing effect Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 229920006037 cross link polymer Polymers 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 150000002431 hydrogen Chemical group 0.000 description 2
- 150000002433 hydrophilic molecules Chemical class 0.000 description 2
- 229920001477 hydrophilic polymer Polymers 0.000 description 2
- 125000005113 hydroxyalkoxy group Chemical group 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 238000005956 quaternization reaction Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000002040 relaxant effect Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 229920006159 sulfonated polyamide Polymers 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 description 2
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 description 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- 0 *COC(*)(*)[Si+]CN*N Chemical compound *COC(*)(*)[Si+]CN*N 0.000 description 1
- FDYWJVHETVDSRA-UHFFFAOYSA-N 1,1-diisocyanatobutane Chemical compound CCCC(N=C=O)N=C=O FDYWJVHETVDSRA-UHFFFAOYSA-N 0.000 description 1
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 description 1
- AJTVSSFTXWNIRG-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanesulfonic acid Chemical compound OCC[NH+](CCO)CCS([O-])(=O)=O AJTVSSFTXWNIRG-UHFFFAOYSA-N 0.000 description 1
- XHJGXOOOMKCJPP-UHFFFAOYSA-N 2-[tert-butyl(2-hydroxyethyl)amino]ethanol Chemical compound OCCN(C(C)(C)C)CCO XHJGXOOOMKCJPP-UHFFFAOYSA-N 0.000 description 1
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 1
- SSZWWUDQMAHNAQ-UHFFFAOYSA-N 3-chloropropane-1,2-diol Chemical compound OCC(O)CCl SSZWWUDQMAHNAQ-UHFFFAOYSA-N 0.000 description 1
- VFKZECOCJCGZQK-UHFFFAOYSA-M 3-hydroxypropyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCO VFKZECOCJCGZQK-UHFFFAOYSA-M 0.000 description 1
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- IQCGXYGMNVNEAL-UHFFFAOYSA-N N=C=O.N=C=O.C=C1CCCCC1 Chemical compound N=C=O.N=C=O.C=C1CCCCC1 IQCGXYGMNVNEAL-UHFFFAOYSA-N 0.000 description 1
- KYIMHWNKQXQBDG-UHFFFAOYSA-N N=C=O.N=C=O.CCCCCC Chemical compound N=C=O.N=C=O.CCCCCC KYIMHWNKQXQBDG-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229910018557 Si O Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- 239000002535 acidifier Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910021417 amorphous silicon Inorganic materials 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- GDCXBZMWKSBSJG-UHFFFAOYSA-N azane;4-methylbenzenesulfonic acid Chemical compound [NH4+].CC1=CC=C(S([O-])(=O)=O)C=C1 GDCXBZMWKSBSJG-UHFFFAOYSA-N 0.000 description 1
- 239000002610 basifying agent Substances 0.000 description 1
- 229940075506 behentrimonium chloride Drugs 0.000 description 1
- 210000004534 cecum Anatomy 0.000 description 1
- 229940106189 ceramide Drugs 0.000 description 1
- 150000001783 ceramides Chemical class 0.000 description 1
- 229940081733 cetearyl alcohol Drugs 0.000 description 1
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical group [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 150000008050 dialkyl sulfates Chemical class 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 125000004990 dihydroxyalkyl group Chemical group 0.000 description 1
- 229940008099 dimethicone Drugs 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- DKJLEUVQMKPSHB-UHFFFAOYSA-N dimethyl-[3-(octadecanoylamino)propyl]-(2-oxo-2-tetradecoxyethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC(=O)OCCCCCCCCCCCCCC DKJLEUVQMKPSHB-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- PTFJVMWIGQVPLR-UHFFFAOYSA-N dodecyl-dimethyl-[3-(2-methylprop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CCCNC(=O)C(C)=C PTFJVMWIGQVPLR-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- RNYJXPUAFDFIQJ-UHFFFAOYSA-N hydron;octadecan-1-amine;chloride Chemical class [Cl-].CCCCCCCCCCCCCCCCCC[NH3+] RNYJXPUAFDFIQJ-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910001412 inorganic anion Inorganic materials 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- VUQUOGPMUUJORT-UHFFFAOYSA-N methyl 4-methylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(C)C=C1 VUQUOGPMUUJORT-UHFFFAOYSA-N 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- XRNSPWZSAFRGAW-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]-2-methylprop-2-enamide;4-methylbenzenesulfonic acid Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1.C[NH+](C)CCCNC(=O)C(C)=C XRNSPWZSAFRGAW-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000002891 organic anions Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- RARSHUDCJQSEFJ-UHFFFAOYSA-N p-Hydroxypropiophenone Chemical compound CCC(=O)C1=CC=C(O)C=C1 RARSHUDCJQSEFJ-UHFFFAOYSA-N 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000003252 repetitive effect Effects 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 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
- 239000007762 w/o emulsion Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
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- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
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- A—HUMAN NECESSITIES
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- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
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- A45—HAND OR TRAVELLING ARTICLES
- A45D—HAIRDRESSING OR SHAVING EQUIPMENT; EQUIPMENT FOR COSMETICS OR COSMETIC TREATMENTS, e.g. FOR MANICURING OR PEDICURING
- A45D2/00—Hair-curling or hair-waving appliances ; Appliances for hair dressing treatment not otherwise provided for
- A45D2/001—Hair straightening appliances
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- A—HUMAN NECESSITIES
- A45—HAND OR TRAVELLING ARTICLES
- A45D—HAIRDRESSING OR SHAVING EQUIPMENT; EQUIPMENT FOR COSMETICS OR COSMETIC TREATMENTS, e.g. FOR MANICURING OR PEDICURING
- A45D20/00—Hair drying devices; Accessories therefor
- A45D20/22—Helmets with hot air supply or ventilating means, e.g. electrically heated air current
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- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/43—Guanidines
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- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
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- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
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- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
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- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
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- A61K2800/5428—Polymers characterized by specific structures/properties characterized by the charge amphoteric or zwitterionic
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- A61K2800/54—Polymers characterized by specific structures/properties
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Definitions
- the present invention relates to a composition for treating keratin fibres, in particular human keratin fibres such as the hair, comprising (i) one or more amino silicones, (ii) one or more cationic surfactants and (iii) one or more cationic associative polymers.
- the invention also concerns a process for treating keratin fibres, in particular human keratin fibres such as the hair, and a use for hair care employing the said composition.
- Hair is generally damaged and embrittled by the action of external atmospheric agents such as light and bad weather, and also by mechanical or chemical treatments, such as brushing, combing, dyeing, bleaching, permanent-waving and/or relaxing.
- Hair is thus damaged by these various factors and may over time become dry, coarse or dull, especially in fragile areas, and more particularly at the ends leading to the apparition of split ends.
- These hair care compositions may be, for example, conditioning shampoos, hair conditioners, masks or sera, and may be in the form of gels, hair lotions or care creams that are more or less thick.
- compositions may comprise silicones, which are used as conditioning agents, so as to give the hair a satisfactory level of care, especially in terms of softness, smoothness and suppleness, and to manage the reduction of split ends.
- silicones often have the drawback of making the hair very lank and heavy, which leads to the phenomenon commonly known as the "build-up effect". In other words, silicones become deposited in a large amount of material on the hair, which has the consequence of making the head of hair lank and of limiting the use of silicones for conditioning the hair.
- These hair care products may also the drawback of giving to the hair an unnatural aspect.
- compositions for example hair conditioners, that do not have the combination of drawbacks described above, i.e. which are capable of treating and positively nourishing the hair, especially sensitized hair, namely by affording it softness, smoothness and suppleness while at the same time leaving it more light and natural.
- the Applicant has discovered, surprisingly, that it is possible to formulate compositions for the cosmetic treatment of keratin fibres, which have the desired properties, by combining in these compositions one or more amino silicones, one or more cationic surfactants and one or more associative cationic polymers.
- such a combination allows depositing selectively a suitable amount of amino silicones on hair, especially on sensitized hair, in order to improve the cosmetic properties conferred to it while at the same time leaving it more light and natural.
- the treated hair is less lank and heavy while the cosmetic properties are improved.
- the deposits of silicones lead to softer, smoother and suppler hair and the number of splits ends are also reduced.
- the present invention relates especially to a composition
- a composition comprising:
- composition of the present invention is able to improve the cosmetic properties of keratin fibres, in particular human keratin fibres such as the hair, especially in terms of softness, smoothness and suppleness while at same time giving the hair a more natural look and feeling.
- the present invention also relates to a process for treating the hair, comprising the application to the said hair of the composition according to the invention.
- the invention also relates to the use of the composition according to the invention as a hair conditioner, preferably used after the application of a shampoo.
- amino silicone means any polyaminosiloxane, i.e. any polysiloxane comprising at least one primary, secondary or tertiary amine function or a quaternary ammonium group.
- amino silicone(s) used in the composition according to the present invention are chosen from:
- T is a hydrogen atom or a phenyl, hydroxyl (-OH) or C1-C8 alkyl radical, and preferably methyl, or a C1-C8 alkoxy, preferably methoxy,
- a denotes the number 0 or an integer from 1 to 3, and preferably 0, b denotes 0 or 1 , and in particular 1 ,
- n and n are numbers such that the sum (n + m) can range especially from 1 to 2000 and in particular from 50 to 150, it being possible for n to denote a number from 0 to 1999 and in particular from 49 to 149, and for m to denote a number from 1 to 2000 and in particular from 1 to 10;
- R1 is a monovalent radical of formula -CqH2ql_ in which q is a number from 2 to 8 and L is an optionally quaternized amino group chosen from the following groups:
- R2 denotes a hydrogen atom, a phenyl, a benzyl or a saturated monovalent hydrocarbon-based radical, for example a C1-C20 alkyl radical
- Q- represents a halide ion, for instance fluoride, chloride, bromide or iodide.
- amino silicones corresponding to the definition of formula (I) are chosen from the compounds corresponding to formula (IA) below:
- R, R' and R which may be identical or different, denote a C1-C4 alkyl radical, preferably CH3; a C1-C4 alkoxy radical, preferably methoxy; or OH;
- A represents a linear or branched, C3-C8 and preferably C3-C6 alkylene radical; m and n are integers dependent on the molecular weight and whose sum is between 1 and 2000.
- R, R' and R which may be identical or different, represent a C1-C4 alkyl or hydroxyl radical
- A represents a C3 alkylene radical
- m and n are such that the weight-average molecular mass of the compound is between 5000 and 500 000 approximately.
- Compounds of this type are referred to in the CTFA dictionary as "amodimethicones".
- R, R' and R" which may be identical or different, represent a C1-C4 alkoxy or hydroxyl radical, at least one of the radicals R or R" is an alkoxy radical and A represents a C3 alkylene radical.
- the hydroxy/alkoxy mole ratio is preferably between 0.2/1 and 0.4/1 and advantageously equal to 0.3/1.
- m and n are such that the weight-average molecular mass of the compound is between 2000 and 106. More particularly, n is between 0 and 999 and m is between 1 and 1000, the sum of n and m being between 1 and 1000.
- R and R" which are different, represent a C1-C4 alkoxy or hydroxyl radical
- at least one of the radicals R or R" is an alkoxy radical
- R' represents a methyl radical
- A represents a C3 alkylene radical.
- the hydroxy/alkoxy mole ratio is preferably between 1/0.8 and 1/1.1 and advantageously equal to 1/0.95.
- m and n are such that the weight-average molecular mass of the compound is between 2000 and 200 000. More particularly, n is between 0 and 999 and m is between 1 and 1000, the sum of n and m being between 1 and 1000.
- R and R" represent a hydroxyl radical
- R' represents a methyl radical
- A is a C4-C8 and preferably C4 alkylene radical.
- m and n are such that the weight-average molecular mass of the compound is between 2000 and 106. More particularly, n is between 0 and 1999 and m is between 1 and 2000, the sum of n and m being between 1 and 2000.
- a product of this type is especially sold under the name DC 28299 by Dow Corning.
- the molecular mass of these silicones is determined by gel permeation chromatography (ambient temperature, polystyrene standard; ⁇ styragem columns; eluent THF; flow rate 1 mm/m; 200 ⁇ of a solution containing 0.5% by weight of silicone in THF are injected, and detection is performed by refractometry and UV-metry).
- a product corresponding to the definition of formula (IA) is in particular the polymer known in the CTFA dictionary (7th edition, 1997) as "trimethylsilyl amodimethicone", corresponding to formula (IB) below: (CH 3 ) 3 SiO
- n and m have the meanings given above in accordance with formula (I) or
- R3 represents a C1-C18 monovalent hydrocarbon-based radical, and in particular a C1-C18 alkyl or C2-C18 alkenyl radical, for example methyl;
- R4 represents a divalent hydrocarbon-based radical, especially a C1-C18 alkylene radical or a divalent C1-C18, and for example C1-C8, alkylenoxy radical;
- Q- is a halide ion, in particular chloride
- r represents a mean statistical value from 2 to 20 and in particular from 2 to 8;
- a compound falling within this class is the product sold by the company Union Carbide under the name Ucar Silicone ALE 56.
- R7 which may be identical or different, represent a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl radical, a C2- C18 alkenyl radical or a ring comprising 5 or 6 carbon atoms, for example methyl;
- R6 represents a divalent hydrocarbon-based radical, especially a C1-C18 alkylene radical or a divalent C1-C18, and for example C1-C8, alkylenoxy radical linked to the Si via an SiC bond;
- R8 which may be identical or different, represent a hydrogen atom, a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1 -C18 alkyl radical, a C2-C18 alkenyl radical or a radical -R6-NHCOR7;
- X- is an anion such as a halide ion, especially chloride, or an organic acid salt (acetate, etc.); ;
- R1 , R2, R3 and R4 which may be identical or different, denote a C1-C4 alkyl radical or a phenyl group,
- R5 denotes a C1-C4 alkyl radical or a hydroxyl group
- - n is an integer ranging from 1 to 5
- - m is an integer ranging from 1 to 5
- x is chosen such that the amine number is between 0.01 and 1 meq/g.
- the said silicones preferably consist of repeating units having the following general formulae:
- - a is an integer greater than or equal to 1 , preferably ranging from 5 to 200 and more particularly ranging from 10 to 100;
- - b is an integer between 0 and 200, preferably ranging from 4 to 100 and more particularly ranging from 5 to 30;
- - x is an integer ranging from 1 to 10 000 and more particularly from 10 to 5000;
- - R" is a hydrogen atom or a methyl
- R which may be identical or different, represent a linear or branched C2-C 2 divalent hydrocarbon-based radical, optionally comprising one or more heteroatoms such as oxygen; preferably, R denotes an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical, or a -CH2CH2CH20CH(OH)CH2- radical; preferentially, R denotes a -CH2CH2CH20CH(OH)CH2- radical;
- R' which may be identical or different, represent a linear or branched C2-C12 divalent hydrocarbon-based radical, optionally comprising one or more heteroatoms such as oxygen; preferably, R' denotes an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical, or a -CH2CH2CH20CH(OH)CH2- radical; preferentially, R denotes -CH(CH3)-CH2-.
- the siloxane blocks preferably represent from 50 mol% to 95 mol% of the total weight of the silicone, more particularly from 70 mol% to 85 mol%.
- the amine content is preferably between 0.02 and 0.5 meq/g of copolymer in a 30% solution in dipropylene glycol, more particularly between 0.05 and 0.2.
- the weight-average molecular weight (Mw) of the silicone is preferably between 5000 and 1 000 000 and more particularly between 10 000 and 200 000.
- the silicone(s) that are particularly preferred are the multiblock polyoxyalkylenated aminated silicones.
- the amino silicone(s) used in the composition according to the invention may be present in a content ranging from 0,1% to 15% by weight, preferably in a content ranging from 0,5% to 12% by weight and better still in a content ranging from 1 % to 8% by weight relative to the total weight of the composition.
- Cationic surfactants used in the composition of the present invention may be selected from salts of optionally polyoxyalkylenated primary, secondary or tertiary fatty amines, quaternary ammonium salts, and mixtures thereof.
- the cationic surfactants used in the composition of the present invention are preferably quaternary ammonium salts.
- Quaternary ammonium salts include especially, for example:
- radicals R8 to R11 which may be identical or different, represent a linear or branched aliphatic radical comprising from 1 to 30 carbon atoms, or an aromatic radical such as aryl or alkylaryl, with at least one of the radicals R8 to R11 denoting a linear or branched alkyl radical comprising from 10 to 30 carbon atoms, and X- denoting an organic or inorganic anion.
- the aliphatic radicals may include heteroatoms such as, in particular, oxygen, nitrogen, sulfur and halogens.
- the aliphatic radicals are selected for example from C1-30° alkyl, C1-30 alkoxy, polyoxyalkylene (C2-C6), C1-30° alkylamide, alkyl(C12- C22)amidoalkyl(C2-C6) and C1-30° hydroxyalkyi radicals;
- X is an anion selected from the group of halides, phosphates, acetates, lactates, alkyl(C2-C6)sulfates and alkyl- or alkylaryl- sulfonates.
- tetraalkylammonium chlorides such as, for example, dialkyldimethylammonium or alkyltrimethylammonium chlorides in which the alkyl radical comprises approximately from 2 to 22 carbon atoms, more particularly behenyltrimethylammonium, distearyldimethylammonium, cetyltrimethylammonium, and benzyhdimethylstearylammonium chlorides, or else, secondly, to palmitylamidopropyltrimethylammonium chloride or stearamidopropyldimethyl(myristyl acetate)-ammonium chloride, which is sold under the name Ceraphyl® 70 by the company Van Dyk.
- R12 represents an alkenyl or alkyl radical comprising from 8 to 30 carbon atoms, derived for example from tallow fatty acids
- R13 represents a hydrogen atom, a C1- C4 alkyl radical or an alkenyl or alkyl radical comprising from 8 to 30 carbon atoms
- R14 represents a C1-C4 alkyl radical
- R15 represents a hydrogen atom or a C1-C4 alkyl radical
- X- is an anion selected from the group of halides, phosphates, acetates, lactates, alkyl sulfates and alkyl- or alkylaryl-sulfonates.
- R12 and R13 denote a mixture of alkenyl or alkyl radicals comprising from 12 to 21 carbon atoms, for example derived from tallow fatty acids, R14 denotes a methyl radical and R15 denotes a hydrogen atom.
- a product of this kind is sold for example under the name Rewoquat® W 75 by the company Rewo;
- R 6 denotes an alkyl group comprising approximately from 16 to 30 carbon atoms, which is optionally hydroxylated and/or interrupted with one or more oxygen atoms;
- R17 is selected from hydrogen, an alkyl group comprising from 1 to 4 carbon atoms or a group -(CH 2 )3-N + (R iea )(R 17 a)(R 18 a), X " ;
- R18, i9, 20 and R 2 i which may be identical or different, are selected from hydrogen and an alkyl group comprising from 1 to 4 carbon atoms;
- X- which may be identical or different, represent an organic or inorganic anionic counterion, such as that selected from halides, acetates, phosphates, nitrates, alkyl(C1-C4) sulfates, alkyl(C1-C4)- or alkyl(C1-C4)aryl-sulfonates, more particularly methyl sulfate and ethyl sulfate.
- Compounds of this kind are, for example, Finquat CT-P, available from the company Finetex (Quaternium 89), and Finquat CT, available from the company Finetex (Quatemium 75);
- R22 is selected from C1-C6 alkyl groups and C1-C6 hydroxyalkyl or C1-C6 dihydroxyalkyl groups,
- R23 is selected from:
- R25 is selected from:
- R24, R26 and R28 which are identical or different, are selected from linear or branched, saturated or unsaturated C7-C21 hydrocarbon groups;
- r, s and t which are identical or different, are integers from 2 to 6,
- y is an integer ranging from 1 to 10,
- x and z which are identical or different, are integers from 0 to 10,
- X- represents an organic or inorganic anionic counterion
- the alkyl groups R22 may be linear or branched, and more particularly linear.
- R22 denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl group, and more particularly a methyl or ethyl group.
- the sum x + y + z has a value from 1 to 10.
- R23 is an R27 hydrocarbon group, it may be long and may have from 12 to 22 carbon atoms, or may be short and may have from 1 to 3 carbon atoms.
- R25 is an R29 hydrocarbon group, it preferably has 1 to 3 carbon atoms.
- R24, R26 and R28 which are identical or different, are selected from linear or branched, saturated or unsaturated C11-C21 hydrocarbon groups, and more particularly from linear or branched, saturated or unsaturated C11-C21 alkyl and alkenyl groups.
- x and z which are identical or different, are equal to 0 or 1.
- y is 1.
- the anionic counterion X- is preferably a halide, such as chloride, bromide or iodide; a alkyl(C1-C4) sulfate or a alkyl(C1-C4)- or alkyl(C1-C4)aryl-sulfonate. It is possible, however, to use methanesulfonate, phosphate, nitrate or tosylate, an anion derived from organic acid such as acetate or lactate, or any other anion compatible with the ester- functional ammonium.
- a halide such as chloride, bromide or iodide
- a alkyl(C1-C4) sulfate or a alkyl(C1-C4)- or alkyl(C1-C4)aryl-sulfonate It is possible, however, to use methanesulfonate, phosphate, nitrate or tosylate, an anion derived from organic acid
- the anionic counterion X- is even more particularly chloride, methyl sulfate or ethyl sulfate.
- R22 denotes a methyl or ethyl group
- - R23 is selected from:
- - R25 is selected from:
- R24, R26 and R28 which may be identical or different, are selected from linear or branched, saturated or unsaturated C13-C17 hydrocarbon groups, and preferably from linear or branched, saturated or unsaturated C13-C17 alkyl and alkenyl groups.
- hydrocarbon radicals are linear.
- acyl groups preferably have 14 to 18 carbon atoms and originate more particularly from a vegetable oil such as palm oil or sunflower oil. When the compound contains a plurality of acyl groups, these groups may be identical or different.
- alkylating agent such as an alkyl halide, preferably methyl or ethyl halide, a dialkyl sulfate, preferably dimethyl or aieinyi suirate, metnyi metnanesuiTonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
- Such compounds are sold, for example, under the names Dehyquart® by the company Henkel, Stepanquat® by the company Stepan, Noxamium® by the company Ceca, Rewoquat® WE 18 by the company Rewo-Witco.
- composition according to the invention may contain, for example, a mixture of quaternary ammonium monoester, diester and triester salts, with a majority by weight of diester salts.
- ammonium salts containing at least one ester function that are described in patents US-A- 874554 and US-A-4137180.
- Use may be made of the behenoy hydroxypropyltrimethylammonium chloride available from Kao under the name Quatarmin BTC 131.
- the ammonium salts containing at least one ester function contain two ester functions.
- quaternary ammonium salts containing at least one ester function that can be used, it is preferred to use dipalmitoylethylhydroxyethylmethylammonium salts.
- the cationic surfactants used in the composition are preferably selected from quaternary ammonium salts of formula (III) and quaternary ammonium salts comprising at least one ester function, especially those selected from those corresponding to the formula (VI).
- the cationic surfactants used in the composition are preferably selected from behenyltrimethylammonium, distearyldimethylammonium, cetyltrimethylammonium and benzyldimethy stearylammonium chlorides, or else from palmitylamido-'propyltrimethylammonium or stearamidopropyldimethyl(myristyl acetate)- ammonium chlorides.
- the cationic surfactant is cetyltrimethylammonium chloride or behenyltrimethylammonium chloride.
- Cationic surfactants of the invention are different from ingredients (i). Preferably they are non siliconated.
- non siliconated means that there is no siloxane group Si-O in the chemical structure of the surfactant.
- the cationic surfactants used in the composition of the present invention may be present in said composition in an amount of from 0,1 wt% to 20% by wt%, more preferably from 0,5 to 15% by wt%, preferably from 1 by wt% to 10 by wt%, relative to the total weight of the composition.
- Cationic associative polymers are cationic water-soluble or water-dispersible polymers that are capable, in an aqueous medium, of reversibly combining with each other or with other molecules.
- the associative polymer used in the invention is an amphiphilic polymer, which means a polymer comprising at least one hydrophilic moiety which renders the polymer soluble in water and at least one hydrophobic region, comprising at least one fatty chain, by means of which the polymer interacts and undergoes assembly with another associative polymer or with other molecules.
- the cationic associative polymer used in the present invention is preferably a cationic amphiphilic polymer which comprises at least one hydrophilic group and at least one fatty chain.
- a fatty chain has at least 8 carbon atoms, preferably from 8 to 30 carbon atoms, more preferably from 10 to 30 carbon atoms and especially from 12 to 22 carbon atoms.
- the cationic associative polymer has at least one repetitive unit other than an oxyalkylenated group. So associative polymers are different from products resulting merely from the condensation of an alkylene oxide with an alcohol, an ester or an amide.
- the associative cationic amphiphilic polymers may be chosen from:
- cationic associative amphiphilic polyurethanes which may be water- soluble or water-dispersible, the family of which has been described by the Applicant in French patent application No. 00/09609.
- the cationic associative amphiphilic polyurethanes may be represented by the general formula (XIII) below:
- R and R' which may be identical or different, represent a hydrophobic group or a hydrogen atom
- X and X' which may be identical or different, represent a group comprising an amine function optionally bearing a hydrophobic group, or alternatively a group L";
- L, L' and L which may be identical or different, represent a group derived from a diisocyanate
- P and P' which may be identical or different, represent a group comprising an amine function optionally bearing a hydrophobic group
- Y represents a hydrophilic group
- r is an integer between 1 and 100, preferably between 1 and 50 and in particular between 1 and 25; n, m and p each range, independently of each other, between 0 and 1000;
- the molecule containing at least one protonated or quaternized amine function and at least one hydrophobic group.
- the only hydrophobic groups are the groups R and R' at the chain ends.
- R and R' both independently represent a hydrophobic group
- n and p are between 1 and 1000, and
- Another preferred family of cationic associative polyurethanes is the one corresponding to formula (I) above in which:
- R and R' both independently represent a hydrophobic group
- X and X' each represent a group L
- n and p are 0, and L, L', L", Y and m have the meaning given above.
- n and p are 0 means that these polymers do not comprise units derived from a monomer containing an amine function, incorporated into the polymer during the polycondensation.
- the protonated amine functions of these polyurethanes result from the hydrolysis of excess isocyanate functions, at the chain end, followed by alkylation of the primary amine functions formed with alkylating agents containing a hydrophobic group, i.e. compounds of the type RQ or R'Q, in which R and R' are as defined above and Q denotes a leaving group such as a halide, a sulfate, etc.
- R and R' both independently represent a hydrophobic group
- X and X' both independently represent a group comprising a quaternary amine, n and p are zero, and
- L, L', Y and m have the meaning given above.
- the number-average molecular mass of the cationic associative polyurethanes is preferably between 400 and 500 000, in particular between 1000 and 400 000 and ideally between 1000 and 300 000.
- hydrophobic group means a radical or polymer containing a saturated or unsaturated, linear or branched hydrocarbon-based chain, which may contain one or more heteroatoms such as P, O, N or S, or a radical containing a perfluoro or silicone chain.
- hydrophobic group denotes a hydrocarbon-based radical, it comprises at least 10 carbon atoms, preferably from 10 to 30 carbon atoms, in particular from 12 to 30 carbon atoms and more preferably from 18 to 30 carbon atoms.
- the hydrocarbon-based group is derived from a monofunctional compound.
- the hydrophobic group may be derived from a fatty alcohol such as stearyl alcohol, dodecyl alcohol or decyl alcohol. It may also denote a hydrocarbon-based polymer, for instance polybutadiene.
- X and/or X' denote(s) a group comprising a tertiary or quaternary amine
- X and/or X' may represent one of the following formulae:
- R2 represents a linear or branched alkylene radical containing from 1 to 20 carbon atoms, optionally comprising a saturated or unsaturated ring, or an arylene radical, one or more of the carbon atoms possibly being replaced with a heteroatom chosen from N, S, O and P;
- R1 and R3 which may be identical or different, denote a linear or branched C1-C30 alkyl or alkenyl radical or an aryl radical, at least one of the carbon atoms possibly being replaced with a heteroatom chosen from N, S, O and P;
- A- is a physiologically acceptable counterion.
- Z represents -0-, -S- or -NH-
- R4 represents a linear or branched alkylene radical containing from 1 to 20 carbon atoms, optionally comprising a saturated or unsaturated ring, or an arylene radical, one or more of the carbon atoms possibly being replaced with a heteroatom chosen from N, S, O and P.
- the groups P and P' comprising an amine function may represent at least one of the following formulae:
- R5 and R7 have the same meanings as R2 defined above;
- R6, R8 and R9 have the same meanings as R1 and R3 defined above;
- R10 represents a linear or branched, optionally unsaturated alkylene group possibly containing one or more heteroatoms chosen from N, O, S and P;
- A- is a physiologically acceptable counterion.
- hydrophilic group means a polymeric or non- polymeric water-soluble group.
- hydrophilic polymer when it is a hydrophilic polymer, in accordance with one preferred embodiment, mention may be made, for example, of polyethers, sulfonated polyesters, sulfonated polyamides or a mixture of these polymers.
- the hydrophilic compound is preferentially a polyether and especially a poly(ethylene oxide) or poly(propylene oxide).
- the cationic associative polyurethanes of formula (XIII) that may be used according to the invention are formed from diisocyanates and from various compounds bearing functions containing a labile hydrogen.
- the functions containing a labile hydrogen may be alcohol, primary or secondary amine or thiol functions, giving, after reaction with the diisocyanate functions, polyurethanes, polyureas and polythioureas, respectively.
- polyurethanes that may be used according to the present invention encompasses these three types of polymer, namely polyurethanes per se, polyureas and polythioureas, and also copolymers thereof.
- a first type of compound involved in the preparation of the polyurethane of formula (XIII) is a compound comprising at least one unit containing an amine function.
- This compound may be multifunctional, but the compound is preferentially difunctional, that is to say that, according to one preferential embodiment, this compound comprises two labile hydrogen atoms borne, for example, by a hydroxyl, primary amine, secondary amine or thiol function.
- a mixture of multifunctional and difunctional compounds in which the percentage of multifunctional compounds is low may also be used.
- this compound may comprise more than one unit containing an amine function.
- it is a polymer bearing a repetition of the unit containing an amine function.
- Examples of compounds containing an amine function that may be mentioned include N-methyldiethanolamine, N-tert-butyldiethanolamine and N-sulfoethyldiethanolamine.
- the second compound included in the preparation of the polyurethane of formula (XIII) is a diisocyanate corresponding to the formula:
- R4 is as defined above.
- methylenediphenyl diisocyanate By way of example, mention may be made of methylenediphenyl diisocyanate, methylenecyclohexane diisocyanate, isophorone diisocyanate, tolylene diisocyanate, naphthalene diisocyanate, butane diisocyanate and hexane diisocyanate.
- a third compound involved in the preparation of the polyurethane of formula (XIII) is a hydrophobic compound intended to form the terminal hydrophobic groups of the polymer of formula (XIII).
- This compound is formed form a hydrophobic group and a function containing a labile hydrogen, for example a hydroxyl, primary or secondary amine, or thiol function.
- this compound may be a fatty alcohol such as, in particular, stearyl alcohol, dodecyl alcohol or decyl alcohol.
- this compound may be, for example, a-hydroxylated hydrogenated polybutadiene.
- the hydrophobic group of the polyurethane of formula (I) may also result from the quaternization reaction of the tertiary amine of the compound comprising at least one tertiary amine unit.
- the hydrophobic group is introduced via the quaternizing agent.
- This quaternizing agent is a compound of the type RQ or R'Q, in which R and R' are as defined above and Q denotes a leaving group such as a halide, a sulfate, etc.
- the cationic associative polyurethane may also comprise a hydrophilic block.
- This block is provided by a fourth type of compound involved in the preparation of the polymer.
- This compound may be multifunctional. It is preferably difunctional. It is also possible to have a mixture in which the percentage of multifunctional compound is low.
- the functions containing a labile hydrogen are alcohol, primary or secondary amine or thiol functions. This compound may be a polymer terminated at the chain ends with one of these functions containing a labile hydrogen.
- hydrophilic polymer When it is a hydrophilic polymer, mention may be made, for example, of polyethers, sulfonated polyesters and sulfonated polyamides, or a mixture of these polymers.
- the hydrophilic compound is preferentially a polyether and especially a poly(ethylene oxide) or poly(propylene oxide).
- the hydrophilic group termed Y in formula (I) is optional. Specifically, the units containing a quaternary amine or protonated function may suffice to provide the solubility or water-dispersibility required for this type of polymer in an aqueous solution.
- hydrophilic group Y is optional, cationic associative polyurethanes comprising such a group are, however, preferred.
- the quaternized cellulose derivatives are, in particular quaternized celluloses, particularly quaternized hydroxyethylcelluloses modified with groups comprising at least one fatty chain, such as alkyl, arylalkyi or alkylaryl groups comprising at least 8 carbon atoms, or mixtures thereof.
- the alkyl radicals borne by the above quaternized celluloses or hydroxyethylcelluloses preferably contain from 8 to 30 carbon atoms, especially from 10 to 30 carbon atoms.
- the aryl radicals preferably denote phenyl, benzyl, naphthyl or anthryl groups.
- Examples of quaternized alkylhydroxyethylcelluloses containing C8-C30 fatty chains that may be mentioned include the products PQ-67 ® (C12 alkyl), Quatrisoft LM 200®, Quatrisoft LM-X 529-18-A®, Quatrisoft LM-X 529-18B® (C12 alkyl) and Quatrisoft LM-X 529- 8® (C 8 alkyl) or Softcat Polymer SL100 (C12 alkyl) sold by the company Amerchol, and the products Crodacel QM®, Crodacel QL® (C12 alkyl) and Crodacel QS® (C18 alkyl) sold by the company Croda.
- PQ-67 ® C12 alkyl
- Quatrisoft LM 200® Quatrisoft LM-X 529-18-A®
- Quatrisoft LM-X 529-18B® C12 alkyl
- Quatrisoft LM-X 529- 8®
- cationic poly(vinyllactam) polymer which may comprise:
- X denotes an oxygen atom or a radical NR6,
- R1 and R6 denote, independently of each other, a hydrogen atom or a linear or branched C1-C5 alkyl radical
- R2 denotes a linear or branched C1-C4 alkyl radical
- R3, R4 and R5 denote, independently of each other, a hydrogen atom, a linear or branched C1-C30 alkyl radical or a radical of formula (II):
- Y, Y1 and Y2 denote, independently of each other, a linear or branched C2-C16 alkylene radical
- R7 denotes a hydrogen atom or a linear or branched C1-C4 alkyl radical or a linear or branched C1-C4 hydroxyalkyl radical
- R8 denotes a hydrogen atom or a linear or branched C1-C30 alkyl radical
- p, q and r denote, independently of each other, either the value 0 or the value 1
- m and n denote, independently of each other, an integer ranging from 0 to 100
- x denotes an integer ranging from 1 to 100
- Z denotes an organic or mineral acid anion
- the cationic poly(vinyllactam) polymers used in the composition according to the invention comprise: -a) at least one monomer of vinyllactam or alkylvinyMactam type;
- X denotes an oxygen atom or a radical NR6,
- R1 and R6 denote, independently of each other, a hydrogen atom or a linear or branched C1-C5 alkyl radical
- R2 denotes a linear or branched C1-C4 alkyl radical
- R3, R4 and R5 denote, independently of each other, a hydrogen atom, a linear or branched C1-C30 alkyl radical or a radical of formula (XIV):
- Y, Y1 and Y2 denote, independently of each other, a linear or branched C2-C16 alkylene radical
- R7 denotes a hydrogen atom or a linear or branched C1-C4 alkyl radical or a linear or branched C1-C4 hydroxyalkyl radical
- p, q and r denote, independently of each other, either the value 0 or the value 1
- m and n denote, independently of each other, an integer ranging from 0 to 100
- x denotes an integer ranging from 1 to 100
- Z denotes an organic or mineral acid anion
- R3, R4, R5 or R8 denotes a linear or branched C9- C30 alkyl radical
- the cationic poly(vinyllactam) polymers used in the composition according to the invention may be crosslinked or noncrosslinked and may also be block polymers.
- the counterion Z- of the monomers ⁇ Tormula (la) is chosen from halide ions, phosphate ions, the methosulfate ion and the tosylate ion.
- R3, R4 and R5 denote, independently of each other, a hydrogen atom or a linear or branched C1-C30 alkyi radical.
- the monomer b) is a monomer of formula (la) for which, even more preferably, m and n are equal to 0.
- s denotes an integer ranging from 3 to 6
- R9 denotes a hydrogen atom or a C1-C5 alkyi radical
- R10 denotes a hydrogen atom or a C1-C5 alkyi radical
- radicals R9 and R10 denotes a hydrogen atom.
- the monomer (XV) is vinylpyrrolidone.
- the cationic poly(vinyllactam) polymers used in the composition according to the invention may also contain one or more additional monomers, preferably cationic or nonionic monomers.
- terpolymers comprising, by weight, 40% to 95% of monomer (a), 0.1 % to 55% of monomer (c) and 0.25% to 50% of monomer (b) will be used.
- vinylpyrrolidone/dimethyl- aminopropylmethacrylamide/dodecyldimethylmethacryhamidopropylammonium tosylate terpolymers vinylpyrrolidone/dimethyl- aminopropylmethacrylamide/dodecyldimethylmethacryhamidopropylammonium tosylate terpolymers, vinyhpyrrolidone/dimethylaminopropyl- methacrylamide/cocoy dimethylmethacrylamidopropylammonium tosylate terpolymers, vinylpyrrolidone/dimethylaminopropyhmethacrylamide/lauryl- dimethy methacrylamidopropy ammonium tosylate or chloride terpolymers are used in particular.
- the weight-average molecular mass of the cationic poly(vinyllactam) polymers according to the present invention is preferably between 500 and 20 000 000. It is more particularly between 200 000 and 2 000 000 and even more preferably between 400 000 and 800 000.
- One polymer that is particularly preferred is the polymer sold under the name Styleze W20 by the company ISP, which is a terpolymer of vinylpyrrolidone/dimethy amino-'propyhmethacrylamide and of lauryldimethylmethacrylamidopropylammonium chloride.
- Polyacrylate-1 Crosspolymer is the product of polymerization of a monomer mixture comprising:
- the cationic associative polymer is a cationic amphiphilic polymer having at least one fatty chain comprising at least 8 carbon atoms, especially from 10 to 30 carbon atoms and more specifically from 10 to 22 carbon atoms
- the cationic associative polymer is chosen from:
- quaternized celluloses particularly quaternized hydroxyethylcelluloses modified with groups comprising at least one fatty chain, such as alkyl, arylalkyl or alkylaryl groups comprising at least 8 carbon atoms, or mixtures thereof,
- the cationic associative polymer is chosen from quaternized hydroxyethylcelluloses modified with at least an alkyl group containing at least 8 carbon atoms, especially from 10 to 22 carbon atoms and more specifically from 10 to 16 carbon atoms,
- the cationic associative polymer is especially an associative cationic polymer having the INCI name POLYQUATERNIUM-67.
- the cationic associative(s) polymer(s) used in the present invention may be present in said composition in an amount of from 0.01 wt% to 5 by wt%, more preferably from 0.05 to 2 by wt%, preferably from 0.1 by wt% to 1% by wt%, relative to the total weight of the composition.
- compositions of the invention preferably comprise water or a mixture of water and one or more organic solvents chosen from C1-C4 lower alcohols, such as ethanol, isopropanol, tert-butanol or n-butanol; polyols such as glycerol, propylene glycol and polyethylene glycols; and mixtures thereof.
- C1-C4 lower alcohols such as ethanol, isopropanol, tert-butanol or n-butanol
- polyols such as glycerol, propylene glycol and polyethylene glycols
- composition according to the invention comprises an amount of water which is generally greater than or equal to 5% by weight, relative to the total weight of the composition, preferably an amount of water greater than or equal to 20% by weight relative to the total weight of the composition.
- the amount of water in the composition according to the invention is less than or equal to 95% and preferentially less than or equal to 90% by weight relative to the total weight of the composition.
- the organic solvents may be present in a concentration ranging from 0.1% to 40% and better still from 1 % to 20% by weight relative to the total weight of the composition.
- the pH of the compositions according to the invention generally ranges from 3 to 9, most preferably from 4 to 7.
- composition according to the invention may also comprise one or more standard additives that are well known in the art, chosen from surfactants other than cationic surfactants previously described, particularly non ionic surfactants, moisturizers; emollients, thickening agents different from the cationic associative polymers previously described, plasticizers, permanent or temporary dyes, fragrances, peptizers, preserving agents, active agents, ceramides or pseudoceramides; oils or waxes, vitamins or provitamins; pH stabilizers, preserving agents; proteins, sequestrants; solubilizers; reducing agents or antioxidants; oxidizing agents; basifying agents, acidifying agents, anticorrosion agents and non-thickening cationic polymers, and mixtures thereof.
- surfactants other than cationic surfactants previously described particularly non ionic surfactants, moisturizers; emollients, thickening agents different from the cationic associative polymers previously described, plasticizers, permanent or temporary dyes, fragrances,
- compositions according to the invention are generally present in the composition according to the invention in an amount ranging from 0 to 20% by weight relative to the total weight of the composition.
- the composition of the invention comprises at least one additional thickening agent selected from a) fatty alcohols, particularly C10-C30 alcohols such as cetyl alcohol, stearyl alcohol or their mixtures and/or b) non-ionic polysaccharides such as hydroxyethylcellulose.
- composition according to the invention may be in the form of an emulsion. More specifically, it may be either in the form of an oil-in-water emulsion, with the continuous phase being the aqueous phase, or in the form of a water-in-oil emulsion, with the continuous phase being the fatty phase.
- compositions in accordance with the invention may be used for conditioning keratin fibres, in particular the hair, for example as hair conditioners.
- compositions of the invention are rinse-off or leave-in hair conditioners.
- the composition comprises: (i) one or more amino silicones,
- the cationic surfactants preferably are chosen from quaternary ammonium salts of formula (III) and quaternary ammonium salts comprising at least one ester function, especially those selected from those corresponding to the formula (VI).
- the amino silicones are chosen from the multiblock polyalkylenated amino silicone (e).
- the composition comprises:
- one or more cationic associative polymers chosen from the cationic amphiphilic polymers chosen from quaternized celluloses modified with groups comprising at least one fatty chain having at least 8 carbon atoms.
- the composition comprises:
- Another subject of the present invention is a process for treating keratin fibres, such as the hair, which consists in applying a composition as described above on the said fibres.
- compositions described above may be used on any type of hair: light or dark hair, natural hair or hair that has undergone a cosmetic treatment such as permanent waving, dyeing, bleaching or relaxing.
- composition of the present invention is applied on sensitized hair.
- the application to the hair of the composition according to the invention may be performed, for example, using a comb, a fine brush, a coarse brush or with the fingers.
- the application of the composition is followed by drying hair at room temperature or at a temperature above 40°C.
- the drying may be performed immediately after the application or after a leave-on time that may range from 1 minute to 30 minutes.
- the hair is dried, in addition to using a supply of heat, with a flow of air.
- This flow of air during drying makes it possible to improve the individualization of the coating.
- the drying step of the process of the invention may be performed with a hood, a hair dryer, a straightening iron, etc.
- the drying temperature is between 40 and 1 10°C and preferably between 50 and 90°C.
- the drying temperature is between 1 0 and 230°C and preferably between 130 and 200°C.
- the invention also relates to the use of the composition according to the invention as a hair conditioner, preferably used after the application of a shampoo or shampoo and other conditioner.
- composition is applied on hair washed by a shampoo. After final rinsing hair is smoother and suppler and the number of splits ends are also reduced.
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Abstract
Description
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WO2016134430A1 (en) * | 2015-02-25 | 2016-09-01 | L'oreal | Transparent hair care composition |
CN113194914A (en) * | 2018-12-19 | 2021-07-30 | 联合利华知识产权控股有限公司 | Hair conditioning composition for improved deposition |
US11642303B2 (en) | 2016-03-31 | 2023-05-09 | L'oreal | Hair care compositions comprising cationic compounds, starch, and silane compounds |
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JP2006273732A (en) * | 2005-03-28 | 2006-10-12 | Kose Corp | Shampoo composition |
US20100034765A1 (en) * | 2008-08-06 | 2010-02-11 | Evonik Goldschmidt Gmbh | Use of polysiloxanes with quaternary ammonium groups for protecting animal or human hair against heat damage |
US20110200548A1 (en) * | 2008-10-22 | 2011-08-18 | Johnson Bethany K | Aminofunctional Endblocked Silicone Polyether Copolymers In Personal Care Compositions |
US20130164243A1 (en) * | 2009-12-18 | 2013-06-27 | Kao Germany Gmbh | Conditioning composition for hair |
-
2013
- 2013-08-01 WO PCT/BR2013/000298 patent/WO2015013780A1/en active Application Filing
- 2013-08-01 BR BR112016001828A patent/BR112016001828B8/en active IP Right Grant
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JP2006273732A (en) * | 2005-03-28 | 2006-10-12 | Kose Corp | Shampoo composition |
US20100034765A1 (en) * | 2008-08-06 | 2010-02-11 | Evonik Goldschmidt Gmbh | Use of polysiloxanes with quaternary ammonium groups for protecting animal or human hair against heat damage |
US20110200548A1 (en) * | 2008-10-22 | 2011-08-18 | Johnson Bethany K | Aminofunctional Endblocked Silicone Polyether Copolymers In Personal Care Compositions |
US20130164243A1 (en) * | 2009-12-18 | 2013-06-27 | Kao Germany Gmbh | Conditioning composition for hair |
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Cited By (4)
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WO2016134430A1 (en) * | 2015-02-25 | 2016-09-01 | L'oreal | Transparent hair care composition |
US11642303B2 (en) | 2016-03-31 | 2023-05-09 | L'oreal | Hair care compositions comprising cationic compounds, starch, and silane compounds |
CN113194914A (en) * | 2018-12-19 | 2021-07-30 | 联合利华知识产权控股有限公司 | Hair conditioning composition for improved deposition |
CN113194914B (en) * | 2018-12-19 | 2024-03-26 | 联合利华知识产权控股有限公司 | Hair conditioning composition for improving deposition |
Also Published As
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BR112016001828A2 (en) | 2017-08-01 |
BR112016001828B8 (en) | 2020-12-29 |
BR112016001828B1 (en) | 2020-03-31 |
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