AU2006208671B2 - The use of high molecular weight crosslinked, water-soluble cationic polymers in hair care formulations - Google Patents
The use of high molecular weight crosslinked, water-soluble cationic polymers in hair care formulations Download PDFInfo
- Publication number
- AU2006208671B2 AU2006208671B2 AU2006208671A AU2006208671A AU2006208671B2 AU 2006208671 B2 AU2006208671 B2 AU 2006208671B2 AU 2006208671 A AU2006208671 A AU 2006208671A AU 2006208671 A AU2006208671 A AU 2006208671A AU 2006208671 B2 AU2006208671 B2 AU 2006208671B2
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- AU
- Australia
- Prior art keywords
- hair
- chloride
- crosslinked
- cationic polymer
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 229920006317 cationic polymer Polymers 0.000 title claims abstract description 90
- 239000000203 mixture Substances 0.000 title claims description 118
- 238000009472 formulation Methods 0.000 title claims description 77
- 229920000642 polymer Polymers 0.000 claims abstract description 80
- 230000003750 conditioning effect Effects 0.000 claims abstract description 41
- 238000004061 bleaching Methods 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims description 59
- 238000004132 cross linking Methods 0.000 claims description 51
- 239000000178 monomer Substances 0.000 claims description 50
- 239000003999 initiator Substances 0.000 claims description 49
- 125000002091 cationic group Chemical group 0.000 claims description 46
- 229920005601 base polymer Polymers 0.000 claims description 41
- 238000006243 chemical reaction Methods 0.000 claims description 38
- NJSSICCENMLTKO-HRCBOCMUSA-N [(1r,2s,4r,5r)-3-hydroxy-4-(4-methylphenyl)sulfonyloxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)O[C@H]1C(O)[C@@H](OS(=O)(=O)C=2C=CC(C)=CC=2)[C@@H]2OC[C@H]1O2 NJSSICCENMLTKO-HRCBOCMUSA-N 0.000 claims description 33
- -1 halide compounds Chemical class 0.000 claims description 32
- 150000003254 radicals Chemical class 0.000 claims description 31
- 239000000243 solution Substances 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 26
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 20
- 239000007864 aqueous solution Substances 0.000 claims description 19
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 10
- 235000019270 ammonium chloride Nutrition 0.000 claims description 10
- 229920001577 copolymer Polymers 0.000 claims description 10
- 239000000654 additive Substances 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- YIOJGTBNHQAVBO-UHFFFAOYSA-N dimethyl-bis(prop-2-enyl)azanium Chemical compound C=CC[N+](C)(C)CC=C YIOJGTBNHQAVBO-UHFFFAOYSA-N 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 125000000129 anionic group Chemical group 0.000 claims description 8
- 239000003085 diluting agent Substances 0.000 claims description 8
- 229910019142 PO4 Inorganic materials 0.000 claims description 6
- 150000002191 fatty alcohols Chemical class 0.000 claims description 6
- 229920006158 high molecular weight polymer Polymers 0.000 claims description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 6
- 239000010452 phosphate Substances 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000000524 functional group Chemical group 0.000 claims description 5
- 230000000379 polymerizing effect Effects 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 4
- 230000000996 additive effect Effects 0.000 claims description 4
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 4
- 230000001680 brushing effect Effects 0.000 claims description 4
- 125000004181 carboxyalkyl group Chemical group 0.000 claims description 4
- IOMDIVZAGXCCAC-UHFFFAOYSA-M diethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](CC)(CC)CC=C IOMDIVZAGXCCAC-UHFFFAOYSA-M 0.000 claims description 4
- 238000004043 dyeing Methods 0.000 claims description 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 4
- FZGFBJMPSHGTRQ-UHFFFAOYSA-M trimethyl(2-prop-2-enoyloxyethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCOC(=O)C=C FZGFBJMPSHGTRQ-UHFFFAOYSA-M 0.000 claims description 4
- RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 3
- XFOZBWSTIQRFQW-UHFFFAOYSA-M benzyl-dimethyl-prop-2-enylazanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC1=CC=CC=C1 XFOZBWSTIQRFQW-UHFFFAOYSA-M 0.000 claims description 3
- YRHAJIIKYFCUTG-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;bromide Chemical compound [Br-].C=CC[N+](C)(C)CC=C YRHAJIIKYFCUTG-UHFFFAOYSA-M 0.000 claims description 3
- GHVWODLSARFZKM-UHFFFAOYSA-N trimethyl-[3-methyl-3-(prop-2-enoylamino)butyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCC(C)(C)NC(=O)C=C GHVWODLSARFZKM-UHFFFAOYSA-N 0.000 claims description 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 2
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 claims description 2
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims description 2
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 claims description 2
- YVEJDOBFMBXLPV-UHFFFAOYSA-N benzyl-dimethyl-prop-2-enylazanium Chemical compound C=CC[N+](C)(C)CC1=CC=CC=C1 YVEJDOBFMBXLPV-UHFFFAOYSA-N 0.000 claims 1
- WFBUOWJSMDEBIO-UHFFFAOYSA-N dimethyl-(3-methylbutyl)-[(prop-2-enoylamino)methyl]azanium;chloride Chemical compound [Cl-].CC(C)CC[N+](C)(C)CNC(=O)C=C WFBUOWJSMDEBIO-UHFFFAOYSA-N 0.000 claims 1
- 230000002040 relaxant effect Effects 0.000 abstract description 21
- 238000011282 treatment Methods 0.000 abstract description 10
- 150000004820 halides Chemical class 0.000 abstract description 5
- 238000004040 coloring Methods 0.000 abstract description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 33
- 239000002585 base Substances 0.000 description 27
- 229920001296 polysiloxane Polymers 0.000 description 27
- 239000000047 product Substances 0.000 description 22
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 21
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 21
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 21
- 229920000371 poly(diallyldimethylammonium chloride) polymer Polymers 0.000 description 18
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 16
- 230000008569 process Effects 0.000 description 16
- 239000003795 chemical substances by application Substances 0.000 description 15
- 239000004615 ingredient Substances 0.000 description 13
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 13
- 239000000126 substance Substances 0.000 description 13
- 239000000835 fiber Substances 0.000 description 11
- 239000003921 oil Substances 0.000 description 10
- 238000013019 agitation Methods 0.000 description 9
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 9
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 8
- 239000000499 gel Substances 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- 229920003169 water-soluble polymer Polymers 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 7
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- 239000002562 thickening agent Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 150000001412 amines Chemical group 0.000 description 6
- 239000006071 cream Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 239000004971 Cross linker Substances 0.000 description 5
- 235000001014 amino acid Nutrition 0.000 description 5
- 229940024606 amino acid Drugs 0.000 description 5
- 150000001413 amino acids Chemical class 0.000 description 5
- 239000004205 dimethyl polysiloxane Substances 0.000 description 5
- 239000003995 emulsifying agent Substances 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 5
- 230000002209 hydrophobic effect Effects 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- WMFOQBRAJBCJND-UHFFFAOYSA-M lithium hydroxide Inorganic materials [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 230000001953 sensory effect Effects 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Chemical class 0.000 description 4
- 239000012736 aqueous medium Substances 0.000 description 4
- 229960000541 cetyl alcohol Drugs 0.000 description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 4
- 229920013750 conditioning polymer Polymers 0.000 description 4
- 229920006037 cross link polymer Polymers 0.000 description 4
- 229960003067 cystine Drugs 0.000 description 4
- 229920001519 homopolymer Polymers 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 4
- 125000001453 quaternary ammonium group Chemical group 0.000 description 4
- 238000010526 radical polymerization reaction Methods 0.000 description 4
- 239000012429 reaction media Substances 0.000 description 4
- 229940012831 stearyl alcohol Drugs 0.000 description 4
- 229920001285 xanthan gum Polymers 0.000 description 4
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 3
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 3
- 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 3
- 239000012190 activator Substances 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 3
- 239000000920 calcium hydroxide Substances 0.000 description 3
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 229940081733 cetearyl alcohol Drugs 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 229940008099 dimethicone Drugs 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000006210 lotion Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
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- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 235000015097 nutrients Nutrition 0.000 description 3
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
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- 239000003755 preservative agent Substances 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- OJTDGPLHRSZIAV-UHFFFAOYSA-N propane-1,2-diol Chemical compound CC(O)CO.CC(O)CO OJTDGPLHRSZIAV-UHFFFAOYSA-N 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 229920005573 silicon-containing polymer Polymers 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 description 2
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 2
- ICIDSZQHPUZUHC-UHFFFAOYSA-N 2-octadecoxyethanol Chemical compound CCCCCCCCCCCCCCCCCCOCCO ICIDSZQHPUZUHC-UHFFFAOYSA-N 0.000 description 2
- 239000004475 Arginine Substances 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 241000195940 Bryophyta Species 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 102000011782 Keratins Human genes 0.000 description 2
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- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 description 2
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- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
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- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 2
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- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
- STIAPHVBRDNOAJ-UHFFFAOYSA-N carbamimidoylazanium;carbonate Chemical compound NC(N)=N.NC(N)=N.OC(O)=O STIAPHVBRDNOAJ-UHFFFAOYSA-N 0.000 description 2
- ZYMPIVZAUGZPKC-UHFFFAOYSA-N carbonic acid guanidine Chemical compound C(O)(O)=O.NC(=N)N.C(O)(O)=O.NC(=N)N ZYMPIVZAUGZPKC-UHFFFAOYSA-N 0.000 description 2
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- QODIJDCJNHJZDA-UHFFFAOYSA-L dicalcium;dihydroxide Chemical compound [OH-].[OH-].[Ca+2].[Ca+2] QODIJDCJNHJZDA-UHFFFAOYSA-L 0.000 description 2
- RNPXCFINMKSQPQ-UHFFFAOYSA-N dicetyl hydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCOP(O)(=O)OCCCCCCCCCCCCCCCC RNPXCFINMKSQPQ-UHFFFAOYSA-N 0.000 description 2
- 229940093541 dicetylphosphate Drugs 0.000 description 2
- ZCPCLAPUXMZUCD-UHFFFAOYSA-M dihexadecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCC ZCPCLAPUXMZUCD-UHFFFAOYSA-M 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
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- 235000011187 glycerol Nutrition 0.000 description 2
- OFZKYQYOBLPIPO-UHFFFAOYSA-N guanidine;hydrate Chemical compound O.NC(N)=N OFZKYQYOBLPIPO-UHFFFAOYSA-N 0.000 description 2
- JEGUKCSWCFPDGT-UHFFFAOYSA-N h2o hydrate Chemical compound O.O JEGUKCSWCFPDGT-UHFFFAOYSA-N 0.000 description 2
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- 230000003068 static effect Effects 0.000 description 1
- 229940057981 stearalkonium chloride Drugs 0.000 description 1
- 229940098760 steareth-2 Drugs 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000001027 temporary hair color Substances 0.000 description 1
- 230000003664 tensile strength of the hair Effects 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- 229940071127 thioglycolate Drugs 0.000 description 1
- CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 1
- 235000015961 tonic Nutrition 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 229960000716 tonics Drugs 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- ZJHHPAUQMCHPRB-UHFFFAOYSA-N urea urea Chemical compound NC(N)=O.NC(N)=O ZJHHPAUQMCHPRB-UHFFFAOYSA-N 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 235000014393 valine Nutrition 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 235000013343 vitamin 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
- 239000007762 w/o emulsion Substances 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US64766805P | 2005-01-27 | 2005-01-27 | |
| US60/647,668 | 2005-01-27 | ||
| PCT/EP2006/050268 WO2006079597A1 (en) | 2005-01-27 | 2006-01-18 | The use of high molecular weight crosslinked, water-soluble cationic polymers in hair care formulations |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2006208671A1 AU2006208671A1 (en) | 2006-08-03 |
| AU2006208671B2 true AU2006208671B2 (en) | 2011-08-18 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2006208671A Ceased AU2006208671B2 (en) | 2005-01-27 | 2006-01-18 | The use of high molecular weight crosslinked, water-soluble cationic polymers in hair care formulations |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20080138307A1 (enExample) |
| EP (1) | EP1841506B1 (enExample) |
| JP (1) | JP2008528541A (enExample) |
| KR (1) | KR101322387B1 (enExample) |
| CN (1) | CN101111286A (enExample) |
| AT (1) | ATE554828T1 (enExample) |
| AU (1) | AU2006208671B2 (enExample) |
| BR (1) | BRPI0607086A2 (enExample) |
| ES (1) | ES2383088T3 (enExample) |
| MX (1) | MX295407B (enExample) |
| WO (1) | WO2006079597A1 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080097070A1 (en) * | 2006-10-19 | 2008-04-24 | L'oreal | Aqueous polyamine-containing systems for water-insoluble materials |
| US20080096781A1 (en) * | 2006-10-19 | 2008-04-24 | L'oreal | Aqueous systems containing fatty quaternary amine, surfactant and phosphate ester for water-insoluble materials |
| US20100021407A1 (en) * | 2007-10-04 | 2010-01-28 | Tsotsoros Rhonda F | Hair care formulations comprising UV absorbers and certain silicone derivatives |
| US20100006511A1 (en) * | 2008-07-11 | 2010-01-14 | Walterick Jr Gerald C | Treatment additives and methods for treating an aqueous medium |
| JP5730507B2 (ja) * | 2010-07-08 | 2015-06-10 | 花王株式会社 | 毛髪化粧料 |
| EP2508168A1 (en) * | 2011-04-06 | 2012-10-10 | The Procter and Gamble Company | Cosmetic composition comprising polymer comprising direct crosslinks |
| CN102603956B (zh) * | 2012-01-18 | 2014-04-16 | 朗盛（常州）有限公司 | 二羟乙基二烯丙基氯化铵衍生物、制备方法以及其在皮革复鞣和加脂剂中的应用 |
| US9795556B2 (en) | 2013-06-28 | 2017-10-24 | L'oreal | Compositions and methods for treating hair |
| US9801804B2 (en) | 2013-06-28 | 2017-10-31 | L'oreal | Compositions and methods for treating hair |
| US9884004B2 (en) | 2013-06-28 | 2018-02-06 | L'oreal | Compositions and methods for treating hair |
| US9884003B2 (en) | 2013-06-28 | 2018-02-06 | L'oreal | Compositions and methods for treating hair |
| US9884002B2 (en) | 2013-06-28 | 2018-02-06 | L'oreal | Compositions and methods for treating hair |
| US9788627B2 (en) | 2013-06-28 | 2017-10-17 | L'oreal | Compositions and methods for treating hair |
| US9789050B2 (en) | 2013-06-28 | 2017-10-17 | L'oreal | Compositions and methods for treating hair |
| US9839600B2 (en) | 2013-06-28 | 2017-12-12 | L'oreal | Compositions and methods for treating hair |
| US9795555B2 (en) | 2013-06-28 | 2017-10-24 | L'oreal | Compositions and methods for treating hair |
| US9789051B2 (en) | 2013-06-28 | 2017-10-17 | L'oreal | Compositions and methods for treating hair |
| KR101624339B1 (ko) | 2014-12-16 | 2016-05-25 | 남우현 | Trpm8 저온수용체 단백질 활성화가 우수한 탈모방지 샴푸 |
| US9750678B2 (en) | 2014-12-19 | 2017-09-05 | L'oreal | Hair coloring compositions comprising latex polymers |
| US9801808B2 (en) | 2014-12-19 | 2017-10-31 | Loreal | Hair styling compositions comprising latex polymers and wax dispersions |
| US9814668B2 (en) | 2014-12-19 | 2017-11-14 | L'oreal | Hair styling compositions comprising latex polymers |
| US9814669B2 (en) | 2014-12-19 | 2017-11-14 | L'oreal | Hair cosmetic composition containing latex polymers and a silicone-organic polymer compound |
| US10195122B2 (en) | 2014-12-19 | 2019-02-05 | L'oreal | Compositions and methods for hair |
| US10813853B2 (en) | 2014-12-30 | 2020-10-27 | L'oreal | Compositions and methods for hair |
| US10920001B2 (en) * | 2016-01-25 | 2021-02-16 | Basf Se | Process for obtaining a cationic polymer with an at least bimodal molecular weight distribution |
| CN116535570B (zh) * | 2023-05-16 | 2024-07-12 | 郑瑾芳 | 一种用于护肤品的改性阳离子聚合物的制备方法 |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4027008A (en) * | 1975-05-14 | 1977-05-31 | The Gillette Company | Hair bleaching composition containing water-soluble amino and quaternary ammonium polymers |
| US4397322A (en) * | 1980-04-28 | 1983-08-09 | Joseph Arbaczawski | Non-sudsing shampoo and conditioner composition |
| EP0363987A2 (en) * | 1988-10-14 | 1990-04-18 | Matsushita Electric Industrial Co., Ltd. | Organic fluorine compound |
| US6323306B1 (en) * | 1998-09-08 | 2001-11-27 | Ciba Specialty Chemicals Water Treatments Ltd. | Preparation of water-soluble cross-linked cationic polymers |
| US20030059382A1 (en) * | 2001-04-12 | 2003-03-27 | Brandt Loralei Marie | Cosmetic compositions containing dispersion polymers |
| US6682725B1 (en) * | 1997-07-24 | 2004-01-27 | Basf Aktiengesellschaft | High molecular weight mass cationic copolymers |
| WO2004018524A1 (en) * | 2002-08-15 | 2004-03-04 | Ciba Specialty Chemicals Water Treatments Limited | High molecular weight cationic polymers obtained by post-polymerisation crosslinking reaction |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3288770A (en) | 1962-12-14 | 1966-11-29 | Peninsular Chem Res Inc | Water soluble quaternary ammonium polymers |
| US3472243A (en) * | 1965-09-27 | 1969-10-14 | Clairol Inc | Treating damaged living human hair with water soluble polymerizable vinyl monomers |
| US3530784A (en) * | 1968-06-03 | 1970-09-29 | Germain Courchesne | Smoke and vapor collecting hood |
| USRE28808E (en) | 1972-02-04 | 1976-05-11 | American Cyanamid Company | Polyquaternary flocculants |
| FR2382232A1 (fr) * | 1977-03-02 | 1978-09-29 | Oreal | Compositions cosmetiques de traitement des cheveux |
| US4314572A (en) | 1977-06-09 | 1982-02-09 | Carson Products Company | Method and composition for hair treatment |
| US4713431A (en) * | 1985-10-21 | 1987-12-15 | Nalco Chemical Company | High molecular weight DADMAC polymers by inverse emulsion technology |
| US5077040A (en) | 1990-04-30 | 1991-12-31 | Helene Curtis, Inc. | Hair-treating microemulsion composition and method of preparing and using the same |
| GB9116871D0 (en) | 1991-08-05 | 1991-09-18 | Unilever Plc | Hair care composition |
| US5348737A (en) | 1993-07-21 | 1994-09-20 | Avlon Industries, Inc. | Composition and process for decreasing hair fiber swelling |
| US5639449A (en) | 1994-08-17 | 1997-06-17 | Avlon Industries, Inc. | Hair strengthening composition and method |
| US5641477A (en) * | 1994-11-28 | 1997-06-24 | Avlon Industries, Inc. | Reduction of hair damage during lanthionization with hair relaxers containing deswelling agents |
| ES2220773T3 (es) * | 2000-03-13 | 2004-12-16 | Basf Aktiengesellschaft | Formulacion agrotecnica. |
| JP2002226327A (ja) | 2001-01-30 | 2002-08-14 | Shiseido Co Ltd | 毛髪処理剤 |
| US7425597B2 (en) * | 2002-08-15 | 2008-09-16 | Ciba Specialty Chemicals Water Treatments Ltd. | High molecular weight cationic polymers obtained by post-polymerization crosslinking reaction |
| US7407561B2 (en) * | 2003-05-13 | 2008-08-05 | Ciba Specialty Chemicals Water Treatments Ltd. | Use of water-soluble crosslinked cationic polymers for controlling deposition of pitch and stickies in papermaking |
-
2006
- 2006-01-18 MX MX2007009056A patent/MX295407B/es active IP Right Grant
- 2006-01-18 AU AU2006208671A patent/AU2006208671B2/en not_active Ceased
- 2006-01-18 ES ES06701661T patent/ES2383088T3/es active Active
- 2006-01-18 AT AT06701661T patent/ATE554828T1/de active
- 2006-01-18 WO PCT/EP2006/050268 patent/WO2006079597A1/en not_active Ceased
- 2006-01-18 EP EP06701661A patent/EP1841506B1/en not_active Not-in-force
- 2006-01-18 BR BRPI0607086-8A patent/BRPI0607086A2/pt not_active Application Discontinuation
- 2006-01-18 CN CNA200680003309XA patent/CN101111286A/zh active Pending
- 2006-01-18 JP JP2007552622A patent/JP2008528541A/ja active Pending
- 2006-01-18 KR KR1020077015926A patent/KR101322387B1/ko not_active Expired - Fee Related
- 2006-01-18 US US11/795,329 patent/US20080138307A1/en not_active Abandoned
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4027008A (en) * | 1975-05-14 | 1977-05-31 | The Gillette Company | Hair bleaching composition containing water-soluble amino and quaternary ammonium polymers |
| US4397322A (en) * | 1980-04-28 | 1983-08-09 | Joseph Arbaczawski | Non-sudsing shampoo and conditioner composition |
| EP0363987A2 (en) * | 1988-10-14 | 1990-04-18 | Matsushita Electric Industrial Co., Ltd. | Organic fluorine compound |
| US6682725B1 (en) * | 1997-07-24 | 2004-01-27 | Basf Aktiengesellschaft | High molecular weight mass cationic copolymers |
| US6323306B1 (en) * | 1998-09-08 | 2001-11-27 | Ciba Specialty Chemicals Water Treatments Ltd. | Preparation of water-soluble cross-linked cationic polymers |
| US20030059382A1 (en) * | 2001-04-12 | 2003-03-27 | Brandt Loralei Marie | Cosmetic compositions containing dispersion polymers |
| WO2004018524A1 (en) * | 2002-08-15 | 2004-03-04 | Ciba Specialty Chemicals Water Treatments Limited | High molecular weight cationic polymers obtained by post-polymerisation crosslinking reaction |
Also Published As
| Publication number | Publication date |
|---|---|
| BRPI0607086A2 (pt) | 2009-08-04 |
| KR101322387B1 (ko) | 2013-10-30 |
| CN101111286A (zh) | 2008-01-23 |
| WO2006079597A1 (en) | 2006-08-03 |
| AU2006208671A1 (en) | 2006-08-03 |
| EP1841506A1 (en) | 2007-10-10 |
| ES2383088T3 (es) | 2012-06-18 |
| JP2008528541A (ja) | 2008-07-31 |
| US20080138307A1 (en) | 2008-06-12 |
| EP1841506B1 (en) | 2012-04-25 |
| KR20070095324A (ko) | 2007-09-28 |
| MX295407B (es) | 2012-02-01 |
| MX2007009056A (es) | 2007-10-15 |
| ATE554828T1 (de) | 2012-05-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PC1 | Assignment before grant (sect. 113) |
Owner name: BASF SE Free format text: FORMER APPLICANT(S): CIBA SPECIALTY CHEMICALS HOLDING INC. |
|
| FGA | Letters patent sealed or granted (standard patent) | ||
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |