CA2897647C - Hair conditioning compositions - Google Patents
Hair conditioning compositions Download PDFInfo
- Publication number
- CA2897647C CA2897647C CA2897647A CA2897647A CA2897647C CA 2897647 C CA2897647 C CA 2897647C CA 2897647 A CA2897647 A CA 2897647A CA 2897647 A CA2897647 A CA 2897647A CA 2897647 C CA2897647 C CA 2897647C
- Authority
- CA
- Canada
- Prior art keywords
- premix
- hair
- mixtures
- compositions
- amodimethicone
- 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.)
- Active
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- 239000000203 mixture Substances 0.000 title claims abstract description 96
- 230000003750 conditioning effect Effects 0.000 title claims description 21
- -1 isodecyl Chemical group 0.000 claims abstract description 46
- 239000000463 material Substances 0.000 claims abstract description 39
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims abstract description 36
- 229920000642 polymer Polymers 0.000 claims abstract description 14
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims abstract description 12
- NKJOXAZJBOMXID-UHFFFAOYSA-N 1,1'-Oxybisoctane Chemical compound CCCCCCCCOCCCCCCCC NKJOXAZJBOMXID-UHFFFAOYSA-N 0.000 claims abstract description 6
- UIVPNOBLHXUKDX-UHFFFAOYSA-N 3,5,5-trimethylhexyl 3,5,5-trimethylhexanoate Chemical compound CC(C)(C)CC(C)CCOC(=O)CC(C)CC(C)(C)C UIVPNOBLHXUKDX-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229940100554 isononyl isononanoate Drugs 0.000 claims abstract description 6
- KGKQNDQDVZQTAG-UHFFFAOYSA-N 8-methylnonyl 2,2-dimethylpropanoate Chemical compound CC(C)CCCCCCCOC(=O)C(C)(C)C KGKQNDQDVZQTAG-UHFFFAOYSA-N 0.000 claims abstract description 5
- DHWLRNPWPABRBG-UHFFFAOYSA-N tridecyl 2,2-dimethylpropanoate Chemical compound CCCCCCCCCCCCCOC(=O)C(C)(C)C DHWLRNPWPABRBG-UHFFFAOYSA-N 0.000 claims abstract description 5
- 150000002191 fatty alcohols Chemical class 0.000 claims description 16
- 238000002156 mixing Methods 0.000 claims description 16
- 239000003995 emulsifying agent Substances 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 239000003755 preservative agent Substances 0.000 claims description 8
- 239000004094 surface-active agent Substances 0.000 claims description 7
- 150000001298 alcohols Chemical class 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000003963 antioxidant agent Substances 0.000 claims description 4
- 239000003086 colorant Substances 0.000 claims description 4
- YSJGOMATDFSEED-UHFFFAOYSA-M behentrimonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)C YSJGOMATDFSEED-UHFFFAOYSA-M 0.000 claims description 3
- 229940075506 behentrimonium chloride Drugs 0.000 claims description 3
- 239000000872 buffer Substances 0.000 claims description 3
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 claims description 3
- 229940073551 distearyldimonium chloride Drugs 0.000 claims description 3
- 239000003906 humectant Substances 0.000 claims description 3
- 239000002480 mineral oil Substances 0.000 claims description 3
- 235000010446 mineral oil Nutrition 0.000 claims description 3
- 239000002304 perfume Substances 0.000 claims description 3
- 239000002562 thickening agent Substances 0.000 claims description 3
- BRORPGSJXSLXKN-UHFFFAOYSA-N 6-methylheptyl 3,5,5-trimethylhexanoate Chemical compound CC(C)CCCCCOC(=O)CC(C)CC(C)(C)C BRORPGSJXSLXKN-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 235000006708 antioxidants Nutrition 0.000 claims 2
- MNAZHGAWPCLLGX-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]docosanamide Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)NCCCN(C)C MNAZHGAWPCLLGX-UHFFFAOYSA-N 0.000 claims 2
- 239000003605 opacifier Substances 0.000 claims 2
- 229920002851 polycationic polymer Polymers 0.000 claims 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims 1
- 125000001453 quaternary ammonium group Chemical group 0.000 claims 1
- 239000002453 shampoo Substances 0.000 abstract description 8
- 238000009499 grossing Methods 0.000 abstract description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 22
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 20
- 125000000217 alkyl group Chemical group 0.000 description 15
- 239000004205 dimethyl polysiloxane Substances 0.000 description 14
- 229940008099 dimethicone Drugs 0.000 description 12
- 239000004615 ingredient Substances 0.000 description 11
- 229930195733 hydrocarbon Natural products 0.000 description 9
- 150000002430 hydrocarbons Chemical class 0.000 description 9
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 6
- 229920001296 polysiloxane Polymers 0.000 description 6
- 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 5
- 239000006071 cream Substances 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 239000003205 fragrance Substances 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 5
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical class C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- QCDJXLSJVLOQDQ-UHFFFAOYSA-N 7-methyl-1-(7-methyloctoxy)octane Chemical compound CC(C)CCCCCCOCCCCCCC(C)C QCDJXLSJVLOQDQ-UHFFFAOYSA-N 0.000 description 4
- XZOYHFBNQHPJRQ-UHFFFAOYSA-N 7-methyloctanoic acid Chemical compound CC(C)CCCCCC(O)=O XZOYHFBNQHPJRQ-UHFFFAOYSA-N 0.000 description 4
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000003945 anionic surfactant Substances 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- UHZZMRAGKVHANO-UHFFFAOYSA-M chlormequat chloride Chemical compound [Cl-].C[N+](C)(C)CCCl UHZZMRAGKVHANO-UHFFFAOYSA-M 0.000 description 4
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000006210 lotion Substances 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 230000002335 preservative effect Effects 0.000 description 4
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 125000002252 acyl group Chemical group 0.000 description 3
- 239000002280 amphoteric surfactant Substances 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 229940081733 cetearyl alcohol Drugs 0.000 description 3
- 229960000541 cetyl alcohol Drugs 0.000 description 3
- 239000003795 chemical substances by application 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
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 230000037308 hair color Effects 0.000 description 3
- 230000003760 hair shine Effects 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 210000002966 serum Anatomy 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 239000002888 zwitterionic surfactant Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 2
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 239000004909 Moisturizer Substances 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229960000735 docosanol Drugs 0.000 description 2
- MJPNHDFDRIHUNX-UHFFFAOYSA-N dodecanoyl dodecanoate;sulfuric acid Chemical compound OS(O)(=O)=O.CCCCCCCCCCCC(=O)OC(=O)CCCCCCCCCCC MJPNHDFDRIHUNX-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000000174 gluconic acid Substances 0.000 description 2
- 235000012208 gluconic acid Nutrition 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000001333 moisturizer Effects 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 210000004761 scalp Anatomy 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 229940083542 sodium Drugs 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- CFOQKXQWGLAKSK-KTKRTIGZSA-N (13Z)-docosen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCO CFOQKXQWGLAKSK-KTKRTIGZSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- LTSWUFKUZPPYEG-UHFFFAOYSA-N 1-decoxydecane Chemical compound CCCCCCCCCCOCCCCCCCCCC LTSWUFKUZPPYEG-UHFFFAOYSA-N 0.000 description 1
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
- CFOQKXQWGLAKSK-UHFFFAOYSA-N 13-docosen-1-ol Natural products CCCCCCCCC=CCCCCCCCCCCCCO CFOQKXQWGLAKSK-UHFFFAOYSA-N 0.000 description 1
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- BTMZHHCFEOXAAN-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;2-dodecylbenzenesulfonic acid Chemical compound OCCN(CCO)CCO.CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O BTMZHHCFEOXAAN-UHFFFAOYSA-N 0.000 description 1
- AQVFRFNPWPTZDL-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;phosphono dodecanoate Chemical compound OCCN(CCO)CCO.CCCCCCCCCCCC(=O)OP(O)(O)=O AQVFRFNPWPTZDL-UHFFFAOYSA-N 0.000 description 1
- BXCRLBBIZJSWNS-UHFFFAOYSA-N 2-hydroxyethyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCO BXCRLBBIZJSWNS-UHFFFAOYSA-N 0.000 description 1
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical compound CCCCCCCCCC(C)C GTJOHISYCKPIMT-UHFFFAOYSA-N 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000283153 Cetacea Species 0.000 description 1
- 241001161843 Chandra Species 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 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 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- SHBUUTHKGIVMJT-UHFFFAOYSA-N Hydroxystearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OO SHBUUTHKGIVMJT-UHFFFAOYSA-N 0.000 description 1
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- 235000010582 Pisum sativum Nutrition 0.000 description 1
- 229920000289 Polyquaternium Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 244000044822 Simmondsia californica Species 0.000 description 1
- 235000004433 Simmondsia californica Nutrition 0.000 description 1
- 206010040914 Skin reaction Diseases 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000004164 Wax ester Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 description 1
- 229940063953 ammonium lauryl sulfate Drugs 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- FMBMJZOGMAKBLM-UHFFFAOYSA-N azane;sulfo dodecanoate Chemical compound [NH4+].CCCCCCCCCCCC(=O)OS([O-])(=O)=O FMBMJZOGMAKBLM-UHFFFAOYSA-N 0.000 description 1
- ZWXYEWJNBYQXLK-UHFFFAOYSA-N azanium;4-dodecoxy-4-oxo-3-sulfobutanoate Chemical compound [NH4+].CCCCCCCCCCCCOC(=O)C(S(O)(=O)=O)CC([O-])=O ZWXYEWJNBYQXLK-UHFFFAOYSA-N 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 1
- 229940073507 cocamidopropyl betaine Drugs 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229940086555 cyclomethicone Drugs 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 229940028820 didecyl ether Drugs 0.000 description 1
- OGQYPPBGSLZBEG-UHFFFAOYSA-N dimethyl(dioctadecyl)azanium Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC OGQYPPBGSLZBEG-UHFFFAOYSA-N 0.000 description 1
- 229960001275 dimeticone Drugs 0.000 description 1
- 229940073545 distearyldimonium Drugs 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl 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 1
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 125000005313 fatty acid group Chemical group 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 235000011087 fumaric acid Nutrition 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 229940087073 glycol palmitate Drugs 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000007037 hydroformylation reaction Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229940072106 hydroxystearate Drugs 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 1
- VKPSKYDESGTTFR-UHFFFAOYSA-N isododecane Natural products CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 1
- 229940094506 lauryl betaine Drugs 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 229940043348 myristyl alcohol Drugs 0.000 description 1
- NSFSVQXYLWDILV-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]docosanamide;2-hydroxypropanoic acid Chemical compound CC(O)C(O)=O.CCCCCCCCCCCCCCCCCCCCCC(=O)NCCCN(C)C NSFSVQXYLWDILV-UHFFFAOYSA-N 0.000 description 1
- DVEKCXOJTLDBFE-UHFFFAOYSA-N n-dodecyl-n,n-dimethylglycinate Chemical compound CCCCCCCCCCCC[N+](C)(C)CC([O-])=O DVEKCXOJTLDBFE-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229940066429 octoxynol Drugs 0.000 description 1
- 229920002113 octoxynol Polymers 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical group 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 229940017686 palm kernel glycerides Drugs 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 229940057874 phenyl trimethicone Drugs 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 150000003870 salicylic acids Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 231100000430 skin reaction Toxicity 0.000 description 1
- 230000035483 skin reaction Effects 0.000 description 1
- 229940079776 sodium cocoyl isethionate Drugs 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 1
- AEEZIRBYGITPDN-UHFFFAOYSA-M sodium;dodecanoyl sulfate Chemical compound [Na+].CCCCCCCCCCCC(=O)OS([O-])(=O)=O AEEZIRBYGITPDN-UHFFFAOYSA-M 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229940105956 tea-dodecylbenzenesulfonate Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 235000019386 wax ester Nutrition 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/31—Hydrocarbons
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/892—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/893—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by an alkoxy or aryloxy group, e.g. behenoxy dimethicone or stearoxy dimethicone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/896—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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
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)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
A premix composition used for providing hair care benefits, such as smoothing, antistatic control, color protection, frizz control and moisturization is disclosed The premix consists of. (a) from about 5% to about 25% (by weight) of a siloxane polymer selected from amodimethicone, bis-cetearyl amodimethicone, or mixtures thereof; and (b) from about 75% to about 95% of a material selected from isodecyl neopentanoate, isodecyl isononoate, isononyl isononanoate, tridecyl neopentanoate, dicaprylyl ether, or mixtures thereof. The compositions can be-applied directly to hair or via conventional hair treatment compositions, such as shampoos or conditioners A hair conditioner composition comprising about 0 5% to about 5%
of the premix is also provided
of the premix is also provided
Description
= . =
-HAIR CONDITIONING COMPOSITIONS =
Adam Patrick Schrott Backoround = .
NOM]
10002] Non-volatile silicones and non-volatilc hydrocarbons are known in the .
art to provide a number of consumer recognized hair care benefits, such as smoothing, static control, color protection, frizz control and moisturization. However, those materials are very difficult to deliver in a consumer 'acceptable or efficacious manner to the hair in their concentrated form or when they are added to a. formulation in their concentrated form, [0003] Current technology utilizes volatile cyclic siloxanes, volatile linear siloxanes or volatile hydrocarbons as carriers for high viscosity linear polydimethylsiloxane (PDIVIS) materials or nor-volatile hydrocarbons.
These materials can have a number of undesirable attributes as carriers.
Spedifically, they may not be cost effective, they do not provide the =
. best vehicle for delivery of the high viscosity PDIAS (as seen by =
decreased performance in, terms of the above-mentioned attributes), = and they are currently regulated or under increased scrutiny by -governmental health and environmental organizations. Current compositions utilize high viscosity polydimethylsiloxanes in volatile = =
compounds; such as cyclopentasiloxane, cyclomethi cone, low molecular weight polydimethylsiloxanes, or low molecular weight hydrocarbons, such as isododecane or isoparaffins. While these compositions may be the best available, they are not particularly =
. .
=
' = . .
. . .
= effective in delivering the benefits which can be provided by these high viscosity PEAS materials, .
[0004] Thus, there is a recognized need to find adeliVery system which i8 = useful for delivering'the hair care benefits of high viseosity linear polydimethylsiloxane'materials and non-volatile, hydrocarbons. That is the focus of the present invention. SpecificallY,,thelYresent invention provides hair conditioning compositions, incorporating high viscosity non-volatile silicone and hydrocarbon materials, which may be delivered "neat". for applications Such as, but not limited to, hair serums and hair shine sprays, or may be added as a "premix' to known hair care compositions, such as conditioners, styling creams, hair =
lotions, hair moisturizers, hair colors, permanent wave compositions or styling gels, in order to effectively deliver the benefits,which are seen with such materials. Additionally, the compositions of the present invention maintain...clarity and show no separation upon standing, =
remaining a fibwable liquid at room temperature.
Surrimary [00051 The present inVention relates tO hair conditioning compositions which comprise a premix consisting essentially of: (a) siloxane polymers containing one or more types of fimctional groups selected from (i) amino, (ii) phenyl, (iii) methoxy, (iv) hydroxyl, (v) fatty alcohol, (vi) fatty acid, and (vii) alkyl; and (b) a material selected from (i) dimethicones having a viscosity of =
from about 20 to about 10,000 eentipo i se), (ii) mono-esters containing 20 or fewer carbon atoms (iii) ethers containing 20 , . , or fewer carbon atoms, (iv) linear or branched hydrocarbons =
containing 12 to 20 carbon atoms, and (v) mixtures thereof..
=
=
, [0006] Hair conditioning compositions containing those defined mixtures are also claimed. The method of utilizing those Mixtures to provide hair conditioning benefits when applied "neat" from a conditioning composition are also claimed. In addition, the method of making those hair conditioning compositions is also claimed.
[0007] All ratios stated herein are "by weight", unless ,otherwise specified.
=
=
, = , .
= .
=
=
Detailed Description [0008] The present invention relates to hair conditioning compositions which comprise a premix which consists essentially of (a) one or more siloxane polymers containing specified functional groups, together =
with (b) a material selected from dimethicones, mono-esters containing = 20 or fewer carbon atoms, ethers containing 20 or fewer carbon atoms, linear or branched hydrocarbons containing 12 to 20 carbon atoms, and mixtures of those. materials. The coMpositions can be applied "neat"
directly to hair, or can be applied as part of conventional hair conditioning compositions, such as shampoos, conditioners, styling creams, hair lotions, hair mbistinizers, hair colors, permanent wave,...
compositions, or styling gels. The compositions of the present invention maintain clarity, show minimal (if any separation upon standing, and remain floWable liquids at room temperature. This stands in contrast to prior art siloxane-containing compositions which =
= tend to show haziness, cloudiness and separation upon standing.
[0009] The first component utilized in the premix compositions of the present .. . =
invention includes siloxane polymers containing oneor more types of functional groups selected from (i) amino, (ii) phenyl, (iii) methoxy, (iv) hydroxyl, (v) fatty alcohol, (vi) fatty acid, and (vii) alkyl.
Siloxancs (silicone polymers) are well-known in the art. The siloxane polymers which include the listed moieties are macromolecules =
=
comprised of a polymer backbone of alternating silicon and oxygen atoms (siloxane bonds) including the listed organic side groups, such as phenyl, amino, methoky, hydroxylõ fatty alcohols fatty acid, or alkyl.
The. number of repeating siloxane units can range from one to several thousand. = By adjusting-of the ¨Si-O-thain lengths, the functionality'of =
the side groups and the erosslinIcing between molecular chains, silicones can be synthesized into an almost infinite variety of materials each with unique chemical properties and performance characteristics.
Silox.ane polymers are well-known in the art=and their properties and..
synthesis arc described in Silicones and Silicone,Modified Materials, Clarson, S. et al (see Chapter 1, Overview of Siloxane .Potyrners, by James E. Mark), ACS Symposium Series, American Chemical Society, Washington, D.C., 2044. The siloxane materials utilized in the present premix compositions are selected from those containing amino groups, phenyl groups, methoxy groups, hydroxyl groups, fatty alcohol. g,roups,=fatty acid groups, alkyl groups, or combination of those moieties.- Examples of specific stloxane polymers which can be utilized in the present compositions include amodimethicone, bis-c.erearyl amodimethicone, bis-stearyldimethicone, bis-hydroxy/methoxy amodimethicone, stearyldimethicone, and aminopropyl phenyl trimethicone. Mixtures .
of these polymers can be used. =
[0010j1 The second component utilized in the.premix compositions of the present invention include a material selected from dimethicones having. =
a viscosity of from about 20 to about 10,400 centipoise;-monocstcts .
containing 20 or fewer carbon atoms; ethers containing 20 or fewer carbon atoms; linear or branched chain hydrocarbons containing 12 to.
20 carbon atoms; and combinations of those materials. Such materials are Well-known in the art, For example, dimethicones are silo-1mile materials (as described above) wherein each silicon atom includes 2 methyl side chains; the viscosity of those dimethicone materials. must =
=
, .
, = , = = be from about.20 to about 10,000 centipoise.iti'oraei, to be useful in the premixes of the 'present invention,. Examples. of mbnoesters containing 20 or fewer earbon atomS useful in the present invention include isodecyl neopentanoate, isodecyl isononanoate, isononyl isononanoate,=
tridecyl neopentanoate, and combinations of those materials.
Examples of linear ether materials containing 20 or fewer carbon atoms useful in the present invention include dicaprylyl ether, .
diisononyl ether, clidecyl etherrand combinations of those materials:
, 100111 The siloxane polymerlitaterials are generally used at levels of from about 5% to about 25%, for exaMPle from about 10% to about 20%; by weight, of the premix composition. The 'second component of the =
mixture (i.e., the dimethicone/monoesteriether/hydrocatbon 0.
component) is generally -used at levels from about 75% to about 95.%, for example from about 80% to about 90%, by weight, of the premix composition. Specific examples of these premOtires are set forth in the following Tables, , The premixtures are Made by taking the Siloxane polymer and the =
second component, defined above, and preinixing them prior to their.
being mixed with the remaining components utilized in the hair conditioning compositions defined herein. SliOl*Onixture can be accomplishedby conVentional means, for exaniplc', the stir:mane polymer and the seednd comPonent can he combined in a vessel and mixed with sufficient shear until hemogencous. Heat may be applied, if needed.
=
=
= =
=
= =
. . .
=
. =
=
=
=
=
=
7 6 ¨
Table 1(A) = . =
= .
.= Pro-Mix Formulation (wlivit%) '1: =
, Yytivit% 1 2 3 4 .5 1 6 7 1:1 9 :.10 11 Material =
Ts o deg! Neopentonoate 85 75 - - - - - - - I
Isodeeyl Isononanoate Isononyl Isononanoate = - - - so - - - -; Tridecyl Neopentanoate . =
DicuprylylEthr Diisononyl Ether Didecyl Ether _ Dimeihi0one (2.50c41) Dimethicone (5,000cs) Dimethicone (I 0,000cs) __________________________ Arno dimothicone - 25 - - , 10 15 - - -II is- Ceterdyl .r.:11.-Odi.rnaicone 15 - - - - - -Bis-Stearyl Dimethinone Bis-Hydroxy/Methoxy - 15 - - - - 15 20 - -Amodimethicone =
Stearyl Dimethicone Amino Phenyl Trimerhiconc Table 1(B) Pre-Mix Formulation (wilwi.%) wrAwt% 12 13 14 15 16 17 [8 [ 9 20 21 22 Mo1erial Isodecyl Neopentarmate F 85 75 - - - - - - . -- =
Inodecyl Ts on on anoate Isonnyl Isononanoate =
iridecyl Neopentunoute Dicaprylyl Ether Di isononyl Ether Didc cyl Ether Ditnethi cone (250cs) Dimethicone (5,000es) Dimethicone (10,000cs) Amodirnethicone - 15 - _15 - - 4 -B is-Celearyl Amodimethicone -B is-Stearyl Dimethicone - 25 - - - 10 -Bis-Hydroxy/Methoxy 15 - = - - == - - - - 25 15 Amodimethi cone Stearyl Dimethicoue Amino Phenyl. Trimethi cone - - - - - 15 - - - -1 - I
=
=
[00121 The premix compositions, as defined above, may be applied directly to 'hair (i.e., "neat" application) such as from a hair serum or a hair shine spray, or they may be applied from more complete hair conditioning compositions. Such compositions include, but are not limited to, shampoos, conditioners; styling creams, hair lotions, hair moisturizers, hair coloring compositions, permanent wave compositions and styling gels. These compositions are well-known to those skilled in the art;
=
=
' = =
7 7 ¨ =
=
for example, shampoo compositions are described in U.S. Patent 6,706,258, Gallagher et al, issued March 16, 2004.
= -[0013] The hair conditioning.compositions typically comprise from about 0.5% to about 15%,.for example,from about 0.5% to about 5%, of the premix composition. Embodiments of the hair conditioning compositions of the present invention may additionally comprise from about 0.5% to about 15% fatty alcohol; and/or from about 0,2% to about 12% of an emulsifier suitable for use in hair care compositions;
and/or front about 5% to about 98.5% water.
[0014] Emulsifiers suitable for use in. the compositions of the present invention are well-known in the art and are those which are suitable for use in hair care compositions. Specifically, they are ones which are compatible with the remaining components of the hair care composition and which are suitable for application to hair and scalp.
Examples of such emulsifiers inciude cationic surfactants, nonionic surfactants, amine salts and mixtures of those materials. Emulsifiers = are surfactants used to stabilize emulsions (droplets of oil-in-water) in hair care products. Generally an emulsifier is an organic compound that incorporates within the same molecule two dissimilar structural groups, e.g., a water-soluble and a, water-insoluble mdiety. It is the ingredient which bonds together the water and oil ma cream or lotion.
The composition, solubility properties,=location arid relative sizes of .
these dissimilar. groups in relation to the overall molecular configuration determine the surface activity (emulsification ability) of a compound.
[00151 Emulsifiers are classified on the basis of their hydrophilic or solubilizing groups into four categories: anionic, nonionic, .cationic and ampho=teric. Cationic surfactants, nonionic surfnOtants, and amine salts are examples of emulsifiers useful in the present invention. An - 8 ¨
example of a nonionic emulsifier is a polyoxyethylene surfactant, such as ethoxylated alkyl phenols, ethoxylated aliphatic alcohols, glycerol esters, polyoxyethylene glycerol esters, glycol esters of fatty acids, and ethoxylated natural fats, oils and waxes. Examples of amine salt emulsifiers include salts of fatty amine oxides, polyoxyethylene alkyl and alicyclic amines, and mono-alkyl olamides. Examples of cationic emulsifiers utilized in the present compositions include mono-, di- or tri- alkyl quaternary ammonium or imidazolinium materials. These emulsifiers are well-known in the art and, for example, are described at length in The Complete Book On Emulsifiers With Uses, Formulae Processes, NPCS Board of Consultants & Engineers. Examples of additional emulsifiers which can be used in hair care compositions include C14-C16 glycol palmitate, C18-C20 glycol isostearate, ceteareth (4-60), cocamidopropyl lauryl ether, deceth (3-10), dipentaerythritol hydroxystearate, dodoxynol (5, 6, 7, 9, 12), octoxynol (1-70), palm kernel glycerides, behentrimonium chloride, distearyl dimonium chloride, Quatemium-91, behenamidopropyl dimethylamine lactate, and mixtures thereof.
100161 The hair conditioning compositions of the present invention can additionally include from about 0.5% to about 15% of a fatty alcohol material. Fatty alcohols are aliphatic alcohols, usually consisting of a chain of 8 to 22 carbon atoms, but can include up to 36 or even more carbon atoms. Fatty alcohols usually have an even number of carbon atoms and a single alcohol group (-OH) attached to the terminal carbon. Some fatty alcohols are unsaturated and some are branched chain. The traditional and still important source of fatty alcohols are fatty acid esters. Wax esters were formerly extracted from sperm oil, obtained from whales. An alternative plant source is jojoba. Fatty acid triesters, known as triglycerides, are obtained from plant and animal sources. These triesters are subjected to transesterification to give methylesters, which in turn are hydrogenated to form the alcohols.
- 9 ¨
Althoudi tallow is typically C16-C18, the chain length from plant sources are more variable. Higher alcohols (C20-C22) can be obtained from rapeseed. Shorter alcohols (C12-C14) are obtained from coconut oil. Fatty alcohols are also prepared from petrochemical sources. In the Ziegler process, ethylene is oligomerized using triethyl aluminum followed by air oxidation. Alternatively, ethylene can be oligomerized to provide mixtures of alkenes, which are subjected to hydroformylation, providing odd numbered aldehydes, which can subsequently be hydrogenated. Examples of fatty alcohols include lauryl alcohol (1-dodecanol; 12 carbon atoms), myristyl alcohol (1-tetradecanol; 14 carbon atoms), cetyl alcohol (1-hexadecanol; 16 carbon atoms), stearyl alcohol (1-octodecanol; 18 carbon atoms), oleyl alcohol (eis-9-octadecen-1-ol; 18 carbon atoms, unsaturated), behenyl alcohol (1-docosanol, 22 carbon atoms), erucyl alcohol (eis-13-docosen-1-ol; 22 carbon atoms, unsaturated), and eetearyl alcohol which is a mixture of fatty alcohols, consisting predominantly of cetyl and stearyl alcohols.
[0017] If the compositions are formulated into shampoos, such compositions can comprise one or more cleaning surfactants which are cosmetically acceptable and suitable for topical application to the hair. Suitable surfactants, which may be used singularly or in combination, are selected from anionic, amphoteric and zwitterionic surfactants, and mixtures of those materials. Examples of anionic surfactant include alkyl sulfates, alkyl ether sulfates, alkaryl sulfonates, alkanoyl isethionates, alkyl succinates, alkyl sulfosuccinates, alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates, alkyl ether earboxylates, and alpha-olefin sulfonates, especially their sodium, magnesium, ammonium, and mono-, di- and triethanolamine salts. The alkyl and acyl groups in these materials contain generally from 8 to 18 carbon atoms and may be unsaturated. The alkyl ether sulfates, alkyl ether - 10 ¨
phosphates and alkyl ether carboxylates generally contain from 1 to 10 ethylene oxide or propylene oxide units per molecule.
[0018] Typical anionic surfactants for use in shampoos include sodium ()ley' succinate, ammonium lauryl sulfosuccinate, ammonium lauryl sulfate, sodium dodecylbenzene sulfonate, triethanolamine dodecylbenzene sulfonate, sodium cocoyl isethionate, sodium lauryl isethionate and sodium n-lauroyl sarcosinate. Examples of anionic surfactants include sodium lauroyl sulfate, triethanolamine monolauroyl phosphate, sodium lauroyl ether sulfate (1 EO, 2 EO and 3 EO), ammonium lauroyl sulfate and ammonium lauroyl ether sulfate (1 E0, 2 EO and 3 EO).
[0019] Examples of amphoteric and zwitterionic surfactants include alkyl amine oxides, alkyl betaines, alkyl amidopropyl betaines, alkyl sulfobetaines (sultaines), alkyl glycinates, alkyl carboxyglycinates, alkyl amphopropionates, alkyl amphoglycinates, alkyl amidopropyl hydroxyl sultaines, acyl taurates and acyl glutamates, wherein the alkyl and acyl groups contain from 8 to 19 carbon atoms. Typical amphoteric and zwitterionic surfactants for use in shampoos include lauryl amine oxide, eocadimethyl amine oxide, sulfopropyl betaine, lauryl betaine, cocamidopropyl betaine and sodium cocamidopropionate.
[0020] The shampoo compositions may additional contain cationic deposition enhancing polymers, non-silicone conditioning agents, antimicrobial agents, and aesthetic agents, such as colorants, fragrances, naturally derived materials (such as plant extracts), and pearlescing agents.
Other components which may be used include viscosity modifiers, preservatives, polyols (such as glycerin and polypropylene glycol), chelating agents (such as EDTA), antioxidants, sunscreens, and carriers (which can be, for example, ethanol and/or water).
- 11 ¨
= =
[0021] Hair conditioning composition3 are also well-known in the art. For example, they are described in U.S. Patent 6,287,545, Su, issued, . =
September 11, 2001, = , Such hair = conditioner compositions commonly include long chain mono-, di- or even tri- higher alkyl quaternary ammonium compounds (such cetyl trimonium chloride), fatty alcohols (such as Cetyl alcohol or stcaryl alcohol), mineral oil, humectants, surfactants/emulsifiers, thickeners (such as cellulose derivatives), polyeationic polytters (known as polyquaterniums), colorants, perfumes, pacifiers, ,pearleseent aides, buffers, preservatives, antioxidants, and carriers (which can be, for example, ethanol .and/or water).
[0022] Examples of conditioner formulations, in general terms, which include the binary premix compositions Of the present invention are set forth in the following table:
Table 2 =
General ExampleS of Conditioner formuiations OCTIM111 Material Description General urtAvt%
Choose from Lactic, Millie, Tartaric, Furnaric, 0.2-0.6 = lsotoonanoic, Citric, Succiaic, Chaco/do; and/CT
Salicylic Acids C16-18 Fatty Alcohol - - 4.0-6.0 =
Ester 0.2-0.4 =
Alk. darnidoanie 1,0-2.0 'Neat' Formulation #X . 0.75-3.0 (see Tables IA and 1B) Preservative as appropriate Fragrance as approprinth Carrier Balance [0023] Examples of other types of hair care products, including hair styling =
products, are taught, for example, in U.S. Patent 7,850,952, Ivanova et.
al, issued December 14, 2010; U.S. Patent 7,785,575, Anderson et al, issued August 31, 20W; U.S. Patent 6,586,378, Chandra, issued July 1, 2003; and U.S. Patent 6,136,296, Midha: et al, issued cietober 24,2000..
[0024] When utilized as described herein, the compositions of the present invention are applied in an "effective amount", i.e., an .amount which provides the hair conditioning and/or moisturizing benefits desired, but not so much as to result in undesirable effects to the user (e.g., greasiness to the hair or adverse scalp or skin reactions).
[0025] Examples of compositions of the present invention are set forth below.
They are intended to be merely illustrative, and not limiting, of the present invention.
[0026] Examples 1-8 Conditioner formulations incorporating the binary mixtures of the present invention contain the following components and are prepared using conventional techniques:
wuwt%) 1 2 3 4 i 5 6 7 8 Balance Balance Balance Balance Balance Balance Balance Balance A pH Regulator (Lactic qs qs qs qs qs qs qs qs Acid, Malic Acid, Tartaric Acid, Fumaric Acid, Isononanoic Acid, Citric Acid, Salicylic Acid, Gluconic Acid) Glycerin 10 00 5.00 B Cetearyl Alcohol 5.00 5.00 8.00 4.00 3.00 6.00 5.00 4.00 Bchcnamidopropyl 2.00 1,00 3.00 Dirnethylamine Distearyldimonium 0.15 020 Chloride Behentrimonitun 2.00 3.00 3.00 2.00 3.00 Chloride Tridecyl 1.50 1,80 Isononanoate Diisononyl Ether 0.85 2.25 1.28 Dimeticone (5,000es) 1.70 0.90 0,80 B is-Cetearyl 0.50 0.30 0.10 0.20 Amodimethicone Bis- 0.15 0.75 0.23 ,Hydroxy/Methoxy Amodimethicone Stearyl Dimethicone 0.20 D Preservative (Choice) qs qs qs qs qs qs qs qs Fragrance qs qs qs qs qs qs qs qs Target pH 3.5-5,0 - 13 ¨
[0027] Example 9 ¨ Hair Shine Spray [0028] A hair shine spray of the present invention is made as follows:
Material wt/wt%
Dicaprylyl Ether 90 Amodini ethi cone 10 [0029] Add ingredients in order to main vessel with mixing. Mix until homogeneous. Using suitable package, finished composition may be applied by spraying onto hair to provide a shine benefit.
[0030] Example 10 ¨ Hair Serum Material wt/wt%
Isodecyl Neopentanoate 70 Dimethicone (10,000cs) 5 Bis-Hydroxy/Methoxy 25 Amodimethicone [0031] Add ingredients in order to main vessel with mixing. Mix until homogeneous. Using suitable package, finished composition may be dispensed into the hands and then spread through the hair to provide a shine benefit.
[0032] Example 11 ¨ Hair Combing Cream Material wt/wt%
A Water Balance Glycerin 7.50 B Benentrimonium Chloride 2.00 Cetearyl Alcohol 4.00 Isononyl Isononanoate 1.70 Aminopropyl Phenyl 0.30 Trimethicone Preservative QS
Fragrance QS
[0033] Add ingredients in Phase (A) in order to main vessel with mixing and heating to 80C. Mix until homogeneous. In a pre-mix vessel, add - 14 ¨
ingredients in Phase (B) with heating to 80C with mixing. When Phase (B) is at temperature and homogeneous, slowly add to Phase (A) in main vessel. Maintain temperature and mixing until homogeneous emulsion is formed then begin cooling to 40C. In a pre-mix vessel, add ingredients in Phase (C) in order listed with mixing until homogeneous. Once Phase (C) is homogeneous and main vessel is at 40C, maintain vessel mixing and add Phase (C) to main vessel. Once Phase (C) has been incorporated into the emulsion, add Phase (D) ingredients in order listed with sufficient mixing to incorporate. Batch maybe homogenized with a high shear mixer if desired.
[0034] Product may be applied to the hands or comb and then spread/combed through the hair to provide a shine and conditioning benefit.
[0035] Example 12 ¨ Hair Conditioner Material vvt/wt%
A Water Balance Gluconic Acid (QS to pH 3.5-5.5) Behenamidopropyl 2.00 Dimethylamine Cetearyl Alcohol 4.00 Dimethicone (250cs) 0.75 Stearyl Dimethicone 0,25 Preservative QS
Fragrance QS
[0036] Add ingredients in Phase (A) in order to main vessel with mixing and heating to 80C. Mix until homogeneous. In a pre-mix vessel, add ingredients in Phase (B) with heating to 80C with mixing. When Phase (B) is at temperature and homogeneous, slowly add to Phase (A) in main vessel. Maintain temperature and mixing until homogeneous emulsion is formed then begin cooling to 40C. In a pre-mix vessel, add ingredients in Phase (C) in order listed with mixing until homogeneous. Once Phase (C) is homogeneous and main vessel is at 40C, maintain vessel mixing and add Phase (C) to main vessel. Once - 15 ¨
Phase (C) has been incorporated into the emulsion, add Phase (D) ingredients in order listed with sufficient mixing to incorporate. Batch maybe homogenized with a high shear mixer if desired.
[0037] Composition may be applied to wet hair, spread throughout, and then rinsed with water while in the shower or bath to provide a shine and conditioning benefit.
-HAIR CONDITIONING COMPOSITIONS =
Adam Patrick Schrott Backoround = .
NOM]
10002] Non-volatile silicones and non-volatilc hydrocarbons are known in the .
art to provide a number of consumer recognized hair care benefits, such as smoothing, static control, color protection, frizz control and moisturization. However, those materials are very difficult to deliver in a consumer 'acceptable or efficacious manner to the hair in their concentrated form or when they are added to a. formulation in their concentrated form, [0003] Current technology utilizes volatile cyclic siloxanes, volatile linear siloxanes or volatile hydrocarbons as carriers for high viscosity linear polydimethylsiloxane (PDIVIS) materials or nor-volatile hydrocarbons.
These materials can have a number of undesirable attributes as carriers.
Spedifically, they may not be cost effective, they do not provide the =
. best vehicle for delivery of the high viscosity PDIAS (as seen by =
decreased performance in, terms of the above-mentioned attributes), = and they are currently regulated or under increased scrutiny by -governmental health and environmental organizations. Current compositions utilize high viscosity polydimethylsiloxanes in volatile = =
compounds; such as cyclopentasiloxane, cyclomethi cone, low molecular weight polydimethylsiloxanes, or low molecular weight hydrocarbons, such as isododecane or isoparaffins. While these compositions may be the best available, they are not particularly =
. .
=
' = . .
. . .
= effective in delivering the benefits which can be provided by these high viscosity PEAS materials, .
[0004] Thus, there is a recognized need to find adeliVery system which i8 = useful for delivering'the hair care benefits of high viseosity linear polydimethylsiloxane'materials and non-volatile, hydrocarbons. That is the focus of the present invention. SpecificallY,,thelYresent invention provides hair conditioning compositions, incorporating high viscosity non-volatile silicone and hydrocarbon materials, which may be delivered "neat". for applications Such as, but not limited to, hair serums and hair shine sprays, or may be added as a "premix' to known hair care compositions, such as conditioners, styling creams, hair =
lotions, hair moisturizers, hair colors, permanent wave compositions or styling gels, in order to effectively deliver the benefits,which are seen with such materials. Additionally, the compositions of the present invention maintain...clarity and show no separation upon standing, =
remaining a fibwable liquid at room temperature.
Surrimary [00051 The present inVention relates tO hair conditioning compositions which comprise a premix consisting essentially of: (a) siloxane polymers containing one or more types of fimctional groups selected from (i) amino, (ii) phenyl, (iii) methoxy, (iv) hydroxyl, (v) fatty alcohol, (vi) fatty acid, and (vii) alkyl; and (b) a material selected from (i) dimethicones having a viscosity of =
from about 20 to about 10,000 eentipo i se), (ii) mono-esters containing 20 or fewer carbon atoms (iii) ethers containing 20 , . , or fewer carbon atoms, (iv) linear or branched hydrocarbons =
containing 12 to 20 carbon atoms, and (v) mixtures thereof..
=
=
, [0006] Hair conditioning compositions containing those defined mixtures are also claimed. The method of utilizing those Mixtures to provide hair conditioning benefits when applied "neat" from a conditioning composition are also claimed. In addition, the method of making those hair conditioning compositions is also claimed.
[0007] All ratios stated herein are "by weight", unless ,otherwise specified.
=
=
, = , .
= .
=
=
Detailed Description [0008] The present invention relates to hair conditioning compositions which comprise a premix which consists essentially of (a) one or more siloxane polymers containing specified functional groups, together =
with (b) a material selected from dimethicones, mono-esters containing = 20 or fewer carbon atoms, ethers containing 20 or fewer carbon atoms, linear or branched hydrocarbons containing 12 to 20 carbon atoms, and mixtures of those. materials. The coMpositions can be applied "neat"
directly to hair, or can be applied as part of conventional hair conditioning compositions, such as shampoos, conditioners, styling creams, hair lotions, hair mbistinizers, hair colors, permanent wave,...
compositions, or styling gels. The compositions of the present invention maintain clarity, show minimal (if any separation upon standing, and remain floWable liquids at room temperature. This stands in contrast to prior art siloxane-containing compositions which =
= tend to show haziness, cloudiness and separation upon standing.
[0009] The first component utilized in the premix compositions of the present .. . =
invention includes siloxane polymers containing oneor more types of functional groups selected from (i) amino, (ii) phenyl, (iii) methoxy, (iv) hydroxyl, (v) fatty alcohol, (vi) fatty acid, and (vii) alkyl.
Siloxancs (silicone polymers) are well-known in the art. The siloxane polymers which include the listed moieties are macromolecules =
=
comprised of a polymer backbone of alternating silicon and oxygen atoms (siloxane bonds) including the listed organic side groups, such as phenyl, amino, methoky, hydroxylõ fatty alcohols fatty acid, or alkyl.
The. number of repeating siloxane units can range from one to several thousand. = By adjusting-of the ¨Si-O-thain lengths, the functionality'of =
the side groups and the erosslinIcing between molecular chains, silicones can be synthesized into an almost infinite variety of materials each with unique chemical properties and performance characteristics.
Silox.ane polymers are well-known in the art=and their properties and..
synthesis arc described in Silicones and Silicone,Modified Materials, Clarson, S. et al (see Chapter 1, Overview of Siloxane .Potyrners, by James E. Mark), ACS Symposium Series, American Chemical Society, Washington, D.C., 2044. The siloxane materials utilized in the present premix compositions are selected from those containing amino groups, phenyl groups, methoxy groups, hydroxyl groups, fatty alcohol. g,roups,=fatty acid groups, alkyl groups, or combination of those moieties.- Examples of specific stloxane polymers which can be utilized in the present compositions include amodimethicone, bis-c.erearyl amodimethicone, bis-stearyldimethicone, bis-hydroxy/methoxy amodimethicone, stearyldimethicone, and aminopropyl phenyl trimethicone. Mixtures .
of these polymers can be used. =
[0010j1 The second component utilized in the.premix compositions of the present invention include a material selected from dimethicones having. =
a viscosity of from about 20 to about 10,400 centipoise;-monocstcts .
containing 20 or fewer carbon atoms; ethers containing 20 or fewer carbon atoms; linear or branched chain hydrocarbons containing 12 to.
20 carbon atoms; and combinations of those materials. Such materials are Well-known in the art, For example, dimethicones are silo-1mile materials (as described above) wherein each silicon atom includes 2 methyl side chains; the viscosity of those dimethicone materials. must =
=
, .
, = , = = be from about.20 to about 10,000 centipoise.iti'oraei, to be useful in the premixes of the 'present invention,. Examples. of mbnoesters containing 20 or fewer earbon atomS useful in the present invention include isodecyl neopentanoate, isodecyl isononanoate, isononyl isononanoate,=
tridecyl neopentanoate, and combinations of those materials.
Examples of linear ether materials containing 20 or fewer carbon atoms useful in the present invention include dicaprylyl ether, .
diisononyl ether, clidecyl etherrand combinations of those materials:
, 100111 The siloxane polymerlitaterials are generally used at levels of from about 5% to about 25%, for exaMPle from about 10% to about 20%; by weight, of the premix composition. The 'second component of the =
mixture (i.e., the dimethicone/monoesteriether/hydrocatbon 0.
component) is generally -used at levels from about 75% to about 95.%, for example from about 80% to about 90%, by weight, of the premix composition. Specific examples of these premOtires are set forth in the following Tables, , The premixtures are Made by taking the Siloxane polymer and the =
second component, defined above, and preinixing them prior to their.
being mixed with the remaining components utilized in the hair conditioning compositions defined herein. SliOl*Onixture can be accomplishedby conVentional means, for exaniplc', the stir:mane polymer and the seednd comPonent can he combined in a vessel and mixed with sufficient shear until hemogencous. Heat may be applied, if needed.
=
=
= =
=
= =
. . .
=
. =
=
=
=
=
=
7 6 ¨
Table 1(A) = . =
= .
.= Pro-Mix Formulation (wlivit%) '1: =
, Yytivit% 1 2 3 4 .5 1 6 7 1:1 9 :.10 11 Material =
Ts o deg! Neopentonoate 85 75 - - - - - - - I
Isodeeyl Isononanoate Isononyl Isononanoate = - - - so - - - -; Tridecyl Neopentanoate . =
DicuprylylEthr Diisononyl Ether Didecyl Ether _ Dimeihi0one (2.50c41) Dimethicone (5,000cs) Dimethicone (I 0,000cs) __________________________ Arno dimothicone - 25 - - , 10 15 - - -II is- Ceterdyl .r.:11.-Odi.rnaicone 15 - - - - - -Bis-Stearyl Dimethinone Bis-Hydroxy/Methoxy - 15 - - - - 15 20 - -Amodimethicone =
Stearyl Dimethicone Amino Phenyl Trimerhiconc Table 1(B) Pre-Mix Formulation (wilwi.%) wrAwt% 12 13 14 15 16 17 [8 [ 9 20 21 22 Mo1erial Isodecyl Neopentarmate F 85 75 - - - - - - . -- =
Inodecyl Ts on on anoate Isonnyl Isononanoate =
iridecyl Neopentunoute Dicaprylyl Ether Di isononyl Ether Didc cyl Ether Ditnethi cone (250cs) Dimethicone (5,000es) Dimethicone (10,000cs) Amodirnethicone - 15 - _15 - - 4 -B is-Celearyl Amodimethicone -B is-Stearyl Dimethicone - 25 - - - 10 -Bis-Hydroxy/Methoxy 15 - = - - == - - - - 25 15 Amodimethi cone Stearyl Dimethicoue Amino Phenyl. Trimethi cone - - - - - 15 - - - -1 - I
=
=
[00121 The premix compositions, as defined above, may be applied directly to 'hair (i.e., "neat" application) such as from a hair serum or a hair shine spray, or they may be applied from more complete hair conditioning compositions. Such compositions include, but are not limited to, shampoos, conditioners; styling creams, hair lotions, hair moisturizers, hair coloring compositions, permanent wave compositions and styling gels. These compositions are well-known to those skilled in the art;
=
=
' = =
7 7 ¨ =
=
for example, shampoo compositions are described in U.S. Patent 6,706,258, Gallagher et al, issued March 16, 2004.
= -[0013] The hair conditioning.compositions typically comprise from about 0.5% to about 15%,.for example,from about 0.5% to about 5%, of the premix composition. Embodiments of the hair conditioning compositions of the present invention may additionally comprise from about 0.5% to about 15% fatty alcohol; and/or from about 0,2% to about 12% of an emulsifier suitable for use in hair care compositions;
and/or front about 5% to about 98.5% water.
[0014] Emulsifiers suitable for use in. the compositions of the present invention are well-known in the art and are those which are suitable for use in hair care compositions. Specifically, they are ones which are compatible with the remaining components of the hair care composition and which are suitable for application to hair and scalp.
Examples of such emulsifiers inciude cationic surfactants, nonionic surfactants, amine salts and mixtures of those materials. Emulsifiers = are surfactants used to stabilize emulsions (droplets of oil-in-water) in hair care products. Generally an emulsifier is an organic compound that incorporates within the same molecule two dissimilar structural groups, e.g., a water-soluble and a, water-insoluble mdiety. It is the ingredient which bonds together the water and oil ma cream or lotion.
The composition, solubility properties,=location arid relative sizes of .
these dissimilar. groups in relation to the overall molecular configuration determine the surface activity (emulsification ability) of a compound.
[00151 Emulsifiers are classified on the basis of their hydrophilic or solubilizing groups into four categories: anionic, nonionic, .cationic and ampho=teric. Cationic surfactants, nonionic surfnOtants, and amine salts are examples of emulsifiers useful in the present invention. An - 8 ¨
example of a nonionic emulsifier is a polyoxyethylene surfactant, such as ethoxylated alkyl phenols, ethoxylated aliphatic alcohols, glycerol esters, polyoxyethylene glycerol esters, glycol esters of fatty acids, and ethoxylated natural fats, oils and waxes. Examples of amine salt emulsifiers include salts of fatty amine oxides, polyoxyethylene alkyl and alicyclic amines, and mono-alkyl olamides. Examples of cationic emulsifiers utilized in the present compositions include mono-, di- or tri- alkyl quaternary ammonium or imidazolinium materials. These emulsifiers are well-known in the art and, for example, are described at length in The Complete Book On Emulsifiers With Uses, Formulae Processes, NPCS Board of Consultants & Engineers. Examples of additional emulsifiers which can be used in hair care compositions include C14-C16 glycol palmitate, C18-C20 glycol isostearate, ceteareth (4-60), cocamidopropyl lauryl ether, deceth (3-10), dipentaerythritol hydroxystearate, dodoxynol (5, 6, 7, 9, 12), octoxynol (1-70), palm kernel glycerides, behentrimonium chloride, distearyl dimonium chloride, Quatemium-91, behenamidopropyl dimethylamine lactate, and mixtures thereof.
100161 The hair conditioning compositions of the present invention can additionally include from about 0.5% to about 15% of a fatty alcohol material. Fatty alcohols are aliphatic alcohols, usually consisting of a chain of 8 to 22 carbon atoms, but can include up to 36 or even more carbon atoms. Fatty alcohols usually have an even number of carbon atoms and a single alcohol group (-OH) attached to the terminal carbon. Some fatty alcohols are unsaturated and some are branched chain. The traditional and still important source of fatty alcohols are fatty acid esters. Wax esters were formerly extracted from sperm oil, obtained from whales. An alternative plant source is jojoba. Fatty acid triesters, known as triglycerides, are obtained from plant and animal sources. These triesters are subjected to transesterification to give methylesters, which in turn are hydrogenated to form the alcohols.
- 9 ¨
Althoudi tallow is typically C16-C18, the chain length from plant sources are more variable. Higher alcohols (C20-C22) can be obtained from rapeseed. Shorter alcohols (C12-C14) are obtained from coconut oil. Fatty alcohols are also prepared from petrochemical sources. In the Ziegler process, ethylene is oligomerized using triethyl aluminum followed by air oxidation. Alternatively, ethylene can be oligomerized to provide mixtures of alkenes, which are subjected to hydroformylation, providing odd numbered aldehydes, which can subsequently be hydrogenated. Examples of fatty alcohols include lauryl alcohol (1-dodecanol; 12 carbon atoms), myristyl alcohol (1-tetradecanol; 14 carbon atoms), cetyl alcohol (1-hexadecanol; 16 carbon atoms), stearyl alcohol (1-octodecanol; 18 carbon atoms), oleyl alcohol (eis-9-octadecen-1-ol; 18 carbon atoms, unsaturated), behenyl alcohol (1-docosanol, 22 carbon atoms), erucyl alcohol (eis-13-docosen-1-ol; 22 carbon atoms, unsaturated), and eetearyl alcohol which is a mixture of fatty alcohols, consisting predominantly of cetyl and stearyl alcohols.
[0017] If the compositions are formulated into shampoos, such compositions can comprise one or more cleaning surfactants which are cosmetically acceptable and suitable for topical application to the hair. Suitable surfactants, which may be used singularly or in combination, are selected from anionic, amphoteric and zwitterionic surfactants, and mixtures of those materials. Examples of anionic surfactant include alkyl sulfates, alkyl ether sulfates, alkaryl sulfonates, alkanoyl isethionates, alkyl succinates, alkyl sulfosuccinates, alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates, alkyl ether earboxylates, and alpha-olefin sulfonates, especially their sodium, magnesium, ammonium, and mono-, di- and triethanolamine salts. The alkyl and acyl groups in these materials contain generally from 8 to 18 carbon atoms and may be unsaturated. The alkyl ether sulfates, alkyl ether - 10 ¨
phosphates and alkyl ether carboxylates generally contain from 1 to 10 ethylene oxide or propylene oxide units per molecule.
[0018] Typical anionic surfactants for use in shampoos include sodium ()ley' succinate, ammonium lauryl sulfosuccinate, ammonium lauryl sulfate, sodium dodecylbenzene sulfonate, triethanolamine dodecylbenzene sulfonate, sodium cocoyl isethionate, sodium lauryl isethionate and sodium n-lauroyl sarcosinate. Examples of anionic surfactants include sodium lauroyl sulfate, triethanolamine monolauroyl phosphate, sodium lauroyl ether sulfate (1 EO, 2 EO and 3 EO), ammonium lauroyl sulfate and ammonium lauroyl ether sulfate (1 E0, 2 EO and 3 EO).
[0019] Examples of amphoteric and zwitterionic surfactants include alkyl amine oxides, alkyl betaines, alkyl amidopropyl betaines, alkyl sulfobetaines (sultaines), alkyl glycinates, alkyl carboxyglycinates, alkyl amphopropionates, alkyl amphoglycinates, alkyl amidopropyl hydroxyl sultaines, acyl taurates and acyl glutamates, wherein the alkyl and acyl groups contain from 8 to 19 carbon atoms. Typical amphoteric and zwitterionic surfactants for use in shampoos include lauryl amine oxide, eocadimethyl amine oxide, sulfopropyl betaine, lauryl betaine, cocamidopropyl betaine and sodium cocamidopropionate.
[0020] The shampoo compositions may additional contain cationic deposition enhancing polymers, non-silicone conditioning agents, antimicrobial agents, and aesthetic agents, such as colorants, fragrances, naturally derived materials (such as plant extracts), and pearlescing agents.
Other components which may be used include viscosity modifiers, preservatives, polyols (such as glycerin and polypropylene glycol), chelating agents (such as EDTA), antioxidants, sunscreens, and carriers (which can be, for example, ethanol and/or water).
- 11 ¨
= =
[0021] Hair conditioning composition3 are also well-known in the art. For example, they are described in U.S. Patent 6,287,545, Su, issued, . =
September 11, 2001, = , Such hair = conditioner compositions commonly include long chain mono-, di- or even tri- higher alkyl quaternary ammonium compounds (such cetyl trimonium chloride), fatty alcohols (such as Cetyl alcohol or stcaryl alcohol), mineral oil, humectants, surfactants/emulsifiers, thickeners (such as cellulose derivatives), polyeationic polytters (known as polyquaterniums), colorants, perfumes, pacifiers, ,pearleseent aides, buffers, preservatives, antioxidants, and carriers (which can be, for example, ethanol .and/or water).
[0022] Examples of conditioner formulations, in general terms, which include the binary premix compositions Of the present invention are set forth in the following table:
Table 2 =
General ExampleS of Conditioner formuiations OCTIM111 Material Description General urtAvt%
Choose from Lactic, Millie, Tartaric, Furnaric, 0.2-0.6 = lsotoonanoic, Citric, Succiaic, Chaco/do; and/CT
Salicylic Acids C16-18 Fatty Alcohol - - 4.0-6.0 =
Ester 0.2-0.4 =
Alk. darnidoanie 1,0-2.0 'Neat' Formulation #X . 0.75-3.0 (see Tables IA and 1B) Preservative as appropriate Fragrance as approprinth Carrier Balance [0023] Examples of other types of hair care products, including hair styling =
products, are taught, for example, in U.S. Patent 7,850,952, Ivanova et.
al, issued December 14, 2010; U.S. Patent 7,785,575, Anderson et al, issued August 31, 20W; U.S. Patent 6,586,378, Chandra, issued July 1, 2003; and U.S. Patent 6,136,296, Midha: et al, issued cietober 24,2000..
[0024] When utilized as described herein, the compositions of the present invention are applied in an "effective amount", i.e., an .amount which provides the hair conditioning and/or moisturizing benefits desired, but not so much as to result in undesirable effects to the user (e.g., greasiness to the hair or adverse scalp or skin reactions).
[0025] Examples of compositions of the present invention are set forth below.
They are intended to be merely illustrative, and not limiting, of the present invention.
[0026] Examples 1-8 Conditioner formulations incorporating the binary mixtures of the present invention contain the following components and are prepared using conventional techniques:
wuwt%) 1 2 3 4 i 5 6 7 8 Balance Balance Balance Balance Balance Balance Balance Balance A pH Regulator (Lactic qs qs qs qs qs qs qs qs Acid, Malic Acid, Tartaric Acid, Fumaric Acid, Isononanoic Acid, Citric Acid, Salicylic Acid, Gluconic Acid) Glycerin 10 00 5.00 B Cetearyl Alcohol 5.00 5.00 8.00 4.00 3.00 6.00 5.00 4.00 Bchcnamidopropyl 2.00 1,00 3.00 Dirnethylamine Distearyldimonium 0.15 020 Chloride Behentrimonitun 2.00 3.00 3.00 2.00 3.00 Chloride Tridecyl 1.50 1,80 Isononanoate Diisononyl Ether 0.85 2.25 1.28 Dimeticone (5,000es) 1.70 0.90 0,80 B is-Cetearyl 0.50 0.30 0.10 0.20 Amodimethicone Bis- 0.15 0.75 0.23 ,Hydroxy/Methoxy Amodimethicone Stearyl Dimethicone 0.20 D Preservative (Choice) qs qs qs qs qs qs qs qs Fragrance qs qs qs qs qs qs qs qs Target pH 3.5-5,0 - 13 ¨
[0027] Example 9 ¨ Hair Shine Spray [0028] A hair shine spray of the present invention is made as follows:
Material wt/wt%
Dicaprylyl Ether 90 Amodini ethi cone 10 [0029] Add ingredients in order to main vessel with mixing. Mix until homogeneous. Using suitable package, finished composition may be applied by spraying onto hair to provide a shine benefit.
[0030] Example 10 ¨ Hair Serum Material wt/wt%
Isodecyl Neopentanoate 70 Dimethicone (10,000cs) 5 Bis-Hydroxy/Methoxy 25 Amodimethicone [0031] Add ingredients in order to main vessel with mixing. Mix until homogeneous. Using suitable package, finished composition may be dispensed into the hands and then spread through the hair to provide a shine benefit.
[0032] Example 11 ¨ Hair Combing Cream Material wt/wt%
A Water Balance Glycerin 7.50 B Benentrimonium Chloride 2.00 Cetearyl Alcohol 4.00 Isononyl Isononanoate 1.70 Aminopropyl Phenyl 0.30 Trimethicone Preservative QS
Fragrance QS
[0033] Add ingredients in Phase (A) in order to main vessel with mixing and heating to 80C. Mix until homogeneous. In a pre-mix vessel, add - 14 ¨
ingredients in Phase (B) with heating to 80C with mixing. When Phase (B) is at temperature and homogeneous, slowly add to Phase (A) in main vessel. Maintain temperature and mixing until homogeneous emulsion is formed then begin cooling to 40C. In a pre-mix vessel, add ingredients in Phase (C) in order listed with mixing until homogeneous. Once Phase (C) is homogeneous and main vessel is at 40C, maintain vessel mixing and add Phase (C) to main vessel. Once Phase (C) has been incorporated into the emulsion, add Phase (D) ingredients in order listed with sufficient mixing to incorporate. Batch maybe homogenized with a high shear mixer if desired.
[0034] Product may be applied to the hands or comb and then spread/combed through the hair to provide a shine and conditioning benefit.
[0035] Example 12 ¨ Hair Conditioner Material vvt/wt%
A Water Balance Gluconic Acid (QS to pH 3.5-5.5) Behenamidopropyl 2.00 Dimethylamine Cetearyl Alcohol 4.00 Dimethicone (250cs) 0.75 Stearyl Dimethicone 0,25 Preservative QS
Fragrance QS
[0036] Add ingredients in Phase (A) in order to main vessel with mixing and heating to 80C. Mix until homogeneous. In a pre-mix vessel, add ingredients in Phase (B) with heating to 80C with mixing. When Phase (B) is at temperature and homogeneous, slowly add to Phase (A) in main vessel. Maintain temperature and mixing until homogeneous emulsion is formed then begin cooling to 40C. In a pre-mix vessel, add ingredients in Phase (C) in order listed with mixing until homogeneous. Once Phase (C) is homogeneous and main vessel is at 40C, maintain vessel mixing and add Phase (C) to main vessel. Once - 15 ¨
Phase (C) has been incorporated into the emulsion, add Phase (D) ingredients in order listed with sufficient mixing to incorporate. Batch maybe homogenized with a high shear mixer if desired.
[0037] Composition may be applied to wet hair, spread throughout, and then rinsed with water while in the shower or bath to provide a shine and conditioning benefit.
Claims (6)
1 A premix composition used to prepare a hair conditioner composition, said premix consisting of (a) from about 5% to about 25% (by weight) of a siloxane polymer selected from amodimethicone, bis-cetearyl amodimethicone, or mixtures thereof, and (b) from about 75% to about 95% of a material selected from isodecyl neopentanoate, isodecyl isononoate, isononyl isononanoate, tridecyl neopentanoate, dicaprylyl ether, or mixtures thereof
2, A hair conditioner composition comprising. (a) from about 0 5% to about 5% of the premix defined in claim 1, (b) from about 1% to about 2% of a material selected from an alkylamidoamine and/or a quaternary ammonium compound, and (c) the balance of the composition selected from one or more of the following components fatty alcohols, mineral oil, humectants, surfactants/emulsifiers, thickeners, polycationic polymers, colorants, perfumes, opacifiers, pearlescent aids, buffers, preservatives, anti-oxidants, water or C12-C18 alcohols, wherein the premix components defined in (a) are mixed together prior to mixing in components (b) or (c)
3 The hair conditioner composition of claim 2 wherein the material (b) is selected from behentrimonium chloride, distearyldimonium chloride, behenamidopropyl dimethylamine, or mixtures thereof
4 A method of manufacturing a hair conditioner composition comprising the steps of.
(1) preparing a premix consisting of (a) siloxane polymer selected from amodimethicone, bis-cetearyl amodimethicone, or mixtures thereof; and (b) material selected from isodecyl neopentanoate, isodecyl isononanoate, isononyl isononanoate, tridecyl neopentanoate, dicaprylyl ether, or mixtures thereof; and (2) mixing the formed premix with one or more of the following mono-, di-, or tri-long chain quaternary ammonium or amine compounds, fatty alcohols, mineral oil, humectants, surfactants/emulsifiers, thickeners, polycationic polymers, colorants, perfumes, opacifiers, pearlescent aids, buffers, preservatives, anti-oxidants, water, and/or C12-C18 alcohols;
wherein the premix consists of from about 5% to about 25% (by.wt.) of component (a) and from about 75% to about 95% (by wt.) of component (b), and the composition consists of from about 0.5% to about 5% (by wt.) of the premix with the remainder being the balance defined in step (2), above.
(1) preparing a premix consisting of (a) siloxane polymer selected from amodimethicone, bis-cetearyl amodimethicone, or mixtures thereof; and (b) material selected from isodecyl neopentanoate, isodecyl isononanoate, isononyl isononanoate, tridecyl neopentanoate, dicaprylyl ether, or mixtures thereof; and (2) mixing the formed premix with one or more of the following mono-, di-, or tri-long chain quaternary ammonium or amine compounds, fatty alcohols, mineral oil, humectants, surfactants/emulsifiers, thickeners, polycationic polymers, colorants, perfumes, opacifiers, pearlescent aids, buffers, preservatives, anti-oxidants, water, and/or C12-C18 alcohols;
wherein the premix consists of from about 5% to about 25% (by.wt.) of component (a) and from about 75% to about 95% (by wt.) of component (b), and the composition consists of from about 0.5% to about 5% (by wt.) of the premix with the remainder being the balance defined in step (2), above.
5. The method defined in claim 4, wherein the balance defined in step (2) includes at least one material selected from. behentrimonium chloride, distearyldimonium chloride, or behenamidopropyl dimethylamine
6 A method of conditioning hair consisting of applying to said hair an effective amount of the hair conditioner composition as defined in claim 3.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US13/746,575 | 2013-01-22 | ||
US13/746,575 US9364420B2 (en) | 2010-08-18 | 2013-01-22 | Hair conditioning compositions |
PCT/IB2013/000668 WO2014114975A2 (en) | 2013-01-22 | 2013-02-13 | Hair and skin conditioning compositions |
Publications (2)
Publication Number | Publication Date |
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CA2897647A1 CA2897647A1 (en) | 2014-07-31 |
CA2897647C true CA2897647C (en) | 2020-07-07 |
Family
ID=48430857
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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CA2897647A Active CA2897647C (en) | 2013-01-22 | 2013-02-13 | Hair conditioning compositions |
Country Status (4)
Country | Link |
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EP (1) | EP2948127A2 (en) |
AU (1) | AU2013375161A1 (en) |
CA (1) | CA2897647C (en) |
WO (1) | WO2014114975A2 (en) |
Families Citing this family (4)
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---|---|---|---|---|
KR102556488B1 (en) * | 2016-01-12 | 2023-07-17 | 주식회사 엘지생활건강 | Cosmetic composition in the form of transparent or translucent gel |
JP7228799B2 (en) * | 2018-03-13 | 2023-02-27 | パナソニックIpマネジメント株式会社 | measurement system |
WO2024097630A1 (en) * | 2022-10-31 | 2024-05-10 | L'oreal | Hair treatment composition |
FR3144916A1 (en) * | 2023-01-16 | 2024-07-19 | L'oreal | Hair treatment composition |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6287545B1 (en) | 1994-12-19 | 2001-09-11 | Colgate-Palmolive Company | Hair conditioner compositions having improved freezing and freeze-thaw stability |
US6136296A (en) | 1997-04-25 | 2000-10-24 | The Procter & Gamble Company | Personal care compositions |
GB9808310D0 (en) | 1998-04-20 | 1998-06-17 | Unilever Plc | Shampoo compositions |
GB9930104D0 (en) | 1999-12-20 | 2000-02-09 | Unilever Plc | Aqueous hair styling compositions |
GB0210247D0 (en) * | 2002-05-03 | 2002-06-12 | Unilever Plc | Improved hair conditioners |
AU2003277104A1 (en) * | 2002-10-02 | 2004-04-23 | The Procter And Gamble Company | Hair conditioning composition comprising three kinds of silicones |
ES2341246T3 (en) | 2003-03-24 | 2010-06-17 | Unilever Plc | COMPOSITIONS FOR HAIR TREATMENT. |
JP4856910B2 (en) * | 2005-08-08 | 2012-01-18 | 花王株式会社 | Aqueous hair cleanser |
US20080292574A1 (en) * | 2007-05-23 | 2008-11-27 | Nobuaki Uehara | Hair conditioning composition comprising polyalkylsiloxane mixture, aminosilicone, and silicone copolymer emulsion |
US8226934B2 (en) | 2007-10-22 | 2012-07-24 | Living Proof, Inc. | Hair care compositions and methods of treating hair using same |
WO2012024364A2 (en) * | 2010-08-18 | 2012-02-23 | Kao Corporation | Hair and skin conditioning compositions |
-
2013
- 2013-02-13 EP EP13722525.6A patent/EP2948127A2/en not_active Withdrawn
- 2013-02-13 AU AU2013375161A patent/AU2013375161A1/en not_active Abandoned
- 2013-02-13 CA CA2897647A patent/CA2897647C/en active Active
- 2013-02-13 WO PCT/IB2013/000668 patent/WO2014114975A2/en active Application Filing
Also Published As
Publication number | Publication date |
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WO2014114975A2 (en) | 2014-07-31 |
WO2014114975A3 (en) | 2014-12-31 |
AU2013375161A1 (en) | 2015-07-16 |
CA2897647A1 (en) | 2014-07-31 |
EP2948127A2 (en) | 2015-12-02 |
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