GB2102288A - Hair conditioning compositions containing volatile silicones - Google Patents
Hair conditioning compositions containing volatile silicones Download PDFInfo
- Publication number
- GB2102288A GB2102288A GB08218032A GB8218032A GB2102288A GB 2102288 A GB2102288 A GB 2102288A GB 08218032 A GB08218032 A GB 08218032A GB 8218032 A GB8218032 A GB 8218032A GB 2102288 A GB2102288 A GB 2102288A
- Authority
- GB
- United Kingdom
- Prior art keywords
- composition
- hair conditioning
- conditioning composition
- hair
- quaternary nitrogen
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 121
- 230000003750 conditioning effect Effects 0.000 title claims abstract description 71
- 229920001296 polysiloxane Polymers 0.000 title claims description 42
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 19
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- 150000002191 fatty alcohols Chemical class 0.000 claims abstract description 15
- 238000009835 boiling Methods 0.000 claims abstract description 9
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 13
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 11
- -1 polysiloxane Polymers 0.000 claims description 11
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 239000000839 emulsion Substances 0.000 claims description 9
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 9
- 229960000541 cetyl alcohol Drugs 0.000 claims description 5
- KKBOOQDFOWZSDC-UHFFFAOYSA-N n-[2-(diethylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCN(CC)CC KKBOOQDFOWZSDC-UHFFFAOYSA-N 0.000 claims description 4
- WWVIUVHFPSALDO-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]octadecanamide Chemical group CCCCCCCCCCCCCCCCCC(=O)NCCCN(C)C WWVIUVHFPSALDO-UHFFFAOYSA-N 0.000 claims description 4
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 230000003745 detangling effect Effects 0.000 abstract description 8
- 229920000642 polymer Polymers 0.000 description 13
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
- 239000004615 ingredient Substances 0.000 description 8
- 238000005259 measurement Methods 0.000 description 8
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical class [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 7
- 238000013019 agitation Methods 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 244000303965 Cyamopsis psoralioides Species 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- VGTOUOZCVUBDBV-UHFFFAOYSA-M benzyl-dimethyl-tetradecylazanium;1,1-dioxo-1,2-benzothiazol-3-olate Chemical compound C1=CC=C2C([O-])=NS(=O)(=O)C2=C1.CCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 VGTOUOZCVUBDBV-UHFFFAOYSA-M 0.000 description 4
- 229940073669 ceteareth 20 Drugs 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 239000002537 cosmetic Substances 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 4
- 239000002304 perfume Substances 0.000 description 4
- 235000011164 potassium chloride Nutrition 0.000 description 4
- 239000003755 preservative agent Substances 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 235000002639 sodium chloride Nutrition 0.000 description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 description 3
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 3
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 150000001721 carbon Chemical group 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- YIOJGTBNHQAVBO-UHFFFAOYSA-N dimethyl-bis(prop-2-enyl)azanium Chemical class C=CC[N+](C)(C)CC=C YIOJGTBNHQAVBO-UHFFFAOYSA-N 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 3
- 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 3
- 229940101267 panthenol Drugs 0.000 description 3
- 235000020957 pantothenol Nutrition 0.000 description 3
- 239000011619 pantothenol Substances 0.000 description 3
- 239000001103 potassium chloride Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000002335 preservative effect Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 239000003760 tallow Substances 0.000 description 3
- HBXWUCXDUUJDRB-UHFFFAOYSA-N 1-octadecoxyoctadecane Chemical compound CCCCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCCCC HBXWUCXDUUJDRB-UHFFFAOYSA-N 0.000 description 2
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 2
- NLMKTBGFQGKQEV-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-hexadecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO NLMKTBGFQGKQEV-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 229940081733 cetearyl alcohol Drugs 0.000 description 2
- WLCFKPHMRNPAFZ-UHFFFAOYSA-M didodecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCC WLCFKPHMRNPAFZ-UHFFFAOYSA-M 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- XXJPSODUGQZOHA-UHFFFAOYSA-N diethyl sulfate;2-(dimethylamino)ethyl 2-methylprop-2-enoate;1-ethenylpyrrolidin-2-one Chemical compound C=CN1CCCC1=O.CCOS(=O)(=O)OCC.CN(C)CCOC(=O)C(C)=C XXJPSODUGQZOHA-UHFFFAOYSA-N 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
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 2
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 description 2
- XFOSBZOUUACCCN-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;prop-2-enamide;chloride Chemical group [Cl-].NC(=O)C=C.C=CC[N+](C)(C)CC=C XFOSBZOUUACCCN-UHFFFAOYSA-M 0.000 description 2
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 2
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 2
- 229940073561 hexamethyldisiloxane Drugs 0.000 description 2
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- NXLOLUFNDSBYTP-UHFFFAOYSA-N retene Chemical compound C1=CC=C2C3=CC=C(C(C)C)C=C3C=CC2=C1C NXLOLUFNDSBYTP-UHFFFAOYSA-N 0.000 description 2
- 229940057981 stearalkonium chloride Drugs 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
- FDCJDKXCCYFOCV-UHFFFAOYSA-N 1-hexadecoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCC FDCJDKXCCYFOCV-UHFFFAOYSA-N 0.000 description 1
- ILCOCZBHMDEIAI-UHFFFAOYSA-N 2-(2-octadecoxyethoxy)ethanol Chemical compound CCCCCCCCCCCCCCCCCCOCCOCCO ILCOCZBHMDEIAI-UHFFFAOYSA-N 0.000 description 1
- FSAMVJAGJWGWTQ-UHFFFAOYSA-N 2-hexadecoxyethanol Chemical compound CCCCCCCCCCCCCCCCOCCO FSAMVJAGJWGWTQ-UHFFFAOYSA-N 0.000 description 1
- OYINQIKIQCNQOX-UHFFFAOYSA-M 2-hydroxybutyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCC(O)C[N+](C)(C)C OYINQIKIQCNQOX-UHFFFAOYSA-M 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 206010019049 Hair texture abnormal Diseases 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- 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 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 241000282372 Panthera onca Species 0.000 description 1
- 238000000692 Student's t-test Methods 0.000 description 1
- 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 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 239000003957 anion exchange resin Substances 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000001166 anti-perspirative effect Effects 0.000 description 1
- 239000003213 antiperspirant Substances 0.000 description 1
- JBIROUFYLSSYDX-UHFFFAOYSA-M benzododecinium chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 JBIROUFYLSSYDX-UHFFFAOYSA-M 0.000 description 1
- IBNQLYMPUGQNLN-UHFFFAOYSA-M benzyl-[2-(4-dodecanoylphenoxy)ethyl]-dimethylazanium;chloride Chemical compound [Cl-].C1=CC(C(=O)CCCCCCCCCCC)=CC=C1OCC[N+](C)(C)CC1=CC=CC=C1 IBNQLYMPUGQNLN-UHFFFAOYSA-M 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 229940056318 ceteth-20 Drugs 0.000 description 1
- 229940115457 cetyldimethylethylammonium bromide Drugs 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000008406 cosmetic ingredient Substances 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-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
- VUFOSBDICLTFMS-UHFFFAOYSA-M ethyl-hexadecyl-dimethylazanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)CC VUFOSBDICLTFMS-UHFFFAOYSA-M 0.000 description 1
- 230000003370 grooming effect Effects 0.000 description 1
- 239000008266 hair spray Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229950007325 lauralkonium chloride Drugs 0.000 description 1
- 229940116263 laurtrimonium chloride Drugs 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 229940043348 myristyl alcohol Drugs 0.000 description 1
- 125000001421 myristyl 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])[H] 0.000 description 1
- IFYDWYVPVAMGRO-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]tetradecanamide Chemical compound CCCCCCCCCCCCCC(=O)NCCCN(C)C IFYDWYVPVAMGRO-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 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
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920000371 poly(diallyldimethylammonium chloride) polymer Polymers 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 229940037312 stearamide Drugs 0.000 description 1
- 229940098760 steareth-2 Drugs 0.000 description 1
- 229940080728 steareth-30 Drugs 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 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 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- UMQCZSNKDUWJRI-UHFFFAOYSA-M tris(2-hydroxyethyl)-octadecylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](CCO)(CCO)CCO UMQCZSNKDUWJRI-UHFFFAOYSA-M 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
-
- 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
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)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
A hair conditioning composition comprises water, a quaternary nitrogen-containing conditioning agent, and a polydimethyl cyclosiloxane having an atmospheric boiling point of 150 DEG C. to 250 DEG C. present at from 1 to 4 percent by weight of the composition. Preferably the composition also contains 0.5 to 5 weight percent of a quaternary nitrogen-containing conditioning agent, 0.5 to 10 weight percent of a long chain fatty alcohol having 11 to 18 carbons in the long chain, and 0.1 to 2 weight percent of a tertiary amidoamine having a structure conforming to the formula R<1>-C(=O)NH-R<2>-N(R<3>)2 wherein R<1> is a fatty chain having 11 to 17 carbon atoms, R<2> is an alkylene group having 2 or 3 carbon atoms and R<3> is ethyl or methyl. Such compositions provide improved detangling and combing ease and a creamy feel on wet hair.
Description
SPECIFICATION
Hair conditioning compositions containing volatile silicones
The present invention relates to hair conditioning compositions, and more particularly to hair conditioners which contain volatile silicones and provide improved combing properties.
Hair conditioning compositions, including creme rinses, are well known in the art for improving combing ease for wet and dry hair. These compositions are typically aqueous emulsions which contain a quaternary amine compound as the principal conditioning agent. The quaternary nitrogen-containing compound can be a polymeric material having a plurality of quaternary nitrogen atoms per molecule or a molecule having at least one long carbon atom chain and an average of one quaternary nitrogen atom per molecule.
U.S. Patent No. 3,993,744, Cella et al., describes the inclusion of cationic compounds, such as quaternary nitrogen-containing compounds, and silicones in conjunction with perfluorinated compounds in hair treatment compositions. The silicones specifically described by Cella et al. are polyoxyethylene polymethyl silixanes which are presumed to be water-soluble or dispersible. Both the quaternary nitrogen-containing compounds and silicones disclosed are utilized in relatively small amounts, for example, at about 0.05 weight percent of the composition.
High molecular weight silicones having viscosities greater than about 100 centistokes at 25"C.
are also known to provide lubricity or sheen to various cosmetic preparations. This is described in U.S.
Patents No.2,942,008, No. 3,594,409, No. 3,824,303 and No.4,014,995.
Volatile silicones are said by one manufacturer to be useful in various cosmetic compositions such as antiperspirants, deodorants, hair sprays, hair colouring and hair grooming products, powder and colour products and stick products, and because of their low viscosity and surface tension provide a light silky feel on hair and skin. These silicones, and a very volatile silicone (hexamethyl disiloxane, boiling point of 100 C.) are also reported to be non-greasy but to provide subtle lubrication.
None of this art teaches or suggests that the low molecular weight, low viscosity, volatile silicones of the present invention would provide improved combing and creaminess of the composition when incorporated into hair conditioning compositions.
According to a first aspect of the present invention a hair conditioning composition comprises water, a quaternary nitrogen-containing conditioning agent, and a polydimethyl cyclosiloxane having an atmospheric boiling point of 1 500 C. to 2500C. present at from 1 to 4 percent by weight of the composition.
It was unexpected that the low viscosity, low molecular weight, volatile silicones useful herein would provide either the improved overall combing or the creamy on-hair feel provided by the conditioning compositions of this invention. This finding was unexpected since both a very volatile silicone having a boiling point of about 1000C. and a high molecular weight, non-volatile silicone both provided the hair with an oily feel and poorer overall combing properties.
The compositions according to the present invention are preferably stable emulsions in which water comprises the external phase, although compositions containing phases which separate after standing for more than about one hour are satisfactory.
The volatile silicones utilized in the present invention are preferably water-insoluble cyclic compounds having an average of about 3 to 6 -[0-Si(CH3)2]- (polydimethyl cyclosiloxanes) repeating group units per molecule and boil at atmospheric pressure at from 1 500 C. to 2500C. The polydimethyl cyclosiloxanes having an average of about 4 to about 5 repeating units per molecule, the tetramer and pentamer, are particularly preferred.
The particularly preferred polydimethyl cyclosiloxanes having boiling points at ambient pressures in the range of 1 700C. to 2200C., and viscosities at 250C. of from about 2 to about 6 centistokes. These materials are commercially available under the designations Silicone SF-i 173 and Silicone SF-1202 from General Electric, and Silicone 344 Fluid and Silicone 345 Fluid from Dow Corning Corporation, the tetramer being listed first in each instance.
Volatile silicones are preferably present at from 1.5 to 3 percent by weight of the conditioning composition.
Water typically constitutes at least 80 weight percent of the weight of the conditioning composition, and more preferably about 90 weight percent.
The quaternary nitrogen-containing conditioning agents are preferably present at from 0.5 to 5 percent by weight, more preferably from 2 to 3 weight percent, of the composition as an active ingredient.
Both polymeric quaternary nitrogen-containing conditioning agents having a plurality of quaternary nitrogen atoms per molecule, and conditioning agents having one quaternary nitrogen atom and at least one long carbon atom chain per molecule are useful herein. Conditioning agents having one quaternary nitrogen atom and at least one long carbon atom chain containing from 12 to 1 8 carbon atoms per molecule are preferred over the polymeric materials because the polymers tend to give the hair a greasier feel when wet than do the lower molecular weight compounds.
The preferred class of conditioning agents having one quaternary nitrogen atom and one long chain having from 1 2 to 1 8 carbon atoms per molecule include a broad range of compounds. However, the preferred individual conditioning agents can be broadly divided into three sub-classes based upon the structure of the groups bonded to the quaternary nitrogen atom, i.e., (a) compounds having one long carbon chain and three identical or different short chain alkyl groups containing one or two carbon atoms, (b) compounds having one long carbon chain, one benzyl group and two identical or different short chain alkyl groups having one or two carbon atoms, and (c) compounds having two long carbon chains and two identical or different short chain alkyl groups having one or two carbon atoms.
The first of the above sub-classes can be exemplified by compounds such as cetyldimethylethylammonium bromide, lauryltrimethylammonium chloride and stearyltri (2hydroxyethyl) ammonium chloride. These compounds are given the less cumbersome names
Quaternium-1 7, Laurtrimonium chloride and Quaternium-1 6, respectively, in the CTFA Cosmetic
Ingredient Dictionary, 2nd ed., 1 977, published by the Cosmetic, Toiletry and Fragrance Association,
Inc., hereinafter referred to as the CTFA Dictionary.
Illustrative conditioning agents of the second of the before-mentioned sub-classes include stearyldimethylbenzylammonium chloride and lauryldimethylbenzylammonium chloride. These conditioning agents are named stearalkonium chloride and lauralkonium chloride, respectively in the
CTFA Dictionary.
Illustrative conditioning agents of the third of the before-mentioned sub-classes include distearyldimethylammonium chloride and dilauryldimethylammonium chloride. These compounds are named Quaternium-5 and Quaternium-47, respectively, in the CTFA Dictionary.
It is noted that the long carbon chain of the before-mentioned conditioning agents need not be solely or primarily of one chain length, i.e., the long chain need not be cetyl, myristyl, lauryl or stearyl.
Rather, conditioning agents whose long carbon chain contains a mixture of lengths can be used. Such conditioning agents are conveniently prepared from naturally occurring materials, such as tallow, coconut oil, soya oil and the like, or from synthetically produced mixtures. Examples of conditioning agents having mixed carbon chain lengths include dimethyldi(hydrogenated tallow)ammonium chloride, dialkyldimethylammonium chloride wherein the alkyl group is a saturated group consisting primarily of 1 6 carbon atoms and N-(soya alkyl)-N,N,N-trimethylammonium chloride. These conditioning agents are named Quaternium-1 8, Quaternium-31 and Quaternium-9, respectively, in the CTFA Dictionary.
Useful water-soluble or dispersible polymeric conditioning agents include those prepared from polydiallyldimethylammonium salts as is described in U.S. Patents No. 3,288,770 and No. 3,412,091.
These polymers can be prepared by polymerizing diallyldimethylammonium chloride or bromide, or other suitable diallyldimethylammonium salts, using a free radical generating polymerization catalyst, such as a peroxide or hydroperoxide, then employing a suitable anion exchange resin. The resulting polymers are polydiallyldimethylammonium salts, such as polydiallyldimethylammonium chloride. The homopolymer so produced has been given the name Quaternium-40 in the CTFA Dictionary.
The copolymer formed using acrylamide and a diallyldimethylammonium salt is also useful herein.
The CTFA Dictionary name for the diallyldimethylammonium salt copolymerized with acrylamide is
Quaternium-41.
Both Quaternium-40 and Quaternium-41 are commercially available under the respective designations MERQUAT-1 00 and MERQUAT-550 from Merck 8 Company, Inc. MERQUAT-1 00 is sold
as a 40 weight percent aqueous solution of the polymer, and has a Brookfield viscosity at 250C. in the
range of about 8,000--12,000 centipoises (cps). MERQUAT-550 is sold as an 8 weight percent
aqueous solution of polymer, and has a Brookfield viscosity at 250C. in the range of about 7,500-1 5,000 cps.
Another quaternary nitrogen-containing polymer useful herein is a cationic guar. This material has
a 3-trimethyl-ammonium-2-hydroxypropyl groups bonded to the mannopyranosyl and galactopyranosyl
units which make up the guar chains; chloride ions being the anion usually associated with the polymer.
The named adopted by the Cosmetic, Toiletry and Fragrance Association for this material, although not
appearing in the above CTFA Dictionary, is Guar Hydroxypropyltrimonium chloride. A suitable cationic guaris supplied under the designation COSMEDIA GUAR C 261 by Henkel, Inc., while a similar material
is sold under the designation JAGUAR C-13-S by Stein, Hall 8 Company, Inc.
A copolymer prepared from about 80 weight percent N-vinyl pyrrolidone and about 20 weight
percent N,N-dimethylaminoethyl methacrylate, quaternized with dimethyl sulphate is also useful herein.
This material is named Quaternium-23 in the CTFA Dictionary. Quaternium-23 is available from GAF
Corporation under the designation GAFQUAT-755 and GAFQUAT-734.
Yet another polymeric conditioning agent useful herein is a copolymer prepared from acrylamide
and N,N-dimethylaminoethyl methacrylate, quaternized with dimethyl sulphate. Viscosities of 1 weight
percent aqueous solutions of these polymers typically have Brookfield viscosities of about 35 to about
1200 cps.
These copolymers are named in the CTFA Dictionary as Quaternium-39, and are available under
the designation RETEN from Hercules, Inc. Commercially available polymers include those designated
RETEN SPX 1104, SPX 1105 and SPX 1106.
Still another useful water-soluble polymeric conditioning agent for use herein is a quaternary
nitrogen-containing hydroxyethyl cellulose having a backbone chain of anhydroglucose units with
pendant substituent groups bearing a full positive charge spaced along the anhydroglucose backbone.
The pendant substituent groups are spaced about the anhydroglucose units along the chain, thereby making the substituent groups themselves pendant and spaced along the chain. These hydroxyethyl cellulose derivatives contain a plurality of quaternary nitrogen-containing groups with each ,anhydroglucose unit having from zero to three quaternary nitrogen-containing groups; and their preparation is described in United States Patent No. 3,472,840.
These cationic, hydroxyethyl cellulose derivatives are named Quaternium-1 9 in the CTFA
Dictionary, and are commercially available under the designation POLYMER JR from the Union Carbide
Corporation. The presently available materials include POLYMER JR-125, POLYMER JR-400 and
POLYMER JR-30M.
The long chain fatty alcohols having from 11 to 1 8 carbon atoms in the chain can also be constituents of the conditioning emulsions of the present invention. These alcohols can be used alone, or in admixture with each other. When included in the compositions, the alcohol is preferably present at from 0.5 to 10 weight percent of the composition, and more preferably at from 2 to 5 weight percent.
Lauryl alcohol, oleyl alcohol, myristyl alcohol, stearyl alcohol, and the like, and mixtures thereof may be used. In addition, mixtures of natural or synthetic fatty alcohols having fatty chain lengths of from 11 to 1 8 carbons are also useful. Several such mixtures are available commercially, and are exemplified by the material containing a mixture of synthetic alcohols with 1 2 to 1 5 carbons in the alkyl chain sold under the designation Neodol 25 by Shell Chemical Company, and the material containing a mixture of synthetic alcohols with chain lengths of 12 to 1 6 carbons sold under the designation Alfol 121 6 Alcohol by Conoco Chemicals.
Fatty alcohols of the above discussed carbon chain lengths which are ethoxylated to contain an average of one or two moles of ethylene oxide per mole of fatty alcohol can be used in place of the fatty alcohols themselves. Examples of such useful ethoxylated fatty acids include ethylene glycol cetyl ether, polyoxyethylene (2) stearyl ether, and the like; the exemplary compounds having CTFA Dictionary names of Ceteth-1 and Steareth-2, respectively.
A tertiary amidoamine can also be present in the hair conditioning compositions of this invention, and is present in particularly preferred compositions at a concentration of from 0.1 to about 2 weight percent of the composition, and more preferably at from 0.25 to 1 weight percent.
The tertiary amidoamines useful herein have structures conforming to the formula R1-C(=O)NH-R2-N(R3)2 wherein R1 is a fatty chain having 11 to 17 carbon atoms, R2 is an alkylene group having 2 or 3 carbon atoms and each R3 is ethyl or methyl. Exemplary, useful, tertiary amidoamines include dimethylaminopropyl stearamide, diethylaminoethyl stearamide and dimethylaminopropyl myristamide. The R1 group of the tertiary amidoamines can also be prepared from materials having differing chain lengths, and thus the R1 group can be prepared from coconut, soya and tallow fatty acids, or the like.
The hair conditioning compositions of this invention suitably are near neutral to slightly acidic in pH value. Thus, the hair conditioners of this invention preferably have pH values of from about 4 to about 8, and more preferably from about 5.5 to about 6.5.
Ingredients in addition to water and the previously discussed ingredients can also be present in the composition of this invention. These ingredients include, but are not limited to, polyhydric alcohols, such as propylene glycol or glycerine, hydroxyethylated fatty alcohols having from about 12 to 1 8 carbon atoms in the fatty chain and an average of about 1 5 to about 30 moles of ethylene oxide added per mole of alcohol, inorganic salts such as sodium or potassium chlorides, perfume, colorants, preservatives and the like.Suitable hydroxyethylated fatty alcohols include the previously described fatty alcohols having from about 11 to 1 8 carbon atoms which contain the desired amount of hydroxyethylation such as polyoxyethylene (20) cetyl ether, polyoxyethylene (30) stearyl ether, polyoxyethylene (15) lauryl ether, the polyoxyethylene glycol ether of synthetic fatty alcohols having about 11 to 1 5 carbons in the fatty chain and an average of 20 moles of ethylene oxide per mole of alcohol, and the polyethylene glycol ether of fatty alcohols containing primarily cetyl and stearyl alcohol and an average of 20 moles of ethylene oxide per mole of alcohol. These exemplary hydroxyethylated fatty alcohols are given the following CTFA Dictionary names, respectively: Ceteth-20, Steareth-30,
Laureth-15, Pareth-i 5-20 and Ceteareth-20.
The invention may be carried into practice in various ways and some examples of hair conditioning
compositions embodying the invention and some comparative compositions outside the invention will
now be described by way of example.
EXAMPLE 1: HAIR CONDITIONING EMULSION 1
A hair conditioning composition according to the present invention was prepared having the ingredients and amounts listed below.
Amounts
Ingredient (Weight percent) 1) Quaternium-3 (68%active) 3.3 2) Cetyl alcohol 3.25
3) Volatile silicone1 2.0
4) Promulgen G2 1.0
5) Dimethyaminopropyl stearamide 0.5
6) Propylene glycol 0.5
7) Perfume 0.4
8) Potassium chloride 0.3
9) Panthenol dl 0.1
10) Citric acid 0.1
11) Preservative solution (7 ppm active) 0.2
12) Deionized water q.s. 100.0 1 A polydimethyl cyclosiloxane having a boiling point of 1 760C. sold under the
designation Silicone SF-1 1 73 by General Electric was used.
2 Promulgen G is the designation given by Robinson-Wagner Company, Inc. for its
mixture of stearyl alcohol and Ceteareth-20. Ceteareth-20 is defined in the CTFA Dictionary
as the polyethylene glycol ether of Cetearyl alcohol that conforms generally to the formula R(OCH2CH2)nOH where R represents a blend of cetyl and stearyl radicals and n has an
average value of 20.
The conditioning emulsion was prepared by addition of the citric acid, Quaternium-3 1, propylene glycol and dimethylaminopropyl stearamide to the water with agitation. The resulting admixture was heated to a temperature of 62.80C. with continued agitation. After a substantial homogeneous admixture was achieved, cetyl alcohol and Promulgen G were added with agitation, and the temperature of the new admixture was raised to 68.30C. Agitation at 68.30C. was continued for 30 minutes and the temperature of the mixture was lowered to 46.1 OC. Potassium chloride was thereafter added with the agitation continuing until a substantially uniform admixture was obtained. Panthenol dl, the volatile silicone, perfume oil and preservative solution were then added with agitation.Agitation was continued while allowing the emulsified hair conditioning composition to cool to 32.20C. at which time the composition was packaged.
Hair was treated with such a composition following usual conditioning product evaluation methods. The composition provided the wet hait with a creamy feel and good combing. Combing studies (see later) indicated superior wet and dry combing and detangling properties were imparted to the hair by this composition.
EXAMPLE 2: HAIR CONDITIONING EMULSION 2
A second emulsified hair conditioning composition in accordance with the present invention was prepared as for Emulsion 1 except that the volatile silicone of that composition was replaced with a volatile silicone having a boiling point of about 190--2100C. sold under the designation Silicone
SF-1202 by General Electric.
EXAMPLE 3: HAIR CONDITIONING EMULSION 3
A third emulsified hair conditioning composition in accordance with the present invention was prepared which contained the ingredients and their amounts as are listed below. This composition was prepared in a manner substantially identical to the composition of Example 1 with the following exceptions: Stearolkonium chloride replaced Quaternium-3 1, glycerine replaced propylene glycol, diethylaminoethyl stearamide replaced dimethylaminopropyl stearamide, Promulgen D replaced
Promulgen G, and panthenol dl was absent from the composition.
Amount
Ingredient (Weight Percent)
1) Stearalkonium chloride (20 percent active) 10.5
2) Cetyl alcohol 3.25
3) Volatile silicone1 2
4) Promulgen D3 1
5) Glycerine
6) Diethylaminoethyl stearamide 0.5
7) Perfume Oil 0.4
8) Potassium chloride 0.2
9) Preservative solution (7 ppm active) 0.2
10) Citric acid 0.08
11) Water q.s. 100.0 1 See Example 1.
3 Promulgen D is the designation given by Robinson-Wagner Co., Inc. for its mixture of
Cetearyl alcohol and Ceteareth-20.
Hair was treated with such a composition. Evaluation of the treatment again indicated a creamy consistency on wet hair and good detangling and combing properties resulting from the use of this composition.
EXAMPLE 4
A composition containing 3.3 weight percent Quaternium-31 (68% active) dissolved in deionized water was made.
EXAMPLE 5
A composition containing the same amount of Quaternium-3 1 as used in Example 4 was made up with deionized water and included 2 weight percent Silicone SF-1 173 (as detailed in Example 1) replacing an equal amount of water.
COMPARATIVE, QUANTITATIVE COMBING STUDIES
Comparative quantitative combing studies were performed on various compositions using an
Instron Tensile Testing apparatus adapted with a comb. Standard 6 inch tresses of brown or bleached waved hair (De Meo Brothers, New York) were used for the determinations. Measurements were taken of the maximum force or peak load to comb through the tress, as well as of the total energy required to comb through the tress. Of these measurements, the total energy measurement is believed to provide a more reliable indication of a composition's combing ease or detangling ability because it provides a total combing picture rather than just a portion.
In each determination, a standard amount of conditioning composition in proportion to an amount which would be used on a whole head was applied to wet, freshly shampooed hair, allowed to remain in contact with the hair for about 1 minute and then rinsed from the hair with tap water. Wet combing measurements were made directly after the rinsing step, while dry combing measurements were made after the hair had been equilibrated for about 15-24 hours in a room kept at 22.20C and 60 percent relative humidity. The first combing stroke through each tress is considered to be a measure of ease of detangling, while a subsequent combing stroke is considered to measure the conditioning properties of the composition.
The five compositions were as follows:
A) A composition substantially like that of Example 1, but containing water in place of the volatile silicone, thereby simulating a commercially available hair conditioner.
B) The composition of Example 1;
C) The composition of Example 2;
D) The composition of Example 1 in which the volatile silicone of that composition was replaced by a non-volatile silicone (polydimethylsiloxane) sold under the designation Silicone SF 96-50 by
General Electric; and
E) The composition of Example 1 in which the volatile silicone of that composition was replaced by a very volatile silicone (hexamethyl disiloxane, boiling point 100 C.) sold under the designation
Q 2 1096 by Dow Corning.
Compositions B and C are in accordance with the present invention but compositions A, D and E are outside the present invention.
A creamy feel was noted when Compositions B and C were applied to wet hair. Compositions
containing the very volatile and non-volatile silicones appeared and felt somewhat oily on the wet hair.
The data from each measurement of total energy or peak force required to comb through the
tresses were ranked on a scale of 1 through 5; the number 1 being given to the lowest value and the
number 5 being given to the highest value. The rankings were then summed over all of the eight
determinations made to obtain an overall picture of the effectiveness of each composition. Thus, the
lowest overall sum reflects the composition providing the best overall combing properties. The rankings
and Ranking Sums are listed in Tables 1 and 2 below for total energy and peak force to comb,
respectively.
TABLE 1
Ranking of Total Energy to Comb
Brown Hair Bleached/Waved Hair
Wet Dry Wet Dry
Composition l* S** I S I S I S Ranking Sums
A 5 5 5 2 1 5 2 3 28
B 1 1 2 1 2 1 3 4 15
C 4 4 1 5 4 4 1 1 24
D 2 3 4 3 5 2 5 2 26
E 3 2 3 4 3 3 4 5 27 * I = initial combing stroke, related to ease of detangling.
** S = subsequent combing stroke, related to conditioning.
TABLE 2
Ranking of Peak Force to Comb
Brown Hair Bleached/Waved Hair
Wet Dry Wet Dry
Composition l* S** I S I S I S Ranking Sums
A 5 5 2 3 1 5 5 3 29
B 1 1 4 2 2 1 3 4 18
C 3 3 1 1 4 4 2 2 20
D 2 4 5 4 5 3 1 1 25
E 4 2 3 5 3 2 4 5 27
* and **, see Table 1.
Examination of the above Tables, and particularly the Ranking Sums, demonstrates that the compositions of this invention, B and C, provided easier over-all combing than any of the other compositions studied. This superiority was found when either total energy or peak force measurements
are examined.
Thus, one or the other of compositions B or C was the best in seven of the eight determinations of
the total energy measurements (Table 1). In addition, hair treated with Compositions B or C required the
least peak force in five of the eight determinations (Table 2).
The above results demonstrate the superior and unexpected results achieved when the volatile
silicones of the invention are incorporated into a hair conditioning composition. The selected volatile
silicones useful herein provide superior detangling and subsequent combing ease to wet and dry brown
and bleached/waved hair compared to similar silicones which are more or less volatile (Compositions E
and D, respectively), or when compared to a commercial-type conditioner which contained no silicone
(Composition A). In addition, while use of the non-cyclic, but otherwise similar silicones produced oily
looking and feeling conditioners, the volatile silicones useful herein provided pleasant, creamy
compositions when placed on-wet hair.
FURTHER COMPARATIVE QUANTITATIVE COMBING STUDIES
The efficacy of using volatile silicones in hair conditioning preparations was further demonstrated
by a comparison of combing forces between a first composition (Example 4) containing only deionized
water and a quaternary nitrogen conditioning agent and a second composition according to the present
invention (Example 5) containing the same two ingredients with the addition of a volatile silicone.
Bleached/waved hair tresses were treated with either of the two compositions of Example 4 or 5
as is described above under "Comparative, quantitative combing studies" with comparisons being made
for both wet and dried, treated hair. Data for the peak force to comb through the tresses for the average
of the first six strokes of the comb (detangling and subsequent strokes) were statistically analyzed using
a Student's t test. The reductions in force using the composition of Example 5 were significant at at
least the 95 percent confidence level. These data are reported below in Table 3.
TABLE 3
Peak Force (in grams)
Wet Combing Dry Combing
Force Force
Composition of Example 4 11.27 8.48
Composition of Example 5 7.55 6.01
Percent Force Reduction* 33 29
* Percent force reduction was obtained by subtracting the force
obtained using Composition 2 from that using the Composition of Example
5, dividing the resulting number by the force from using the Composition of
Example 4 and multiplying that number by 100.
The above data and reductions in peak force to comb through the tress illustrate the efficacy of the compositions according to the present invention.
Claims (14)
1. A hair conditioning composition comprising water, a quaternary nitrogen-containing conditioning agent, and a polydimethyl cyclosiloxane having an atmospheric boiling point of 150"C. to 2500C. present at from 1 to 4 percent by weight of the composition.
2. A hair conditioning composition as claimed in Claim 1 in which the polydimethyl cyclosiloxane is present at 1.5 to 3 percent by weight of the composition.
3. A hair conditioning composition as claimed in Claim 1 or 2 in which the polydimethyl polysiloxane boils at a temperature of from 1 700 C. to 2200 C. at atmospheric pressure.
4. A hair conditioning composition as claimed in Claim 1,2 or 3 in the form of an emulsion having water as the external phase.
5. A hair conditioning composition as claimed in any one of the preceding claims comprising 0.5 to 5 weight percent of a quaternary nitrogen-containing conditioning agent.
6. A hair conditioning composition as claimed in Claim 5 in which the quaternary nitrogencontaining conditioning agent is present at 2 to 3 percent by weight of the composition.
7. A hair conditioning composition as claimed in any one of the preceding claims comprising 0.5 to 10 weight percent of a long chain fatty alcohol having ii to 1 8 carbons in the long chain.
8. A hair conditioning composition as claimed in Claim 7 in which the long chain fatty alcohol is present at about 2 to about 5 weight percent of said composition.
9. A hair conditioning composition as claimed in Claim 7 or 8 in which the long chain fatty alcohol is selected from the group consisting of cetyl alcohol, stearyl alcohol or mixtures thereof.
10. A hair conditioning composition as claimed in any one of the preceding claims comprising 0.1 to 2 weight percent of a tertiary amidoamine having a structure conforming to the formula R1-C(=O)NH-R2-N(R3)2 wherein R1 is a fatty chain having 11 to 1 7 carbon atoms, R2 is an alkylene group having 2 or 3 carbon atoms and R3 is ethyl or methyl.
11. A hair conditioning composition as claimed in Claim 10 in which the tertiary amidoamine is present at 0.25 to 1 weight percent of the composition.
12. A hair conditioning composition as claimed in Claim 10 or 11 in which the tertiary amidoamine is dimethylaminopropyl stearamide or diethylaminoethyl stearamide or mixtures thereof.
13. A hair conditioning composition as claimed in any one of the preceding claims in which the quaternary nitrogen-containing conditioning agent contains one quaternized nitrogen atom and one carbon chain having 12 to 18 carbon atoms per molecule.
14. A hair conditioning composition as claimed in any one of the preceding claims in which the quaternary nitrogen-containing conditioning agent is selected from the group consisting of (a) compounds having one long carbon chain and three identical or different short chain alkyl groups containing one or two carbon atoms bonded to the quaternary nitrogen atom, or (b) compounds having one long carbon chain, one benzyl group and two identical or different short chain alkyl groups having one or two carbon atoms bonded to the quaternary nitrogen atom, or (c) compounds having two long carbon chains and two identical or different short chain alkyl groups having one or two carbon atoms bonded to the quaternary nitrogen atom or mixtures thereof.
1 5. A hair conditioning composition as claimed in any one of the preceding claims in which the water comprises at least 80 weight percent of the composition.
1 6. A hair conditioning composition substantially as described herein with reference to Examples 1,2,3or5.
Applications Claiming Priority (1)
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US28687781A | 1981-07-29 | 1981-07-29 |
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GB2102288B GB2102288B (en) | 1985-09-25 |
Family
ID=23100562
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GB08218032A Expired GB2102288B (en) | 1981-07-29 | 1982-06-22 | Hair conditioning compositions containing volatile silicones |
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AR (1) | AR227978A1 (en) |
AU (1) | AU556260B2 (en) |
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CA (1) | CA1212332A (en) |
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FR (1) | FR2510403A1 (en) |
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FR2599969A1 (en) * | 1986-06-17 | 1987-12-18 | Colgate Palmolive Co | CONDITIONING RINSING COMPOSITION FOR HAIR BASED ON QUATERNARY AMMONIUM COMPOUNDS. |
US4765975A (en) * | 1986-03-04 | 1988-08-23 | The Gillette Company | Hair conditioning |
US4782095A (en) * | 1984-02-22 | 1988-11-01 | Union Carbide Corporation | Water-in-volatile silicone emulsifier concentrates |
FR2616658A1 (en) * | 1987-06-17 | 1988-12-23 | Colgate Palmolive Co | CAPILLARY PACKAGING COMPOSITION FOR RINSING USING A QUATERNARY AMMONIUM COMPOUND |
US4801447A (en) * | 1984-02-22 | 1989-01-31 | Union Carbide Corporation | Water-in-volatile silicone emulsifier concentrates, water-in-volatile silicone emulsions that are useful in personal-care formulations and methods of making same |
EP0312992A2 (en) * | 1987-10-19 | 1989-04-26 | Kao Corporation | Hairdressing composition |
EP0410659A2 (en) * | 1989-07-24 | 1991-01-30 | Helene Curtis, Inc. | Method and composition to impart improved conditioning properties to the hair |
EP0465734A1 (en) * | 1989-05-31 | 1992-01-15 | Helene Curtis, Inc. | Clear conditioning composition and method to impart improved properties to the hair |
US5213793A (en) * | 1984-01-13 | 1993-05-25 | The Gillette Company | Hair conditioning |
EP0636356A1 (en) * | 1993-07-27 | 1995-02-01 | Stepan Company | Hair conditioner compositions containing fatty acid ester derivatives of alkanolamines |
EP1787688A1 (en) * | 2005-11-16 | 2007-05-23 | KPSS-Kao Professional Salon Services GmbH | Leave-in hair conditioning composition |
GB2453038B (en) * | 2007-09-17 | 2011-03-09 | Byotrol Plc | Formulations comprising an anti-microbial composition |
US8178484B2 (en) | 2007-07-17 | 2012-05-15 | Byotrol Plc | Anti-microbial composition comprising a siloxane and anti-microbial compound mixture |
US9040029B2 (en) | 2005-11-16 | 2015-05-26 | Kao Germany Gmbh | Leave-in hair conditioning composition |
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USRE34584E (en) | 1984-11-09 | 1994-04-12 | The Procter & Gamble Company | Shampoo compositions |
US6322778B1 (en) | 1998-02-10 | 2001-11-27 | Johnson & Johnson Consumer Companies, Inc. | Hair conditioning compositions comprising a quaternary ammonium compound |
JP4745548B2 (en) * | 2001-07-12 | 2011-08-10 | 花王株式会社 | Hair treatment composition |
JP2003081780A (en) * | 2001-09-14 | 2003-03-19 | Kao Corp | Hair cosmetic material |
CN104507450B (en) * | 2012-07-27 | 2017-10-13 | 荷兰联合利华有限公司 | Composition |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1617388U (en) | 1948-10-01 | 1950-12-07 | Robert Kahrmann & Co Guss Und | BRUSH EQUIPMENT FOR ELECTRIC TOY MOTORS, IN PARTICULAR TOY OR MODEL RAILWAYS. |
US3993744A (en) * | 1974-05-31 | 1976-11-23 | Alberto Culver Company | Live human hair treatment compositions containing perfluorinated compounds |
US4122029A (en) * | 1977-07-27 | 1978-10-24 | Dow Corning Corporation | Emulsion compositions comprising a siloxane-oxyalkylene copolymer and an organic surfactant |
GB2025228A (en) * | 1978-05-18 | 1980-01-23 | Unilever Ltd | Hair treatment compositions |
GB2031942A (en) * | 1978-09-29 | 1980-04-30 | Albright & Wilson | Medicated shampoo compositions |
US4275055A (en) * | 1979-06-22 | 1981-06-23 | Conair Corporation | Hair conditioner having a stabilized, pearlescent effect |
JPS5699407A (en) * | 1980-01-09 | 1981-08-10 | Kao Corp | Hair rinse composition |
GR74051B (en) * | 1980-03-10 | 1984-06-06 | Procter & Gamble | |
GR74158B (en) * | 1980-03-10 | 1984-06-06 | Procter & Gamble | |
JPS5750909A (en) * | 1980-09-12 | 1982-03-25 | Lion Corp | Hair cosmetic |
JPS584709A (en) * | 1981-06-30 | 1983-01-11 | Lion Corp | Brushing composition |
-
1982
- 1982-04-13 CA CA000400817A patent/CA1212332A/en not_active Expired
- 1982-04-30 AU AU83162/82A patent/AU556260B2/en not_active Expired
- 1982-05-12 MX MX192645A patent/MX157439A/en unknown
- 1982-05-31 IT IT48550/82A patent/IT1189286B/en active
- 1982-06-10 JP JP57099923A patent/JPS5821610A/en active Granted
- 1982-06-22 GB GB08218032A patent/GB2102288B/en not_active Expired
- 1982-06-24 AR AR289765A patent/AR227978A1/en active
- 1982-07-21 SE SE8204415A patent/SE457601B/en not_active IP Right Cessation
- 1982-07-21 BR BR8204240A patent/BR8204240A/en not_active IP Right Cessation
- 1982-07-27 FR FR8213086A patent/FR2510403A1/en active Pending
- 1982-07-28 DE DE19823228444 patent/DE3228444A1/en active Granted
- 1982-07-28 ES ES514477A patent/ES514477A0/en active Granted
Cited By (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5213793A (en) * | 1984-01-13 | 1993-05-25 | The Gillette Company | Hair conditioning |
US4782095A (en) * | 1984-02-22 | 1988-11-01 | Union Carbide Corporation | Water-in-volatile silicone emulsifier concentrates |
US4801447A (en) * | 1984-02-22 | 1989-01-31 | Union Carbide Corporation | Water-in-volatile silicone emulsifier concentrates, water-in-volatile silicone emulsions that are useful in personal-care formulations and methods of making same |
US4765975A (en) * | 1986-03-04 | 1988-08-23 | The Gillette Company | Hair conditioning |
US4726945A (en) * | 1986-06-17 | 1988-02-23 | Colgate-Palmolive Co. | Hair rinse conditioner |
FR2599969A1 (en) * | 1986-06-17 | 1987-12-18 | Colgate Palmolive Co | CONDITIONING RINSING COMPOSITION FOR HAIR BASED ON QUATERNARY AMMONIUM COMPOUNDS. |
BE1003095A5 (en) * | 1986-06-17 | 1991-11-19 | Colgate Palmolive Co | CONDITIONING COMPOSITION FOR RINSING FOR HAIR BASED ON QUATERNARY AMMONIUM COMPOUNDS. |
BE1005555A5 (en) * | 1987-06-17 | 1993-10-26 | Colgate Palmolive Co | Composition for conditioning hair rinse employment based ammonium compound. |
FR2616658A1 (en) * | 1987-06-17 | 1988-12-23 | Colgate Palmolive Co | CAPILLARY PACKAGING COMPOSITION FOR RINSING USING A QUATERNARY AMMONIUM COMPOUND |
US4910013A (en) * | 1987-10-19 | 1990-03-20 | Kao Corporation | Hairdressing composition |
EP0312992A3 (en) * | 1987-10-19 | 1989-07-19 | Kao Corporation | Hairdressing composition |
EP0312992A2 (en) * | 1987-10-19 | 1989-04-26 | Kao Corporation | Hairdressing composition |
EP0465734A1 (en) * | 1989-05-31 | 1992-01-15 | Helene Curtis, Inc. | Clear conditioning composition and method to impart improved properties to the hair |
EP0410659A3 (en) * | 1989-07-24 | 1992-05-06 | Helene Curtis, Inc. | Method and composition to impart improved conditioning properties to the hair |
EP0410659A2 (en) * | 1989-07-24 | 1991-01-30 | Helene Curtis, Inc. | Method and composition to impart improved conditioning properties to the hair |
EP0636356A1 (en) * | 1993-07-27 | 1995-02-01 | Stepan Company | Hair conditioner compositions containing fatty acid ester derivatives of alkanolamines |
EP1787688A1 (en) * | 2005-11-16 | 2007-05-23 | KPSS-Kao Professional Salon Services GmbH | Leave-in hair conditioning composition |
EP1787687A1 (en) * | 2005-11-16 | 2007-05-23 | KPSS-Kao Professional Salon Services GmbH | Leave-in hair conditioning composition |
US9040029B2 (en) | 2005-11-16 | 2015-05-26 | Kao Germany Gmbh | Leave-in hair conditioning composition |
US8178484B2 (en) | 2007-07-17 | 2012-05-15 | Byotrol Plc | Anti-microbial composition comprising a siloxane and anti-microbial compound mixture |
US8575085B2 (en) | 2007-07-17 | 2013-11-05 | Byotrol Plc | Anti-microbial composition comprising a quaternary ammonium biocide and organopolysiloxane mixture |
GB2453038B (en) * | 2007-09-17 | 2011-03-09 | Byotrol Plc | Formulations comprising an anti-microbial composition |
US8003593B2 (en) | 2007-09-17 | 2011-08-23 | Byotrol Plc | Formulations comprising an anti-microbial composition |
US8598106B2 (en) | 2007-09-17 | 2013-12-03 | Byotrol Plc | Anti-microbial composition exhibiting residual anti-microbial properties on a surface |
Also Published As
Publication number | Publication date |
---|---|
CA1212332A (en) | 1986-10-07 |
GB2102288B (en) | 1985-09-25 |
SE8204415D0 (en) | 1982-07-21 |
ES8400027A1 (en) | 1983-10-16 |
AU556260B2 (en) | 1986-10-30 |
AU8316282A (en) | 1983-02-03 |
JPH0314285B2 (en) | 1991-02-26 |
SE8204415L (en) | 1983-01-30 |
FR2510403A1 (en) | 1983-02-04 |
ES514477A0 (en) | 1983-10-16 |
DE3228444A1 (en) | 1983-02-17 |
IT8248550A0 (en) | 1982-05-31 |
MX157439A (en) | 1988-11-23 |
DE3228444C2 (en) | 1990-03-15 |
AR227978A1 (en) | 1982-12-30 |
JPS5821610A (en) | 1983-02-08 |
IT1189286B (en) | 1988-02-04 |
SE457601B (en) | 1989-01-16 |
BR8204240A (en) | 1983-07-12 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
727 | Application made for amendment of specification (sect. 27/1977) | ||
727A | Application for amendment of specification now open to opposition (sect. 27/1977) | ||
727B | Case decided by the comptroller ** specification amended (sect. 27/1977) | ||
SP | Amendment (slips) printed | ||
713A | Proceeding under section 13 patents act 1977 | ||
PE20 | Patent expired after termination of 20 years |
Effective date: 20020621 |