US20020019322A1 - Shampoo compositions - Google Patents
Shampoo compositions Download PDFInfo
- Publication number
- US20020019322A1 US20020019322A1 US09/848,873 US84887301A US2002019322A1 US 20020019322 A1 US20020019322 A1 US 20020019322A1 US 84887301 A US84887301 A US 84887301A US 2002019322 A1 US2002019322 A1 US 2002019322A1
- Authority
- US
- United States
- Prior art keywords
- cationic
- alkyl
- quaternary ammonium
- hair
- chloride
- 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 51
- 239000002453 shampoo Substances 0.000 title claims abstract description 32
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 23
- 229920006317 cationic polymer Polymers 0.000 claims abstract description 23
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims abstract description 13
- 125000000129 anionic group Chemical group 0.000 claims abstract description 12
- 239000004094 surface-active agent Substances 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000002091 cationic group Chemical group 0.000 claims description 21
- 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 claims description 8
- 239000011734 sodium Substances 0.000 claims description 8
- 229910052708 sodium Inorganic materials 0.000 claims description 8
- 239000001913 cellulose Substances 0.000 claims description 7
- 229920002678 cellulose Polymers 0.000 claims description 7
- QTDIEDOANJISNP-UHFFFAOYSA-N 2-dodecoxyethyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOCCOS(O)(=O)=O QTDIEDOANJISNP-UHFFFAOYSA-N 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 229920002907 Guar gum Polymers 0.000 claims description 4
- 239000000665 guar gum Substances 0.000 claims description 4
- 235000010417 guar gum Nutrition 0.000 claims description 4
- 229960002154 guar gum Drugs 0.000 claims description 4
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 claims description 3
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 2
- 239000004141 Sodium laurylsulphate Substances 0.000 claims description 2
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 claims description 2
- BKRJTJJQPXVRRY-UHFFFAOYSA-M dodecyl-(2-hydroxyethyl)-dimethylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CCO BKRJTJJQPXVRRY-UHFFFAOYSA-M 0.000 claims description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 claims description 2
- -1 alkyl sulphates Chemical class 0.000 description 24
- 125000004432 carbon atom Chemical group C* 0.000 description 15
- 229920000642 polymer Polymers 0.000 description 13
- 239000004615 ingredient Substances 0.000 description 11
- 239000000178 monomer Substances 0.000 description 11
- 125000001183 hydrocarbyl group Chemical group 0.000 description 10
- 230000003750 conditioning effect Effects 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- 235000019198 oils Nutrition 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 8
- 241000282372 Panthera onca Species 0.000 description 8
- 238000009472 formulation Methods 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 150000003254 radicals Chemical group 0.000 description 6
- 239000003945 anionic surfactant Substances 0.000 description 5
- 239000002736 nonionic surfactant Substances 0.000 description 5
- 125000001424 substituent group Chemical group 0.000 description 5
- 229910021653 sulphate ion Inorganic materials 0.000 description 5
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
- 229920000289 Polyquaternium Polymers 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 4
- 239000002280 amphoteric surfactant Substances 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 229920001282 polysaccharide Polymers 0.000 description 4
- 239000005017 polysaccharide Substances 0.000 description 4
- 125000001453 quaternary ammonium group Chemical group 0.000 description 4
- 125000006850 spacer group Chemical group 0.000 description 4
- 238000006467 substitution reaction Methods 0.000 description 4
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 3
- 244000007835 Cyamopsis tetragonoloba Species 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- AEMRFAOFKBGASW-UHFFFAOYSA-M Glycolate Chemical compound OCC([O-])=O AEMRFAOFKBGASW-UHFFFAOYSA-M 0.000 description 3
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 3
- 102220549062 Low molecular weight phosphotyrosine protein phosphatase_C13S_mutation Human genes 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 125000002252 acyl group Chemical group 0.000 description 3
- 125000003368 amide group Chemical group 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 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 3
- 150000002148 esters Chemical group 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- VXAPDXVBDZRZKP-UHFFFAOYSA-N nitric acid phosphoric acid Chemical compound O[N+]([O-])=O.OP(O)(O)=O VXAPDXVBDZRZKP-UHFFFAOYSA-N 0.000 description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 239000002888 zwitterionic surfactant Substances 0.000 description 3
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- 240000006890 Erythroxylum coca Species 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 229960003237 betaine Drugs 0.000 description 2
- 235000008957 cocaer Nutrition 0.000 description 2
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 description 2
- 230000008021 deposition Effects 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
- SFNALCNOMXIBKG-UHFFFAOYSA-N ethylene glycol monododecyl ether Chemical compound CCCCCCCCCCCCOCCO SFNALCNOMXIBKG-UHFFFAOYSA-N 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 2
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 150000002924 oxiranes Chemical class 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 210000002374 sebum Anatomy 0.000 description 2
- 230000001953 sensory effect Effects 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 description 1
- 125000006701 (C1-C7) alkyl group Chemical group 0.000 description 1
- VPNMTSAIINVZTK-UHFFFAOYSA-N 1-ethenyl-3-methylimidazol-3-ium Chemical class C[N+]=1C=CN(C=C)C=1 VPNMTSAIINVZTK-UHFFFAOYSA-N 0.000 description 1
- UDJZTGMLYITLIQ-UHFFFAOYSA-N 1-ethenylpyrrolidine Chemical compound C=CN1CCCC1 UDJZTGMLYITLIQ-UHFFFAOYSA-N 0.000 description 1
- 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 1
- MXXTVDSLIANCNG-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate;dimethyl sulfate;1-ethenylpyrrolidin-2-one Chemical compound COS(=O)(=O)OC.C=CN1CCCC1=O.CN(C)CCOC(=O)C(C)=C MXXTVDSLIANCNG-UHFFFAOYSA-N 0.000 description 1
- DUMAFWZFOOOEPH-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;dodecyl benzenesulfonate Chemical compound OCCN(CCO)CCO.CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 DUMAFWZFOOOEPH-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
- KSLINXQJWRKPET-UHFFFAOYSA-N 3-ethenyloxepan-2-one Chemical compound C=CC1CCCCOC1=O KSLINXQJWRKPET-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- RKWGIWYCVPQPMF-UHFFFAOYSA-N Chloropropamide Chemical compound CCCNC(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1 RKWGIWYCVPQPMF-UHFFFAOYSA-N 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 1
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-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
- 239000004150 EU approved colour Substances 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 1
- 229920000688 Poly[(2-ethyldimethylammonioethyl methacrylate ethyl sulfate)-co-(1-vinylpyrrolidone)] Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 125000004171 alkoxy aryl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000004103 aminoalkyl group Chemical class 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 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
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- XKXHCNPAFAXVRZ-UHFFFAOYSA-N benzylazanium;chloride Chemical compound [Cl-].[NH3+]CC1=CC=CC=C1 XKXHCNPAFAXVRZ-UHFFFAOYSA-N 0.000 description 1
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 1
- 150000001720 carbohydrates Chemical group 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 150000003841 chloride salts Chemical class 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
- 229940098691 coco monoethanolamide Drugs 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000008406 cosmetic ingredient Substances 0.000 description 1
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 description 1
- TWFQJFPTTMIETC-UHFFFAOYSA-N dodecan-1-amine;hydron;chloride Chemical class [Cl-].CCCCCCCCCCCC[NH3+] TWFQJFPTTMIETC-UHFFFAOYSA-N 0.000 description 1
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 150000008131 glucosides Chemical class 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 125000003147 glycosyl group Chemical group 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 229940094506 lauryl betaine Drugs 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 150000002772 monosaccharides Chemical group 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
- 125000001117 oleyl 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])=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])[H] 0.000 description 1
- 229940006093 opthalmologic coloring agent diagnostic Drugs 0.000 description 1
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000013618 particulate matter Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920002401 polyacrylamide Polymers 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
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 229940083542 sodium Drugs 0.000 description 1
- 229940079776 sodium cocoyl isethionate Drugs 0.000 description 1
- ADWNFGORSPBALY-UHFFFAOYSA-M sodium;2-[dodecyl(methyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCCN(C)CC([O-])=O ADWNFGORSPBALY-UHFFFAOYSA-M 0.000 description 1
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical group CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 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
- A61Q5/02—Preparations for cleaning the hair
-
- 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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
-
- 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
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
-
- 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
- A61K8/73—Polysaccharides
- A61K8/737—Galactomannans, e.g. guar; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/596—Mixtures of surface active compounds
Definitions
- This invention relates to hair shampoo compositions which contain a combination of anionic surfactant, cationic polymer and a particular type of monoalkyl quaternary ammonium compound.
- the compositions provide conditioning benefits and enhanced removal of oily materials accumulated on the hair.
- shampoo compositions which contain a combination of anionic surfactant, cationic polymer and a monoalkyl quaternary ammonium compound in which the alkyl chain length is C8 to C14 give superior conditioning and oil removal.
- GB 2177108 and U.S. Pat. No. 5,151,210 describe shampoos comprising anionic surfactant, silicone, suspending agent and a lauryl trimethyl quaternary ammonium salt.
- the shampoos are said to possess good stability and provide superior hair conditioning.
- JP 06293620 describes a shampoo containing a lauryl trimethyl quaternary ammonium salt in conjunction with anionic and amphoteric surfactant.
- the shampoo is said to show good foamability and softening properties without damaging the hair.
- compositions of the invention exhibit improved deposition of cationic polymer onto the hair (and thus improved conditioning benefit) as well as enhancing oil removal from the hair.
- the present invention provides an aqueous shampoo composition comprising, in addition to water:
- Shampoo compositions according to the invention comprise one or more anionic cleansing surfactants which are cosmetically acceptable and suitable for topical application to the hair.
- Suitable anionic cleansing surfactants are the alkyl sulphates, alkyl ether sulphate., alkaryl sulphonates, alkanoyl isethionates, alkyl succinates, alkyl sulphosuccinates, N-alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates, alkyl ether carboxylates, and alpha-olefin sulphonates, especially their sodium, magnesium, ammonium and mono-, di- and triethanolamine salts.
- the alkyl and acyl groups generally contain from 8 to 18 carbon atoms and may be unsaturated.
- the alkyl ether sulphates, alkyl ether phosphates and alkyl ether carboxylates may contain from 1 to 10 ethylene oxide or propylene oxide units per molecule.
- Typical anionic cleansing surfactants for use in shampoos of the invention include sodium oleyl succinate, ammonium lauryl sulphosuccinate, ammonium lauryl sulphate, sodium dodecylbenzene sulphonate, triethanolamine dodecylbenzene sulphonate, sodium cocoyl isethionate, sodium lauryl isethionate and sodium N-lauryl sarcosinate.
- the most preferred anionic surfactants are sodium lauryl sulphate, sodium lauryl ether sulphate(n)EO (where n ranges from 1 to 3), ammonium lauryl sulphate and ammonium lauryl ether sulphate(n)EO, (where n ranges from 1 to 3).
- the total amount of anionic cleansing surfactant in shampoo compositions of the invention is generally from 5 to 30%, preferably from 6 to 20%, more preferably from 8% to 18% by weight based on total weight of the shampoo composition.
- a cationic polymer is an essential ingredient in shampoo compositions of the invention.
- the cationic polymer may be a homopolymer or be formed from two or more types of monomers.
- the molecular weight of the polymer will generally be between 5 000 and 10 000 000, typically at least 10 000 and preferably in the range 100 000 to about 2 000 000.
- the polymer will have cationic nitrogen containing groups such as quaternary ammonium or protonated amino groups, or a mixture thereof.
- the cationic nitrogen-containing group will generally be present as a substituent on a fraction of the total monomer units of the cationic polymer. Thus when the polymer is not a homopolymer it can contain spacer non-cationic monomer units. Such polymers are described in the CTFA Cosmetic Ingredient Directory, 3rd edition. The ratio of the cationic to non-cationic monomer units is selected to give a polymer having a cationic charge density in the required range.
- Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionalities with water soluble spacer monomers such as (meth)acrylamide, alkyl and dialkyl (meth)acrylamides, alkyl (meth)acrylate, vinyl caprolactone and vinyl pyrrolidine.
- the alkyl and dialkyl substituted monomers preferably have C1-C7 alkyl groups, more preferably C1-3 alkyl groups.
- Other suitable spacers include vinyl esters, vinyl alcohol, maleic anhydride, propylene glycol and ethylene glycol.
- the cationic amines can be primary, secondary or tertiary amines, depending upon the particular species and the pH of the composition. In general secondary and tertiary amines, especially tertiary, are preferred.
- Amine substituted vinyl monomers and amines can be polymerised in the amine form and then converted to ammonium by quaternization.
- the cationic polymers can comprise mixtures of monomer units derived from amine- and/or quaternary ammonium-substituted monomer and/or compatible spacer monomers,
- Suitable cationic polymers include, for example:
- copolymers of 1-vinyl-2-pyrrolidine and 1-vinyl-3-methyl-imidazolium salt e.g. chloride salt
- CTFA Cosmetic, Toiletry, and Fragrance Association
- This material is commercially available from BASF Wyandotte Corp. (Parsippany, N.J., USA) under the LUVIQUAT tradename (e.g. LUVIQUAT FC 370);
- copolymers of 1-vinyl-2-pyrrolidine and dimethylaminoethyl methacrylate referred to in the industry (CTFA) as Polyquaternium-11.
- CTFA dimethylaminoethyl methacrylate
- GAFQUAT tradename e.g., GAFQUAT 755N
- cationic diallyl quaternary ammonium-containing polymers including, for example, dimethyldiallylammonium chloride homopolymer and copolymers of acrylamide and dimethyldiallylammonium chloride, referred to in the industry (CTFA) as Polyquaternium 6 and Polyquaternium 7, respectively;
- cationic polymers that can be used include cationic polysaccharide polymers, such as cationic cellulose derivatives, cationic starch derivatives, and cationic guar gum derivatives.
- Cationic polysaccharide polymers suitable for use in compositions of the invention include those of the formula:
- A is an anhydroglucose residual group, such as a starch or cellulose anhydroglucose residual.
- R is an alkylene, oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or combination thereof.
- R 1 , R 2 and R 3 independently represent alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing up to about 18 carbon atoms.
- the total number of carbon atoms for each cationic moiety i.e., the sum of carbon atoms in R 1 , R 2 and R 3
- X is an anionic counterion.
- Cationic cellulose is available from Amerchol Corp. (Edison, N.J., USA) in their Polymer JR (trade mark) and LR (trade mark) series of polymers, as salts of hydroxyethyl cellulose reacted with trimethyl ammonium substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 10.
- CTFA trimethyl ammonium substituted epoxide
- Another type of cationic cellulose includes the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 24. These materials are available from Amerchol Corp. (Edison, N.J., USA) under the tradename Polymer LM-200.
- Suitable cationic polysaccharide polymers include quaternary nitrogen-containing cellulose ethers (e.g. as described in U.S. Pat. No. 3,962,418), and copolymers of etherified cellulose and starch (e.g. as described in U.S. Pat. No. 3,958,581).
- a particularly suitable type of cationic polysaccharide polymer that can be used is a cationic guar gum derivative, such as guar hydroxypropyltrimonium chloride (Commercially available from Rhone-Poulenc in their JAGUAR trademark series).
- Examples are JAGUAR C13S, which has a low degree of substitution of the cationic groups and high viscosity.
- JAGUAR C15 having a moderate degree of substitution and a low viscosity
- JAGUAR C17 having a high degree of substitution and a high viscosity
- JAGUAR C16 which is a hydroxypropylated cationic guar derivative containing a low level of substituent groups as well as cationic quaternary ammonium groups
- JAGUAR 162 which is a high transparency, medium viscosity guar having a low degree of substitution.
- the cationic polymer is selected from cationic cellulose and cationic guar gum derivatives.
- Mixtures of any of the foregoing cationic polymers may also be suitable.
- the cationic polymer may be present in an amount generally ranging from about 0.01 to about 5% by weight of the total shampoo composition, preferably from 0.01 to 1% by weight.
- the enhanced deposition of cationic polymer observed with compositions of the invention means that the compositions can be formulated with a reduced level of cationic polymer than is customary. This has the benefit of improved sensory feel as well as reduced cost since high levels of cationic polymer may sometimes be associated with an undesirable “slimy” feel on the hair.
- a particularly preferred level of cationic polymer in compositions of the invention ranges from 0.05 to 0.5% by weight, since this delivers excellent sensory properties.
- Suitable monoalkyl quaternary ammonium compounds for use in compositions of the invention correspond to the general formula:
- R 1 is a hydrocarbyl chain having 8 to 14 carbon atoms or a functionalised hydrocarbyl chain with 8 to 14 carbon atoms and containing ether, ester, amido or amino moieties present as substituents or as linkages in the radical chain
- R 2 , R 3 and R 4 are independently selected from (a) hydrocarbyl chains of from 1 to about 4 carbon atoms, or (b) functionalised hydrocarbyl chains having from 1 to about 4 carbon atoms and containing one or more aromatic, ether, ester, amido or amino moieties present as substituents or as linkages in the radical chain
- X is a salt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate nitrate, sulphate, and alkylsulphate radicals.
- the functionalised hydrocarbyl chains (b) may suitably contain one or more hydrophilic moieties selected from alkoxy (preferably C 1 -C 3 alkoxy), polyoxyalkylene (preferably C 1 -C 3 polyoxyalkylene), alkylamido, hydroxyalkyl, alkylester, and combinations thereof.
- the hydrocarbyl chains R 1 have 12 to 14 carbon atoms, most preferably 12 carbon atoms. They may be derived from source oils which contain substantial amounts of fatty acids having the desired hydrocarbyl chain length.
- the fatty acids from palm kernel oil or coconut oil can be used as a source of C8 to C12 hydrocarbyl chains.
- Typical monoalkyl quaternary ammonium compounds for use in shampoos of the invention include:
- x+y is an integer from 2 to 20, and preferably less than 15;
- R 1 is a hydrocarbyl chain having 8 to 14, preferably 12 to 14, most preferably 12 carbon atoms or a functionalised hydrocarbyl chain with 8 to 14, preferably 12 to 14, most preferably 12 carbon atoms and containing ether, ester, amido or amino moieties present as substituents or as linkages in the radical chain,
- R 2 is a C 1 -C 3 alkyl group or benzyl group, preferably methyl, and
- X is a salt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate nitrate, sulphate, methosulphate and alkylsulphate radicals.
- halogen e.g. chloride, bromide
- acetate citrate
- lactate glycolate
- phosphate nitrate phosphate nitrate
- sulphate methosulphate and alkylsulphate radicals.
- Suitable examples are PEG-n lauryl ammonium chlorides (where n is the PEG chain length), such as PEG-2 cocomonium chloride (available commercially as Ethoquad C12 ex-Akzo Nobel); PEG-2 cocobenzyl ammonium chloride (available commercially as Ethoquad CB/12 ex-Akzo Nobel); PEG-5 cocomonium methosulphate (available commercially as Rewoquat CPEM ex-Rewo); PEG-15 cocomonium chloride (available commercially as Ethoquad C/25 ex-Akzo) (iii) compounds of the general formula:
- n is an integer from 1 to 4, preferably 2;
- R 1 is a hydrocarbyl chain having 8 to 14, preferably 12 to 14, most preferably 12 carbon atoms;
- R 2 and R 3 are independently selected from C 1 -C 3 alkyl groups, and are preferably methyl, and
- X is a malt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate nitrate, oulphate, and alkyloulphate radicals.
- halogen e.g. chloride, bromide
- acetate citrate
- lactate glycolate
- phosphate nitrate phosphate nitrate
- oulphate oulphate radicals
- Suitable examples are lauryldimethylhydroxyethylammonium chloride (available commercially as Prapagen HY ex-Clariant)
- Mixtures of any of the foregoing monoalkyl quaternary ammonium compounds may also be suitable.
- the monoalkyl quaternary ammonium compound of the invention does not encompass compounds comprising more than one quaternary ammonium group, e.g. di-quaternary ammonium compounds.
- Such multi-quaternary ammonium compounds can be included as additional components in the compositions of the invention. However, it is preferred that the compositions of the invention are substantially free of any multi-quaternary ammonium compounds.
- the total amount of monoalkyl quaternary ammonium compound in shampoo compositions of the invention is generally from 0.05 to 6%, preferably from 0.1 to 4%, more preferably from 0.25% to 3% by weight based on total weight of the shampoo composition.
- the shampoo composition can optionally include co-surfactants, to help impart aesthetic, physical or cleansing properties to the composition.
- a preferred example is an amphoteric or zwitterionic surfactant, which can be included in an amount ranging from 0 to about 8%, preferably from 1 to 4% by weight based on total weight of the shampoo composition.
- amphoteric and zwitterionic surfactants include alkyl amine oxides, alkyl betaines, alkyl amidopropyl betaines, alkyl sulphobetaines (sultaines), alkyl glycinates, alkyl carboxyglycinates, alkyl amphopropionates, alkylamphoglycinates, alkyl amidopropyl hydroxysultaines, acyl taurates and acyl glutamates, wherein the alkyl and acyl groups have from 8 to 19 carbon atoms.
- Typical amphoteric and zwitterionic surfactants for use in shampoos of the invention include lauryl amine oxide, cocodimethyl sulphopropyl betaine and preferably lauryl betaine, cocamidopropyl betaine and sodium cocamnphopropionate.
- Another preferred example is a nonionic surfactant, which can be included in an amount ranging from 0% to about 8% preferably from 2 to 5% by weight based on total weight of the shampoo composition.
- Nonionic surfactants include mono- or di-alkyl alkanolamides. Examples include coca mono- or di-ethanolamide and coca mono-isopropanolamide.
- APGs alkyl polyglycosides
- the APG is one which comprises an alkyl group connected (optionally via a bridging group) to a block of one or more glycosyl groups.
- Preferred APGs are defined by the following formula:
- R is a branched or straight chain alkyl group which may be saturated or unsaturated and G is a saccharide group.
- R may represent a mean alkyl chain length of from about C 5 to about C 20 .
- R represents a mean alkyl chain length of from about C 5 to about C 12 .
- Most preferably the value of R lies between about 9.5 and about 10.5.
- G may be selected from C 5 or C 6 monosaccharide residues, and is preferably a glucoside.
- G may be selected from the group comprising glucose, xylose, lactose, fructose, mannose and derivatives thereof.
- G is glucose.
- the degree of polymerisation, n may have a value of from about 1 to about 10 or more.
- the value of n lies in the range of from about 1.1 to about 2.
- the value of n lies in the range of from about 1.3 to about 1.5.
- Suitable alkyl polyglycosides for use in the invention are commercially available and include for example those materials identified as: Oramix NS10 ex Seppic; Plantaren 1200 and Plantaren 2000 ex Henkel.
- sugar-derived nonionic surfactants which can be included in shampoo compositions of the invention include the C 10 -C 18 N-alkyl (C 1 -C 6 ) polyhydroxy fatty acid amides, such as the C 12 -C 18 N-methyl glucamides, as described for example in WO 92 06154 and U.S. Pat. No. 5 194 639, and the N-alkoxy polyhydroxy fatty acid amides, such as C 10 -C 18 N-(3-methoxypropyl) glucamide.
- C 10 -C 18 N-alkyl (C 1 -C 6 ) polyhydroxy fatty acid amides such as the C 12 -C 18 N-methyl glucamides, as described for example in WO 92 06154 and U.S. Pat. No. 5 194 639
- N-alkoxy polyhydroxy fatty acid amides such as C 10 -C 18 N-(3-methoxypropyl) glucamide.
- compositions of this invention may contain any other ingredient normally used in hair treatment formulations.
- these other ingredients may include viscosity modifiers, preservatives, colouring agents, polyols such as glycerine and polypropylene glycol, chelating agents such as EDTA, antioxidants such as vitamin E acetate, fragrances, antimicrobials and sunscreens.
- chelating agents such as EDTA
- antioxidants such as vitamin E acetate
- fragrances such as fragrances, antimicrobials and sunscreens.
- Shampoo formulations were prepared having the ingredients as shown in the following Table: 1 Ingredient control 2 3 4 5 6 Sodium Laureth 15 16 16 16 16 14 Sulphate Cocamidopropyl 2 2 2 2 2 betaine Alkyl polyglucoside 2 Cocomonoethaziolamide 2 Cocotrimonium 0.5 chloride Laurylhydroxyethyl 0.5 0.5 ammonium chloride PEG-2 cocomonium 0.5 chloride PEG-15 cocomonium 0.5 chloride Jaguar C13S 0.3 0.15 0.3 0.3 0.3 0.3 0.3 0.3 Water, minors q.s.
- Formulation 1 is a control formulation and Formulations 2 to 6 are examples according to the invention.
- Test 1 Conditioning Attributes Ease of comb Smoothness Control 41
- Example 2 58 ** 53 *
- Test 2 Conditioning Attribute Ease of Soft/Silky comb Smoothness feel Control 44
- Example 3 59 ** 61 ** 64 ***
- Example 6 72 *** 67 *** 62
- Test 3 Conditioning Attribute Ease of Soft/Silky comb Smoothness feel Control 48
- 50 53
- Example 4 70
- *** 71 *** 71 ** Example 5
- Test 4 Clean and Shine Attributes Clean appearance Brightness Contrast Control 22 20 26
- Example 2 40 *** 50 *** 35 ** Example 3 38 ** 30 38 **
- Shampoo formulations were prepared having the ingredients as shown in the following Table: Ingredient Control Test Sodium Laureth 15 15 Sulphate Cocomonoethanolamide 2 2 Cocotrimonium 0.5 chloride Laurylhydroxyethyl ammonium chloride Jaguar C13S 0.3 0.3 Water, minors q.s. q.s.
- the shampoo formulations were tested blind on a group of 300 consumers who regularly oiled their hair. After 2 weeks of use, the test product beat the control product specifically on oil removal and overall opinion (p ⁇ 0.05).
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Abstract
An aqueous shampoo composition comprising, in addition to water an anionic cleansing surfactant, a cationic polymer, and a monoalkyl quaternary ammonium compound in which the alkyl chain length is C8 to C14.
Description
- This invention relates to hair shampoo compositions which contain a combination of anionic surfactant, cationic polymer and a particular type of monoalkyl quaternary ammonium compound. The compositions provide conditioning benefits and enhanced removal of oily materials accumulated on the hair.
- Consumers oil hair both pre wash and post wash. Pro wash oiling is done as it is believed that oils nourish hair and protect it during the wash process. Post wash oiling is done for manageability and styling. The oiling habit is widely practised by around 800 million people across the Central Asia and Middle East region.
- Hair becomes soiled and sticky due to its contact with dust and other particulate matter from the environment and, to a greater extent, from sebum secreted by the scalp. The build-up of the sebum causes the hair to have a dirty feel and unattractive appearance, a situation requiring frequent hair shampooing. However, in the case of consumers who oil their hair, the problem arises that the oil on the hair may interfere with the action of the shampoo, both in terms of cleansing and conditioning.
- There is therefore a need for a shampoo which can provide both conditioning benefits to the hair and enhanced removal of oily materials accumulated on the hair.
- The present inventors have found that shampoo compositions which contain a combination of anionic surfactant, cationic polymer and a monoalkyl quaternary ammonium compound in which the alkyl chain length is C8 to C14 give superior conditioning and oil removal.
- C8 to C14 monoalkyl quaternary ammonium compounds have been disclosed in the context of shampoos as follows;
- GB 2177108 and U.S. Pat. No. 5,151,210 describe shampoos comprising anionic surfactant, silicone, suspending agent and a lauryl trimethyl quaternary ammonium salt. The shampoos are said to possess good stability and provide superior hair conditioning.
- JP 06293620 describes a shampoo containing a lauryl trimethyl quaternary ammonium salt in conjunction with anionic and amphoteric surfactant. The shampoo is said to show good foamability and softening properties without damaging the hair.
- None of the above documents disclose the inclusion of a cationic polymer in their formulations. Surprisingly, compositions of the invention exhibit improved deposition of cationic polymer onto the hair (and thus improved conditioning benefit) as well as enhancing oil removal from the hair.
- The present invention provides an aqueous shampoo composition comprising, in addition to water:
- i) an anionic cleansing surfactant;
- ii) a cationic polymer, and
- iii) a monoalkyl quaternary ammonium compound in which the alkyl chain length is C8 to C14.
- Anionic Cleansing Surfactant
- Shampoo compositions according to the invention comprise one or more anionic cleansing surfactants which are cosmetically acceptable and suitable for topical application to the hair.
- Examples of suitable anionic cleansing surfactants are the alkyl sulphates, alkyl ether sulphate., alkaryl sulphonates, alkanoyl isethionates, alkyl succinates, alkyl sulphosuccinates, N-alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates, alkyl ether carboxylates, and alpha-olefin sulphonates, especially their sodium, magnesium, ammonium and mono-, di- and triethanolamine salts. The alkyl and acyl groups generally contain from 8 to 18 carbon atoms and may be unsaturated. The alkyl ether sulphates, alkyl ether phosphates and alkyl ether carboxylates may contain from 1 to 10 ethylene oxide or propylene oxide units per molecule.
- Typical anionic cleansing surfactants for use in shampoos of the invention include sodium oleyl succinate, ammonium lauryl sulphosuccinate, ammonium lauryl sulphate, sodium dodecylbenzene sulphonate, triethanolamine dodecylbenzene sulphonate, sodium cocoyl isethionate, sodium lauryl isethionate and sodium N-lauryl sarcosinate. The most preferred anionic surfactants are sodium lauryl sulphate, sodium lauryl ether sulphate(n)EO (where n ranges from 1 to 3), ammonium lauryl sulphate and ammonium lauryl ether sulphate(n)EO, (where n ranges from 1 to 3).
- Mixtures of any of the foregoing anionic cleansing surfactants may also be suitable.
- The total amount of anionic cleansing surfactant in shampoo compositions of the invention is generally from 5 to 30%, preferably from 6 to 20%, more preferably from 8% to 18% by weight based on total weight of the shampoo composition.
- Cationic Polymer
- A cationic polymer is an essential ingredient in shampoo compositions of the invention.
- The cationic polymer may be a homopolymer or be formed from two or more types of monomers. The molecular weight of the polymer will generally be between 5 000 and 10 000 000, typically at least 10 000 and preferably in the range 100 000 to about 2 000 000. The polymer will have cationic nitrogen containing groups such as quaternary ammonium or protonated amino groups, or a mixture thereof.
- The cationic nitrogen-containing group will generally be present as a substituent on a fraction of the total monomer units of the cationic polymer. Thus when the polymer is not a homopolymer it can contain spacer non-cationic monomer units. Such polymers are described in the CTFA Cosmetic Ingredient Directory, 3rd edition. The ratio of the cationic to non-cationic monomer units is selected to give a polymer having a cationic charge density in the required range.
- Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionalities with water soluble spacer monomers such as (meth)acrylamide, alkyl and dialkyl (meth)acrylamides, alkyl (meth)acrylate, vinyl caprolactone and vinyl pyrrolidine. The alkyl and dialkyl substituted monomers preferably have C1-C7 alkyl groups, more preferably C1-3 alkyl groups. Other suitable spacers include vinyl esters, vinyl alcohol, maleic anhydride, propylene glycol and ethylene glycol.
- The cationic amines can be primary, secondary or tertiary amines, depending upon the particular species and the pH of the composition. In general secondary and tertiary amines, especially tertiary, are preferred.
- Amine substituted vinyl monomers and amines can be polymerised in the amine form and then converted to ammonium by quaternization.
- The cationic polymers can comprise mixtures of monomer units derived from amine- and/or quaternary ammonium-substituted monomer and/or compatible spacer monomers,
- Suitable cationic polymers include, for example:
- copolymers of 1-vinyl-2-pyrrolidine and 1-vinyl-3-methyl-imidazolium salt (e.g. chloride salt), referred to in the industry by the Cosmetic, Toiletry, and Fragrance Association, (CTFA) as Polyquaternium-16. This material is commercially available from BASF Wyandotte Corp. (Parsippany, N.J., USA) under the LUVIQUAT tradename (e.g. LUVIQUAT FC 370);
- copolymers of 1-vinyl-2-pyrrolidine and dimethylaminoethyl methacrylate, referred to in the industry (CTFA) as Polyquaternium-11. This material is available commercially from GAF Corporation (Wayne, N.J., USA) under the GAFQUAT tradename (e.g., GAFQUAT 755N);
- cationic diallyl quaternary ammonium-containing polymers including, for example, dimethyldiallylammonium chloride homopolymer and copolymers of acrylamide and dimethyldiallylammonium chloride, referred to in the industry (CTFA) as Polyquaternium 6 and Polyquaternium 7, respectively;
- mineral acid salts of amino-alkyl eaters of homo-and co-polymers of unsaturated carboxylic acids having from 3 to 5 carbon atoms, (as described in U.S. Pat. No. 4,009,256);
- cationic polyacrylamides (as described in W095/22311).
- Other cationic polymers that can be used include cationic polysaccharide polymers, such as cationic cellulose derivatives, cationic starch derivatives, and cationic guar gum derivatives.
- Cationic polysaccharide polymers suitable for use in compositions of the invention include those of the formula:
- A-O-[R-N+(R1) (R2) (R3)X−],
- wherein: A is an anhydroglucose residual group, such as a starch or cellulose anhydroglucose residual. R is an alkylene, oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or combination thereof. R 1, R2 and R3 independently represent alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing up to about 18 carbon atoms. The total number of carbon atoms for each cationic moiety (i.e., the sum of carbon atoms in R1, R2 and R3) is preferably about 20 or less, and X is an anionic counterion.
- Cationic cellulose is available from Amerchol Corp. (Edison, N.J., USA) in their Polymer JR (trade mark) and LR (trade mark) series of polymers, as salts of hydroxyethyl cellulose reacted with trimethyl ammonium substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 10. Another type of cationic cellulose includes the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 24. These materials are available from Amerchol Corp. (Edison, N.J., USA) under the tradename Polymer LM-200.
- Other suitable cationic polysaccharide polymers include quaternary nitrogen-containing cellulose ethers (e.g. as described in U.S. Pat. No. 3,962,418), and copolymers of etherified cellulose and starch (e.g. as described in U.S. Pat. No. 3,958,581).
- A particularly suitable type of cationic polysaccharide polymer that can be used is a cationic guar gum derivative, such as guar hydroxypropyltrimonium chloride (Commercially available from Rhone-Poulenc in their JAGUAR trademark series).
- Examples are JAGUAR C13S, which has a low degree of substitution of the cationic groups and high viscosity. JAGUAR C15, having a moderate degree of substitution and a low viscosity, JAGUAR C17, having a high degree of substitution and a high viscosity, JAGUAR C16, which is a hydroxypropylated cationic guar derivative containing a low level of substituent groups as well as cationic quaternary ammonium groups, and JAGUAR 162 which is a high transparency, medium viscosity guar having a low degree of substitution.
- Preferably the cationic polymer is selected from cationic cellulose and cationic guar gum derivatives.
- Mixtures of any of the foregoing cationic polymers may also be suitable.
- The cationic polymer may be present in an amount generally ranging from about 0.01 to about 5% by weight of the total shampoo composition, preferably from 0.01 to 1% by weight. The enhanced deposition of cationic polymer observed with compositions of the invention means that the compositions can be formulated with a reduced level of cationic polymer than is customary. This has the benefit of improved sensory feel as well as reduced cost since high levels of cationic polymer may sometimes be associated with an undesirable “slimy” feel on the hair. A particularly preferred level of cationic polymer in compositions of the invention ranges from 0.05 to 0.5% by weight, since this delivers excellent sensory properties.
- Monoalkyl Quaternary Ammonium Compound
- Suitable monoalkyl quaternary ammonium compounds for use in compositions of the invention correspond to the general formula:
- [N(R1) (R2) (R3) (R4)]+(X)−
- in which R 1 is a hydrocarbyl chain having 8 to 14 carbon atoms or a functionalised hydrocarbyl chain with 8 to 14 carbon atoms and containing ether, ester, amido or amino moieties present as substituents or as linkages in the radical chain, and R2, R3 and R4 are independently selected from (a) hydrocarbyl chains of from 1 to about 4 carbon atoms, or (b) functionalised hydrocarbyl chains having from 1 to about 4 carbon atoms and containing one or more aromatic, ether, ester, amido or amino moieties present as substituents or as linkages in the radical chain, and X is a salt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate nitrate, sulphate, and alkylsulphate radicals.
- The functionalised hydrocarbyl chains (b) may suitably contain one or more hydrophilic moieties selected from alkoxy (preferably C 1-C3 alkoxy), polyoxyalkylene (preferably C1-C3 polyoxyalkylene), alkylamido, hydroxyalkyl, alkylester, and combinations thereof.
- Preferably the hydrocarbyl chains R 1 have 12 to 14 carbon atoms, most preferably 12 carbon atoms. They may be derived from source oils which contain substantial amounts of fatty acids having the desired hydrocarbyl chain length. For example, the fatty acids from palm kernel oil or coconut oil can be used as a source of C8 to C12 hydrocarbyl chains.
- Typical monoalkyl quaternary ammonium compounds for use in shampoos of the invention include:
- (i) lauryl trimethylammonium chloride (available commercially as Arquad C35 ex-Akzo); cocodimethyl benzyl ammonium chloride (available commercially as Arquad DMCB-80 ex-Akzo)
- (ii) compounds of the general formula:
- [N(R1) (R2) ((CH2CH2O)xH) ((CH2CH2O)yH)]+(X)−
- in which:
- x+y is an integer from 2 to 20, and preferably less than 15;
- R 1 is a hydrocarbyl chain having 8 to 14, preferably 12 to 14, most preferably 12 carbon atoms or a functionalised hydrocarbyl chain with 8 to 14, preferably 12 to 14, most preferably 12 carbon atoms and containing ether, ester, amido or amino moieties present as substituents or as linkages in the radical chain,
- R 2 is a C1-C3 alkyl group or benzyl group, preferably methyl, and
- X is a salt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate nitrate, sulphate, methosulphate and alkylsulphate radicals.
- Suitable examples are PEG-n lauryl ammonium chlorides (where n is the PEG chain length), such as PEG-2 cocomonium chloride (available commercially as Ethoquad C12 ex-Akzo Nobel); PEG-2 cocobenzyl ammonium chloride (available commercially as Ethoquad CB/12 ex-Akzo Nobel); PEG-5 cocomonium methosulphate (available commercially as Rewoquat CPEM ex-Rewo); PEG-15 cocomonium chloride (available commercially as Ethoquad C/25 ex-Akzo) (iii) compounds of the general formula:
- [N(R1) (R2) (R3) ((CH2)nOH)]+(X)−
- in which:
- n is an integer from 1 to 4, preferably 2;
- R 1 is a hydrocarbyl chain having 8 to 14, preferably 12 to 14, most preferably 12 carbon atoms;
- R 2 and R3 are independently selected from C1-C3 alkyl groups, and are preferably methyl, and
- X is a malt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate nitrate, oulphate, and alkyloulphate radicals.
- Suitable examples are lauryldimethylhydroxyethylammonium chloride (available commercially as Prapagen HY ex-Clariant)
- Mixtures of any of the foregoing monoalkyl quaternary ammonium compounds may also be suitable.
- For the avoidance of doubt, the monoalkyl quaternary ammonium compound of the invention does not encompass compounds comprising more than one quaternary ammonium group, e.g. di-quaternary ammonium compounds. Such multi-quaternary ammonium compounds can be included as additional components in the compositions of the invention. However, it is preferred that the compositions of the invention are substantially free of any multi-quaternary ammonium compounds.
- The total amount of monoalkyl quaternary ammonium compound in shampoo compositions of the invention is generally from 0.05 to 6%, preferably from 0.1 to 4%, more preferably from 0.25% to 3% by weight based on total weight of the shampoo composition.
- Optional Ingredients
- Co-surfactants
- The shampoo composition can optionally include co-surfactants, to help impart aesthetic, physical or cleansing properties to the composition.
- A preferred example is an amphoteric or zwitterionic surfactant, which can be included in an amount ranging from 0 to about 8%, preferably from 1 to 4% by weight based on total weight of the shampoo composition.
- Examples of amphoteric and zwitterionic surfactants include alkyl amine oxides, alkyl betaines, alkyl amidopropyl betaines, alkyl sulphobetaines (sultaines), alkyl glycinates, alkyl carboxyglycinates, alkyl amphopropionates, alkylamphoglycinates, alkyl amidopropyl hydroxysultaines, acyl taurates and acyl glutamates, wherein the alkyl and acyl groups have from 8 to 19 carbon atoms. Typical amphoteric and zwitterionic surfactants for use in shampoos of the invention include lauryl amine oxide, cocodimethyl sulphopropyl betaine and preferably lauryl betaine, cocamidopropyl betaine and sodium cocamnphopropionate.
- Another preferred example is a nonionic surfactant, which can be included in an amount ranging from 0% to about 8% preferably from 2 to 5% by weight based on total weight of the shampoo composition.
- For example, representative nonionic surfactants that can be included in shampoo compositions of the invention include condensation products of aliphatic (C 8-C18) primary or secondary linear or branched chain alcohols or phenols with alkylene oxides, usually ethylene oxide and generally having from 6 to 30 ethylene oxide groups.
- Other representative nonionic surfactants include mono- or di-alkyl alkanolamides. Examples include coca mono- or di-ethanolamide and coca mono-isopropanolamide.
- Further nonionic surfactants which can be included in shampoo compositions of the invention are the alkyl polyglycosides (APGs). Typically, the APG is one which comprises an alkyl group connected (optionally via a bridging group) to a block of one or more glycosyl groups. Preferred APGs are defined by the following formula:
- RO−(G)n
- wherein R is a branched or straight chain alkyl group which may be saturated or unsaturated and G is a saccharide group.
- R may represent a mean alkyl chain length of from about C 5 to about C20. Preferably R represents a mean alkyl chain length of from about C5 to about C12. Most preferably the value of R lies between about 9.5 and about 10.5. G may be selected from C5 or C6 monosaccharide residues, and is preferably a glucoside. G may be selected from the group comprising glucose, xylose, lactose, fructose, mannose and derivatives thereof. Preferably G is glucose.
- The degree of polymerisation, n, may have a value of from about 1 to about 10 or more. Preferably, the value of n lies in the range of from about 1.1 to about 2. Most preferably the value of n lies in the range of from about 1.3 to about 1.5.
- Suitable alkyl polyglycosides for use in the invention are commercially available and include for example those materials identified as: Oramix NS10 ex Seppic; Plantaren 1200 and Plantaren 2000 ex Henkel.
- Other sugar-derived nonionic surfactants which can be included in shampoo compositions of the invention include the C 10-C18 N-alkyl (C1-C6) polyhydroxy fatty acid amides, such as the C12-C18 N-methyl glucamides, as described for example in WO 92 06154 and U.S. Pat. No. 5 194 639, and the N-alkoxy polyhydroxy fatty acid amides, such as C10-C18 N-(3-methoxypropyl) glucamide.
- Other Optional Ingredients
- Compositions of this invention may contain any other ingredient normally used in hair treatment formulations. These other ingredients may include viscosity modifiers, preservatives, colouring agents, polyols such as glycerine and polypropylene glycol, chelating agents such as EDTA, antioxidants such as vitamin E acetate, fragrances, antimicrobials and sunscreens. Each of these ingredients will be present in an amount effective to accomplish its purpose. Generally these optional ingredients are included individually at a level of up to about 5% by weight of the total composition.
- The invention is further illustrated by way of the following non-limitative Examples, in which all percentages quoted are by weight based on total weight unless otherwise stated.
- Shampoo formulations were prepared having the ingredients as shown in the following Table:
1 Ingredient control 2 3 4 5 6 Sodium Laureth 15 16 16 16 16 14 Sulphate Cocamidopropyl 2 2 2 2 2 betaine Alkyl polyglucoside 2 Cocomonoethaziolamide 2 Cocotrimonium 0.5 chloride Laurylhydroxyethyl 0.5 0.5 ammonium chloride PEG-2 cocomonium 0.5 chloride PEG-15 cocomonium 0.5 chloride Jaguar C13S 0.3 0.15 0.3 0.3 0.3 0.3 Water, minors q.s. - Formulation 1 is a control formulation and Formulations 2 to 6 are examples according to the invention.
- Test Methodology
- Hair switches were oiled with a commercial coconut hair oil. A fixed quantity of each prototype was applied onto the oiled hair switches. The product was then used in accordance with a normal procedure. On drying, the switches were assessed by semi-trained panellists on a number of attributes and scored (0-100).
- Evaluation Results
- The rating scores are shown in the Tables below for the attributes described:
Test 1: Conditioning Attributes Ease of comb Smoothness Control 41 43 Example 2 58 ** 53 * Test 2: Conditioning Attribute Ease of Soft/Silky comb Smoothness feel Control 44 42 40 Example 3 59 ** 61 ** 64 *** Example 6 72 *** 67 *** 62 *** Test 3: Conditioning Attribute Ease of Soft/Silky comb Smoothness feel Control 48 50 53 Example 4 70 *** 71 *** 71 ** Example 5 66 ** 58 58 Test 4: Clean and Shine Attributes Clean appearance Brightness Contrast Control 22 20 26 Example 2 40 *** 50 *** 35 ** Example 3 38 ** 30 38 ** - Shampoo formulations were prepared having the ingredients as shown in the following Table:
Ingredient Control Test Sodium Laureth 15 15 Sulphate Cocomonoethanolamide 2 2 Cocotrimonium 0.5 chloride Laurylhydroxyethyl ammonium chloride Jaguar C13S 0.3 0.3 Water, minors q.s. q.s. - The shampoo formulations were tested blind on a group of 300 consumers who regularly oiled their hair. After 2 weeks of use, the test product beat the control product specifically on oil removal and overall opinion (p<0.05).
Claims (4)
1. An aqueous shampoo composition comprising, in addition to water:
i) an anionic cleansing surfactant;
ii) a cationic polymer, and
iii) a monoalkyl quaternary ammonium compound in which the alkyl chain length is C8 to C14.
2. A composition according to claim 1 , in which said anionic cleansing surfactant is selected from the group consisting of sodium lauryl sulphate, sodium lauryl ether sulphate(n)EO (where n ranges from 1 to 3), ammonium lauryl sulphate and ammonium lauryl ether sulphate(n)EO (where n ranges from 1 to 3), and mixtures thereof.
3. A composition according to claim 1 , in which said cationic polymer is selected from the group consisting of cationic cellulose and cationic guar gum derivatives, and mixtures thereof.
4. A composition according to any one of claims 1, in which said monoalkyl quaternary ammonium compound is selected from the group consisting of lauryl trimethylammonium chloride, lauryldimethyl-hydroxyethylammonium chloride, and mixtures thereof.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0010806 | 2000-05-04 | ||
| GB0010806.8 | 2000-05-04 | ||
| GBGB0010806.8A GB0010806D0 (en) | 2000-05-04 | 2000-05-04 | Shampoo compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| US20020019322A1 true US20020019322A1 (en) | 2002-02-14 |
| US6444628B2 US6444628B2 (en) | 2002-09-03 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US09/848,873 Expired - Lifetime US6444628B2 (en) | 2000-05-04 | 2001-05-04 | Shampoo compositions |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6444628B2 (en) |
| AR (1) | AR028083A1 (en) |
| AU (1) | AU2001258363A1 (en) |
| BR (1) | BR0110478B1 (en) |
| GB (1) | GB0010806D0 (en) |
| TR (1) | TR200202457T2 (en) |
| WO (1) | WO2001082891A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9724283B2 (en) * | 2011-12-01 | 2017-08-08 | L'oreal | Hair cleansing composition |
| US20180029739A1 (en) * | 2012-10-04 | 2018-02-01 | Fluence Automation Llc | Devices, systems, and methods for automatically printing and applying labels to products |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0002749D0 (en) * | 2000-02-07 | 2000-03-29 | Unilever Plc | Detergent compositions |
| US7015180B2 (en) * | 2000-02-29 | 2006-03-21 | Clariant S.A. | Hair treatment compositions comprising an anionic surfactant and a C8-C22 alkyl dimethyl hydroxyethyl ammonium chloride |
| WO2003005986A1 (en) * | 2001-07-11 | 2003-01-23 | Unilever Plc | Hair treatment compositions |
| US6998372B2 (en) * | 2001-08-16 | 2006-02-14 | J&J Consumer Companies, Inc. | Moisturizing detergent compositions |
| BR0314452B1 (en) * | 2002-11-12 | 2013-03-19 | hair wash composition and method of hair wash and conditioning. | |
| FR2976483B1 (en) * | 2011-06-17 | 2013-07-26 | Oreal | COSMETIC COMPOSITION COMPRISING ANIONIC SURFACTANT, NONIONIC OR AMPHOTERIAL SURFACTANT AND SOLID FATTY ALCOHOL, AND COSMETIC TREATMENT METHOD |
| US9788548B2 (en) | 2013-12-13 | 2017-10-17 | Tugrul Cem BICAK | Synthesis of pure diallyl morpholinium monomers in high yields and using antibacterial effect of their spiro polymers |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3958581A (en) | 1972-05-17 | 1976-05-25 | L'oreal | Cosmetic composition containing a cationic polymer and divalent metal salt for strengthening the hair |
| CA1018893A (en) | 1972-12-11 | 1977-10-11 | Roger C. Birkofer | Mild thickened shampoo compositions with conditioning properties |
| GB2177108B (en) | 1985-07-10 | 1989-07-19 | Procter & Gamble | Shampoo compositions and method |
| US5151210A (en) * | 1985-07-25 | 1992-09-29 | The Procter & Gamble Company | Shampoo compositions |
| US5726137A (en) * | 1989-06-21 | 1998-03-10 | Colgate-Palmolive Company | Low silicone hair conditioning shampoo and non-silicone hair conditioning/style control shampoo |
| US5194639A (en) | 1990-09-28 | 1993-03-16 | The Procter & Gamble Company | Preparation of polyhydroxy fatty acid amides in the presence of solvents |
| ATE155521T1 (en) | 1990-09-28 | 1997-08-15 | Procter & Gamble | POLYHYDROXYFATTY ACID AMIDE SURFACE TO INCREASE ENZYME PERFORMANCE |
| JP3064036B2 (en) * | 1991-02-28 | 2000-07-12 | 川研ファインケミカル株式会社 | Shampoo composition |
| JPH06293620A (en) | 1993-04-02 | 1994-10-21 | Miyoshi Oil & Fat Co Ltd | Shampoo composition |
| JPH11513685A (en) * | 1995-10-16 | 1999-11-24 | ザ、プロクター、エンド、ギャンブル、カンパニー | Conditioning shampoo containing polyalkylene glycol |
| US6221817B1 (en) * | 1996-03-27 | 2001-04-24 | The Procter & Gamble Company | Conditioning shampoo composition |
| CA2252434C (en) * | 1996-04-16 | 2002-12-03 | The Procter & Gamble Company | Liquid cleaning compositions containing selected mid-chain branched surfactants |
| WO1998000498A1 (en) * | 1996-06-28 | 1998-01-08 | The Procter & Gamble Company | Liquid cleaning compositions and shampoos containing dianionic or alkoxylated dianionic surfactants |
| US6284230B1 (en) * | 1996-12-30 | 2001-09-04 | The Procter & Gamble Company | Hair conditioning shampoo compositions comprising primary anionic surfactant |
| IN191344B (en) * | 1997-12-04 | 2003-11-22 | Lever Hindustan Ltd | |
| US6294159B1 (en) * | 1998-10-09 | 2001-09-25 | Colgate Palmolive Company | Volumizing hair care compositions |
-
2000
- 2000-05-04 GB GBGB0010806.8A patent/GB0010806D0/en not_active Ceased
-
2001
- 2001-04-24 WO PCT/EP2001/004605 patent/WO2001082891A1/en not_active Ceased
- 2001-04-24 TR TR2002/02457T patent/TR200202457T2/en unknown
- 2001-04-24 AU AU2001258363A patent/AU2001258363A1/en not_active Abandoned
- 2001-04-24 BR BRPI0110478-0B1A patent/BR0110478B1/en not_active IP Right Cessation
- 2001-05-04 US US09/848,873 patent/US6444628B2/en not_active Expired - Lifetime
- 2001-05-04 AR ARP010102111A patent/AR028083A1/en active IP Right Grant
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9724283B2 (en) * | 2011-12-01 | 2017-08-08 | L'oreal | Hair cleansing composition |
| US20180029739A1 (en) * | 2012-10-04 | 2018-02-01 | Fluence Automation Llc | Devices, systems, and methods for automatically printing and applying labels to products |
Also Published As
| Publication number | Publication date |
|---|---|
| US6444628B2 (en) | 2002-09-03 |
| AU2001258363A1 (en) | 2001-11-12 |
| TR200202457T2 (en) | 2003-03-21 |
| BR0110478B1 (en) | 2013-10-01 |
| AR028083A1 (en) | 2003-04-23 |
| WO2001082891A1 (en) | 2001-11-08 |
| BR0110478A (en) | 2003-04-01 |
| GB0010806D0 (en) | 2000-06-28 |
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