AU742979B2 - Conditioning shampoo - Google Patents
Conditioning shampoo Download PDFInfo
- Publication number
- AU742979B2 AU742979B2 AU52011/98A AU5201198A AU742979B2 AU 742979 B2 AU742979 B2 AU 742979B2 AU 52011/98 A AU52011/98 A AU 52011/98A AU 5201198 A AU5201198 A AU 5201198A AU 742979 B2 AU742979 B2 AU 742979B2
- Authority
- AU
- Australia
- Prior art keywords
- conditioning shampoo
- shampoo
- conditioning
- pigment
- agent
- 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.)
- Ceased
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- 239000002453 shampoo Substances 0.000 title claims description 72
- 230000003750 conditioning effect Effects 0.000 title claims description 37
- 229920001296 polysiloxane Polymers 0.000 claims description 41
- 239000000049 pigment Substances 0.000 claims description 38
- 239000000203 mixture Substances 0.000 claims description 29
- 239000000839 emulsion Substances 0.000 claims description 23
- 239000004927 clay Substances 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 239000003599 detergent Substances 0.000 claims description 17
- 125000005908 glyceryl ester group Chemical group 0.000 claims description 17
- 239000003795 chemical substances by application Substances 0.000 claims description 16
- 229910021647 smectite Inorganic materials 0.000 claims description 14
- 239000006185 dispersion Substances 0.000 claims description 13
- 238000002156 mixing Methods 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 10
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 claims description 9
- 229940073507 cocamidopropyl betaine Drugs 0.000 claims description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 8
- AOMUHOFOVNGZAN-UHFFFAOYSA-N N,N-bis(2-hydroxyethyl)dodecanamide Chemical compound CCCCCCCCCCCC(=O)N(CCO)CCO AOMUHOFOVNGZAN-UHFFFAOYSA-N 0.000 claims description 8
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 claims description 8
- 229940063953 ammonium lauryl sulfate Drugs 0.000 claims description 8
- 235000019333 sodium laurylsulphate Nutrition 0.000 claims description 8
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 7
- 229940047662 ammonium xylenesulfonate Drugs 0.000 claims description 7
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 7
- 150000002148 esters Chemical class 0.000 claims description 7
- HESSGHHCXGBPAJ-UHFFFAOYSA-N n-[3,5,6-trihydroxy-1-oxo-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexan-2-yl]acetamide Chemical compound CC(=O)NC(C=O)C(O)C(C(O)CO)OC1OC(CO)C(O)C(O)C1O HESSGHHCXGBPAJ-UHFFFAOYSA-N 0.000 claims description 7
- BOUCRWJEKAGKKG-UHFFFAOYSA-N n-[3-(diethylaminomethyl)-4-hydroxyphenyl]acetamide Chemical compound CCN(CC)CC1=CC(NC(C)=O)=CC=C1O BOUCRWJEKAGKKG-UHFFFAOYSA-N 0.000 claims description 7
- 239000003945 anionic surfactant Substances 0.000 claims description 6
- 238000005191 phase separation Methods 0.000 claims description 6
- 239000003381 stabilizer Substances 0.000 claims description 6
- SNAAJJQQZSMGQD-UHFFFAOYSA-N aluminum magnesium Chemical compound [Mg].[Al] SNAAJJQQZSMGQD-UHFFFAOYSA-N 0.000 claims description 5
- VATFWUGVJODPTD-UHFFFAOYSA-N 2,3-diacetyl-2,3-dihydroxybutanedioic acid 2,3-dihydroxypropyl octadecanoate Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)OCC(O)CO.C(C)(=O)C(C(C(=O)O)(O)C(C)=O)(O)C(=O)O VATFWUGVJODPTD-UHFFFAOYSA-N 0.000 claims description 4
- 229940008099 dimethicone Drugs 0.000 claims description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 4
- 239000002280 amphoteric surfactant Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 235000021355 Stearic acid Nutrition 0.000 claims description 2
- ORYOIBJWFDNIPD-UHFFFAOYSA-N diacetyl 2,3-dihydroxybutanedioate Chemical compound CC(=O)OC(=O)C(O)C(O)C(=O)OC(C)=O ORYOIBJWFDNIPD-UHFFFAOYSA-N 0.000 claims description 2
- 239000002736 nonionic surfactant Substances 0.000 claims description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 2
- 239000008117 stearic acid Substances 0.000 claims description 2
- -1 alkyl sulphates Chemical class 0.000 description 14
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 8
- 239000004094 surface-active agent Substances 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 239000003995 emulsifying agent Substances 0.000 description 5
- 239000010445 mica Substances 0.000 description 5
- 229910052618 mica group Inorganic materials 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000004140 cleaning Methods 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 108090000623 proteins and genes Proteins 0.000 description 4
- 239000000375 suspending agent Substances 0.000 description 4
- 239000004408 titanium dioxide Substances 0.000 description 4
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 3
- 241000209140 Triticum Species 0.000 description 3
- 235000021307 Triticum Nutrition 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000007957 coemulsifier Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000003205 fragrance Substances 0.000 description 3
- 239000003906 humectant Substances 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-UHFFFAOYSA-N 0.000 description 2
- 239000006057 Non-nutritive feed additive Substances 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000001143 conditioned effect Effects 0.000 description 2
- 239000003623 enhancer Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 229940075529 glyceryl stearate Drugs 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 239000008213 purified water Substances 0.000 description 2
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 2
- PLFJWWUZKJKIPZ-UHFFFAOYSA-N 2-[2-[2-(2,6,8-trimethylnonan-4-yloxy)ethoxy]ethoxy]ethanol Chemical compound CC(C)CC(C)CC(CC(C)C)OCCOCCOCCO PLFJWWUZKJKIPZ-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 description 1
- 208000001840 Dandruff Diseases 0.000 description 1
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 239000004141 Sodium laurylsulphate Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000001010 compromised effect Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 230000001351 cycling effect Effects 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- WSDISUOETYTPRL-UHFFFAOYSA-N dmdm hydantoin Chemical compound CC1(C)N(CO)C(=O)N(CO)C1=O WSDISUOETYTPRL-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- SFNALCNOMXIBKG-UHFFFAOYSA-N ethylene glycol monododecyl ether Chemical compound CCCCCCCCCCCCOCCO SFNALCNOMXIBKG-UHFFFAOYSA-N 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 229920004914 octoxynol-40 Polymers 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229920001542 oligosaccharide Polymers 0.000 description 1
- 150000002482 oligosaccharides Chemical class 0.000 description 1
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 239000006179 pH buffering agent Substances 0.000 description 1
- 229940101267 panthenol Drugs 0.000 description 1
- 235000020957 pantothenol Nutrition 0.000 description 1
- 239000011619 pantothenol Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- CHWRSCGUEQEHOH-UHFFFAOYSA-N potassium oxide Chemical compound [O-2].[K+].[K+] CHWRSCGUEQEHOH-UHFFFAOYSA-N 0.000 description 1
- 229910001950 potassium oxide Inorganic materials 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium 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
- A61Q5/12—Preparations containing hair conditioners
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/26—Aluminium; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- 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
- 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
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
-
- 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
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Description
-1- CONDITIONING
SHAMPOO
The invention relates to conditioning shampoos.
Shampooing has long been used to remove dirt and excess oil and sebum from human hair. While shampoo compositions are generally effective in cleansing the hair, shampooing tends to leave the hair in a tangled and unmanageable state.
Accordingly, conditioners have been developed to prevent this occurrence and to add body, shine, and other desired properties to the hair. Such conditioners are often applied to the hair in a separate step, after the shampoo has been rinsed out, allowed to remain on the hair for a short period, and rinsed out. Some shampoo users view applying a conditioner after shampooing, waiting the recommended period and having to rinse again, as an inconvenience. As a result, combination "conditioning shampoos" have been developed to allow the hair to be shampooed and conditioned in a single application step.
The present invention features a conditioning shampoo that provides good cleaning, conditioning, and rinsability. In addition, the shampoo imparts increased volume and body to the hair, does not cause significant greasy build-up even with frequent use, and generally leaves hair feeling soft and shiny. The shampoo also has an aesthetic pearlescent appearance, and long shelf stability.
*:20 In accordance with the invention there is provided a conditioning shampoo 0 09 comprising: a cleansing agent comprising an anionic surfactant; 0.1 to 5.0% of an insoluble non-volatile silicone conditioning agent; a stabilizing agent comprising a glyceryl ester and a smectite clay; and water wherein said glyceryl ester comprises an ester of diacetyl tartaric acid glyceryl stearate.
Preferably, the cleansing agent includes ammonium laureth sulfate, ammonium lauryl sulfate, sodium lauryl sulfate, lauramide DEA, cocamidopropyl betaine, and ammonium xylene sulfonate. More preferably, the shampoo includes these cleansing agents in the following amounts, by weight percent based on the total weight of the active ingredients in the shampoo (referred to hereinbelow as Active"): from about 9 to ammonium laureth sulfate, from about 3 to 4% ammonium lauryl sulfate, from about to 4.5% sodium lauryl sulfate, from about 2 to 3% lauramide DEA, from about 1 to 2% cocamidopropyl betaine, and from about 0.25 to 0.75% ammonium xylene sulfonate.
Preferred insoluble silicone conditioning agents include a mixture of a non-volatile polyalkyl siloxane and an amino-functional silicone derivative. Preferably the polyalkyl siloxane is dimethicone and the amino-functional silicone derivative is trimethylsilylamodimethicone. A particularly preferred glyceryl ester is the emulsifier having the CTFA/INCI name "DATEM". Preferably, the smectite clay is a magnesium aluminum silicate, and the DATEM and magnesium aluminum silicate are provided in a weight ratio of from about 3:1 to 10:1. Preferred shampoos further include a pearling pigment. In these shampoos preferably the pearling pigment and the smectite clay are provided in a weight ratio of from about 1:3 to 1:8. In preferred shampoos, the stabilizing agent is provided in an amount sufficient to enable the shampoo to exhibit no visible phase separation after at least 10 temperature cycles wherein during each cycle the o5 shampoo is held for 16 hours at 45 0 C, followed by 24 hours at 5 0 C, followed by 8 hours at 25 0 C. In particularly preferred shampoos, the shampoo also exhibits no visible phase separation after at least 10 freeze/thaw cycles.
In another aspect, the invention features a conditioning shampoo including a cleansing agent comprising, based on the total weight of the shampoo, from about 9 to 0 10% ammonium laureth sulfate; from about 3 to 4% ammonium lauryl sulfate, from about 3.5 to 4.5% sodium lauryl sulfate, from about 2 to 3% lauramide DEA, from about 1 to 2% cocamidopropyl betaine, and from about 0.25 to 0.75% ammonium xylene sulfonate; an insoluble non-volatile silicone conditioning agent; a stabilizing agent; and water.
Also provided in accordance with the present invention is a method of making a conditioning shampoo comprising the steps of: dispersing a smectite clay and a pearling pigment, if present, in water to form a pigment dispersion; adding the cleansing agent wherein the cleansing agent comprises an anionic surfactant, to the pigment dispersion; adding a glyceryl ester wherein the glyceryl ester comprises an ester of diacetyl to an arid acid glyceryl stearate, and a insoluble non-volatile silicone to the pigment dispersion and mixing until a stable emulsion is formed; and adding an amino-functional silicone, if present, to the emulsion.
A preferred method includes the following steps: dispersing the smectite clay and the pearling pigment in water to form a pigment dispersion; adding one or more of the cleansing agents to the pigment dispersion; adding the glyceryl ester and the insoluble silicone to the pigment dispersion and mixing until a stable emulsion is -3formed; and adding the amino-functional silicone to the emulsion. Preferably, step (a) is performed at about 70 to 80 0 C, and includes predispersing the smectite clay in the water, adding the pigment, and mixing the clay, pigment and water until a desired viscosity is obtained, for about 40 to 70 minutes.
It is also preferred that step be performed at about 70 to 80 0 C and include adding the glyceryl ester to the pigment dispersion, mixing until uniform, for about 15 to minutes, and then adding the insoluble silicone end mixing until emulsified, for about to 70 minutes. Preferably the emulsion is cooled, to about 50°C, before the amino-functional silicone derivative is added, and further cooled, to 35 0 C, before any other additives are added to the shampoo.
5 The term "insoluble silicone," as used herein, refers to a silicone that is insoluble in the shampoo composition matrix.
The term "stable emulsion," as used herein, refers to an emulsion which o• will exhibit no visible phase separation after at least one temperature cycle wherein the emulsion is held for 16 hours at 45 0 C, followed by 24 hours at 5 0 C, followed by 8 hours at 25 0
C.
Other features and advantages of the invention will be apparent from the description of preferred embodiments thereof, taken together with the drawings, and from Sthe claims.
S Preferred conditioning shampoo compositions include an amino-functional silicone derivative and a pearl pigment.
Suitable cleansing agents include anionic surfactants such 86 alkyl sulphates, alkyl ether sulphates, alkaryl sulphonates, alkyl succinates, alkyl sulphosuccinates, N-alkoyl sarcosinates, and alpha-olefin sulfonates. Preferred anionic surfactants include sodium lauryl sulphate, ammonium lauryl sulphate, and ammonium laureth sulphate. Other suitable cleansing agents include amphoteric surfactants, such as alkyl amine oxides, alkyl betaines, alkyl amidopropyl betaines, alkyl sulphobetaines, alkyl glycinates, and alkyl carboxyglycinates. Preferred amphoteric surfactants include cocamidopropyl betaine. Non-ionic surfactants may also be included, condensation products of aliphatic primary or secondary linear or branched chain alcohols, or phenols with alkylene oxides, ethylene oxide, for example mono- or di- alkyl alkanolamides or alkyl polyglucosides. Preferably, the shampoo includes a mixture of the following WO 98/20855 PCT/US97/20620 -4cleansing agents, preferably in the amounts in parentheses, based on the total weight of the composition: ammonium laureth sulfate ammonium lauryl sulfate sodium lauryl sulfate lauramide DEA cocamidopropyl betaine and ammonium xylene sulfonate This blend has been found to enhance lathering and foaming of the shampoo, a property which tends to be compromised when silicones are added to shampoo formulations. This blend also provides good cleaning and rinsability. Preferably, the total amount of the cleansing agents, on a total weight basis (not Active), ranges from about 35 to 65, more preferably 45 to 55, percent by weight based on the total weight of the composition. If too much of any cleansing agent is included, too much lather may be generated during shampooing, making it difficult to rinse the hair and stripping the conditioning agents from the hair during rinsing; if too little is included, the hair may not be completely cleaned during normal use of the shampoo and the shampoo may not generate sufhcient lather.
Suitable insoluble silicone include non-volatile polyalkyl siloxanes.
Preferred polyalkyl siloxanes include those available from General Electric under the tradename VICASIL, and those available from Dow Coming under the tradename DC 200. A particularly preferred polyalkyl siloxane is dimethicone. Preferred siloxanes have a viscosity of from about 500 to 100,000 centistokes. Preferably, the insoluble silicone is present in an amount of from about 0.10 to 5.0, more preferably 0.50 to 2.0, Active. If too much insoluble silicone is included, the shampoo may be unstable and may leave hair feeling dirty, with an oily or greasy residue the hair may be overconditioned); if too little is included, the shampooed hair may be difficult to comb and under-conditioned the hair may be underconditioned).
Suitable amino-functional silicone derivatives include water-insoluble, non-volatile amino-functional siloxanes. A preferred amine-functional silicone derivative is trimethylsilylamodimethicone, which has a viscosity of from about 50 to 500 centistokes at 25 The amino-functional silicone is preferably provided in the form of a water-miscible emulsion, more preferably an emulsion in which the siloxane droplets have a particle size of from about 50 to 600 micron. This siloxane is commercially available from the General Electric Company as SF1705, or in the form of an emulsion as SM-21115, or from Dow Coming Chemical Company as Dow Coming Q2-8220, or in the WO 98/20855 PCTfUS9720620 form of an emulsion as Dow Coming 929 emulsion or Dow Coming Q2-7224.
Preferably, the amino-functional silicone derivative is present in an amount of from about 0.01 to 1.0, more preferably 0.15 to 0.5, Active. If too much is included, overconditioning may result; if too little is included, the hair may be underconditioned.
Preferably, the insoluble silicone and amino-functional silicone derivative are provided in a ratio of from about 2:1 to 5:1. It has been found that when these components are provided in a ratio within this range, the shampoo provides good cleaning and conditioning, and leaves the hair with increased body and a clean feel.
The stabilizing agent preferably includes, in combination, an emulsifier for the insoluble silicone and a co-emulsifier/suspending agent that is believed both to stabilize the insoluble silicone emulsion and to suspend the pearling pigment.
Suitable emulsifiers are those capable of forming a stable oil-in-water emulsion with the insoluble silicone. Preferred compositions include glyceryl esters, more preferably esters of diacetyl tartaric acid glyceryl stearate, which are believed to function as emulsifiers. A preferred glyceryl ester is commercially available from Goldschmidt Chemical Corporation under the tradename AMILAN® GST 40 (the CTFA/INCI name of this compound is "DATEM"). This ester is produced by reacting glycerol, stearic acid and diacetyl tartrate, is an amorphous, high viscosity liquid, and has the following chemical structure: O OH 9 0
CH
3
-(CH
2 1 6 -C
H
2
-CH-H
2
-OCCH-.C.CH
3
CH-OC-CH
3 1
CO
2
H
DATEM is strongly substantive to protein surfaces, and thus provides good hair conditioning without build-up, in addition to emulsifying the silicone'and stabilizing the shampoo.
Suitable coemulsifier/suspending agents are those that are capable of ensuring the stability of the silicone emulsion and maintaining the pearl pigment suspended in the shampoo matrix during the normal shelf life of the shampoo, e.g., for 24 months. Preferred shampoos include inorganic clays, preferably refined smectite (montmorillonite) clays characterized by an expanding lattice structure, which are believed to function as suspending agents and co-emulsifiers. A preferred clay is magnesium aluminum silicate (CTFA/INCI name), a complex, colloidal clay. Preferred magnesium aluminum silicates have an approximate average chemical analysis as follows: 55-65% silicon dioxide, 10-15% magnesium oxide, 1% ferric oxide, 2-3% calcium oxide, 2-3% sodium oxide, 1-2% potassium oxide, with the balance being ignition loss. Magnesium 15 aluminum silicates are commercially available from Vanderbilt under the tradename VEEGUM. A preferred grade of VEEGUM clay is sold under the tradename VEEGUM ULTRA. This grade has a pH of approximately 5 when in an aqueous dispersion, *reducing the need to add pH buffering agents to the shampoo formula, and provides an attractive, light-colored shampoo. A 5% dispersion of this clay in water has a viscosity of 20 225-425 cps, using Vanderbilt Test Method 884. Preferably, the clay is present in an amount of from about 0.05 to 3.0, more preferably 0.10 to 1.0, Active. If too much is included, a gel-like emulsion having undesirably high viscosity may result, if too little is included, the emulsion will tend to be unstable and the pigment may settle out of the S shampoo.
In preferred shampoos, the glyceryl stearate and the clay are provided in a weight ratio of from about 3:1 to 10:1, more preferably about 5:1, and the pigment and clay are provided in a weight ratio of from about 1:3 to 1:8, more preferably 1:6. These ratios have been found to provide excellent product stability and resistance to phase separation as a result of temperature cycling, preferred shampoos are capable of withstanding at least 5 temperature cycles wherein the emulsion is held for 16 hours at followed by 24 hours at 5 0 C, followed by 8 hours at 25 0 C, without.visible phase separation, and more preferred shampoos are capable of withstanding 10 or more such temperature cycles.
WO 98/20855 PCT/US97/20620 -7- Suitable pearl pigments are those pigments which will impart a pearlescent appearance to the shampoo formulation. Preferred pearl pigments include blends of mica and titanium dioxide, and titanium dioxide coated mica. Preferably, the ratio of mica to titanium dioxide in these preferred pigments is approximately 2:1, and the pigment has an average particle size of from about 2 to 85 micron. A particularly preferred titanium coated mica pigment is available from Rona, EM Industries, Inc. Chemicals and Pigments Division, Hawthorne, NY under the tradename TIMIRON MP-30. Preferably, the pearl pigment is included in an amount of from about 0.01 to 0.20, more preferably 0.025 to 0.10, Active. If too much is included, the composition will tend to be too pearled, and the pigment may tend to settle out of the shampoo matrix; if too little is included, the pearling effect will be reduced.
The compositions further include an amount of water sufficient to act as a carrier for the other components of the shampoo and to provide a desired viscosity in the final product. Preferably, the composition contains from about 30 to 45 percent water based on the total weight of the composition. It is also preferred that the water be purified or deionized.
Other additives may be included in the conditioning shampoo, including but not limited to fragrances, anti-dandruff agents, humectants, combing aids, processing aids, dyes, thickeners, proteins, herb and plant extracts, and other additives used in the formulation of shampoos.
Example 1 A shampoo having the ingredients shown in the table below was prepared by the following procedure: 1. The purified water was charged to a mix tank and heated to 75°C. When the water reached this temperature, the smectite clay was added slowly and mixed until dispersed and uniform.
2. The pearl pigment was then added and the mixture was mixed for about 45-60 minutes at 3. While the temperature was held at 75 a premixed blend of ammonium lauryl sulfate, cocamidopropyl betaine, Lauramide DEA, and palmitic acid was added to the mixture and mixed for about 15 minutes.
WO 98/20855 PCT/US97/20620 -8- 4. The DATEM was then added and the mixture was mixed for about minutes at 75 C until uniform.
The insoluble silicone was then added and the mixture was mixed for about 45-60 minutes at 75-80C.
6. The remaining cleansing agents were then added, reducing the temperature of the mixture to about 65 C.
7. The mixture was then cooled to about 8. At 50"C the amino-functional silicone emulsion was added, and the mixture was mixed for about 15 minutes.
9. The panthenol, tetrasodium EDTA, preservative, and humectant were added in that order, mixing after each addition until uniform.
The batch was cooled to about 35 C and the wheat protein and fragrance were added in that order, mixing after each addition until uniform.
WO 98/20855 PCT/US97/20620 -9- Ingredients Active Purpose Ammonium laureth sulfate 9.667 Surfactant Ammonium lauryl sulfate 3.3330 Surfactant Sodium lauryl sulfate 4.0000 Surfactant Lauramide DEA 2.1750 Co-surfactant/foam booster Cocamidopropyl betaine 1.2775 Surfactant Ammonium xylene sulfonate 0.5000 Surfactant/coupling agent Dimethicone 1.2500 Non-water soluble cond. agent Trimethylsilylamodimethicone 0.3000- Non-water soluble cond.
and octoxynol-40 and Agent (water-soluble silicone isolaureth-6 emulsion) DATEM 1.5000 Emulsifier Palmitic acid 0.2750 Combing aid Glycerine 0.8000 Humectant Magnesium aluminum 0.2500 Suspending agent silicate (VEEGUM ULTRA) Tetrasodium EDTA 0.1200 Chelating agent DMDM hydantoin and 0.0300 Preservative iodopropynyl butylcarbamate dl-Panthenol 0.0500 Body/shine enhancer Hydrolyzed wheat protein and 0.0500 Body enhancer wheat oligosaccharides Mica and titanium dioxide 0.0500 Pearling agent Citric acid 1.0000 Processing aid (pH adjustment) Perfume 6041-AX 0.5000 Fragrance Purified-water q.s. to 100 Vehicle 30 ¢2 WO 98/20855 PCT/US97/20620 This shampoo was tested on human hair by a number of shampoo users.
These users reported that the shampoo provided good cleaning and conditioning, and left the hair feeling clean and conditioned, with little build-up observed even after daily use.
Other embodiment are within the claims.
For example, instead of, or in addition to, a pearl pigment, the shampoo may contain other types of pearling agents, liquid pearling agents such as glyceryl long chain esters, for example ethylene glycol distearate. If present, such pearling agents would be used in suitable quantities to impart the desired degree of pearling, as is well understood in the art. For example, if ethylene glycol distearate is used as the only pearling agent in the shampoo, preferred levels would generally be from about 0.10 to 0.25%.
Claims (19)
1. A conditioning shampoo comprising: a cleansing agent comprising an anionic surfactant; 0.1 to 5.0% of an insoluble non-volatile silicone conditioning agent; a stabilizing agent comprising a glyceryl ester and a smectite clay; and water wherein said glyceryl ester comprises an ester of diacetyl tartaric acid glyceryl stearate.
2. The conditioning shampoo of claim 1, wherein said cleansing agent additionally comprises an amphoteric surfactant and a non-ionic surfactant.
3. The conditioning shampoo of claim 1, wherein said cleansing agent comprises ammonium laureth sulfate, ammonium lauryl sulfate, sodium lauryl sulfate, lauramide DEA, cocamidopropyl betaine, and ammonium xylene sulfonate.
4. The conditioning shampoo of claim 3, comprising from about 9 to ammonium laureth sulfate, from about 3 to 4% ammonium lauryl sulfate, from about to 4.5% sodium lauryl sulfate, from about 2 to 3% lauramide DEA, from about 1 to 2% cocamidopropyl betaine, and from about 0.25 to 0.75% ammonium xylene sulfonate.
5. The conditioning shampoo of any preceding claim, wherein said o: insoluble non-volatile silicone conditioning agent comprises a mixture of a polyalkyl siloxane and an amino-functional silicone derivatives.
6. The conditioning shampoo of claim 5, wherein said polyalkyl siloxane comprises dimethicone and said amino-functional silicone derivatives comprises trimethylsilylamodimethicone.
7. The conditioning shampoo of any preceding claim, wherein said glyceryl ester is produced by reacting glycerol, stearic acid and diacetyl tartrate.
8. The conditioning shampoo of any preceding claim, wherein said glyceryl ester is DATEM.
9. The conditioning shampoo of any preceding claim, wherein said smectite clay comprises magnesium aluminum silicate. The conditioning shampoo of any preceding claim, wherein said glyceryl ester and said smectite clay are provided in a weight ratio of from about 3:1 to 10:1.
11. The conditioning shampoo of any preceding claim, further comprising a pearling pigment.
12.. The conditioning shampoo of claim 11, wherein said pearling pigment and said smectite clay agent are provided in a weight ratio of from about 1:3 to 1:8.
13. The conditioning shampoo of any preceding claim, wherein said stabilizing agent is provided in an amount sufficient to enable the shampoo to exhibit no visible phase separation after 10 temperature cycles as defined herein.
14. A method of making a conditioning shampoo comprising the steps of: dispersing a smectite clay and a pearling pigment, if present, in water 12 to form a pigment dispersion; adding the cleansing agent wherein the cleansing agent comprises an anionic surfactant to the pigment dispersion; adding a glyceryl ester wherein the glyceryl ester comprises an ester of diacetyl tartaric acid glyceryl stearate, and a insoluble non-volatile silicone to the pigment dispersion and mixing until a stable emulsion is formed; and adding an amino-functional silicone, if present, to the emulsion. The method of claim 14, wherein step is performed at about 70 to 80 0 C.
16. The method of claim 14 or 15, wherein step comprises pre-dispersing the smectite clay in the water, adding the pearling pigment, and mixing the clay, pigment and water for about 40 to 70 minutes. •17. The method of claim 14, wherein step is performed at about 70 to 80 0 C.
18. The method of claim 14 or 17, wherein step comprises adding the glyceryl ester to the pigment dispersion, mixing until uniform, and then adding the insoluble S** 15 silicone and mixing until emulsified.
19. The method of claim 18, wherein after the addition of the insoluble silicone the mixture is mixed for about 40 to 70 minutes.
20. The method of claim 14, wherein steps through are performed at about •70 to 80 0 C, and wherein the emulsion formed in step is cooled to about 50 0 C before 20 the amino-functional silicone derivative is added. 9 0* S21. A conditioning shampoo, substantially as hereinbefore described with reference to the Example.
22. A method of making a conditioning shampoo which method is substantially as herein described with reference to the Example.
23. A conditioning shampoo whenever made by the method of any one of claims 14 to 20 or 22. Dated 13 November, 2001 The Gillette Company Patent Attorneys for the Applicant/Nominated Person SPRUSON FERGUSON 2. [R:\LIBWV]02452speci.doc:njc
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US74871496A | 1996-11-14 | 1996-11-14 | |
| US08/748714 | 1996-11-14 | ||
| PCT/US1997/020620 WO1998020855A1 (en) | 1996-11-14 | 1997-11-13 | Conditioning shampoo |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU5201198A AU5201198A (en) | 1998-06-03 |
| AU742979B2 true AU742979B2 (en) | 2002-01-17 |
Family
ID=25010612
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU52011/98A Ceased AU742979B2 (en) | 1996-11-14 | 1997-11-13 | Conditioning shampoo |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0941058A1 (en) |
| AU (1) | AU742979B2 (en) |
| BR (1) | BR9713040A (en) |
| CA (1) | CA2269795A1 (en) |
| WO (1) | WO1998020855A1 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6808701B2 (en) | 2000-03-21 | 2004-10-26 | Johnson & Johnson Consumer Companies, Inc. | Conditioning compositions |
| JP4279052B2 (en) * | 2003-05-23 | 2009-06-17 | 新道繊維工業株式会社 | Emulsion composition for silicone rubber. |
| GB0625046D0 (en) | 2006-12-15 | 2007-01-24 | Dow Corning | Granular materials for textile treatment |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0673639A1 (en) * | 1994-03-22 | 1995-09-27 | L'oreal | Detergent cosmetic compositions and their use |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4368187A (en) * | 1981-08-03 | 1983-01-11 | Eli Lilly And Company | Sensitive-skin care regime |
| GB8906607D0 (en) * | 1989-03-22 | 1989-05-04 | Bp Chem Int Ltd | Detergent formulations |
-
1997
- 1997-11-13 BR BR9713040-0A patent/BR9713040A/en not_active IP Right Cessation
- 1997-11-13 WO PCT/US1997/020620 patent/WO1998020855A1/en not_active Ceased
- 1997-11-13 AU AU52011/98A patent/AU742979B2/en not_active Ceased
- 1997-11-13 CA CA002269795A patent/CA2269795A1/en not_active Abandoned
- 1997-11-13 EP EP97946928A patent/EP0941058A1/en not_active Withdrawn
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0673639A1 (en) * | 1994-03-22 | 1995-09-27 | L'oreal | Detergent cosmetic compositions and their use |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2269795A1 (en) | 1998-05-22 |
| WO1998020855A1 (en) | 1998-05-22 |
| AU5201198A (en) | 1998-06-03 |
| BR9713040A (en) | 2000-04-11 |
| EP0941058A1 (en) | 1999-09-15 |
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