JPS6028912A - First liquid composition of hairdye - Google Patents
First liquid composition of hairdyeInfo
- Publication number
- JPS6028912A JPS6028912A JP13543483A JP13543483A JPS6028912A JP S6028912 A JPS6028912 A JP S6028912A JP 13543483 A JP13543483 A JP 13543483A JP 13543483 A JP13543483 A JP 13543483A JP S6028912 A JPS6028912 A JP S6028912A
- Authority
- JP
- Japan
- Prior art keywords
- liquid composition
- component
- sensitization
- dye
- hairdye
- 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
- 239000007788 liquid Substances 0.000 title claims abstract description 20
- 239000000118 hair dye Substances 0.000 title claims abstract description 19
- 239000000203 mixture Substances 0.000 title claims abstract description 16
- 239000000975 dye Substances 0.000 claims abstract description 12
- 150000002772 monosaccharides Chemical class 0.000 claims abstract description 10
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 claims abstract description 5
- 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 claims abstract description 5
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 claims abstract description 5
- 239000008101 lactose Substances 0.000 claims abstract description 5
- 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 claims abstract description 3
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 claims abstract description 3
- 150000001412 amines Chemical class 0.000 claims description 7
- 230000003647 oxidation Effects 0.000 claims description 5
- 238000007254 oxidation reaction Methods 0.000 claims description 5
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 150000002402 hexoses Chemical class 0.000 claims description 3
- 235000000346 sugar Nutrition 0.000 claims description 3
- AYRXSINWFIIFAE-UHFFFAOYSA-N O6-alpha-D-Galactopyranosyl-D-galactose Natural products OCC1OC(OCC(O)C(O)C(O)C(O)C=O)C(O)C(O)C1O AYRXSINWFIIFAE-UHFFFAOYSA-N 0.000 claims description 2
- 229930006000 Sucrose Natural products 0.000 claims description 2
- DLRVVLDZNNYCBX-CQUJWQHSSA-N gentiobiose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)C(O)O1 DLRVVLDZNNYCBX-CQUJWQHSSA-N 0.000 claims description 2
- 150000002337 glycosamines Chemical class 0.000 claims description 2
- 150000002972 pentoses Chemical class 0.000 claims description 2
- 239000005720 sucrose Substances 0.000 claims description 2
- 150000008163 sugars Chemical class 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract description 11
- 235000011114 ammonium hydroxide Nutrition 0.000 abstract description 11
- 230000000694 effects Effects 0.000 abstract description 10
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 abstract description 9
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 abstract description 5
- 150000002016 disaccharides Chemical class 0.000 abstract description 5
- 230000001590 oxidative effect Effects 0.000 abstract description 4
- BLCZXLGRKKRKJJ-UHFFFAOYSA-N 3-amino-2-nitrophenol Chemical compound NC1=CC=CC(O)=C1[N+]([O-])=O BLCZXLGRKKRKJJ-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003381 stabilizer Substances 0.000 abstract description 2
- SRBFZHDQGSBBOR-HWQSCIPKSA-N L-arabinopyranose Chemical compound O[C@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-HWQSCIPKSA-N 0.000 abstract 1
- 230000002411 adverse Effects 0.000 abstract 1
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 abstract 1
- 206010070834 Sensitisation Diseases 0.000 description 18
- 230000008313 sensitization Effects 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- -1 disaccharide compounds Chemical class 0.000 description 10
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 9
- ZZTCCAPMZLDHFM-UHFFFAOYSA-N ammonium thioglycolate Chemical compound [NH4+].[O-]C(=O)CS ZZTCCAPMZLDHFM-UHFFFAOYSA-N 0.000 description 8
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 7
- 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 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 7
- OBCSAIDCZQSFQH-UHFFFAOYSA-N 2-methyl-1,4-phenylenediamine Chemical compound CC1=CC(N)=CC=C1N OBCSAIDCZQSFQH-UHFFFAOYSA-N 0.000 description 6
- 238000005342 ion exchange Methods 0.000 description 5
- 229960001755 resorcinol Drugs 0.000 description 5
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000004043 dyeing Methods 0.000 description 3
- 229960002160 maltose Drugs 0.000 description 3
- WQZGKKKJIJFFOK-SVZMEOIVSA-N (+)-Galactose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-SVZMEOIVSA-N 0.000 description 2
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- 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 2
- SRBFZHDQGSBBOR-SOOFDHNKSA-N D-ribopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@@H]1O SRBFZHDQGSBBOR-SOOFDHNKSA-N 0.000 description 2
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- PYMYPHUHKUWMLA-LMVFSUKVSA-N aldehydo-D-ribose Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-LMVFSUKVSA-N 0.000 description 2
- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 230000006698 induction Effects 0.000 description 2
- 238000011419 induction treatment Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- HBDJFVFTHLOSDW-DNDLZOGFSA-N (2r,3r,4r,5r)-2,3,5,6-tetrahydroxy-4-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanal;hydrate Chemical compound O.O=C[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HBDJFVFTHLOSDW-DNDLZOGFSA-N 0.000 description 1
- LRMDXTVKVHKWEK-UHFFFAOYSA-N 1,2-diaminoanthracene-9,10-dione Chemical class C1=CC=C2C(=O)C3=C(N)C(N)=CC=C3C(=O)C2=C1 LRMDXTVKVHKWEK-UHFFFAOYSA-N 0.000 description 1
- VXZBYIWNGKSFOJ-UHFFFAOYSA-N 2-[4-[5-(2,3-dihydro-1H-inden-2-ylamino)pyrazin-2-yl]pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC=1N=CC(=NC=1)C=1C=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2 VXZBYIWNGKSFOJ-UHFFFAOYSA-N 0.000 description 1
- MSWZFWKMSRAUBD-GASJEMHNSA-N 2-amino-2-deoxy-D-galactopyranose Chemical compound N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O MSWZFWKMSRAUBD-GASJEMHNSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- ASJSAQIRZKANQN-CRCLSJGQSA-N 2-deoxy-D-ribose Chemical compound OC[C@@H](O)[C@@H](O)CC=O ASJSAQIRZKANQN-CRCLSJGQSA-N 0.000 description 1
- WEEOFHJAGVFCFD-UHFFFAOYSA-N 2-n-chlorobenzene-1,2-diamine Chemical class NC1=CC=CC=C1NCl WEEOFHJAGVFCFD-UHFFFAOYSA-N 0.000 description 1
- KJAAWBYLNVBKPI-UHFFFAOYSA-N 2-n-methoxybenzene-1,2-diamine Chemical class CONC1=CC=CC=C1N KJAAWBYLNVBKPI-UHFFFAOYSA-N 0.000 description 1
- FLROJJGKUKLCAE-UHFFFAOYSA-N 3-amino-2-methylphenol Chemical class CC1=C(N)C=CC=C1O FLROJJGKUKLCAE-UHFFFAOYSA-N 0.000 description 1
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 1
- 241000700198 Cavia Species 0.000 description 1
- RFSUNEUAIZKAJO-VRPWFDPXSA-N D-Fructose Natural products OC[C@H]1OC(O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-VRPWFDPXSA-N 0.000 description 1
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 description 1
- ZAQJHHRNXZUBTE-NQXXGFSBSA-N D-ribulose Chemical compound OC[C@@H](O)[C@@H](O)C(=O)CO ZAQJHHRNXZUBTE-NQXXGFSBSA-N 0.000 description 1
- MSWZFWKMSRAUBD-SVZMEOIVSA-N D-talosamine Chemical compound N[C@@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O MSWZFWKMSRAUBD-SVZMEOIVSA-N 0.000 description 1
- ZAQJHHRNXZUBTE-UHFFFAOYSA-N D-threo-2-Pentulose Natural products OCC(O)C(O)C(=O)CO ZAQJHHRNXZUBTE-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
- LKDRXBCSQODPBY-AMVSKUEXSA-N L-(-)-Sorbose Chemical compound OCC1(O)OC[C@H](O)[C@@H](O)[C@@H]1O LKDRXBCSQODPBY-AMVSKUEXSA-N 0.000 description 1
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 description 1
- CZMRCDWAGMRECN-UHFFFAOYSA-N Rohrzucker Natural products OCC1OC(CO)(OC2OC(CO)C(O)C(O)C2O)C(O)C1O CZMRCDWAGMRECN-UHFFFAOYSA-N 0.000 description 1
- DRUQKRWRXOUEGS-NGERZBJRSA-N Samin Chemical compound C1=C2OCOC2=CC([C@H]2OC[C@H]3[C@@H]2CO[C@@H]3O)=C1 DRUQKRWRXOUEGS-NGERZBJRSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- IAJILQKETJEXLJ-RSJOWCBRSA-N aldehydo-D-galacturonic acid Chemical compound O=C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-RSJOWCBRSA-N 0.000 description 1
- PNNNRSAQSRJVSB-BXKVDMCESA-N aldehydo-L-rhamnose Chemical compound C[C@H](O)[C@H](O)[C@@H](O)[C@@H](O)C=O PNNNRSAQSRJVSB-BXKVDMCESA-N 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- AEMOLEFTQBMNLQ-WAXACMCWSA-N alpha-D-glucuronic acid Chemical compound O[C@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O AEMOLEFTQBMNLQ-WAXACMCWSA-N 0.000 description 1
- 229940075861 ammonium thioglycolate Drugs 0.000 description 1
- 239000007864 aqueous solution Substances 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
- AEMOLEFTQBMNLQ-UHFFFAOYSA-N beta-D-galactopyranuronic acid Natural products OC1OC(C(O)=O)C(O)C(O)C1O AEMOLEFTQBMNLQ-UHFFFAOYSA-N 0.000 description 1
- MSWZFWKMSRAUBD-QZABAPFNSA-N beta-D-glucosamine Chemical compound N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-QZABAPFNSA-N 0.000 description 1
- 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 1
- 238000004061 bleaching Methods 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- AEMOLEFTQBMNLQ-YBSDWZGDSA-N d-mannuronic acid Chemical compound O[C@@H]1O[C@@H](C(O)=O)[C@H](O)[C@@H](O)[C@H]1O AEMOLEFTQBMNLQ-YBSDWZGDSA-N 0.000 description 1
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 229960003017 maltose monohydrate Drugs 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- AXKVOSSFZLZIDC-UHFFFAOYSA-N n,n-diaminoaniline Chemical class NN(N)C1=CC=CC=C1 AXKVOSSFZLZIDC-UHFFFAOYSA-N 0.000 description 1
- FYTRVVJHEWUARG-UHFFFAOYSA-N n-(2-aminophenyl)nitramide Chemical class NC1=CC=CC=C1N[N+]([O-])=O FYTRVVJHEWUARG-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 229920001542 oligosaccharide Polymers 0.000 description 1
- 150000002482 oligosaccharides Chemical class 0.000 description 1
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- ZZYXNRREDYWPLN-UHFFFAOYSA-N pyridine-2,3-diamine Chemical class NC1=CC=CN=C1N ZZYXNRREDYWPLN-UHFFFAOYSA-N 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N tolylenediamine group Chemical group CC1=C(C=C(C=C1)N)N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 150000004043 trisaccharides Chemical class 0.000 description 1
- 230000002747 voluntary effect Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
-
- 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
- A61Q5/10—Preparations for permanently dyeing the hair
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は染毛剤第1液組成物に関する。さらに詳しくは
感作性の少ない染毛剤第1液組成物に関する・
従来、アミン系酸化染料としてパラフェニレンラーとし
てレゾルシン、ピロカテコール等ヲ配合した第1液と過
酸化水素水を配合した第2液よりなるz波型染毛剤は・
染めた毛髪が色調のよいこて
と、シャンプー等によっ≠脱色しにくいこと、長持ちす
ること等の長所を有するため最も広く実用化され賞用さ
れている。しかし、一方、筆記アミン系酸化染料、特に
パラフェニレンジアミンおよびパラトルイレンジアミン
は人によっては感作性を有し、染毛処理に際しては注意
を払わなければならないという欠点があった。そこで、
この感作性を低減させるべく・例えば添加剤によ】防止
、抑制を図る等種々の方策が案出されているが、いジア
ミンと力、ブラー(レゾルシン・カテコール等)を1:
1(重量比)で混合すれば感作性は著しく低下すると報
告されているが、中#本発明者らが追試してみたところ
、感作者の低下効果は本発明と比較して著しく劣るもの
である。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a hair dye first liquid composition. More specifically, it relates to a hair dye first liquid composition with low sensitization. Conventionally, the first liquid contains resorcinol, pyrocatechol, etc. as an amine-based oxidation dye and paraphenylene dye, and the second liquid contains a hydrogen peroxide solution. Z wave type hair dye consisting of liquid is...
It is most widely put into practical use and prized because it has the advantages of giving dyed hair a good tone, being resistant to bleaching with shampoo, etc., and being long-lasting. However, on the other hand, writing amine-based oxidative dyes, particularly para-phenylene diamine and para-tolylene diamine, have a sensitizing effect on some people and have the disadvantage that care must be taken when dyeing hair. Therefore,
In order to reduce this sensitization, various measures have been devised to prevent or suppress it (for example, by using additives).
It has been reported that sensitization is significantly reduced when mixed at a ratio of 1 (weight ratio), but when the present inventors conducted additional tests, the effect of reducing sensitization was significantly inferior to that of the present invention. It is.
本発明者らは、前記2液型染毛剤の長所をそのまま残し
、かつ感作性の極めて少ないものを得るべく鋭意研究し
た結果、本発明を達成した。The present inventors have achieved the present invention as a result of intensive research to obtain a product with extremely low sensitization while retaining the advantages of the two-component hair dye.
すなわち・本発明は・(a)アミン系酸化染料と、(b
)単糖および2糖よりなる群から選ばれた1種又は2種
以上とを含有することを特徴とする染毛剤第1液組成物
である。That is, the present invention comprises: (a) an amine-based oxidation dye; and (b)
) A hair dye first liquid composition containing one or more selected from the group consisting of monosaccharides and disaccharides.
本発明で用いる(1)成分、すなわちアミン系酸化染料
としてはアミノニトロフェノール類、アミノフェノール
類、フェニレンジアミン類、ジアミノアントラキノン類
、ジアミノピリジン類、ジフェニルアミン類、トルイレ
ンジアミン類、ニトロフェニレンジアミン類、アミノク
レゾール類、クロルフェニレンジアミン類、メトキシフ
ェニレンジアミン類、ジアミノフェニルアミン類、N−
フェニルフェニレンジアミン類及び・それらの塩酸塩又
は硫酸塩等が公知の物質であり、市販の染毛剤第1液中
には・これらのうち少なくとも1種または2種が配合さ
れている。Component (1) used in the present invention, that is, the amine-based oxidation dyes include aminonitrophenols, aminophenols, phenylenediamines, diaminoanthraquinones, diaminopyridines, diphenylamines, tolylenediamines, nitrophenylenediamines, Aminocresols, chlorphenylenediamines, methoxyphenylenediamines, diaminophenylamines, N-
Phenylphenylene diamines and their hydrochlorides or sulfates are known substances, and at least one or two of these are blended into the first liquid of commercially available hair dyes.
配合量は一般的には、染毛剤第1液組成物全量中の0.
0025 wt%〜3wt%である。The blending amount is generally 0.00% of the total amount of the first liquid hair dye composition.
0025 wt% to 3 wt%.
本発明で用いる(b)成分は、上記アミン系酸化染料類
の感作性を著しく低下せしめるもので、単糖および2糖
の化合物群である。より具体的には、単糖としてはL−
アラピアース、D−キシロース、D−リボース、2−デ
オキシ−D−リボース、D−リブロース等に代表される
ペントース(五炭糖)類と、D−ガラクトース、D−グ
ルフース、D−マンノース、D−クロース、D−フルク
トース、L−ソルボース等のヘキソース(六炭糖>m・
L−7コース、L−ラムノース、D−ジキトキソー令
スーD−ボアビノース等のメ傘ル糖類、D−グルコサミ
ン、D−ガラクトサミン、D−タロサミン、D−マン/
サミン等のアミノ糖類およびD−グルクロン酸・ガラク
ツロン酸、D−マンヌロン酸等のウロン酸類・2糖とし
てはβ−D−フルクトフラノシルーα−D−グルコピラ
ノシド(シュークロース)、a−o−α−D−グルコピ
ラノシルーD−グルコース(マルトース)、a−o−β
−り一ガラクトビラノシルーD−グルコース(ラクトー
ス)おJ:び4−o−β−D−グルコピラノシルーD−
グルコース(ゲンチオビオース)等を例示することがで
きる。本発明においては上記(b)成分の中から任意の
1種または2種以上が選ばれて用いられる。Component (b) used in the present invention is a group of monosaccharide and disaccharide compounds that significantly reduce the sensitization properties of the above-mentioned amine-based oxidative dyes. More specifically, the monosaccharide is L-
Pentose (pentose) represented by arapias, D-xylose, D-ribose, 2-deoxy-D-ribose, D-ribulose, etc., D-galactose, D-glufus, D-mannose, D-close , D-fructose, L-sorbose, and other hexoses (hexose>m・
Mechanical sugars such as L-7cose, L-rhamnose, D-dikitoxo-D-boabinose, D-glucosamine, D-galactosamine, D-talosamine, D-man/
Amino sugars such as samin, uronic acids such as D-glucuronic acid, galacturonic acid, and D-mannuronic acid, and disaccharides include β-D-fructofuranosyl-α-D-glucopyranoside (sucrose), a-o-α -D-glucopyranosyl-D-glucose (maltose), a-o-β
-Ri-1 galactobyranosyl-D-glucose (lactose) and 4-o-β-D-glucopyranosyl-D-
Examples include glucose (gentiobiose) and the like. In the present invention, one or more of the above components (b) may be selected and used.
上記(a)成分、すなわちアミン系酸化染料類の1種ま
たは2種以上の総量に対する上記(b)成分の1種また
は2種以上の総量はモル比で1:07〜40であり、よ
り好ましくは1:1〜2である。07倍モル未満では本
発明の効果が発揮されず、4倍モルを超える多量を配合
すると染着性が低下する等の好ましくない現象が発生す
る。The molar ratio of the total amount of one or more of the component (b) to the total amount of the one or more of the amine oxidation dyes, which is the component (a), is more preferably 1:07 to 40. is 1:1-2. If the amount is less than 0.7 times the mole, the effect of the present invention will not be exhibited, and if the amount exceeds 4 times the mole, undesirable phenomena such as a decrease in dyeability will occur.
本発明において用いられる上記(b) rfiJ分中、
単糖ではb−アラビノース、D−キシロース、D−グル
コースが最も広く大量に存在1し安価でもあり、感作性
低減効果の点でも好ましい。他の単糖も充分に本発明の
主旨とする(&)成分の感作性低下効果を有するが、い
ずれも遊離単糖として少量しか存在せず、極めて高価な
ため、上記3つの単糖を用し安価でもあるゆえに好まし
く、特にマルトース、ラクトースが感作性低減効果の点
で好ましい。In the above (b) rfiJ minute used in the present invention,
Among the monosaccharides, b-arabinose, D-xylose, and D-glucose are most widely present in large amounts1, are inexpensive, and are preferable in terms of their sensitization-reducing effect. Although other monosaccharides have the effect of reducing the sensitization of the (&) component that is the gist of the present invention, they exist only in small amounts as free monosaccharides and are extremely expensive. It is preferable because it is easy to use and inexpensive, and maltose and lactose are particularly preferable in terms of their sensitization-reducing effect.
2糖以上の少糖、多糖も(a)成分の減作性を低下させ
るが、その低下率が顕著でなく、又染着性も低下させる
。Oligosaccharides and polysaccharides having two or more saccharides also reduce the ability to reduce the yield of component (a), but the rate of reduction is not significant and they also reduce dyeing properties.
特に多糖は、染毛剤第1液の粘性を著しく高め、なかに
は溶解しにくいものも多く存在し本発明より除外した。In particular, polysaccharides significantly increase the viscosity of the first liquid hair dye, and many of them are difficult to dissolve, so they were excluded from the present invention.
本発明の染毛剤第1液組成物に係る商業的製品の調製は
、顕色剤として前記(a+酸成分加えて、前記(’bl
成分の一種または2種以上を配合すること以外について
は、公知の2液型染毛剤と同様な調整技術を駆使するこ
とによってなし得る。又、本発明の染毛剤第1液組成物
中には(a)成分、(b)成分以外にポリオキシエチレ
ンアリルエーテル、ポリオキシエチレンアルキルエーテ
ル、ハイドロオキシルコール、レゾルシン、ピロカテコ
ール等の力。The preparation of a commercial product according to the hair dye first liquid composition of the present invention involves adding the above (a+acid component) as a color developer, and adding the above ('bl
Other than blending one or more of the components, it can be achieved by making full use of the same adjustment techniques as those for known two-component hair dyes. In addition to the components (a) and (b), the first liquid composition of the hair dye of the present invention contains polyoxyethylene allyl ether, polyoxyethylene alkyl ether, hydroxyl alcohol, resorcinol, pyrocatechol, and the like. .
ブラー、染料安定化剤、アンモニア水、香料など必要に
応じて、本発明の効果を損なわない量的、質的範囲内で
配合できる。Blur, dye stabilizer, aqueous ammonia, fragrance, etc. can be added as necessary within a quantitative and qualitative range that does not impair the effects of the present invention.
次に実験例により、本発明の染毛剤第1液組成物の感作
性低減効果を示す。Next, the sensitization-reducing effect of the first liquid hair dye composition of the present invention will be shown by experimental examples.
実験例
試験法;マキシミゼーション試験法に準じ、バラフェニ
レンジアミン(以下PPDと略す)あるいはバラトルイ
レンジアミン(以下PTDと略t)0.1モル(PPD
の場合1.08wt%、PTDの場合1.22wt%)
水溶液でモルモ、7トに感作誘導処置を行った。感作誘
発操作は、PPD感作処置群に対してはPPD O,2
モル溶液に(b)成分を添加溶解し、さらにこの溶液に
同容量の過酸化水素水を混合したもので行った〇コント
ロールとしてはfb)成分を添加しないものをとった。Experimental example Test method: According to the maximization test method, 0.1 mol of baraphenylenediamine (hereinafter abbreviated as PPD) or baratolylenediamine (hereinafter abbreviated as PTD) (PPD)
1.08wt% for PTD, 1.22wt% for PTD)
Seven guinea pigs were subjected to sensitization induction treatment using an aqueous solution. The sensitization induction operation was performed using PPD O,2 for the PPD sensitization treatment group.
Component (b) was added and dissolved in a molar solution, and this solution was further mixed with the same volume of hydrogen peroxide. As a control, component fb) was not added.
PTD感作処置群に対しCもPTD O,15モル溶液
に同゛様の操作を行なった。なお、感作誘導、誘発処置
はバラトルインジアミンサルフェート(以下PTDSと
略す)で実施した。For the PTD sensitized group, C was subjected to the same operation using a 15 molar solution of PTDO. In addition, sensitization induction and induction treatment were carried out using balatoluindiamine sulfate (hereinafter abbreviated as PTDS).
各々の反応についてコントロールの感作性反応(陽性率
と反応の強さ)を100として比較評価した。結果を表
−1および2に示す。Each reaction was compared and evaluated by setting the sensitization reaction (positive rate and reaction strength) of the control as 100. The results are shown in Tables 1 and 2.
(b)成分が(a)成分の感作性を低化させる効果に優
れていることは明確である。It is clear that component (b) has an excellent effect of reducing the sensitization of component (a).
(以下余白)
表−1
表−2
次に本発明の実施例を示す。本発明はこれにより限定さ
れるものではない。(The following is a blank space) Table-1 Table-2 Next, examples of the present invention are shown. The present invention is not limited thereby.
実施例1 パラフェニレンジアミン z16(重量幻り
−グルフース 7.21
アンモニア水 200
チオグリコール酸アンモニウム塩 1.00イオン交換
水 87.63
実施例2 パラフェニレンジアミン a16(重量%)
D−キシロース 640
アンモニア水 2+00
チオグリコール酸アンモニウム塩 LOOイオン交換水
8a44
実施例3 パラフェニレンジアミン zlsa(fif
fi%)L−アラビノース 640
アンモニア水 200
チオグリコール酸アンモニウム塩 LOOイオン交換水
8a44
実施例4 パラフェニレンジアミン 2.16 (重量
%)マルトース1水塩 1440
アンモニア水 200
チオグリ〉、−ル酸アンモニウム塩 LOOイオン交換
水 80.44
実fiffi例5 パラフェニレンジアミン z11f
i量%)D−グルコース 3.61
ラクトース 684
アンモニア水 Zo。Example 1 Paraphenylenediamine z16 (weight phantom - glufus 7.21 Ammonia water 200 Ammonium thioglycolate salt 1.00 Ion exchange water 87.63 Example 2 Paraphenylenediamine a16 (wt%)
D-xylose 640 Aqueous ammonia 2+00 Ammonium thioglycolic acid salt LOO ion exchange water 8a44 Example 3 Paraphenylenediamine zlsa (fif
fi%) L-arabinose 640 Aqueous ammonia 200 Ammonium thioglycolate LOO Ion-exchanged water 8a44 Example 4 Paraphenylenediamine 2.16 (% by weight) Maltose monohydrate 1440 Aqueous ammonia 200 Thioglycolic acid ammonium salt LOO Ion exchange water 80.44 Actual fiffi example 5 paraphenylenediamine z11f
i amount%) D-glucose 3.61 Lactose 684 Ammonia water Zo.
チオグリコール酸アンモニウム塩 1.00イオン交換
水 8439
実施例6 パラトルイレンジアミン &44 (i量%
)D−グルコース 7.21
アンモニア水 200
チオグリコール酸アンモニウム塩 1−00イオン交換
水 8735
実施例7 パラトルイレンジアミン 244 (mm%
)L−アラビノース 6.4Q
イオン交換水 8a16
(以下余白)
実施例8 4重量%)
パラトルイレンジアミン 244
D−キシロース 4.80
シユークロース 3.42
アンモニア水 2.o。Thioglycolic acid ammonium salt 1.00 Ion exchange water 8439 Example 6 Para-toluylene diamine &44 (i amount %
) D-glucose 7.21 Aqueous ammonia 200 Ammonium thioglycolic acid salt 1-00 Ion exchange water 8735 Example 7 Paratolylenediamine 244 (mm%
) L-arabinose 6.4Q Ion-exchanged water 8a16 (blank below) Example 8 4% by weight) Para-toluylene diamine 244 D-xylose 4.80 Seuucrose 3.42 Aqueous ammonia 2. o.
チオグリコール酸アンモニウム塩1.o。Thioglycolic acid ammonium salt 1. o.
イオン交換水 86.34
実施例9 (重量%)
パラトルイレンジアミン &44
レゾルシン Z20
D−グルコース 7.21
マルトースl水塩 3.60
アンモニア水 2.00
チオグリコール酸アンモニウム塩 1.00イオン交換
水 8155
実施例10(重量%)
パラフェニレンジアミン 250
パラアミノフエノール 0.10
レゾルシン 0.50
D−グルコース &50
プロピレングリコール 15.00
イソプロピルアルコール 10.00
ポリオキシエチレンアリルエ〜チル 20.00ステア
リン酸 5.00
アンモニア水 10.00
イオン交換水 28.40
実施例11 <重M%)
パラトルイレンジアミン 244
パラメトキシフエノ〜” 0.20
レゾルシン 1.10
D−グルコース 10.80
アルキルベンゼンスルポネ〜ト03゜
グリ七リン 10.00
ステアリルアルコール 10.00
セチルアルコール 5.00
ポリオキシソルビタンモノオレート 15.00ステア
リン酸 10.00
イオン交換水 3466
香料 0.50
実施例1〜11は感作性が低く、染毛効果も優れた染毛
剤第1液であった・
特許出願人 株式会社 資生堂
手続補正書(自発)
昭和58年3月14日
1、事件の表示
昭和58年特許願第135434号
2、発明の名称
染毛剤第1液組成物
3、補正をする者
騙
4、補正の対象
明細書の発明の詳細な説明の欄
5、補正の内容
(1)明細書第6頁第4行目「2糖」とあるを、「3糖
」と補正します。Ion-exchanged water 86.34 Example 9 (% by weight) Paratoluylene diamine &44 Resorcin Z20 D-glucose 7.21 Maltose l hydrate 3.60 Aqueous ammonia 2.00 Ammonium thioglycolate salt 1.00 Ion-exchanged water 8155 Example 10 (wt%) Para-phenylene diamine 250 Para-aminophenol 0.10 Resorcinol 0.50 D-glucose &50 Propylene glycol 15.00 Isopropyl alcohol 10.00 Polyoxyethylene allyl ethyl 20.00 Stearic acid 5.00 Ammonia Water 10.00 Ion-exchanged water 28.40 Example 11 <weight M%) Paratolylenediamine 244 Paramethoxyphenol 0.20 Resorcinol 1.10 D-glucose 10.80 Alkylbenzenesulfone 03° Gly7rin 10.00 Stearyl alcohol 10.00 Cetyl alcohol 5.00 Polyoxysorbitan monooleate 15.00 Stearic acid 10.00 Ion-exchanged water 3466 Fragrance 0.50 Examples 1 to 11 have low sensitization and are resistant to dyeing. It was the first solution of hair dye with excellent hair effect. Patent applicant: Shiseido Co., Ltd. Procedural amendment (voluntary) March 14, 1981 1, Incident indication 1982 Patent Application No. 135434 2, Invention Name of Hair Dye First Liquid Composition 3, Amendr's Deception 4, Detailed Description of the Invention in the Specification Subject to Amendment 5, Contents of Amendment (1) Page 6, Line 4 of the Specification, `` Correct the text "disaccharide" to "trisaccharide".
(2)明細書第6頁第4行目「減作性」とあるを、「感
作性」と補正します。(2) In the 4th line of page 6 of the specification, the word "crop reduction" will be corrected to "sensitization".
Claims (3)
糖よりなる群から選ばれた1種又は2種以上とを含有す
ることを特徴とする染毛剤第1液組成物。(1) (a) amine oxidation dye and (b) monosaccharide and 2
A hair dye first liquid composition comprising one or more selected from the group consisting of sugars.
、アミノ糖又はウロン酸類である特許請求の範囲第1項
記載の染毛剤第1液組成物。(2) The hair dye first liquid composition according to claim 1, wherein the monosaccharide is a pentose, hexose, methyl sugar, amino sugar, or uronic acid.
ス又はゲンチオビオースである特許請求の範囲第1項又
は第2項記載の染毛剤第1液組成物。(3) The hair dye first liquid composition according to claim 1 or 2, wherein ill is maltose, lactose, sucrose, or gentiobiose.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP13543483A JPS6028912A (en) | 1983-07-25 | 1983-07-25 | First liquid composition of hairdye |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP13543483A JPS6028912A (en) | 1983-07-25 | 1983-07-25 | First liquid composition of hairdye |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6028912A true JPS6028912A (en) | 1985-02-14 |
JPH0445489B2 JPH0445489B2 (en) | 1992-07-27 |
Family
ID=15151627
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP13543483A Granted JPS6028912A (en) | 1983-07-25 | 1983-07-25 | First liquid composition of hairdye |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6028912A (en) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5560750A (en) * | 1990-05-08 | 1996-10-01 | Preemptive Advertising, Inc. | Compositions and methods for altering the color of hair |
JP2001302470A (en) * | 2000-04-20 | 2001-10-31 | Pola Chem Ind Inc | Hair-dyeing composition |
EP1428508A1 (en) * | 2002-12-13 | 2004-06-16 | L'oreal | Dyeing composition comprising a tertiary paraphenylenediamine containing a pyrrolidine, and a monosaccharide or disaccharide ; method and use |
JP2004256411A (en) * | 2003-02-25 | 2004-09-16 | Cac:Kk | Oxidative hair dye |
JP2007191475A (en) * | 2005-12-21 | 2007-08-02 | Hoyu Co Ltd | Fiber-treating agent composition |
JP2008163037A (en) * | 2000-07-11 | 2008-07-17 | Oreal Sa | Use of C3-C5 monosaccharides to protect keratin fibers |
JP2010077105A (en) * | 2008-09-24 | 2010-04-08 | Sanei Kagaku Kk | Acidic hair dye |
US7951209B2 (en) | 2000-12-22 | 2011-05-31 | L'oreal | Composition for the oxidation dyeing of keratin fibres, comprising at least one 4,5-or 3,4-diaminopyrazole or a triaminopyrazole and at least one selected carbonyl compound, and dyeing process |
FR2966726A1 (en) * | 2010-11-02 | 2012-05-04 | Oreal | FOAM COLORING COMPOSITION COMPRISING MONO OR SACCHARIDE |
JP2013511512A (en) * | 2009-11-19 | 2013-04-04 | アモーレパシフィック コーポレイション | Composition for alleviating skin irritation with dyes |
-
1983
- 1983-07-25 JP JP13543483A patent/JPS6028912A/en active Granted
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5560750A (en) * | 1990-05-08 | 1996-10-01 | Preemptive Advertising, Inc. | Compositions and methods for altering the color of hair |
JP2001302470A (en) * | 2000-04-20 | 2001-10-31 | Pola Chem Ind Inc | Hair-dyeing composition |
JP2008163037A (en) * | 2000-07-11 | 2008-07-17 | Oreal Sa | Use of C3-C5 monosaccharides to protect keratin fibers |
US7951209B2 (en) | 2000-12-22 | 2011-05-31 | L'oreal | Composition for the oxidation dyeing of keratin fibres, comprising at least one 4,5-or 3,4-diaminopyrazole or a triaminopyrazole and at least one selected carbonyl compound, and dyeing process |
EP1428508A1 (en) * | 2002-12-13 | 2004-06-16 | L'oreal | Dyeing composition comprising a tertiary paraphenylenediamine containing a pyrrolidine, and a monosaccharide or disaccharide ; method and use |
FR2848442A1 (en) * | 2002-12-13 | 2004-06-18 | Oreal | TINCTORIAL COMPOSITION COMPRISING CATIONIC TERTIARY PARAPHENYLENEDIAMINE AND MONOSACCHARIDE OR DISACCHARIDE, METHODS AND USES |
JP2004256411A (en) * | 2003-02-25 | 2004-09-16 | Cac:Kk | Oxidative hair dye |
JP2007191475A (en) * | 2005-12-21 | 2007-08-02 | Hoyu Co Ltd | Fiber-treating agent composition |
JP2010077105A (en) * | 2008-09-24 | 2010-04-08 | Sanei Kagaku Kk | Acidic hair dye |
JP2013511512A (en) * | 2009-11-19 | 2013-04-04 | アモーレパシフィック コーポレイション | Composition for alleviating skin irritation with dyes |
FR2966726A1 (en) * | 2010-11-02 | 2012-05-04 | Oreal | FOAM COLORING COMPOSITION COMPRISING MONO OR SACCHARIDE |
WO2012059407A1 (en) * | 2010-11-02 | 2012-05-10 | L'oreal | Foam dye composition comprising a monosaccharide or disaccharide |
Also Published As
Publication number | Publication date |
---|---|
JPH0445489B2 (en) | 1992-07-27 |
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