JP2015501284A - 酸化染色からの脱色方法 - Google Patents
酸化染色からの脱色方法 Download PDFInfo
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- JP2015501284A JP2015501284A JP2014522163A JP2014522163A JP2015501284A JP 2015501284 A JP2015501284 A JP 2015501284A JP 2014522163 A JP2014522163 A JP 2014522163A JP 2014522163 A JP2014522163 A JP 2014522163A JP 2015501284 A JP2015501284 A JP 2015501284A
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- 238000000034 method Methods 0.000 title claims abstract description 83
- 230000003647 oxidation Effects 0.000 title claims description 7
- 238000007254 oxidation reaction Methods 0.000 title claims description 7
- 238000004042 decolorization Methods 0.000 title claims description 6
- 238000004043 dyeing Methods 0.000 title description 11
- 239000000203 mixture Substances 0.000 claims abstract description 247
- 230000001590 oxidative effect Effects 0.000 claims abstract description 47
- 239000002243 precursor Substances 0.000 claims abstract description 24
- 239000012038 nucleophile Substances 0.000 claims abstract description 18
- 230000002378 acidificating effect Effects 0.000 claims abstract description 16
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000011593 sulfur Substances 0.000 claims abstract description 15
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 18
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 16
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 9
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- NYYSPVRERVXMLJ-UHFFFAOYSA-N 4,4-difluorocyclohexan-1-one Chemical compound FC1(F)CCC(=O)CC1 NYYSPVRERVXMLJ-UHFFFAOYSA-N 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- RYYXDZDBXNUPOG-UHFFFAOYSA-N 4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine;dihydrochloride Chemical compound Cl.Cl.C1C(N)CCC2=C1SC(N)=N2 RYYXDZDBXNUPOG-UHFFFAOYSA-N 0.000 claims description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- MDHRKTMFBQWLPG-UHFFFAOYSA-N amino(oxo)methanesulfinic acid Chemical compound NC(=O)S(O)=O MDHRKTMFBQWLPG-UHFFFAOYSA-N 0.000 claims description 3
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- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 claims description 2
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- 239000013626 chemical specie Substances 0.000 claims description 2
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
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- HVYJSOSGTDINLW-UHFFFAOYSA-N 2-[dimethyl(octadecyl)azaniumyl]acetate Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)CC([O-])=O HVYJSOSGTDINLW-UHFFFAOYSA-N 0.000 description 4
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- 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 4
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 4
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 4
- -1 amino, hydroxy Chemical group 0.000 description 4
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- 235000010323 ascorbic acid Nutrition 0.000 description 4
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- 238000004061 bleaching Methods 0.000 description 4
- 239000000872 buffer Substances 0.000 description 4
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 4
- 229960004106 citric acid Drugs 0.000 description 4
- 235000015165 citric acid Nutrition 0.000 description 4
- 230000003750 conditioning effect Effects 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 229940094506 lauryl betaine Drugs 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- DVEKCXOJTLDBFE-UHFFFAOYSA-N n-dodecyl-n,n-dimethylglycinate Chemical compound CCCCCCCCCCCC[N+](C)(C)CC([O-])=O DVEKCXOJTLDBFE-UHFFFAOYSA-N 0.000 description 4
- 150000007524 organic acids Chemical class 0.000 description 4
- 239000003755 preservative agent Substances 0.000 description 4
- 229940057950 sodium laureth sulfate Drugs 0.000 description 4
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 4
- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
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- 229910052751 metal Inorganic materials 0.000 description 3
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- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 2
- SQXSZTQNKBBYPM-UHFFFAOYSA-N 2-[docosyl(dimethyl)azaniumyl]acetate Chemical compound CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)CC([O-])=O SQXSZTQNKBBYPM-UHFFFAOYSA-N 0.000 description 2
- ORSNBKYMVMPQIX-UHFFFAOYSA-N 20,20-diethyldocosan-3-ylazanium sulfate Chemical compound S(=O)(=O)([O-])[O-].C(C)C(CCCCCCCCCCCCCCCCC(CC)(CC)CC)[NH3+].C(C)C(CCCCCCCCCCCCCCCCC(CC)(CC)CC)[NH3+] ORSNBKYMVMPQIX-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- FCUJQGVKFCRBRN-UHFFFAOYSA-M C[N+](C)(C)C.CCCCCCCCCCCCCCCCCCOS([O-])(=O)=O Chemical compound C[N+](C)(C)C.CCCCCCCCCCCCCCCCCCOS([O-])(=O)=O FCUJQGVKFCRBRN-UHFFFAOYSA-M 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- PNKUSGQVOMIXLU-UHFFFAOYSA-N Formamidine Chemical compound NC=N PNKUSGQVOMIXLU-UHFFFAOYSA-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
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 2
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
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- BUUPQKDIAURBJP-UHFFFAOYSA-N sulfinic acid Chemical compound OS=O BUUPQKDIAURBJP-UHFFFAOYSA-N 0.000 description 1
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- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
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- 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
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- A—HUMAN NECESSITIES
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- 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
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
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- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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Abstract
Description
(a)毛髪を、硫黄含有求核剤またはその前駆体を含む組成物と接触させるステップと、
(b)毛髪を酸性組成物と接触させるステップと、
(c)毛髪を酸化性組成物と接触させるステップと、
を含み、ステップ(a)とステップ(b)との間にすすぎステップがないことを特徴とする、方法が提供される。
(i)硫黄含有求核剤もしくはその前駆体を含む第1の組成物、またはそのような組成物を提供するための手段と、
(ii)第2の酸性組成物と、
(iii)第3の酸化性組成物と、
を含むキットが提供される。
本実施例において、毛髪の色は、天然色の標準対照試料を示すチャートを参照することによって評価した。チャート上のレベル1は真っ黒の毛髪であり、レベル10は非常に明るいブロンドである。
淡褐色の毛髪を、実施例1に記載した同じ方法を用いてレベル9〜10となるように漂白した。
淡褐色の毛髪の試料を、実施例1に記載した同じ方法を用いてレベル9〜10となるように漂白した。
淡褐色の毛髪の試料を、実施例1に記載した同じ方法を用いてレベル9〜10となるように漂白した。
淡褐色の毛髪の試料を、実施例1に記載した同じ方法を用いてレベル9〜10となるように漂白した。
淡褐色の毛髪の試料を、実施例1に記載した同じ方法を用いてレベル9〜10となるように漂白した。
淡褐色の毛髪の試料を、実施例1に記載した同じ方法を用いてレベル9〜10となるように漂白した。
淡褐色の毛髪の試料を、実施例1に記載した同じ方法を用いてレベル9〜10となるように漂白した。
Claims (11)
- 酸化染色された毛髪を脱色する方法において、前記方法は、
(a)前記毛髪を、硫黄含有求核剤またはその前駆体を含む組成物と接触させるステップと、
(b)前記毛髪を酸性組成物と接触させるステップと、
(c)前記毛髪を酸化性組成物と接触させるステップと、
を含み、ステップ(a)とステップ(b)との間にすすぎステップがないことを特徴とする、方法。 - 請求項1に記載の方法において、ステップ(a)が、前記毛髪を、チオシアネート、チオグリコール酸、チオカルバメート、カルバモイルスルフィン酸、チオエタノールならびにそれらの混合物および/または塩から選択される硫黄含有求核剤と接触させることを含むことを特徴とする方法。
- 請求項1に記載の方法において、ステップ(a)が、前記毛髪を二酸化チオ尿素またはヒドロ亜硫酸ナトリウムと接触させることを含むことを特徴とする方法。
- 請求項1に記載の方法において、ステップ(a)が、前記毛髪を式HSO2 −+Mのスルホキシル酸の塩と接触させることを含み、式中Mは、水素、アルカリ金属または第四級アンモニウム化学種から選択されることを特徴とする、方法。
- 請求項1乃至4の何れか1項に記載の方法において、ステップ(a)で使用される前記組成物が、チオグリコール酸を含むことを特徴とする方法。
- 請求項5に記載の方法において、ステップ(a)で使用される前記組成物が、チオグリコール酸およびホルムアミジンスルフィン酸を含むことを特徴とする方法。
- 請求項1乃至6の何れか1項に記載の方法において、ステップ(a)で使用される前記組成物が、尿素を含むことを特徴とする方法。
- 請求項1乃至7の何れか1項に記載の方法において、ステップ(b)で使用される前記組成物が、還元性組成物であることを特徴とする方法。
- 請求項1乃至8の何れか1項に記載の方法において、前記毛髪を、ステップ(b)に続いて熱水ですすぎ、次いでステップ(c)で使用される前記酸化性組成物と接触させることを特徴とする方法。
- 請求項1乃至9の何れか1項に記載の方法において、ステップ(c)で使用される前記組成物が、過酸化水素を含むことを特徴とする方法。
- 酸化染色された毛髪の脱色のためのキットにおいて、前記キットは、
(i)硫黄含有求核剤もしくはその前駆体を含む第1の組成物、またはそのような組成物を提供するための手段と、
(ii)第2の酸性組成物と、
(iii)第3の酸化性組成物と、
を含むことを特徴とする、キット。
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GB1113087.9 | 2011-07-29 | ||
GB1113087.9A GB2493207B (en) | 2011-07-29 | 2011-07-29 | Method |
PCT/GB2012/051839 WO2013017862A2 (en) | 2011-07-29 | 2012-07-27 | Method |
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US (1) | US20140190508A1 (ja) |
EP (1) | EP2736481B1 (ja) |
JP (1) | JP6179992B2 (ja) |
CN (1) | CN103841948A (ja) |
AU (1) | AU2012291882A1 (ja) |
BR (1) | BR112014001972A2 (ja) |
CA (1) | CA2842556A1 (ja) |
GB (1) | GB2493207B (ja) |
MX (1) | MX2014000992A (ja) |
WO (1) | WO2013017862A2 (ja) |
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GB2513319A (en) * | 2013-04-22 | 2014-10-29 | Perachem Ltd | Hair treatment kit |
DE102014213317A1 (de) * | 2014-07-09 | 2016-01-14 | Henkel Ag & Co. Kgaa | Verbesserte Entfärbung von gefärbten keratinischen Fasern |
DE102015222216A1 (de) | 2015-11-11 | 2017-05-11 | Henkel Ag & Co. Kgaa | Reduktiver Farbabzug mit Sulfinsäure-Derviaten in Pastenform |
DE102015222215A1 (de) * | 2015-11-11 | 2017-05-11 | Henkel Ag & Co. Kgaa | Verbesserte Entfärbung von gefärbten keratinischen Fasern |
DE102015222214A1 (de) * | 2015-11-11 | 2017-05-11 | Henkel Ag & Co. Kgaa | Verbesserte Entfärbung von gefärbten keratinischen Fasern |
DE102016209980A1 (de) | 2016-06-07 | 2017-12-07 | Henkel Ag & Co. Kgaa | "Nachbehandlungsmittel für die reduktive Entfärbung von gefärbten keratinischen Fasern" |
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GB201612513D0 (en) * | 2016-07-19 | 2016-08-31 | Perachem Ltd | Hair treatments |
DE102017204282A1 (de) | 2017-03-15 | 2018-09-20 | Henkel Ag & Co. Kgaa | "Selbsterhitzende Mittel zum reduktiven Farbabzug von gefärbten keratinischen Fasern" |
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US7981403B2 (en) * | 2006-10-06 | 2011-07-19 | L'oreal | Artificial hair color removal compositions and methods |
FR2908305B1 (fr) | 2006-11-10 | 2009-02-27 | Oreal | Procede de deformation permanente des fibres keratiniques comprenant une etape d'application d'une composition de rincage intermediaire comprenant un sel de cation metallique monovalent ou un sel d'ammonium et un acide organique |
WO2009052536A2 (en) * | 2007-10-19 | 2009-04-23 | Maria Domenica Laughland | A neutralising composition for hair |
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JP5763346B2 (ja) * | 2008-03-10 | 2015-08-12 | ペラケム リミテッドPerachem Limited | 毛髪処理組成物及び方法 |
EP2191864B1 (en) * | 2008-11-26 | 2014-01-01 | Kao Germany GmbH | Process for colouring and straightening keratin fibres |
-
2011
- 2011-07-29 GB GB1113087.9A patent/GB2493207B/en active Active
-
2012
- 2012-07-27 JP JP2014522163A patent/JP6179992B2/ja active Active
- 2012-07-27 AU AU2012291882A patent/AU2012291882A1/en not_active Abandoned
- 2012-07-27 CN CN201280036629.0A patent/CN103841948A/zh active Pending
- 2012-07-27 EP EP12753197.8A patent/EP2736481B1/en not_active Revoked
- 2012-07-27 WO PCT/GB2012/051839 patent/WO2013017862A2/en active Application Filing
- 2012-07-27 MX MX2014000992A patent/MX2014000992A/es not_active Application Discontinuation
- 2012-07-27 US US14/235,788 patent/US20140190508A1/en not_active Abandoned
- 2012-07-27 BR BR112014001972A patent/BR112014001972A2/pt not_active IP Right Cessation
- 2012-07-27 CA CA2842556A patent/CA2842556A1/en not_active Abandoned
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US3892845A (en) * | 1972-09-29 | 1975-07-01 | Avon Prod Inc | Hair shade adjuster |
US20050008589A1 (en) * | 2001-09-26 | 2005-01-13 | Frederic Legrand | Cosmetic composition containing sulphinic acid derivatives |
JP2007230900A (ja) * | 2006-02-28 | 2007-09-13 | Hoyu Co Ltd | 繊維処理剤及びそれを用いた繊維処理方法 |
WO2010032034A2 (en) * | 2008-09-16 | 2010-03-25 | Perachem Limited | Hair treatment methods |
JP2012502896A (ja) * | 2008-09-16 | 2012-02-02 | ペラケム リミテッド | 毛髪処理方法 |
Also Published As
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GB2493207B (en) | 2015-04-01 |
US20140190508A1 (en) | 2014-07-10 |
GB2493207A (en) | 2013-01-30 |
JP6179992B2 (ja) | 2017-08-16 |
BR112014001972A2 (pt) | 2017-01-17 |
GB201113087D0 (en) | 2011-09-14 |
CN103841948A (zh) | 2014-06-04 |
EP2736481A2 (en) | 2014-06-04 |
EP2736481B1 (en) | 2017-07-19 |
WO2013017862A2 (en) | 2013-02-07 |
AU2012291882A1 (en) | 2014-02-06 |
CA2842556A1 (en) | 2013-02-07 |
MX2014000992A (es) | 2014-10-14 |
WO2013017862A3 (en) | 2013-10-10 |
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