DE10100863A1 - Reductant-free aqueous hair-dyeing composition based on oxidation dye precursor system, contains an aminopyrimidine developer and an aminopyridine coupler - Google Patents
Reductant-free aqueous hair-dyeing composition based on oxidation dye precursor system, contains an aminopyrimidine developer and an aminopyridine couplerInfo
- Publication number
- DE10100863A1 DE10100863A1 DE10100863A DE10100863A DE10100863A1 DE 10100863 A1 DE10100863 A1 DE 10100863A1 DE 10100863 A DE10100863 A DE 10100863A DE 10100863 A DE10100863 A DE 10100863A DE 10100863 A1 DE10100863 A1 DE 10100863A1
- Authority
- DE
- Germany
- Prior art keywords
- amino
- hair
- aminopyridine
- coupler
- reductant
- 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.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 28
- 230000003647 oxidation Effects 0.000 title claims abstract description 12
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 12
- 239000002243 precursor Substances 0.000 title claims abstract description 12
- 238000004043 dyeing Methods 0.000 title claims abstract description 6
- 150000003927 aminopyridines Chemical class 0.000 title abstract 2
- 150000005005 aminopyrimidines Chemical class 0.000 title 1
- 150000003839 salts Chemical class 0.000 claims abstract description 12
- 150000002978 peroxides Chemical class 0.000 claims abstract description 9
- PZRKPUQWIFJRKZ-UHFFFAOYSA-N pyrimidine-2,4,5,6-tetramine Chemical compound NC1=NC(N)=C(N)C(N)=N1 PZRKPUQWIFJRKZ-UHFFFAOYSA-N 0.000 claims abstract description 7
- BMTSZVZQNMNPCT-UHFFFAOYSA-N 2-aminopyridin-3-ol Chemical compound NC1=NC=CC=C1O BMTSZVZQNMNPCT-UHFFFAOYSA-N 0.000 claims abstract description 4
- VHNQIURBCCNWDN-UHFFFAOYSA-N pyridine-2,6-diamine Chemical compound NC1=CC=CC(N)=N1 VHNQIURBCCNWDN-UHFFFAOYSA-N 0.000 claims abstract description 4
- OBOSXEWFRARQPU-UHFFFAOYSA-N 2-n,2-n-dimethylpyridine-2,5-diamine Chemical compound CN(C)C1=CC=C(N)C=N1 OBOSXEWFRARQPU-UHFFFAOYSA-N 0.000 claims abstract description 3
- ATCBPVDYYNJHSG-UHFFFAOYSA-N 6-methoxy-2-n-methylpyridine-2,3-diamine Chemical compound CNC1=NC(OC)=CC=C1N ATCBPVDYYNJHSG-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000000126 substance Substances 0.000 claims description 11
- 239000000975 dye Substances 0.000 claims description 9
- 239000000118 hair dye Substances 0.000 claims description 9
- 239000003638 chemical reducing agent Substances 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 4
- SYEYEGBZVSWYPK-UHFFFAOYSA-N 2,5,6-triamino-4-hydroxypyrimidine Chemical compound NC1=NC(N)=C(N)C(O)=N1 SYEYEGBZVSWYPK-UHFFFAOYSA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- MIROPXUFDXCYLG-UHFFFAOYSA-N pyridine-2,5-diamine Chemical compound NC1=CC=C(N)N=C1 MIROPXUFDXCYLG-UHFFFAOYSA-N 0.000 claims description 3
- GKYMYSOKMATKAB-UHFFFAOYSA-N 6-methoxy-2-methylpyridine-3,4-diamine Chemical compound COC1=CC(N)=C(N)C(C)=N1 GKYMYSOKMATKAB-UHFFFAOYSA-N 0.000 claims 1
- 239000003086 colorant Substances 0.000 claims 1
- ZZYXNRREDYWPLN-UHFFFAOYSA-N pyridine-2,3-diamine Chemical compound NC1=CC=CN=C1N ZZYXNRREDYWPLN-UHFFFAOYSA-N 0.000 claims 1
- 125000002091 cationic group Chemical group 0.000 abstract 2
- VBEGHXKAFSLLGE-UHFFFAOYSA-N n-phenylnitramide Chemical compound [O-][N+](=O)NC1=CC=CC=C1 VBEGHXKAFSLLGE-UHFFFAOYSA-N 0.000 abstract 2
- ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 abstract 1
- CUYKNJBYIJFRCU-UHFFFAOYSA-N 3-aminopyridine Chemical compound NC1=CC=CN=C1 CUYKNJBYIJFRCU-UHFFFAOYSA-N 0.000 abstract 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 5
- 239000007800 oxidant agent Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
- SBUMIGFDXJIPLE-UHFFFAOYSA-N 2-(3-amino-4-methoxyanilino)ethanol Chemical compound COC1=CC=C(NCCO)C=C1N SBUMIGFDXJIPLE-UHFFFAOYSA-N 0.000 description 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 2
- DBFYESDCPWWCHN-UHFFFAOYSA-N 5-amino-2-methylphenol Chemical compound CC1=CC=C(N)C=C1O DBFYESDCPWWCHN-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000012458 free base Substances 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 230000037308 hair color Effects 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- XUNNOCZTJBRTEX-UHFFFAOYSA-N 2-(diethylaminomethyl)aniline Chemical compound CCN(CC)CC1=CC=CC=C1N XUNNOCZTJBRTEX-UHFFFAOYSA-N 0.000 description 1
- VLZVIIYRNMWPSN-UHFFFAOYSA-N 2-Amino-4-nitrophenol Chemical compound NC1=CC([N+]([O-])=O)=CC=C1O VLZVIIYRNMWPSN-UHFFFAOYSA-N 0.000 description 1
- SWFNPENEBHAHEB-UHFFFAOYSA-N 2-amino-4-chlorophenol Chemical compound NC1=CC(Cl)=CC=C1O SWFNPENEBHAHEB-UHFFFAOYSA-N 0.000 description 1
- ZTMADXFOCUXMJE-UHFFFAOYSA-N 2-methylbenzene-1,3-diol Chemical compound CC1=C(O)C=CC=C1O ZTMADXFOCUXMJE-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 1
- 229940018563 3-aminophenol Drugs 0.000 description 1
- JQVAPEJNIZULEK-UHFFFAOYSA-N 4-chlorobenzene-1,3-diol Chemical compound OC1=CC=C(Cl)C(O)=C1 JQVAPEJNIZULEK-UHFFFAOYSA-N 0.000 description 1
- QGNGOGOOPUYKMC-UHFFFAOYSA-N 4-hydroxy-6-methylaniline Chemical compound CC1=CC(O)=CC=C1N QGNGOGOOPUYKMC-UHFFFAOYSA-N 0.000 description 1
- YGRFRBUGAPOJDU-UHFFFAOYSA-N 5-(2-hydroxyethylamino)-2-methylphenol Chemical compound CC1=CC=C(NCCO)C=C1O YGRFRBUGAPOJDU-UHFFFAOYSA-N 0.000 description 1
- BLQFHJKRTDIZLX-UHFFFAOYSA-N 5-amino-2-methoxyphenol Chemical compound COC1=CC=C(N)C=C1O BLQFHJKRTDIZLX-UHFFFAOYSA-N 0.000 description 1
- TWLMSPNQBKSXOP-UHFFFAOYSA-N 6358-09-4 Chemical compound NC1=CC([N+]([O-])=O)=CC(Cl)=C1O TWLMSPNQBKSXOP-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 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
- JLSUYDRLMCPSBP-UHFFFAOYSA-N OC1=C(C(=C(C(O1)=N)N)N)N Chemical class OC1=C(C(=C(C(O1)=N)N)N)N JLSUYDRLMCPSBP-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- -1 alkali metal sulfite Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- KDNFLUWYIMPBSA-UHFFFAOYSA-N hydrogen peroxide;1,3,5-triazine-2,4,6-triamine Chemical compound OO.NC1=NC(N)=NC(N)=N1 KDNFLUWYIMPBSA-UHFFFAOYSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- FZZQNEVOYIYFPF-UHFFFAOYSA-N naphthalene-1,6-diol Chemical compound OC1=CC=CC2=CC(O)=CC=C21 FZZQNEVOYIYFPF-UHFFFAOYSA-N 0.000 description 1
- ZUVBIBLYOCVYJU-UHFFFAOYSA-N naphthalene-1,7-diol Chemical compound C1=CC=C(O)C2=CC(O)=CC=C21 ZUVBIBLYOCVYJU-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000001005 nitro dye Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000003973 paint 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
- QXYMVUZOGFVPGH-UHFFFAOYSA-N picramic acid Chemical compound NC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O QXYMVUZOGFVPGH-UHFFFAOYSA-N 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 238000004080 punching Methods 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 210000002105 tongue Anatomy 0.000 description 1
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/415—Aminophenols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
-
- 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
Die Erfindung betrifft ein Haarfärbemittel auf Basis von Oxidationsfarbstoff- Vorprodukten, das nach dem Vermischen mit einer Peroxid-Zusammensetzung auf das menschliche Haar aufgebracht wird, und ein Verfahren zur Haarfärbung unter Verwendung dieses Mittels.The invention relates to a hair dye based on oxidation dye Precursors, after mixing with a peroxide composition on the human hair is applied, and a method of hair coloring underneath Use of this agent.
Der die Oxidationsfarbstoffvorprodukte enthaltenden Zusammensetzung wird grund sätzlich ein Reduktionsmittel, vorzugsweise Ascorbinsäure oder ein Alkalisulfit, zuge setzt, um diese Vorprodukte gegen eine unerwünschte vorzeitige Oxidation zu stabi lisieren (vgl. hierzu beispielsweise die Monographie von K. Schrader, Grundlagen und Rezepturen der Kosmetika, 2. Aufl. (1989), S. 786).The composition containing the oxidation dye precursors becomes basic addition, a reducing agent, preferably ascorbic acid or an alkali metal sulfite, added to stabilize these precursors against unwanted premature oxidation (for example, see the monograph by K. Schrader, Grundlagen and Formulations of Cosmetics, 2nd ed. (1989), p. 786).
Diese seit Jahrzehnten geübte Praxis weist jedoch den Nachteil auf, daß mit weite ren Rezepturbestandteilen Unverträglichkeiten auftreten können. Darüberhinaus ist bei der Applikation der anwendungsfertigen Färbemischung, d. h. bei der Mischung der Oxidationsfarbstoffvorprodukt-Zusammensetzung, die in der Regel eine wäßrige Lösung, Emulsion, Dispersion oder Gel darstellt, mit der Peroxid-Zusammensetzung ein erheblicher Peroxid-Überschuß erforderlich, um die antioxidierende Wirkung die ser Reduktionsmittel aufzuheben. Gleichwohl kann die Färbereaktion verzögert sein, was sich auf die Qualität der erhaltenden Färbung, insbesondere deren Intensität, auswirken kann.However, this practiced for decades practice has the disadvantage that with wide incompatibility can occur. Moreover, it is during application of the ready-to-use dye mixture, d. H. in the mix the oxidation dye precursor composition, which is usually an aqueous Solution, emulsion, dispersion or gel with the peroxide composition a significant excess of peroxide required to the antioxidant effect the to remove this reducing agent. However, the staining reaction may be delayed, due to the quality of the preserving color, in particular its intensity, can affect.
Außerdem dauert der Färbevorgang verhältnismäßig lange.In addition, the dyeing process takes a relatively long time.
Es wurde nunmehr überraschenderweise gefunden, daß sich dieses Problem da durch lösen läßt und auf die Anwesenheit eines Reduktionsmittels verzichtet werden kann, wenn man als Oxidationsfarbstoffvorprodukte eine Kombination aus minde stens einem Tetraaminopyrimidin, insbesondere 2,4,5,6-Tetraaminopyrimidin, und/oder einem Hydroxytriaminopyrimidin, insbesondere 4-Hydroxy-2,5,6- triaminopyrimidin bzw. deren Salzen, und mindestens einer Kupplersubstanz, aus gewählt aus 2,5-Diaminopyridin, 2,6-Diaminopyridin, 2-Dimethylamino-5-amino pyridin, 2-Amino-3-hydroxypyridin und/oder 3-Amino-2-methylamino-6-methoxy pyridin bzw. deren Salzen, einsetzt. It has now surprisingly been found that this problem is there by dissolving and can be dispensed with the presence of a reducing agent can, if one as oxidation dye precursors a combination of minde at least one tetraaminopyrimidine, in particular 2,4,5,6-tetraaminopyrimidine, and / or a hydroxytriaminopyrimidine, especially 4-hydroxy-2,5,6- triaminopyrimidine or salts thereof, and at least one coupler substance, from selected from 2,5-diaminopyridine, 2,6-diaminopyridine, 2-dimethylamino-5-amino pyridine, 2-amino-3-hydroxypyridine and / or 3-amino-2-methylamino-6-methoxy pyridine or salts thereof.
Bei Anwendung dieser Gemische mit Peroxiden, insbesondere Wasserstoffperoxid, werden nach kurzer Einwirkungszeit ausdrucksvolle, intensive Färbungen im Grün-, Blau-, Braun- und Orangebereich erhalten, die durch Zusatz weiterer Kupplersub stanzen auch zu anderen Nuancen variierbar sind.When using these mixtures with peroxides, in particular hydrogen peroxide, after a short exposure time, expressive, intense colorings in the green, Blue, brown and orange obtained by the addition of additional Kupplersub punching are also variable to other nuances.
Die eingesetzten Tetraaminopyrimidine sind ebenso wie die Hydroxytriaminopyrimi dine als Entwicklersubstanzen in Haarfärbemitteln an sich bekannt, letztere z. B. aus der EP-B 467 026, und bedürfen keiner näheren Erläuterung.The tetraaminopyrimidines used are just like the hydroxytriaminopyrimines dine as developer substances in hair dyes known per se, the latter z. B. off EP-B 467 026, and require no further explanation.
Sie können als freie Basen oder, sofern aus Löslichkeitsgründen erforderlich, auch als wasserlösliche Salze, insbesondere als Hydrochloride oder Sulfate, eingesetzt werden.They can be used as free bases or, if required for solubility reasons, too used as water-soluble salts, in particular as hydrochlorides or sulfates become.
Die erfindungsgemäßen Haarfärbemittel können, neben den obengenannten essen tiellen Bestandteilen, weitere Oxidationsfarbstoffvorprodukte enthalten.The hair colorants of the invention may, in addition to the above eat tiellen constituents, further oxidation dye precursors.
Beispiele hierfür sind 1-Methoxy-2-amino-4-(β-hydroxyethylamino)benzol, Resorcin, 2-Methylresorcin, 4-Chlorresorcin, 2-Amino-N,N-diethylaminotoluol, 1,3-Diamino benzol, 2-Amino-4-chlorphenol, 1,6-Dihydroxynaphthalin, 1,7-Dihydroxynaphthalin, 2-Aminophenol, 3-Aminophenol, 1-Methyl-2-hydroxy-4-aminobenzol, 5-Amino-2- methoxyphenol, 2-Methyl-5-hydroxyethylaminophenol, 4-Amino-3-methylphenol, 5- Amino-2-methylphenol, 2-Amino-4-β-hydroxyethylaminoanisol bzw. deren wasser löslichen Salze und/oder 1-Naphthol.Examples of these are 1-methoxy-2-amino-4- (β-hydroxyethylamino) benzene, resorcinol, 2-methylresorcinol, 4-chlororesorcinol, 2-amino-N, N-diethylaminotoluene, 1,3-diamino benzene, 2-amino-4-chlorophenol, 1,6-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 2-aminophenol, 3-aminophenol, 1-methyl-2-hydroxy-4-aminobenzene, 5-amino-2- methoxyphenol, 2-methyl-5-hydroxyethylaminophenol, 4-amino-3-methylphenol, 5- Amino-2-methylphenol, 2-amino-4-β-hydroxyethylaminoanisol or their water soluble salts and / or 1-naphthol.
Damit soll jedoch der Zusatz weiterer Entwickler- und Kupplersubstanzen keines wegs ausgeschlossen sein.Thus, however, the addition of further developer and coupler substances none be excluded.
Bei Anwendung dieser Zusammensetzungen auf Basis einer üblichen Grundlage werden, wie bereits erwähnt, nach der Oxidation mit Peroxid auch schon nach relativ kurzer Einwirkungszeit sehr ausdrucksvolle, intensive, dauerhafte Haarfärbungen vor allem im Grün-, Blau-, Braun-, und Orangebereich erhalten, die durch Zusatz ent sprechender weiterer Kupplersubstanzen noch zu anderen Farbnuancen variiert werden können Die Gesamtkonzentration der Entwicklersubstanzen liegt üblicherweise zwischen etwa 0,05 und 5%, vorzugsweise 0,1 und 4%, insbesondere 0,25 bis 0,5% und 2,5 bis 3 Gew.-% der Gesamtzusammensetzung des Haarfärbemittels (ohne Oxidati onsmittel), wobei sich die Angaben jeweils auf den Anteil an freier Base beziehen.Using these compositions on a conventional basis are, as already mentioned, after the oxidation with peroxide even after relatively short exposure time very expressive, intense, lasting hair coloring before get everything in the green, blue, brown, and orange range, by adding ent speaking further coupler substances still varies to other shades can be The total concentration of the developer substances is usually between about 0.05 and 5%, preferably 0.1 and 4%, especially 0.25 to 0.5% and 2.5 to 3 wt .-% of the total composition of the hair dye (without Oxidati Onsmittel), wherein the data in each case refer to the proportion of free base.
Das bevorzugte Gewichtsverhältnis von Entwickler- zu Kupplersubstanzen liegt dabei zwischen etwa 1 : 8 bis 8 : 1, vorzugsweise etwa 1 : 5 bis 5 : 1, insbesondere 1 : 2 bis 2 : 1.The preferred weight ratio of developer to coupler substances is thereby between about 1: 8 to 8: 1, preferably about 1: 5 to 5: 1, in particular 1: 2 to 2: 1.
Die Kupplersubstanz(en) als Reaktionspartner der Entwicklersubstanz(en) liegen in den erfindungsgemäßen Haarfärbemitteln etwa im gleichen molaren Anteil wie die Entwicklersubstanzen vor, d. h., also in Mengen von 0,05 bis 5,0%, vorzugsweise 0,1 bis 4%, insbesondere 0,5 bis 3 Gew.-% der Gesamtzusammensetzung (ohne Oxidationsmittel), wobei sich die Angaben jeweils auf den Anteil an freier Base be ziehen.The coupler substance (s) as reaction partner of the developer substance (s) are in the hair dye according to the invention in about the same molar fraction as the Developer substances before, d. that is, in amounts of 0.05 to 5.0%, preferably 0.1 to 4%, in particular 0.5 to 3 wt .-% of the total composition (without Oxidizing agent), wherein the information is based on the proportion of free base be pull.
Die erfindungsgemäßen Zusammensetzungen können erwünschtenfalls auch soge nannte Nuanceure zur Feineinstellung des gewünschten Farbtones, insbesondere auch direktziehende Farbstoffe, enthalten.If desired, the compositions according to the invention may also be soge called Nuanceure to fine tune the color you want, especially also direct dyes, included.
Solche Nuanceure sind beispielsweise Nitrofarbstoffe wie 2-Amino-4,6-dinitrophenol, 2-Amino-4-nitrophenol, 2-Amino-6-chlor-4-nitrophenol, etc., vorzugsweise in Mengen von etwa 0,05 bis 2,5%, insbesondere 0,1 bis 1% Gew.-% der Farbzusammenset zung (ohne Oxidationsmittel).Such nuances are, for example, nitro dyes such as 2-amino-4,6-dinitrophenol, 2-amino-4-nitrophenol, 2-amino-6-chloro-4-nitrophenol, etc., preferably in amounts from about 0.05 to 2.5%, especially 0.1 to 1% by weight of the color composition tion (without oxidizing agent).
Die erfindungsgemäßen Haarfärbemittel können die in solchen Mitteln üblichen Grund- und Zusatzstoffe, ausgenommen Reduktionsmittel wie Konditioniermittel, etc. enthalten, die dem Fachmann aus dem Stand der Technik bekannt und beispiels weise in der Monographie von K. Schrader, "Grundlagen und Rezepturen der Kos metika", 2. Aufl. (Hüthig Buch Verlag, Heidelberg, 1989), S. 782 bis 815, beschrie ben sind. The hair colorants of the invention may be those customary in such compositions Basic and additives except reducing agents such as conditioning agents, etc. contained, which is known to those skilled in the art and example wise in the monograph by K. Schrader, "Fundamentals and Formulations of Kos metika ", 2nd ed. (Hüthig Book Verlag, Heidelberg, 1989), pp. 782-815 ben are.
Sie können als Lösungen, Cremes, Gele oder auch in Form von Aerosol-Präparaten vorliegen; geeignete Trägermaterial-Zusammensetzungen sind aus dem Stand der Technik hinreichend bekannt.They can be used as solutions, creams, gels or even in the form of aerosol preparations available; suitable carrier material compositions are known from the prior Technique sufficiently known.
Zur Applikation wird das erfindungsgemäße Oxidationsfarbstoff-Vorprodukt mit ei nem Oxidationsmittel vermischt. Bevorzugtes Oxidationsmittel ist Wasserstoff peroxid, beispielsweise in 2- bis 6-prozentiger Konzentration.For application, the oxidation dye precursor according to the invention with egg mixed with an oxidizing agent. Preferred oxidizing agent is hydrogen peroxide, for example in 2- to 6-percent concentration.
Es können jedoch auch andere Peroxide wie Harnstoffperoxid und Melaminperoxid eingesetzt werden.However, other peroxides such as urea peroxide and melamine peroxide may also be used be used.
Der pH-Wert des applikationsfertigen Haarfärbemittels, d. h. nach Vermischung mit Peroxid, kann sowohl im schwach sauren, d. h. einem Bereich von 5,5 bis 6,9, im neutralen als auch im alkalischen Bereich, d. h. zwischen pH 7,1 und 10 liegen. The pH of the ready-to-apply hair dye, d. H. after mixing with Peroxide, can be found both in weakly acidic, d. H. a range of 5.5 to 6.9, in the neutral as well as in the alkaline range, d. H. between pH 7.1 and 10.
Die folgenden Beispiele dienen der Illustration der Erfindung.The following examples serve to illustrate the invention.
Die erfindungsgemäße Entwickler-Kuppler-Kombination wurde, jeweils unter ent sprechender Verringerung des Wassergehalts, in diese Grundlage eingearbeitet.The developer-coupler combination according to the invention was in each case ent speaking reducing the water content, incorporated into this basis.
Die Ausfärbungen erfolgen jeweils an Strähnen aus gebleichtem Menschenhaar durch Aufbringung einer einen alkalischen pH-Wert aufweisenden Mischung aus Farbstoff-Vorprodukt und 6%-iger Wasserstoffperoxid-Lösung und zwanzigminütiger Einwirkung bei Zimmertemperatur, Auswaschen und Trocknen. The colorations are carried out on strands of bleached human hair by applying an alkaline pH-containing mixture Dye precursor and 6% hydrogen peroxide solution and twenty minutes Exposure at room temperature, washing and drying.
In allen Fällen zeigten überraschenderweise die mit den erfindungsgemäßen Zusammenset zungen Nr. 1, 4, 8, 11, 14 und 18 erhaltenen Färbungen durchgängig eine stärkere Farbintensi tät sowie einen ausgeprägteren Glanz.In all cases, surprisingly showed that with the composition of the invention tongues Nos. 1, 4, 8, 11, 14 and 18 obtained throughout a stronger Farbintensi and a more pronounced shine.
Auch erfolgte der Farbaufzug schneller (bereits nach etwa 15 Minuten) als mit den Zusam mensetzungen, die ein Reduktionsmittel enthielten.Also, the paint lift was faster (already after about 15 minutes) than the Zusam Compositions containing a reducing agent.
Claims (4)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10100863A DE10100863A1 (en) | 2001-01-11 | 2001-01-11 | Reductant-free aqueous hair-dyeing composition based on oxidation dye precursor system, contains an aminopyrimidine developer and an aminopyridine coupler |
| JP2001382773A JP2002205926A (en) | 2001-01-11 | 2001-12-17 | Hair dye composition |
| DE50111449T DE50111449D1 (en) | 2001-01-11 | 2001-12-27 | Hair dye and method of dyeing human hair |
| EP01130828A EP1222912B1 (en) | 2001-01-11 | 2001-12-27 | Hair dye and process for dyeing human hair |
| AT01130828T ATE345110T1 (en) | 2001-01-11 | 2001-12-27 | HAIR DYE PRODUCTS AND METHOD FOR DYEING HUMAN HAIR |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10100863A DE10100863A1 (en) | 2001-01-11 | 2001-01-11 | Reductant-free aqueous hair-dyeing composition based on oxidation dye precursor system, contains an aminopyrimidine developer and an aminopyridine coupler |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE10100863A1 true DE10100863A1 (en) | 2002-08-14 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE10100863A Withdrawn DE10100863A1 (en) | 2001-01-11 | 2001-01-11 | Reductant-free aqueous hair-dyeing composition based on oxidation dye precursor system, contains an aminopyrimidine developer and an aminopyridine coupler |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE10100863A1 (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2516118A1 (en) * | 1975-04-12 | 1976-10-21 | Henkel & Cie Gmbh | HAIR DYE PRODUCTS |
| US4003699A (en) * | 1974-11-22 | 1977-01-18 | Henkel & Cie G.M.B.H. | Oxidation hair dyes based upon tetraaminopyrimidine developers |
| EP0376078A2 (en) * | 1988-12-26 | 1990-07-04 | Kao Corporation | Dye composition for keratinous fiber |
| DE19859682A1 (en) * | 1998-12-23 | 2000-06-29 | Henkel Kgaa | Colorant with manganese cations |
-
2001
- 2001-01-11 DE DE10100863A patent/DE10100863A1/en not_active Withdrawn
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4003699A (en) * | 1974-11-22 | 1977-01-18 | Henkel & Cie G.M.B.H. | Oxidation hair dyes based upon tetraaminopyrimidine developers |
| DE2516118A1 (en) * | 1975-04-12 | 1976-10-21 | Henkel & Cie Gmbh | HAIR DYE PRODUCTS |
| EP0376078A2 (en) * | 1988-12-26 | 1990-07-04 | Kao Corporation | Dye composition for keratinous fiber |
| DE19859682A1 (en) * | 1998-12-23 | 2000-06-29 | Henkel Kgaa | Colorant with manganese cations |
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