DE20017643U1 - Hair Dye - Google Patents
Hair DyeInfo
- Publication number
- DE20017643U1 DE20017643U1 DE20017643U DE20017643U DE20017643U1 DE 20017643 U1 DE20017643 U1 DE 20017643U1 DE 20017643 U DE20017643 U DE 20017643U DE 20017643 U DE20017643 U DE 20017643U DE 20017643 U1 DE20017643 U1 DE 20017643U1
- Authority
- DE
- Germany
- Prior art keywords
- amino
- hair dye
- methyl
- diaminobenzene
- hydroxyethylamino
- 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.)
- Expired - Lifetime
Links
- 239000000126 substance Substances 0.000 claims description 14
- 239000000118 hair dye Substances 0.000 claims description 12
- 239000000975 dye Substances 0.000 claims description 6
- 230000003647 oxidation Effects 0.000 claims description 6
- 238000007254 oxidation reaction Methods 0.000 claims description 6
- DBFYESDCPWWCHN-UHFFFAOYSA-N 5-amino-2-methylphenol Chemical compound CC1=CC=C(N)C=C1O DBFYESDCPWWCHN-UHFFFAOYSA-N 0.000 claims description 5
- 150000002978 peroxides Chemical class 0.000 claims description 5
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 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 4
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims description 4
- GUVUOGQBMYCBQP-UHFFFAOYSA-N dmpu Chemical compound CN1CCCN(C)C1=O GUVUOGQBMYCBQP-UHFFFAOYSA-N 0.000 claims description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 3
- BMTSZVZQNMNPCT-UHFFFAOYSA-N 2-aminopyridin-3-ol Chemical compound NC1=NC=CC=C1O BMTSZVZQNMNPCT-UHFFFAOYSA-N 0.000 claims description 3
- QGNGOGOOPUYKMC-UHFFFAOYSA-N 4-hydroxy-6-methylaniline Chemical compound CC1=CC(O)=CC=C1N QGNGOGOOPUYKMC-UHFFFAOYSA-N 0.000 claims description 3
- 239000002243 precursor Substances 0.000 claims description 3
- 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 description 3
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 2
- 229940075142 2,5-diaminotoluene Drugs 0.000 claims description 2
- KWSVXCAQFTWTEF-UHFFFAOYSA-N 2-(2,5-diaminophenyl)ethanol Chemical compound NC1=CC=C(N)C(CCO)=C1 KWSVXCAQFTWTEF-UHFFFAOYSA-N 0.000 claims description 2
- ISCYHXYLVTWDJT-UHFFFAOYSA-N 2-[4-amino-n-(2-hydroxyethyl)anilino]ethanol Chemical compound NC1=CC=C(N(CCO)CCO)C=C1 ISCYHXYLVTWDJT-UHFFFAOYSA-N 0.000 claims description 2
- SWFNPENEBHAHEB-UHFFFAOYSA-N 2-amino-4-chlorophenol Chemical compound NC1=CC(Cl)=CC=C1O SWFNPENEBHAHEB-UHFFFAOYSA-N 0.000 claims description 2
- OBCSAIDCZQSFQH-UHFFFAOYSA-N 2-methyl-1,4-phenylenediamine Chemical compound CC1=CC(N)=CC=C1N OBCSAIDCZQSFQH-UHFFFAOYSA-N 0.000 claims description 2
- ZTMADXFOCUXMJE-UHFFFAOYSA-N 2-methylbenzene-1,3-diol Chemical compound CC1=C(O)C=CC=C1O ZTMADXFOCUXMJE-UHFFFAOYSA-N 0.000 claims description 2
- 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 description 2
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 claims description 2
- 229940018563 3-aminophenol Drugs 0.000 claims description 2
- JQVAPEJNIZULEK-UHFFFAOYSA-N 4-chlorobenzene-1,3-diol Chemical compound OC1=CC=C(Cl)C(O)=C1 JQVAPEJNIZULEK-UHFFFAOYSA-N 0.000 claims description 2
- YGRFRBUGAPOJDU-UHFFFAOYSA-N 5-(2-hydroxyethylamino)-2-methylphenol Chemical compound CC1=CC=C(NCCO)C=C1O YGRFRBUGAPOJDU-UHFFFAOYSA-N 0.000 claims description 2
- BLQFHJKRTDIZLX-UHFFFAOYSA-N 5-amino-2-methoxyphenol Chemical compound COC1=CC=C(N)C=C1O BLQFHJKRTDIZLX-UHFFFAOYSA-N 0.000 claims description 2
- FZZQNEVOYIYFPF-UHFFFAOYSA-N naphthalene-1,6-diol Chemical compound OC1=CC=CC2=CC(O)=CC=C21 FZZQNEVOYIYFPF-UHFFFAOYSA-N 0.000 claims description 2
- MIROPXUFDXCYLG-UHFFFAOYSA-N pyridine-2,5-diamine Chemical compound NC1=CC=C(N)N=C1 MIROPXUFDXCYLG-UHFFFAOYSA-N 0.000 claims description 2
- VHNQIURBCCNWDN-UHFFFAOYSA-N pyridine-2,6-diamine Chemical compound NC1=CC=CC(N)=N1 VHNQIURBCCNWDN-UHFFFAOYSA-N 0.000 claims description 2
- SBUMIGFDXJIPLE-UHFFFAOYSA-N 2-(3-amino-4-methoxyanilino)ethanol Chemical compound COC1=CC=C(NCCO)C=C1N SBUMIGFDXJIPLE-UHFFFAOYSA-N 0.000 claims 2
- ATCBPVDYYNJHSG-UHFFFAOYSA-N 6-methoxy-2-n-methylpyridine-2,3-diamine Chemical compound CNC1=NC(OC)=CC=C1N ATCBPVDYYNJHSG-UHFFFAOYSA-N 0.000 claims 1
- 244000309464 bull Species 0.000 description 11
- 238000004040 coloring Methods 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 239000007800 oxidant agent Substances 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical group OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 210000004209 hair Anatomy 0.000 description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 2
- KZTWOUOZKZQDMN-UHFFFAOYSA-N 2,5-diaminotoluene sulfate Chemical compound OS(O)(=O)=O.CC1=CC(N)=CC=C1N KZTWOUOZKZQDMN-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
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- JSYBAZQQYCNZJE-UHFFFAOYSA-N benzene-1,2,4-triamine Chemical compound NC1=CC=C(N)C(N)=C1 JSYBAZQQYCNZJE-UHFFFAOYSA-N 0.000 description 2
- 239000012458 free base Substances 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- VLZVIIYRNMWPSN-UHFFFAOYSA-N 2-Amino-4-nitrophenol Chemical compound NC1=CC([N+]([O-])=O)=CC=C1O VLZVIIYRNMWPSN-UHFFFAOYSA-N 0.000 description 1
- WTLVAFTZNBFKTI-UHFFFAOYSA-N 2-methylbenzene-1,4-diamine;4-methylcyclohexa-1,5-diene-1,4-diamine Chemical compound CC1=CC(N)=CC=C1N.CC1(N)CC=C(N)C=C1 WTLVAFTZNBFKTI-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
- ZQBHGSSAKLGUBH-UHFFFAOYSA-N 4,5,6-triamino-1h-pyrimidin-2-one Chemical compound NC1=NC(=O)NC(N)=C1N ZQBHGSSAKLGUBH-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
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-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
- 108010009736 Protein Hydrolysates Proteins 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
- 230000000996 additive effect Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- WRPSKOREVDHZHP-UHFFFAOYSA-N benzene-1,4-diamine Chemical compound NC1=CC=C(N)C=C1.NC1=CC=C(N)C=C1 WRPSKOREVDHZHP-UHFFFAOYSA-N 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 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
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 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
- KBOPZPXVLCULAV-UHFFFAOYSA-N mesalamine Chemical compound NC1=CC=C(O)C(C(O)=O)=C1 KBOPZPXVLCULAV-UHFFFAOYSA-N 0.000 description 1
- 229960004963 mesalazine Drugs 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-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
- 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
- 239000001024 permanent hair color Substances 0.000 description 1
- UEQVDZZZENTFMQ-UHFFFAOYSA-N phenylmethanamine;sulfuric acid Chemical compound OS(O)(=O)=O.NCC1=CC=CC=C1 UEQVDZZZENTFMQ-UHFFFAOYSA-N 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
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- MQEFDQWUCTUJCP-UHFFFAOYSA-N pyrimidine-2,4,5,6-tetramine;sulfuric acid Chemical compound OS(O)(=O)=O.NC1=NC(N)=C(N)C(N)=N1 MQEFDQWUCTUJCP-UHFFFAOYSA-N 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- RSKNEEODWFLVFF-UHFFFAOYSA-N sulfuric acid;2,5,6-triamino-1h-pyrimidin-4-one Chemical compound OS(O)(=O)=O.NC1=NC(=O)C(N)=C(N)N1 RSKNEEODWFLVFF-UHFFFAOYSA-N 0.000 description 1
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 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
- A61Q5/10—Preparations for permanently dyeing the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/415—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
- A61K8/49—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
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
Description
Die vorliegende Erfindung betrifft ein Haarfärbemittel auf Basis eines mit Peroxid reagierenden Oxidationsfarbstoff-Systems, das dauerhafte intensive Farbtöne liefert, die entweder als solche angewandt werden, oder, in Kombination mit weiteren Entwickler- und/oder Kupplersubstanzen, zur Erzielung weiterer Farbnuancen benutzt werden können und das Haar selbst bei kurzfristiger wiederholter Anwendung nicht schädigt.The present invention relates to a hair dye based on a peroxide-reacting oxidation dye system which provides permanent, intense shades which can either be used as such or, in combination with other developers and/or couplers, to achieve further colour nuances and which do not damage the hair even when used repeatedly over a short period of time.
Die nach wie vor in Haarfärbemitteln meist eingesetzten Entwicklersubstanzen sind 1,4-Diaminobenzol (p-Phenylendiamin) und 1-Methyl-2,5-diaminobenzol (p-Toluylendiamin). Die Verwendung dieser Substanzen wird den farbtechnischen Wünschen der Anwender zwar weitgehend gerecht, es gibt jedoch immer noch Farbnuancen, die dadurch nicht voll erreicht werden können.The developer substances most commonly used in hair dyes are 1,4-diaminobenzene (p-phenylenediamine) and 1-methyl-2,5-diaminobenzene (p-toluenediamine). Although the use of these substances largely meets the color-technical requirements of users, there are still color nuances that cannot be fully achieved.
Es wurde auch bereits vorgeschlagen, diese Lücke durch Verwendung alternativer Entwicklersubstanzen zu schließen. Dies ist in beschränktem Umfang möglich durch den Einsatz von Tetraaminopyrimidin oder 2-(2,5-Diaminophenyl)ethanol (vgl. EP-A 7537 und EP-B 400 330); jedoch müssen dann Abstriche in der Farbintensität anderer Nuancen hingenommen werden.It has already been proposed to close this gap by using alternative developing substances. This is possible to a limited extent by using tetraaminopyrimidine or 2-(2,5-diaminophenyl)ethanol (cf. EP-A 7537 and EP-B 400 330); however, compromises in the color intensity of other shades must then be accepted.
Eine weitgehend optimale Lösung dieses Problems wird durch den in der EP-A 615 743 beschriebenen Einsatz von 2-(2'-Hydroxyethylamino)-5-aminotoluol bzw: dessen wasserlöslichen Salzen und die aus der EP-B 467 026 bekannten Triaminohydroxypyrimidine, insbesondere 2,5,6-Triamino-4-hydroxypyrirnidin, 2,4,5-A largely optimal solution to this problem is provided by the use of 2-(2'-hydroxyethylamino)-5-aminotoluene or its water-soluble salts described in EP-A 615 743 and the triaminohydroxypyrimidines known from EP-B 467 026, in particular 2,5,6-triamino-4-hydroxypyrimidine, 2,4,5-
-2--2-
Triamino-6-hydroxypyrimidin, 4,5,6-Triamino-2-hydroxypyrimidin bzw. deren Salze, insbesondere die Sulfate, als Entwicklersubstanzen in Haarfärbemitteln erreicht. Selbst dadurch bleiben jedoch noch farbtechnische Wünsche offen.Triamino-6-hydroxypyrimidine, 4,5,6-triamino-2-hydroxypyrimidine or their salts, especially the sulfates, as developer substances in hair dyes. However, even this still leaves some color-technical wishes unfulfilled.
Die Erfindung geht daher von der Aufgabenstellung aus, ein Haarfärbemittel zu schaffen, das zur Herstellung einer großen Anzahl von Farbtönen geeignet ist und das Haar selbst bei kurzzeitiger wiederholter Anwendung nicht schädigt.The invention is therefore based on the task of creating a hair dye which is suitable for producing a large number of shades and which does not damage the hair even when used repeatedly for a short period of time.
Diese Aufgabe wird dadurch gelöst, daß ein solches Haarfärbemittel ein mit Peroxid reagierendes Oxidationsfarbstoff-System enthält, das aus einer Kombination aus 1,3-Dimethyl-3,4,5,6-tetrahydro-2-(1H)-pyrimidinon und mindestens einer weiteren Kuppler- und/oder Entwicklersubstanz besteht.This object is achieved in that such a hair dye contains an oxidation dye system which reacts with peroxide and consists of a combination of 1,3-dimethyl-3,4,5,6-tetrahydro-2-(1H)-pyrimidinone and at least one further coupler and/or developer substance.
Diese ist vorzugsweise ausgewählt aus der Gruppe 1-Methoxy-2-amino-4-(ß-hydroxyethylamino)benzol, 2-Amino-3-hydroxypyridin, 2,5-Diaminopyridin, 2,6-Diaminopyridin, S-Amino^-methylamino-e-methoxypyridin, 2-(Dimethylamino)-5-aminopyridin, 1-(ß-Hydroxyethyl)-2,5-diamino-benzol, 2-(2'-Hydroxyethylamino)-5-aminotoluol, 1 -Amino-4-bis-(2'-hydroxyethyl)aminobenzol, 2,4,5,6-Tetraminopyrimidin, 2,5,6-Triamino-4-hydroxypyrimidin, 2-Amino-5-N,N-diethylaminotoluol, 1,4-Diaminobenzol, 1,3-Diaminobenzol, 2,5-Diaminotoluol, Resorcin, 2-Methylresorcin, 4-Chlorresorcin, 2-Amino-4-chlorphenol, 1,6-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-ß-hydroxyethylaminoanisol bzw. deren wasserlösliche Salze und/oder 1-Naphthol.This is preferably selected from the group 1-methoxy-2-amino-4-(ß-hydroxyethylamino)benzene, 2-amino-3-hydroxypyridine, 2,5-diaminopyridine, 2,6-diaminopyridine, S-amino^-methylamino-e-methoxypyridine, 2-(dimethylamino)-5-aminopyridine, 1-(ß-hydroxyethyl)-2,5-diamino-benzene, 2-(2'-hydroxyethylamino)-5-aminotoluene, 1 -amino-4-bis-(2'-hydroxyethyl)aminobenzene, 2,4,5,6-tetraminopyrimidine, 2,5,6-triamino-4-hydroxypyrimidine, 2-amino-5-N,N-diethylaminotoluene, 1,4-diaminobenzene, 1,3-diaminobenzene, 2,5-diaminotoluene, resorcinol, 2-methylresorcinol, 4-chlororesorcinol, 2-amino-4-chlorophenol, 1,6-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-ß-hydroxyethylaminoanisole or their water-soluble salts and/or 1-naphthol.
• ··
-3--3-
Damit soll jedoch der Zusatz weiterer Entwickler- und Kupplersubstanzen keineswegs ausgeschlossen sein.However, this does not mean that the addition of further developers and couplers should be excluded.
Bei Anwendung dieser Zusammensetzungen auf Basis einer üblichen Grundlage werden nach der Oxidation mit Peroxid sehr ausdrucksvolle, intensive, dauerhafte Haarfärbungen vor allem im Gelb-, Gold-, Orange- und Braunbereich erhalten, die durch Zusatz entsprechender weiterer Entwickler- und Kupplersubstanzen noch zu anderen Farbnuancen variiert werden können.When these compositions are used on a conventional basis, very expressive, intense, permanent hair colors are obtained after oxidation with peroxide, especially in the yellow, gold, orange and brown ranges, which can be varied to other color nuances by adding appropriate additional developers and couplers.
Auch die zusätzliche Mitverwendung weiterer, an sich bekannter Entwicklersubstanzen ist möglich. Neben den bereits oben genannten sind hierbei insbesondere noch 5-Aminosalicylsäure und/oder 1,2,4-Triaminobenzol zu erwähnen.The additional use of other known developing substances is also possible. In addition to those already mentioned above, 5-aminosalicylic acid and/or 1,2,4-triaminobenzene are particularly worth mentioning.
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 Oxidationsmittel), wobei sich die Angaben jeweils auf den Anteil an freier Base beziehen.The total concentration of the developing substances is usually between about 0.05 and 5%, preferably 0.1 and 4%, in particular 0.25 to 0.5% and 2.5 to 3% by weight of the total composition of the hair dye (without oxidizing agent), whereby the information in each case refers to the proportion of free base.
Das bevorzugte Gewichtsverhältnis von 1,3-Dimethyl-3,4,5,6-tetrahydro-2-(1H)-pyrimidinon zu den weiteren Entwickler- und 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 1,3-dimethyl-3,4,5,6-tetrahydro-2-(1H)-pyrimidinone to the other developer and coupler substances is 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 beziehen.The coupler substance(s) as reaction partner of the developer substance(s) are present in the hair dyes according to the invention in approximately the same molar proportion as the developer substances, i.e. in amounts of 0.05 to 5.0%, preferably 0.1 to 4%, in particular 0.5 to 3% by weight of the total composition (without oxidizing agent), whereby the information in each case refers to the proportion of free base.
Die erfindungsgemäßen Zusammensetzungen können erwünschtenfalls auch sogenannte Nuanceure zur Feineinstellung des gewünschten Farbtones, insbesondere auch direktziehende Farbstoffe, enthalten.If desired, the compositions according to the invention can also contain so-called shading agents for fine-tuning the desired color tone, in particular direct dyes.
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 Farbzusammensetzung (ohne Oxidationsmittel).Such nuancers 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 of about 0.05 to 2.5%, in particular 0.1 to 1% by weight of the color composition (without oxidizing agent).
Die erfindungsgemäßen Haarfärbemittel können die in solchen Mitteln üblichen Grund- und Zusatzstoffe, Konditioniermittel, etc. enthalten, die dem Fachmann aus dem Stand der Technik bekannt und beispielsweise in der Monographie von K. Schrader, "Grundlagen und Rezepturen der Kosmetika", 2. Aufl. (Hüthig Buch Verlag, Heidelberg, 1989), S. 782 bis 815, beschrieben sind. 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.The hair dyes according to the invention can contain the basic and additive substances, conditioning agents, etc. that are customary in such agents and that are known to the person skilled in the art from the prior art and are described, for example, in the monograph by K. Schrader, "Grundlagen und Rezepturen der Kosmetika", 2nd edition (Hüthig Buch Verlag, Heidelberg, 1989), pp. 782 to 815. They can be in the form of solutions, creams, gels or in the form of aerosol preparations; suitable carrier material compositions are sufficiently known from the prior art.
Zur Applikation wird das erfindungsgemäße Oxidationsfarbstoff-Vorprodukt mit einem Oxidationsmittel vermischt. Bevorzugtes Oxidationsmittel ist Wasserstoffperoxid, beispielsweise in 2- bis 6-prozentiger Konzentration.For application, the oxidation dye precursor according to the invention is mixed with an oxidizing agent. The preferred oxidizing agent is hydrogen peroxide, for example in a concentration of 2 to 6 percent.
-5--5-
Es können jedoch auch andere Peroxide wie Hamstoffperoxid und Meiaminperoxid eingesetzt werden.However, other peroxides such as urea peroxide and melamine peroxide can also 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 value of the ready-to-use hair dye, i.e. after mixing with peroxide, can be either in the weakly acidic range, i.e. a range from 5.5 to 6.9, in the neutral range or in the alkaline range, i.e. between pH 7.1 and 10.
• ·Φ·* ·•·Φ·* ·
• ··
• ··
-6--6-
Die erfindungsgemäßen Oxidationsfarbstoff-Kombinationen wurden, unter entsprechender Verringerung des Wassergehalts, in diese Grundlage eingearbeitet.The oxidation dye combinations according to the invention were incorporated into this base, with a corresponding reduction in the water content.
Die Ausfärbungen erfolgten jeweils an Woll-Läppchen und Strähnen aus gebleichtem Menschenhaar, durch Aufbringen einer 1:1 -Mischung aus Farbstoff-Vorprodukt und 6%iger Wasserstoffperoxid-Lösung (pH-Wert der Mischung: 9,8) und zwanzigminütiger Einwirkung bei Zimmertemperatur, folgendem Auswaschen und Trocknen.The dyeing was carried out on wool patches and strands of bleached human hair by applying a 1:1 mixture of dye precursor and 6% hydrogen peroxide solution (pH value of the mixture: 9.8) and leaving it for 20 minutes at room temperature, followed by rinsing and drying.
Es wurden die folgenden Färbungen erzielt:The following colorations were achieved:
0,58 (Gew.-%)0.58 (wt%)
0,910.91
1,3-Dimethyl-3,4,5,6-Tetrahydro-2-(1 H)-pyrimidinon (PC 94)1,3-Dimethyl-3,4,5,6-Tetrahydro-2-(1H)-pyrimidinone (PC 94)
p-Toluylendiaminsulfatp-Toluenediamine sulfate
Färbung: Coloring :
Intensives Orangebraun.Intense orange brown.
Färbung: Coloring :
0,58 (Gew.-%) PC0.58 (wt%) PC
0,55 1 -Methyl^-hydroxy^-aminobenzol0.55 1 -Methyl^-hydroxy^-aminobenzene
Intensives Hellgelborange.Intense light yellow-orange.
• ··
••
····
• ··
••
• · ····· ····
••
• ··
II
I
• · ·· ·
••
·· ··· ·
Färbung: Coloring :
0,58 (Gew.-%) PC0.58 (wt%) PC
0,49 p-Phenylendiamin0.49 p-phenylenediamine
Intensives Braunviolett.Intense brown-violet.
Färbung: Coloring :
0,58 (Gew.-%) PC0.58 (wt%) PC
1,07 2,4,5,6-Tetraaminopyrimidinsulfat1.07 2,4,5,6-tetraaminopyrimidine sulfate
Intensives HellgelbIntense light yellow
Färbung: Coloring :
0,58 (Gew.-%) PC0.58 (wt%) PC
1,08 4-Hydroxy-2,5,6-triaminopyrimidinsulfat1.08 4-Hydroxy-2,5,6-triaminopyrimidine sulfate
Glänzendes Hellgelb.Shiny light yellow.
Färbung: Coloring :
0,58 (Gew.-%) PC0.58 (wt%) PC
1,42 2-(2'-Hydroxyethylamino)-5-1.42 2-(2'-Hydroxyethylamino)-5-
aminotoluolsulfataminotoluene sulfate
Intensives Orangebraun.Intense orange brown.
&Iacgr; :&Iacgr; :
A-35/00 -8-A-35/00 -8-
0,58 (Gew.-%) PC 940.58 (wt.%) PC 94
0,55 4-Amino-3-methylphenol0.55 4-Amino-3-methylphenol
Färbung:Coloring:
Glänzendes Gelborange.Shiny yellow-orange.
0,58 (Gew.-%) PC 940.58 (wt.%) PC 94
0,50 2-Amino-3-hydroxypyridin0.50 2-Amino-3-hydroxypyridine
Färbung:Coloring:
Intensives glänzendes Mittelgelborange.Intense, shiny medium yellow-orange.
0,58 (Gew.-%) PC 940.58 (wt.%) PC 94
1,98 p-Toluylendiaminsulfat1.98 p-Toluenediamine sulfate
0,55 1-Methyl-2-hydroxy-4-aminobenzol0.55 1-methyl-2-hydroxy-4-aminobenzene
Färbung:Coloring:
Intensives Violettpurpur.Intense violet purple.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE20017643U DE20017643U1 (en) | 2000-10-14 | 2000-10-14 | Hair Dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE20017643U DE20017643U1 (en) | 2000-10-14 | 2000-10-14 | Hair Dye |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE20017643U1 true DE20017643U1 (en) | 2002-02-21 |
Family
ID=7947652
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE20017643U Expired - Lifetime DE20017643U1 (en) | 2000-10-14 | 2000-10-14 | Hair Dye |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE20017643U1 (en) |
-
2000
- 2000-10-14 DE DE20017643U patent/DE20017643U1/en not_active Expired - Lifetime
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