DE20115307U1 - Oxidative hair dyes containing an aminopyrimidine with an aminopyridine coupler give more intense shades when dihydroxyacetone, alloxane, methylglyoxal and/or potassium iodide is present - Google Patents
Oxidative hair dyes containing an aminopyrimidine with an aminopyridine coupler give more intense shades when dihydroxyacetone, alloxane, methylglyoxal and/or potassium iodide is presentInfo
- Publication number
- DE20115307U1 DE20115307U1 DE20115307U DE20115307U DE20115307U1 DE 20115307 U1 DE20115307 U1 DE 20115307U1 DE 20115307 U DE20115307 U DE 20115307U DE 20115307 U DE20115307 U DE 20115307U DE 20115307 U1 DE20115307 U1 DE 20115307U1
- Authority
- DE
- Germany
- Prior art keywords
- amino
- dihydroxyacetone
- methylglyoxal
- potassium iodide
- alloxane
- 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
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 title claims abstract description 30
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 title claims abstract description 24
- AIJULSRZWUXGPQ-UHFFFAOYSA-N Methylglyoxal Chemical compound CC(=O)C=O AIJULSRZWUXGPQ-UHFFFAOYSA-N 0.000 title claims abstract description 22
- HIMXGTXNXJYFGB-UHFFFAOYSA-N alloxan Chemical compound O=C1NC(=O)C(=O)C(=O)N1 HIMXGTXNXJYFGB-UHFFFAOYSA-N 0.000 title claims abstract description 21
- 239000000118 hair dye Substances 0.000 title claims abstract description 13
- 229940120503 dihydroxyacetone Drugs 0.000 title claims abstract description 12
- 150000003927 aminopyridines Chemical class 0.000 title 1
- 150000005005 aminopyrimidines Chemical class 0.000 title 1
- 230000001590 oxidative effect Effects 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract description 17
- 150000003839 salts Chemical class 0.000 claims abstract description 12
- 230000003647 oxidation Effects 0.000 claims abstract description 10
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 10
- 239000002243 precursor Substances 0.000 claims abstract description 10
- BMTSZVZQNMNPCT-UHFFFAOYSA-N 2-aminopyridin-3-ol Chemical compound NC1=NC=CC=C1O BMTSZVZQNMNPCT-UHFFFAOYSA-N 0.000 claims abstract description 6
- VHNQIURBCCNWDN-UHFFFAOYSA-N pyridine-2,6-diamine Chemical compound NC1=CC=CC(N)=N1 VHNQIURBCCNWDN-UHFFFAOYSA-N 0.000 claims abstract description 6
- 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 6
- 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 4
- 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 4
- 239000000126 substance Substances 0.000 claims description 12
- 239000000975 dye Substances 0.000 claims description 9
- 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
- 230000008878 coupling Effects 0.000 claims description 4
- 238000010168 coupling process Methods 0.000 claims description 4
- 238000005859 coupling reaction Methods 0.000 claims description 4
- MIROPXUFDXCYLG-UHFFFAOYSA-N pyridine-2,5-diamine Chemical compound NC1=CC=C(N)N=C1 MIROPXUFDXCYLG-UHFFFAOYSA-N 0.000 claims description 2
- CUYKNJBYIJFRCU-UHFFFAOYSA-N 3-aminopyridine Chemical compound NC1=CC=CN=C1 CUYKNJBYIJFRCU-UHFFFAOYSA-N 0.000 abstract 2
- 244000309464 bull Species 0.000 description 9
- 150000002978 peroxides Chemical class 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000004040 coloring Methods 0.000 description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
- 240000007817 Olea europaea Species 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 210000004209 hair Anatomy 0.000 description 3
- 239000007800 oxidant agent Substances 0.000 description 3
- 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
- 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
- 244000060011 Cocos nucifera Species 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000012458 free base Substances 0.000 description 2
- 230000036571 hydration Effects 0.000 description 2
- 238000006703 hydration reaction Methods 0.000 description 2
- 239000004615 ingredient 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
- 238000002360 preparation method Methods 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 235000010265 sodium sulphite Nutrition 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
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 description 1
- 101001061807 Homo sapiens Rab-like protein 6 Proteins 0.000 description 1
- 240000007049 Juglans regia Species 0.000 description 1
- 235000009496 Juglans regia Nutrition 0.000 description 1
- 229930194542 Keto Natural products 0.000 description 1
- 206010030113 Oedema Diseases 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
- 102100029618 Rab-like protein 6 Human genes 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 206010041303 Solar dermatitis Diseases 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 206010042496 Sunburn Diseases 0.000 description 1
- 235000005811 Viola adunca Nutrition 0.000 description 1
- 240000009038 Viola odorata Species 0.000 description 1
- 235000013487 Viola odorata Nutrition 0.000 description 1
- 235000002254 Viola papilionacea Nutrition 0.000 description 1
- 244000172533 Viola sororia Species 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000003277 amino group Chemical group 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
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 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
- 230000002255 enzymatic effect Effects 0.000 description 1
- 238000002474 experimental method 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
- 230000002349 favourable effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 230000037308 hair color Effects 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 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
- 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
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 239000000047 product Substances 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
- 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
- 230000037072 sun protection Effects 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 230000037303 wrinkles 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
-
- 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
- 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
- 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
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (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, which is applied to human hair after mixing with a peroxide composition, and to a method for dyeing hair using this agent.
Der die Oxidationsfarbstoffvorprodukte enthaltenden Zusammensetzung wird grundsätzlich ein Reduktionsmittel, vorzugsweise Ascorbinsäure oder ein Alkalisulfit, zugesetzt, um diese Vorprodukte gegen eine unerwünschte vorzeitige Oxidation zu stabilisieren (vgl. hierzu beispielsweise die Monographie von K. Schrader, Grundlagen und Rezepturen der Kosmetika, 2. Aufl. (1989), S. 786).A reducing agent, preferably ascorbic acid or an alkali sulfite, is generally added to the composition containing the oxidation dye precursors in order to stabilize these precursors against undesirable premature oxidation (see, for example, the monograph by K. Schrader, Grundlagen und Rezepturen der Kosmetika, 2nd edition (1989), p. 786).
Diese seit Jahrzehnten geübte Praxis weist jedoch den Nachteil auf, daß mit weiteren 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 dieser Reduktionsmittel aufzuheben. Gleichwohl kann die Färbereaktion verzögert sein, was sich auf die Qualität der erhaltenden Färbung, insbesondere deren Intensität, auswirken kann.However, this practice, which has been in use for decades, has the disadvantage that incompatibilities can arise with other ingredients in the recipe. In addition, when applying the ready-to-use dye mixture, i.e. when mixing the oxidation dye precursor composition, which is usually an aqueous solution, emulsion, dispersion or gel, with the peroxide composition, a considerable excess of peroxide is required in order to cancel out the antioxidative effect of these reducing agents. Nevertheless, the dyeing reaction can be delayed, which can affect the quality of the resulting dye, particularly its intensity.
Es wurde nunmehr überraschenderweise gefunden, daß sich dieses Problem dadurch lösen läßt, wenn manIt has now surprisingly been found that this problem can be solved by
a) als Oxidationsfarbstoffvorprodukte eine Kombination aus mindestens einem Tetraaminopyrimidin, insbesondere 2,4,5,6-Tetraaminopyrimidin, und/oder einem Hydroxytriaminopyrimidin, insbesondere 4-Hydroxy-2,5,6-triaminopyrimidin bzw. deren Salzen, unda) as oxidation dye precursors a combination of at least one tetraaminopyrimidine, in particular 2,4,5,6-tetraaminopyrimidine, and/or one hydroxytriaminopyrimidine, in particular 4-hydroxy-2,5,6-triaminopyrimidine or their salts, and
b) mindestens einer Kupplersubstanz, ausgewählt aus 2,5-Diaminopyridin, 2,6-Diaminopyridin, 2-Dimethylamino-5-amino-pyridin, 2-Amino-3-hydroxypyridin und/oder 3-Amino-2-methylarnino-6-methoxy-pyridin bzw. deren Salzen,b) at least one coupling substance 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 their salts,
c) Dihydroxyaceton, Alloxan und Methylglyoxal, und(c) dihydroxyacetone, alloxan and methylglyoxal, and
d) Kaliumiodid einsetzt.d) uses potassium iodide.
Wegen ihrer Verwandtschaft zu den Sonnenschutzpräparaten sollen hier auch die sogenannten Bräunungsmittel angeführt werden, Präparate, die ohne Sonneneinwirkung ein Hautbräunung herbeiführen. Die Wirksubstanz ist das Dihydroxyaceton, ein zu den Monosacchariden gehörendes Kohlehydrat —C3H6O3— StrukturformelBecause of their relationship to sun protection products, the so-called tanning agents should also be mentioned here, preparations that cause skin to tan without exposure to the sun. The active substance is dihydroxyacetone, a carbohydrate belonging to the monosaccharides - C 3 H 6 O 3 - structural formula
HOCH2 C — CH2OHHOCH 2 C — CH 2 OH
Dihydroxyaceton reagiert mit den Eiweißkörpern der Haut unter Bildung brauner Verbindungen. Die Wirkung beruht auf einer Reaktion des Ketozuckers mit freien Aminogruppen der Hautproteine. Die mit diesem Präparat gebräunte Haut ist nicht gegen Sonnenbrand geschützt. Günstige Hautbräunungseffekte werden durch Kombination aus Dihydroxyaceton und/oder Alloxan und/oder etwas Methylglyoxal bei pH 4 bis 10,5, insbesondere bei 5 bis 8 erzielt.Dihydroxyacetone reacts with the proteins in the skin to form brown compounds. The effect is based on a reaction of the keto sugar with free amino groups in the skin proteins. Skin tanned with this preparation is not protected against sunburn. Favorable skin tanning effects are achieved by combining dihydroxyacetone and/or alloxan and/or some methylglyoxal at pH 4 to 10.5, especially at 5 to 8.
Die Färbung tritt nach 3 bis 5 Stunden ein und hält einige Tage an. Eine Kombination mit Walnußschalenextrakt sorgt für einen echten Braunton und gibt gleichzeitig einen Lichtschutzeffekt.The coloring takes place after 3 to 5 hours and lasts for several days. A combination with walnut shell extract ensures a real brown tone and at the same time provides a light protection effect.
Nach Untersuchungen von Tronnier, Mayerus, Rapp und Schmitt ist die nichtenzymatische Bräunung der Haut mit Dihydroxyaceton wesentlich von den Rezepturen abhängig und kann durch Vorreinigung der Haut, Belichtung und zweckmäßiger Nachbehandlung intensiviert werden. Während die Hauttemperatur bei diesem Versuch völlig unbeeinflußt blieb, zeigte die Wasserabgabe und Hydratation der Hornschicht deutliche Änderungen und zwar eine Verminderung der Feuchtigkeitsabgabe und wohl mehr lokal eine Abnahme der Hydratation unter der Belichtung, bevorzugt in den seborrhoischen Zonen.According to studies by Tronnier, Mayerus, Rapp and Schmitt, the non-enzymatic tanning of the skin with dihydroxyacetone depends largely on the formulation and can be intensified by pre-cleaning the skin, exposure to light and appropriate aftercare. While the skin temperature remained completely unaffected in this experiment, the water release and hydration of the horny layer showed clear changes, namely a reduction in moisture release and probably a more local decrease in hydration under exposure, especially in the seborrhoeic zones.
Die Elastizität der Haut nimmt als Folge der Homschichtverdickung ab, zeigt aber in der Dermatitis Solaris infolge des Ödems eine Verstärkung. Eine Zunahme der Faltenbildung war in der kurzen zu übersehenden Versuchszeit nur andeutungsweise vorhanden. Siehe auch F. Greiter, "Künstliche Hautbräunungsmittel Problematik und mögliches Modell", Parf. und Kosmetik. 55, Nr. 9/1974, 264-265.The elasticity of the skin decreases as a result of the thickening of the corneal layer, but in dermatitis solaris it increases as a result of the edema. An increase in the formation of wrinkles was only slightly evident in the short test period. See also F. Greiter, "Artificial skin tanning agents: Problems and possible model", Parf. und Kosmetik. 55, No. 9/1974, 264-265.
Bei Anwendung dieser Gemische mit Peroxiden, insbesondere Wasserstoffperoxid, werden nach kurzer Einwirkungszeit ausdrucksvolle, intensive Färbungen im Braun-, Blau- und Violettbereich erhalten, die durch Zusatz weiterer Kupplersubstanzen auch zu anderen Nuancen variierbar sind.When these mixtures are used with peroxides, especially hydrogen peroxide, expressive, intense colors in the brown, blue and violet range are obtained after a short exposure time, which can also be varied to other shades by adding further coupling substances.
Die eingesetzten Tetraaminopyrimidine sind ebenso wie die Hydroxytriaminopyrimidine als Entwicklersubstanzen in Haarfärbemitteln an sich bekannt, letztere z.B. aus der EP-B 467 026, und bedürfen keiner näheren Erläuterung.The tetraaminopyrimidines used, like the hydroxytriaminopyrimidines, are known per se as developing substances in hair dyes, the latter e.g. from 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 necessary for solubility reasons, also as water-soluble salts, in particular as hydrochlorides or sulfates.
Die erfindungsgemäßen Haarfärbemittel können, neben den obengenannten essentiellen Bestandteilen weitere Oxidationsfarbstoffvorprodukte enthalten.
Beispiele hierfür sind 1-Methoxy-2-amino-4-(ß-hydroxyethylamino)benzol, Resorcin, 2-Methylresorcin, 4-Chlorresorcin, 2-Amino-N,N-diethylaminotoluol, 1,3-Diaminobenzol, 2-Amino-4-chlorphenol, 1,6-Dihydroxynaphthalin, 1,7-Dihydroxynaphthalin, 2-Aminophenol, 3-Aminophenol, 1-Methyl-2-hydoxy-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 wasserlöslichen Salze und/oder 1-Naphthol.The hair dyes according to the invention can contain, in addition to the essential ingredients mentioned above, further oxidation dye precursors.
Examples of these are 1-methoxy-2-amino-4-(ß-hydroxyethylamino)benzene, resorcinol, 2-methylresorcinol, 4-chlororesorcinol, 2-amino-N,N-diethylaminotoluene, 1,3-diaminobenzene, 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-ß-hydroxyethylaminoanisole or their water-soluble salts and/or 1-naphthol.
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, 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 entsprechender weiterer Kupplersubstanzen noch zu anderen Farbnuancen variiert werden könnenWhen using these compositions on a conventional basis, as already mentioned, after oxidation with peroxide, very expressive, intense, permanent hair coloring is obtained after a relatively short exposure time, especially in the green, blue, brown and orange range, which can be varied to other color nuances by adding appropriate additional coupling substances.
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 der genannten Entwicklersubstanzen 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.
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 0,01 bis 5,0 %, vorzugsweise 0,05 bis 4 %, insbesondere 0,1 bis 3 Gew.-% der Gesamtzusammensetzung (ohne Oxidationsmittel), wobei sich die Angaben jeweils auf den Anteil an freier Base beziehen.The preferred weight ratio of the developer substances mentioned 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.
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, ie in amounts of 0.01 to 5.0%, preferably 0.05 to 4%, in particular 0.1 to 3% by weight of the total composition (without oxidizing agent), whereby the information in each case refers to the proportion of free base.
Der Anteil an Dihydroxyaceton und/oder Alloxan und/oder Methy!glyoxal liegt vorzugsweise bei etwa 0,05 bis 5, vor allem 0,25 bis 2,5, insbesondere bei etwa 0,5 bis 2 Gew.-% des Färbemittels (ohne Oxidationsmittelzusammensetzung).
Das Kaliumiodid ist bekannt und bedarf deshalb keiner weiteren Erwähnung.
Die erfindungsgemäßen Zusammensetzungen können erwünschtenfalls auch sogenannte Nuanceure zur Feineinstellung des gewünschten Farbtones, insbesondere auch direktziehende Farbstoffe, enthalten.The proportion of dihydroxyacetone and/or alloxan and/or methylglyoxal is preferably about 0.05 to 5, especially 0.25 to 2.5, in particular about 0.5 to 2% by weight of the colorant (without oxidizing agent composition).
Potassium iodide is well known and therefore requires no further mention.
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..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.
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 liegenThe pH value of the ready-to-use hair dye, i.e. after mixing with peroxide, can be 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
5 -5-2 * &iacgr; &iacgr; **&iacgr; ' J J : A-30/015 -5-2 * &iacgr;&iacgr;**&iacgr; ' J J : A-30/01
Die folgenden Beispiele dienen der Illustration der Erfindung.The following examples serve to illustrate the invention.
Grundlagebasis
Die erfindungsgemäße Entwickler-Kuppler-Kombination wurde, jeweils unter entsprechender Verringerung des Wassergehalts, in diese Grundlage eingearbeitet. Die Ausfärbungen erfolgen jeweils an Woll-Läppchen und 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 developer-coupler combination according to the invention was incorporated into this base, in each case with a corresponding reduction in the water content. The coloring is carried out on wool patches and strands of bleached human hair by applying a mixture of dye precursor and 6% hydrogen peroxide solution with an alkaline pH value and allowing it to act for 20 minutes at room temperature, rinsing and drying.
Es wurden die folgenden Färbungen erzielt:The following colorations were achieved:
&Agr;-30/01α-30/01
pyridindihydrochloridpyridine dihydrochloride
pyrimidinsulfatpyrimidine sulfate
pyridindihydrochloridpyridine dihydrochloride
olivgrünolive green
In allen Fällen wiesen überraschenderweise die erfindungsgemäßen Zusammensetzungen eine stärkere Farbintensität sowie einen ausgeprägteren Glanz auf.In all cases, surprisingly, the compositions according to the invention exhibited a stronger color intensity and a more pronounced shine.
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Claims (3)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE20115307U DE20115307U1 (en) | 2001-09-17 | 2001-09-17 | Oxidative hair dyes containing an aminopyrimidine with an aminopyridine coupler give more intense shades when dihydroxyacetone, alloxane, methylglyoxal and/or potassium iodide is present |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE20115307U DE20115307U1 (en) | 2001-09-17 | 2001-09-17 | Oxidative hair dyes containing an aminopyrimidine with an aminopyridine coupler give more intense shades when dihydroxyacetone, alloxane, methylglyoxal and/or potassium iodide is present |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE20115307U1 true DE20115307U1 (en) | 2003-02-20 |
Family
ID=7961784
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE20115307U Expired - Lifetime DE20115307U1 (en) | 2001-09-17 | 2001-09-17 | Oxidative hair dyes containing an aminopyrimidine with an aminopyridine coupler give more intense shades when dihydroxyacetone, alloxane, methylglyoxal and/or potassium iodide is present |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE20115307U1 (en) |
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2001
- 2001-09-17 DE DE20115307U patent/DE20115307U1/en not_active Expired - Lifetime
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