DE10020733A1 - Hair colorant, based on oxidation dye precursor reacting with peroxide, contains 1,2,4,5-tetraaminobenzene and other specified oxidation dye precursor(s) - Google Patents
Hair colorant, based on oxidation dye precursor reacting with peroxide, contains 1,2,4,5-tetraaminobenzene and other specified oxidation dye precursor(s)Info
- Publication number
- DE10020733A1 DE10020733A1 DE2000120733 DE10020733A DE10020733A1 DE 10020733 A1 DE10020733 A1 DE 10020733A1 DE 2000120733 DE2000120733 DE 2000120733 DE 10020733 A DE10020733 A DE 10020733A DE 10020733 A1 DE10020733 A1 DE 10020733A1
- Authority
- DE
- Germany
- Prior art keywords
- amino
- oxidation dye
- dye precursor
- tetraaminobenzene
- peroxide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/411—Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
-
- 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
- A61K8/494—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
- 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
Abstract
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 be nutzt werden können und das Haar selbst bei kurzfristiger wiederholter Anwendung nicht schädigt.The present invention relates to a hair dye based on a peroxide Reactive oxidation dye system that provides lasting intense color tones, which are either used as such, or, in combination with others Developer and / or coupler substances, to achieve further color shades be can be used and the hair even with short-term repeated use does not harm.
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 most commonly used in hair dyes developer substances are 1,4-diaminobenzene (p-phenylenediamine) and 1-methyl-2,5-diaminobenzene (P-toluylenediamine). The use of these substances is the technical color Although the users are largely fair in their wishes, they still exist Color shades that can not 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 also been proposed to fill this gap by using alternative To close developers. This is possible to a limited extent by the use of tetraaminopyrimidine or 2- (2,5-diaminophenyl) ethanol (see EP-A 7537 and EP-B 400 330); however, then have to cut back on the color intensity other nuances are 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 Triamino hydroxypyrimidine, insbesondere 2,5,6-Triamino-4-hydroxypyrimidin, 2,4,5- 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.A largely optimal solution to this problem is by the in EP-A 615 743 described use of 2- (2'-hydroxyethylamino) -5-aminotoluene or its water-soluble salts and the known from EP-B 467 026 Triamino hydroxypyrimidines, especially 2,5,6-triamino-4-hydroxypyrimidine, 2,4,5- Triamino-6-hydroxypyrimidine, 4,5,6-triamino-2-hydroxypyrimidine or salts thereof, especially the sulfates, achieved as developers in hair dyes. Even so, however, color technical wishes remain open.
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, a hair dye to create, which is suitable for the production of a large number of shades and the hair does not damage even after short-term repeated use.
Diese Aufgabe wird dadurch gelöst, daß ein solches Haarfärbemittel ein mit Peroxid reagierendes Oxidationsfarbstoff-System enthält, das aus einer Kombination aus 1,2,4,5-Tetraaminobenzol bzw. dessen wasserlöslichen Salzen und mindestens einem weiteren Oxidationsfarbstoff-Vorprodukt besteht.This object is achieved in that such a hair dye with a peroxide Reactive oxidation dye system contains, consisting of a combination of 1,2,4,5-tetraaminobenzene or its water-soluble salts and at least a further oxidation dye precursor.
Diese ist ausgewählt aus der Gruppe 1-(β-Hydroxyethyl)-2,5-diaminobenzol, 2-(2'-Hydroxyethylamino)-5-aminotoluol, 1-Amino-4-bis-(2'-hydroxyethyl)amino benzol, einem Tetraminopyrimidin, einem Triaminohydroxypyrimidin, 2-Amino-5-N,N- diethylaminotoluol, 1,4-Diaminobenzol, 2,5-Diaminotoluol, 4-Aminophenol, 3- (Diaminomethyl- bzw. -ethyl)-4-hydroxyanilin und/oder 4-Amino-3-methylphenol bzw. deren wasserlöslichen Salzen.This is selected from the group 1- (β-hydroxyethyl) -2,5-diaminobenzene, 2- (2'-hydroxyethylamino) -5-aminotoluene, 1-amino-4-bis (2'-hydroxyethyl) amino benzene, a tetraminopyrimidine, a triaminohydroxypyrimidine, 2-amino-5-N, N- diethylaminotoluene, 1,4-diaminobenzene, 2,5-diaminotoluene, 4-aminophenol, 3- (Diaminomethyl or -ethyl) -4-hydroxyaniline and / or 4-amino-3-methylphenol or their water-soluble salts.
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 nach der Oxidation mit Peroxid sehr ausdrucksvolle, intensive, dauerhafte Haarfärbungen vor allem im Gelb-, Gold- und Braunbereich erhalten, die durch Zusatz entsprechender weiterer Entwickler- und Kupplersubstanzen noch zu ande ren Farbnuancen variiert werden können.Using these compositions on a conventional basis after oxidation with peroxide become very expressive, intense, lasting Hair dyeings obtained mainly in the yellow, gold and brown range, which by Addition of corresponding further developer and coupler substances still ande color shades can be varied.
Besonders überraschend dabei ist, daß es nicht des obligatorischen Zusatzes einer Kupplersubstanz bedarf, um diesen Effekt zu erreichen.It is particularly surprising that it is not the obligatory addition of a Coupler substance is needed to achieve this effect.
Das 1,2,4,5-Tetraaminobenzol liegt vorzugsweise als wasserlösliches Salz, insbesondere als Hydrochlorid, vor.The 1,2,4,5-tetraaminobenzene is preferably a water-soluble salt, especially as hydrochloride, before.
Auch die zusätzliche Mitverwendung weiterer, an sich bekannter Entwicklersubstan zen ist möglich. Neben den bereits oben genannten sind hierbei insbesondere noch 5-Aminosalicylsäure und/oder 1,2,4-Triaminobenzol zu erwähnen.Also, the additional use of further, known per se Entwicklungslersubstan zen is possible. In addition to those already mentioned above are in particular still 5-aminosalicylic acid and / or 1,2,4-triaminobenzene.
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 developer 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% wt .-% of the total composition of the hair dye (without Oxidizing agent), wherein the data in each case on the proportion of free base Respectively.
Das bevorzugte Gewichtsverhältnis von 1,2,4,5-Tetraaminobenzol zu den weiteren Oxidationsfarbstoff-Vorprodukten liegt dabei zwischen etwa 1 : 8 bis 8 : 1, vor zugsweise etwa 1 : 5 bis 5 : 1, insbesondere 1 : 2 bis 2 : 1. The preferred weight ratio of 1,2,4,5-tetraaminobenzene to the others Oxidation dye precursors is between about 1: 8 to 8: 1, before preferably about 1: 5 to 5: 1, in particular 1: 2 to 2: 1.
Die Kupplersubstanz(en) als Reaktionspartner der Entwicklersubstanz(en) liegen, soweit anwesend, 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 Gesamtzu sammensetzung (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, if present, in the hair colorants according to the invention approximately in the same molar fraction as the developing substances before, d. h., ie in quantities of 0.05 to 5.0%, preferably 0.1 to 4%, especially 0.5 to 3% by weight of the total composition (without oxidizing agent), the information being given in each case on the Refer proportion of free base.
Die erfindungsgemäßen Zusammensetzungen können erwünschtenfalls auch sogenannte Nuanceure zur Feineinstellung des gewünschten Farbtones, ins besondere auch direktziehende Farbstoffe, enthalten.The compositions of the invention may also be desired Nuanceure for fine adjustment of the desired color, ins special 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 Farbzu sammensetzung (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 (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 colorants of the invention may be those customary in such compositions Basic and additives, conditioners, etc. included, the expert from known in the art and for example in the monograph of K. Schrader, "Basics and Formulations of Cosmetics", 2nd ed. (Hüthig Buch Verlag, Heidelberg, 1989), pp. 782-815. You can as Solutions, creams, gels or even in the form of aerosol preparations; suitable carrier material compositions are known in the art well known.
Zur Applikation wird das erfindungsgemäße Oxidationsfarbstoff-Vorprodukt mit einem Oxidationsmittel vermischt. Bevorzugtes Oxidationsmittel ist Wasser stoffperoxid, beispielsweise in 2- bis 6-prozentiger Konzentration. For application, the oxidation dye precursor according to the invention with an oxidizing agent mixed. Preferred oxidizing agent is water 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.
Im folgenden werden verschiedene Ausführungsbeispiele zur Erläuterung der
Erfindung gegeben.
In the following, various embodiments will be given to illustrate the invention.
Die erfindungsgemäßen Oxidationsfarbstoff-Kombinationen wurden, unter entsprechender Verringerung des Wassergehalts, in diese Grundlage eingearbeitet.The oxidation dye combinations according to the invention were, under corresponding reduction in water content incorporated into this basis.
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 dyeings took place in each case on wool lobules and strands bleached human hair, by applying a 1: 1 mixture of dye Precursor and 6% hydrogen peroxide solution (pH of the mixture: 9.8) and for 20 minutes at room temperature, followed by washing and Dry.
Es wurden die folgenden Färbungen erzielt:The following colors were obtained:
0,64 Gew.-% 1,2,4,5-Tetraaminobenzol
tetrahydrochlorid (TAB)
0,24 Gew.-% 1,4-Diaminobenzol0.64% by weight of 1,2,4,5-tetraaminobenzene tetrahydrochloride (TAB)
0.24 wt .-% 1,4-diaminobenzene
Intensives Dunkelbraun.Intense dark brown.
0,64 Gew.-% TAB
0,50 Gew.-% 2,5-Diaminotoluolsulfat0.64 wt.% TAB
0.50% by weight of 2,5-diaminotoluene sulfate
Kräftiges Goldbraun. Strong golden brown.
0,64 Gew.-% TAB
0,49 Gew.-% 2-Amino-5-N,N-
diethylaminotoluolhydrochlorid0.64 wt.% TAB
0.49% by weight of 2-amino-5-N, N-diethylaminotoluene hydrochloride
Glänzendes Beigegold.Shiny Beige Gold.
0,64 Gew.-% TAB
0,54 Gew.-% 2,4,5,6-Tetraaminopyrimidinsulfat0.64 wt.% TAB
0.54% by weight of 2,4,5,6-tetraaminopyrimidine sulfate
Intensives Goldgelb.Intense golden yellow.
0,64 Gew.-% TAB
0,54 Gew.-% 4-Hydroxy-2,5,6-triaminopyrimidinsulfat0.64 wt.% TAB
0.54% by weight of 4-hydroxy-2,5,6-triaminopyrimidine sulfate
Intensives Goldgelb.Intense golden yellow.
0,64 Gew.-% TAB
0,66 Gew.-% N,N-Bis(hydroxyethyl)-1,4-
diaminobenzolsulfat0.64 wt.% TAB
0.66% by weight of N, N-bis (hydroxyethyl) -1,4-diaminobenzene sulfate
Glänzendes Olivgrün. Shiny olive green.
0,64 Gew.-% TAB
0,56 Gew.-% 1-(β-Hydroxyethyl)-2,5-
diaminobenzolsulfat0.64 wt.% TAB
0.56% by weight of 1- (β-hydroxyethyl) -2,5-diaminobenzene sulfate
Glänzendes Goldbraun.Shiny golden brown.
0,43 Gew.-% TAB
0,16 Gew.-% 4-Aminophenol
0,18 Gew.-% 1-Methyl-2-hydroxy-4-aminophenol0.43 wt% TAB
0.16 wt .-% 4-aminophenol
0.18% by weight of 1-methyl-2-hydroxy-4-aminophenol
Glänzendes Kupferrot.Shiny copper red.
0,43 Gew.-% TAB
0,40 Gew.-% 3-(Dimethylaminomethyl)-4-
hydroxyanilindihydrochlorid
0,18 Gew.-% 1-Methyl-2-hydroxy-4-aminobenzol0.43 wt% TAB
0.40% by weight of 3- (dimethylaminomethyl) -4-hydroxyaniline dihydrochloride
0.18% by weight of 1-methyl-2-hydroxy-4-aminobenzene
Glänzendes Hellrotbraun. Shiny light red brown.
0,43 Gew.-% TAB
0,36 Gew.-% 4-Hydroxy-2,5,6-triaminopyrimidinsulfat
0,18 Gew.-% 6-Amino-2-methylphenol0.43 wt% TAB
0.36% by weight of 4-hydroxy-2,5,6-triaminopyrimidine sulfate
0.18% by weight of 6-amino-2-methylphenol
Intensives Dunkelgelb.Intense dark yellow.
0,43 Gew.-% TAB
0,33 Gew.-% 2,5-Diaminotoluolsulfat
0,32 Gew.-% 3,4-Diamino-5-hydroxypyrazolsulfat0.43 wt% TAB
0.33% by weight of 2,5-diaminotoluene sulfate
0.32 wt .-% 3,4-diamino-5-hydroxypyrazolsulfat
Glänzendes Goldbraun.Shiny golden brown.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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DE2000120733 DE10020733B4 (en) | 2000-04-27 | 2000-04-27 | Hair dye containing 1,2,4,5-tetraaminobenzene |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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DE2000120733 DE10020733B4 (en) | 2000-04-27 | 2000-04-27 | Hair dye containing 1,2,4,5-tetraaminobenzene |
Publications (2)
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DE10020733A1 true DE10020733A1 (en) | 2001-11-08 |
DE10020733B4 DE10020733B4 (en) | 2006-09-21 |
Family
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DE2000120733 Expired - Fee Related DE10020733B4 (en) | 2000-04-27 | 2000-04-27 | Hair dye containing 1,2,4,5-tetraaminobenzene |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1197203A1 (en) * | 2000-10-14 | 2002-04-17 | GOLDWELL GmbH | Hair dye composition |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19630275A1 (en) * | 1996-07-26 | 1998-01-29 | Henkel Kgaa | Agent for dyeing keratin fibers |
DE19916031A1 (en) * | 1999-04-09 | 2000-10-19 | Henkel Kgaa | Colorants and uses |
-
2000
- 2000-04-27 DE DE2000120733 patent/DE10020733B4/en not_active Expired - Fee Related
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19630275A1 (en) * | 1996-07-26 | 1998-01-29 | Henkel Kgaa | Agent for dyeing keratin fibers |
DE19916031A1 (en) * | 1999-04-09 | 2000-10-19 | Henkel Kgaa | Colorants and uses |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1197203A1 (en) * | 2000-10-14 | 2002-04-17 | GOLDWELL GmbH | Hair dye composition |
Also Published As
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DE10020733B4 (en) | 2006-09-21 |
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Owner name: KPSS-KAO PROFESSIONAL SALON SERVICES GMBH, 64297 D |
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