DE4137005A1 - Hair dye contg. bis:cationic diazo dye contg. tri:azo gps. - giving uniform colour from hair roots to tips without dyeing scalp - Google Patents

Hair dye contg. bis:cationic diazo dye contg. tri:azo gps. - giving uniform colour from hair roots to tips without dyeing scalp

Info

Publication number
DE4137005A1
DE4137005A1 DE19914137005 DE4137005A DE4137005A1 DE 4137005 A1 DE4137005 A1 DE 4137005A1 DE 19914137005 DE19914137005 DE 19914137005 DE 4137005 A DE4137005 A DE 4137005A DE 4137005 A1 DE4137005 A1 DE 4137005A1
Authority
DE
Germany
Prior art keywords
hair
scalp
dye
tips
bis
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Withdrawn
Application number
DE19914137005
Other languages
German (de)
Inventor
Horst Noack
Regina Muehlberg
Bernd Dr Noll
Herbert Dr Weinelt
Anett Feuerer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Chemie GmbH Bitterfeld Wolfen
Original Assignee
Chemie GmbH Bitterfeld Wolfen
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Chemie GmbH Bitterfeld Wolfen filed Critical Chemie GmbH Bitterfeld Wolfen
Priority to DE19914137005 priority Critical patent/DE4137005A1/en
Publication of DE4137005A1 publication Critical patent/DE4137005A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065Preparations for temporary colouring the hair, e.g. direct dyes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/496Triazoles or their condensed derivatives, e.g. benzotriazoles

Abstract

The hair dye contains known components and a bis-cationic disazo dye of formula (I). In (I) R1, R2 = Me or Et; An2- = chloride or tetrachlorozine cation. ADVANTAGE - A uniform hair colour from roots to tips is obtd., and the scalp is not dyed. In an example, an emulsion contg. 0.2 g of (I), 4g of nonionic co-emulsifier, 2g of fatty acid diethanolamide, 1.5 g of cationic tenside, 2 g of alkylpolyglycol ether, 4g of 1,2-propylene glycol, 0.85 g of Soerensen phosphate buffer, and 85.45 g of water was applied to the hair as a dye foam from an aerosol dispenser with a propane/butane mixt. After 10-20 mins., a uniform, brilliant, red-violet shade was obtd.

Description

Die Erfindung betrifft ein neues Mittel zum Tönen und Färben von Haaren.The invention relates to a new agent for tinting and coloring hair.

Es ist bekannt, daß zum Tönen und Färben von Haaren direktziehende Farbstoffe verwendet werden. Haarfärbemittel können demgemäß kationische Azofarbstoffe enthalten. In der GB-PS 9 09 707 sind quarternäre Salze der Azofarbstoffe für tiefrote Haarfärbungen genannt, die durch Kupplung von N,N-Dialkylani­ linen mit der Diazoniumverbindung des 2-Nitro-4-dimethylaminoanilins erhal­ ten werden.It is known that direct dyes for tinting and coloring hair be used. Accordingly, hair dyes can be cationic azo dyes contain. In GB-PS 9 09 707 are quaternary salts of the azo dyes called for deep red hair coloring, which is due to coupling of N, N-dialkylani linen with the diazonium compound of 2-nitro-4-dimethylaminoaniline be.

Gemäß FR-PS 1560664 wird 2-Aminobenzthiazol diazotiert und die Diazoverbin­ dung mit N-δ-Amino-alkyl-N-alkyanilinen gekuppelt. Die gebildeten Azo­ farbstoffe ergeben echte Haarfärbungen.According to FR-PS 1560664, 2-aminobenzothiazole is diazotized and the diazoverbin coupled with N-δ-amino-alkyl-N-alkyanilines. The educated azo dyes result in real hair coloring.

Für die Erzielung roter Töne sind die FarbstoffeThe dyes are used to achieve red tones

CI Basic Red 22
CI Basic Red 29 und
CI Basic Red 76
CI Basic Red 22
CI Basic Red 29 and
CI Basic Red 76

geeignet.suitable.

Die Anwendung dieser Azofarbstoffe in Haarfärbemitteln ist jedoch mit sehr großen Nachteilen behaftet.However, the use of these azo dyes in hair dyes is very important major disadvantages.

  • 1. Die Farbstoffe weisen ein ungenügendes Ausgleichvermögen auf. Die Anfär­ bung von Haarspitze bis zum Haaransatz ist nicht gleichmäßig.1. The dyes have insufficient balancing ability. The beginners Exercise from the tip of the hair to the hairline is not even.
  • 2. Die Kopfhaut wird angefärbt.2. The scalp is stained.

Die Aufgabe der Erfindung ist es, rote kationische Azofarbstoffe aufzufinden, die zum Tönen und Färben von Haaren geeignet sind und die ein sehr gutes Aus­ gleichsvermögen besitzen und die Kopfhaut nicht anfärben.The object of the invention is to find red cationic azo dyes which are suitable for tinting and coloring hair and which are a very good option have equilibrium and do not stain the scalp.

Es wurde gefunden, daß mit Haarfärbemitteln die biskationische Diazofarb­ stoffe der Formel 1It has been found that with hair dyes the biscationic diazo dye Formula 1 substances

in der R1 und R2 den Methyl- und Ethylrest bedeuten, wobei R1 und R2 gleich und verschieden sein kann und An⁻ für das Chlorid- und Tetrachlorozinkation steht, enthalten, die bekannten Nachteile des Standes der Technik überraschender Weise beseitigt werden.in which R 1 and R 2 denote the methyl and ethyl radical, where R 1 and R 2 can be the same and different and An⁻ stands for the chloride and tetrachlorozincation, contain the known disadvantages of the prior art are surprisingly eliminated.

Gegenüber den kationischen Azofarbstoffen der GB-PS 9 09 707, FR-PS 15 60 664 und den nächstvergleichbaren Farbstoffen Basic Red 22, Basic Red 29 und Basic Red 76 werden mit der erfindungsgemäßen Anwendung biskationischer Disazofarb­ stoffe gleichmäßige Färbungen von Haarspitze zum Haaransatz erzielt.Compared to the cationic azo dyes of GB-PS 9 09 707, FR-PS 15 60 664 and the closest comparable dyes Basic Red 22, Basic Red 29 and Basic Red 76 become biscationic disazo with the use of the invention fabrics even coloring from the tip of the hair to the hairline achieved.

Aufgrund des ungenügenden Ausgleichsvermögens des strukturell am nächsten vergleichbaren Farbstoffes Basic Red 22Due to the inadequate balancing ability of the structurally closest comparable dye Basic Red 22

war die mit den erfindungsgemäßen Farbstoffen der Formel 1 erreichte hohe Gleichmäßigkeit der Haarfärbungen nicht zu erwarten.was the high achieved with the dyes of formula 1 according to the invention Uniformity of hair color is not to be expected.

Ein weiterer überraschender Effekt im Vergleich zu den bekannten kationischen Azofarbstoffen ist, daß bei der Haarbehandlung die Kopfhaut nicht mit ange­ färbt wird.Another surprising effect compared to the known cationic Azo dyes is that the scalp is not included in the hair treatment is colored.

Die Erfindung wird an nachfolgenden Beispielen erläutert.The invention is illustrated by the following examples.

Beispiel 1example 1

Eine Emulsion bestehend ausAn emulsion consisting of

 0,2 g Farbstoff der Formel 1
 4,0 g nichtionogener Mischemulgator
 2,0 g Fettsäurediethanolamid
 1,5 g kationisches Tensid
 2,0 g Alkylpolyglycolether
 4,0 g 1,2-Propylenglycol
 0,85 g Phosphatpuffer nach Soerensen und
85,45 g Wasser
0.2 g of dye of formula 1
4.0 g non-ionic mixed emulsifier
2.0 g fatty acid diethanolamide
1.5 g cationic surfactant
2.0 g alkyl polyglycol ether
4.0 g of 1,2-propylene glycol
0.85 g phosphate buffer according to Soerensen and
85.45 g water

wird mit einem Propan/Butan-Gemisch in einer Aerosolverpackung als Tönungs­ schaum auf das Haar aufgetragen. Nach ca. 10- bis 20minütiger Einwirkungsdauer wird eine gleichmäßige leuchtend rot-violette Tönung erhalten.comes with a propane / butane mixture in an aerosol packaging as a tint applied foam to the hair. After approximately 10 to 20 minutes of exposure will get a uniform bright red-purple tint.

Beispiel 2Example 2

Eine Emulsion bestehend ausAn emulsion consisting of

 0,1 g Farbstoff der Formel 1
 4,5 g nichtionogener Mischemulgator
 3,0 g Fettsäurediethanolamid
 1,5 g kationisches Tensid
 5,0 g 1,2-Propylenglycol
 2,5 g Phosphatpuffer nach Soerensen und
83,5 g Wasser
0.1 g of dye of formula 1
4.5 g non-ionic mixed emulsifier
3.0 g fatty acid diethanolamide
1.5 g cationic surfactant
5.0 g 1,2-propylene glycol
2.5 g phosphate buffer according to Soerensen and
83.5 g water

wird in dieser Form auf das Haar aufgetragen. Es wird eine gleichmäßige leuch­ tend rot-violette Tönung erhalten.is applied to the hair in this form. It will be an even glow tending to get red-violet tint.

Claims (1)

Haarfärbemittel dadurch gekennzeichnet, daß diese neben bekannten Komponenten einen biskationischen Disazofarbstoff der Formel in der R1 und R2 den Methyl- und Ethylrest bedeuten, wobei R1 und R2 gleich oder verschieden sein kann und An2- für das Chlorid- oder das Tetrachloro­ zinkatanion steht, enthalten.Hair dye characterized in that, in addition to known components, a biscationic disazo dye of the formula in which R 1 and R 2 denote the methyl and ethyl radical, where R 1 and R 2 may be the same or different and An 2 is the chloride or tetrachlorozincate anion.
DE19914137005 1991-11-11 1991-11-11 Hair dye contg. bis:cationic diazo dye contg. tri:azo gps. - giving uniform colour from hair roots to tips without dyeing scalp Withdrawn DE4137005A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE19914137005 DE4137005A1 (en) 1991-11-11 1991-11-11 Hair dye contg. bis:cationic diazo dye contg. tri:azo gps. - giving uniform colour from hair roots to tips without dyeing scalp

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19914137005 DE4137005A1 (en) 1991-11-11 1991-11-11 Hair dye contg. bis:cationic diazo dye contg. tri:azo gps. - giving uniform colour from hair roots to tips without dyeing scalp

Publications (1)

Publication Number Publication Date
DE4137005A1 true DE4137005A1 (en) 1993-05-13

Family

ID=6444505

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19914137005 Withdrawn DE4137005A1 (en) 1991-11-11 1991-11-11 Hair dye contg. bis:cationic diazo dye contg. tri:azo gps. - giving uniform colour from hair roots to tips without dyeing scalp

Country Status (1)

Country Link
DE (1) DE4137005A1 (en)

Cited By (71)

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Publication number Priority date Publication date Assignee Title
WO1995015144A1 (en) * 1993-11-30 1995-06-08 Ciba-Geigy Ag Cationic dyes for keratin-containing fibres
US5888252A (en) * 1993-11-30 1999-03-30 Ciba Specialty Chemicals Corporation Processes for dyeing keratin-containing fibres with cationicazo dyes
EP1342465A3 (en) * 2002-03-05 2003-10-29 Kao Corporation Foam-type hair dye and foam-type hair dye discharge container
US7172633B2 (en) 2003-06-16 2007-02-06 L'ORéAL S.A. Lightening dye composition comprising at least one cationic direct dye containing mixed chromophores
US7201779B2 (en) 2003-06-16 2007-04-10 L'oreal S.A. Dye composition comprising at least one direct dye containing mixed chromophores
US7300471B2 (en) 2004-02-27 2007-11-27 L'oreal S.A. Composition comprising at least one mixed dye based on at least one chromophore of azo or tri(hetero) arylmethane type, dyeing process and mixed dyes.
EP2018847A1 (en) 2007-07-24 2009-01-28 L'Oreal Hair composition comprising at least one direct disulfide dye and at least one alkali hydroxide agent and method of simultaneous styling and dyeing.
US7488354B2 (en) 2004-10-14 2009-02-10 L'oreal S.A. Dyeing composition comprising at least one disulphide dye and method of dyeing human keratin fibers using this dye
EP2053094A2 (en) 2007-09-24 2009-04-29 L'Oréal Composition for dyeing keratinous fibres comprising at least one direct dye with disulphur/thiol function and at least one polymer with thiol function and method using the composition
US7582122B2 (en) 2005-08-26 2009-09-01 L'oreal S.A. Mixed cationic dyes comprising at least one anthraquinone chromophore and their use in methods of hair dyeing
US8038732B2 (en) 2006-03-24 2011-10-18 L'oreal S.A. Fluorescent entity, dyeing composition containing at least one fluorescent entity, and method for lightening keratin materials using said at least one fluorescent entity
US8038731B2 (en) 2006-03-24 2011-10-18 L'oreal S.A. Method of dyeing and lightening keratin materials in the presence of a reducing agent comprising a fluorescent disulphide dye
WO2012093014A2 (en) 2010-12-15 2012-07-12 L'oreal Process for dyeing keratin fibres using a direct dye bearing a disulfide/thiol/protected thiol function and water vapour
WO2012113723A2 (en) 2011-02-25 2012-08-30 L'oreal Composition for dyeing keratin fibres comprising a direct dye bearing a disulfide/thiol function, a non-cellulose-based thickening polymer, an alkaline agent and a reducing agent
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Cited By (112)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995015144A1 (en) * 1993-11-30 1995-06-08 Ciba-Geigy Ag Cationic dyes for keratin-containing fibres
US5888252A (en) * 1993-11-30 1999-03-30 Ciba Specialty Chemicals Corporation Processes for dyeing keratin-containing fibres with cationicazo dyes
EP1342465A3 (en) * 2002-03-05 2003-10-29 Kao Corporation Foam-type hair dye and foam-type hair dye discharge container
US7040507B2 (en) 2002-03-05 2006-05-09 Kao Corporation Foam-type hair dye and foam-type hair dye discharge container
US7172633B2 (en) 2003-06-16 2007-02-06 L'ORéAL S.A. Lightening dye composition comprising at least one cationic direct dye containing mixed chromophores
US7201779B2 (en) 2003-06-16 2007-04-10 L'oreal S.A. Dye composition comprising at least one direct dye containing mixed chromophores
US7300471B2 (en) 2004-02-27 2007-11-27 L'oreal S.A. Composition comprising at least one mixed dye based on at least one chromophore of azo or tri(hetero) arylmethane type, dyeing process and mixed dyes.
US7488354B2 (en) 2004-10-14 2009-02-10 L'oreal S.A. Dyeing composition comprising at least one disulphide dye and method of dyeing human keratin fibers using this dye
US7582122B2 (en) 2005-08-26 2009-09-01 L'oreal S.A. Mixed cationic dyes comprising at least one anthraquinone chromophore and their use in methods of hair dyeing
US8562693B2 (en) 2006-03-24 2013-10-22 L'oreal Method of dyeing and lightening keratin materials in the presence of a reducing agent comprising a fluorescent deisulphide dye
US8038732B2 (en) 2006-03-24 2011-10-18 L'oreal S.A. Fluorescent entity, dyeing composition containing at least one fluorescent entity, and method for lightening keratin materials using said at least one fluorescent entity
US8038731B2 (en) 2006-03-24 2011-10-18 L'oreal S.A. Method of dyeing and lightening keratin materials in the presence of a reducing agent comprising a fluorescent disulphide dye
US8685114B2 (en) 2006-03-24 2014-04-01 L'oreal Composition for dyeing and lightening keratin materials comprising a fluorescent deisulphide dye compound
EP2018847A1 (en) 2007-07-24 2009-01-28 L'Oreal Hair composition comprising at least one direct disulfide dye and at least one alkali hydroxide agent and method of simultaneous styling and dyeing.
EP2053094A2 (en) 2007-09-24 2009-04-29 L'Oréal Composition for dyeing keratinous fibres comprising at least one direct dye with disulphur/thiol function and at least one polymer with thiol function and method using the composition
WO2012093014A2 (en) 2010-12-15 2012-07-12 L'oreal Process for dyeing keratin fibres using a direct dye bearing a disulfide/thiol/protected thiol function and water vapour
US8840684B2 (en) 2010-12-15 2014-09-23 L'oreal Process for dyeing keratin fibres using a direct dye bearing a disulfide/thiol/protected thiol function and water vapour
US9271915B2 (en) 2011-02-25 2016-03-01 L'oreal Composition for dyeing keratin fibres comprising a direct dye bearing a disulphide/thiol function, a non-cellulose-based thickening polymer, an alkaline agent and a reducing agent
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