Reactive azo dyes, method for the production and use thereof
View Patent ↗The present invention relates to reactive dyes of the general formula (1) where X 1 , X 2 , R, M, m and n are each as defined in claim 1, processes for their preparation and also their use for dyeing and printing hydroxyl- and/or carboxamido-containing materials.
1. A reactive dye of the general formula (1)
where
R is hydrogen, alkyl or substituted alkyl,
X 1 is halogen, amino, optionally substituted amino or X 2 ,
X 2 is a substituent of the general formula (2)
where
R 1 is substituted or unsubstituted aryl,
B is alkylene which may be interrupted by an oxygen atom, and
R 2 is a —SO 2 CH═CH 2 or —SO 2 CH 2 CH 2 Z radical, where Z is a moiety which can be eliminated by the action of alkali,
n and m are each 0 or 1, and
M is hydrogen, ammonium, an alkali metal or the equivalent of an alkaline earth metal.
2. A reactive dye as claimed in claim 1 , wherein n is 1.
3. A reactive dye as claimed in claim 1 , conforming to one of the formulae (1a) to (1c):
where M, n and X 1 are each as defined in claim 1 .
4. A reactive dye as claimed in claim 1 , wherein M is hydrogen or sodium.
5. A process for preparing a reactive dye as claimed in claim 1 , which comprises diazotizing and reacting a reactive amine component of the general formula (3)
where X 1 , X 2 , M and n are each as defined in claim 1 , with a compound of the formula (4)
6. A process for preparing a reactive dye of the general formula (I) as claimed in claim 1 , where X 2 is a radical of the general formula (2), which comprises reacting a compound of the general formula (5)
with a trihalotriazine and subsequent condensation with an amine of the general formula (2′)
7. A process of dyeing or printing hydroxyl- and/or carboxamido-containing material which comprises contacting the dye as claimed in claim 1 with the material.
8. The process as claimed in claim 7 , wherein the material is a fiber material.