The present invention relates to azo dyes of formula (1) which are soluble
in organic solvents, wherein R.sub.1 is --CN, --COOR.sub.5,
--CONR.sub.6R.sub.7 or a heterocyclic ring, R.sub.2 is unsubstituted or
substituted alkyl, unsubstituted or substituted aryl, --CF.sub.3,
--COOR.sub.5, --CONR.sub.6R.sub.7 or --COR.sub.5, R.sub.3 is hydrogen,
--SO.sub.3M, alkyl, alkoxy, alkylcarbonyl, --NO.sub.2 or halogen, R.sub.4
is substituted aryl, substituted heteroaryl or an aryl-N.dbd.N-aryl
radical, wherein one or both of the aryl radicals in aryl-N.dbd.N-aryl
is/are unsubstituted or substituted, or a radical
heteroaryl-N.dbd.N-heteroaryl, wherein one or both of the heteroaryl
radicals in heteroaryl-N.dbd.N-heteroaryl is/are unsubstituted or
substituted, R.sub.5 is hydrogen, alkyl or unsubstituted or substituted
aryl, R.sub.6 is hydrogen, alkyl or unsubstituted or substituted aryl,
R.sub.7 is hydrogen, alkyl or unsubstituted or substituted aryl, M.sup.+
is a cation, n is a number 1, 2 or 3 and m is a number 1, 2 or 3, to a
process for the preparation thereof and to the use thereof in the
production of colored plastics or polymeric color particles, and as
printing inks, printing dyes, coating compositions and wood stains
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