Azamethine dyes

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552302, 546113, 546119, 546120, 546122, 546171, 546288, 546291, 546292, 546296, 546297, C09B 5300, C09B 5500, B41M 538

Patent

active

058113703

DESCRIPTION:

BRIEF SUMMARY
This application is a 371 of PCT/EP95/04314, filed Nov. 3, 1995.


SUMMARY OF THE INVENTION

The present invention relates to novel azamethine dyes of the formula I ##STR2## where W is oxygen, sulfur or a radical of the formula --NH--CO--, --NH--COO-- or --NH--SO.sub.2 --, oxygen atom in ether function, benzyl, phenylethyl, phenyl or C.sub.1 -C.sub.4 -alkoxy, -C.sub.4 -alkyl with or without interruption by an oxygen atom in ether function, benzyl or phenylethyl, provided that radical --CZ.sup.1 Z.sup.2 Z.sup.3 is not linear and is not isopropyl, -alkyl with or without substitution and with or without interruption by from 1 to 3 oxygen atoms in ether function, C.sub.3 -C.sub.4 -alkenyl, C.sub.5 -C.sub.7 -cycloalkyl, phenyl or tolyl, or together with the nitrogen atom joining them together a 5- or 6-membered saturated heterocyclic radical with or without further hetero atoms, or Z.sup.4 and Z.sup.5 are together a 2- or 3-membered bridge member with or without a hetero atom, and ##STR3## Y.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl with or without interruption by an oxygen atom in ether function, C.sub.1 -C.sub.4 -fluoroalkyl, substituted or unsubstituted phenyl or C.sub.1 -C.sub.8 -alkoxycarbonyl, carboxyl or C.sub.1 -C.sub.8 -alkoxycarbonyl, or without interruption by from 1 to 3 oxygen atoms in ether function, C.sub.5 -C.sub.7 -cycloalkyl, substituted or unsubstituted phenyl or a radical of the formula NB.sup.1 B.sup.2, where B.sup.1 and B.sup.2 are independently of each other hydrogen, C.sub.1 -C.sub.10 -alkyl, substituted or unsubstituted phenyl, C.sub.1 -C.sub.9 -alkanoyl, phenylsulfonyl, pyridylsulfonyl, substituted or unsubstituted benzoyl, pyridylcarbonyl or thienylcarbonyl, C--Y.sup.4 where Y.sup.4 is C.sub.1 -C.sub.20 -alkyl with or without substitution and with or without interruption by from 1 to 4 oxygen atoms in ether function, substituted or unsubstituted phenyl, mercapto or substituted or unsubstituted C.sub.1 -C.sub.20 -alkylthio, and hydrogen, C.sub.1 -C.sub.10 -alkyl, C.sub.1 -C.sub.10 -fluoroalkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, formylamino or a radical of the formula R.sup.3, --CO--OR.sup.1, --CO--NHR.sup.1, --CO--NH--CO--R.sup.1, --CO--NH--CO--R.sup.3, --CO--NH--SO.sub.2 --R.sup.3, --NH--CO--R.sup.1, --NH--CO--OR.sup.1, --NH--CO--NR.sup.1 R.sup.2, NH--CS--OR.sup.1, --NH--CS--NR.sup.1 R.sup.2, --NH--CO--R.sup.3, --NH--SO.sub.2 --R.sup.1, --NH--SO.sub.2 --R.sup.3 or --NH--SO.sub.2 --NR.sup.1 R.sup.2, where R.sup.1 and R.sup.2 are independently of each other C.sub.1 -C.sub.10 -alkyl with or without substitution and with or without interruption by 1 to 3 oxygen atoms in ether function, C.sub.1 -C.sub.10 -fluoroalkyl, C.sub.5 -C.sub.7 -cycloalkyl, phenyl or tolyl or --NR.sup.1 R.sup.2 is also amino and R.sup.3 is a 5- or 6-membered aromatic heterocyclic radical with or without benzofusion and with or without one or more hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, or Q.sup.1 and Q.sup.2 are together with the carbon atoms to which they are bonded a 5- or 6-membered carbocylic or heterocyclic ring,
U.S. Pat. No. 5,079,365, U.S. Pat. No. 5,312,926, U.S. Pat. No. 5,218,120, U.S. Pat. No. 5,221,658, U.S. Pat. No. 5,310,942, U.S. Pat. No. 5,225,548, U.S. Pat. No. 5,034,371 and Patent Application PCT/EP 95/00564 disclose similar dyes. However, it has been found that these dyes still have defects in their application properties. U.S. Pat. No. 4,975,409, U.S. Pat. No. 5,238,903 and U.S. Pat. No. 5,227,359 also describe azamethine dyes.
It is an object of the present invention to provide novel azamethine dyes which shall be advantageous for non-impact printing processes, for example for thermal transfer, showing in that use in particular a high thermal stability, high lightfastness, high color strength and high brilliance. The novel dyes should also be advantageous for dyeing or printing textile materials.
We have found that this object is achieved by the azamethine dyes of the formula I defined at the beginning.
Any alkyl or alkenyl appearing in the abovemention

REFERENCES:
patent: 4975409 (1990-12-01), Hisashi et al.
patent: 5034371 (1991-07-01), Tanaka et al.
patent: 5079365 (1992-01-01), Sens et al.
patent: 5132439 (1992-07-01), Schultz et al.
patent: 5218120 (1993-06-01), Sens et al.
patent: 5221658 (1993-06-01), Bach et al.
patent: 5225548 (1993-07-01), Bach et al.
patent: 5227359 (1993-07-01), Hisashi et al.
patent: 5238903 (1993-08-01), Hisashi et al.
patent: 5310942 (1994-05-01), Bach et al.
patent: 5312926 (1994-05-01), Bach et al.

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