Pyridone dyes

Details Pyridone dyes Pyridone dyes

1996-06-14

1998-02-17

Fan, Jane

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

8568, 5462707, 5462814, 544 55, 544 60, 544131, 544333, C07D41706, C07D40906, C09B 6700

Patent

active

057192880

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to novel pyridone dyes of the formula I ##STR2## where
X is nitrogen or C--CN,
R.sup.1 and R.sup.2 are identical or different and each is independently of the other unsubstituted or C.sub.1 -C.sub.4 -alkoxycarbonyl-, C.sub.1 -C.sub.4 -alkoxycarbonyloxy- or phenyl-substituted C.sub.1 -C.sub.10 -alkyl with or without interruption by from 1 to 4 oxygen atoms in ether function, C.sub.5 -C.sub.7 -cycloalkyl, C.sub.3 -C.sub.4 -alkenyl, unsubstituted or C.sub.1 -C.sub.4 -alkyl-, C.sub.1 -C.sub.4 -alkoxy- or halogen-substituted phenyl, or R.sup.1 and R.sup.2 are together with the nitrogen atom joining them together a 5- or 6-membered saturated heterocyclic radical with or without further hetero atoms,
R.sup.3 is hydrogen, C.sub.1 -C.sub.10 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, benzyl, unsubstituted or C.sub.1 -C.sub.4 -alkyl-, C.sub.1 -C.sub.4 -alkoxy- or halogen-substituted phenyl, furanyl or thienyl, the last two radicals being unsubstituted or C.sub.1 -C.sub.4 -alkyl- or halogen-substituted,
R.sup.4 is hydrogen, C.sub.1 -C.sub.4 -alkyl or unsubstituted or C.sub.1 -C.sub.4 -alkyl-, C.sub.1 -C.sub.4 -alkoxy- or halogen-substituted phenyl,
R.sup.5 is cyano, carbamoyl, mono- or di(C.sub.1 -C.sub.8 -alkyl)carbamoyl, carboxyl, C.sub.1 -C.sub.8 -alkoxycarbonyl or benzimidazolyl, and
R.sup.6 is unsubstituted or phenyl-, phenoxy-, cyclohexyloxy- or pyrazolyl-substituted C.sub.1 -C.sub.10 -alkyl with or without interruption by from 1 to 4 oxygen atoms in ether function, C.sub.5 -C.sub.7 -cycloalkyl or unsubstituted or C.sub.1 -C.sub.4 -alkyl-, C.sub.1 -C.sub.4 -alkoxy- or halogen-substituted phenyl, radicals R.sup.1 and R.sup.2 is at least 7 when R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.10 -alkyl or when one of R.sup.1 and R.sup.2 is C.sub.1 -C.sub.10 -alkyl and the other is C.sub.5 -C.sub.7 -cycloalkyl, and to a process for dyeing or printing textile materials.
U.S. Pat. No. 5,079,365 discloses thiazolemethinepyridone dyes (including the above-excepted dyes). There the dyes are used for transfer from a transfer to a plastic-coated paper by diffusion by means of an energy source. There is no mention there of these dyes also being suitable for dyeing or printing textile materials.
It is an object of the present invention to provide novel methine dyes which are advantageously suitable for use in the textile sector. The novel dyes shall have good fastness to dry heat setting and pleating and possess high brilliance.
We have found that this object is achieved by the pyridone dyes of the formula I more particularly described at the beginning.
Any alkyl or alkenyl appearing in the abovementioned formula I may be straight-chain or branched.
In substituted alkyl appearing in the abovementioned formula I the number of substituents is generally 1 or 2.
In substituted phenyl, furanyl or thienyl appearing in the abovementioned formula I the number of substituents is generally from 1 to 3, preferably 1 or 2.
R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.6 are each for example methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, phenyl, 2-, 3- or 4-methylphenyl, 2-, 3- or 4-ethylphenyl, 2-, 3- or 4-propylphenyl, 2-, 3- or 4-isopropylphenyl, 2-, 3- or 4-butylphenyl, 2,3-, 2,4- or 2,6-dimethylphenyl, 2-, 3- or 4-methoxyphenyl, 2-, 3- or 4-ethoxyphenyl, 2,3-, 2,4- or 2,6-dimethoxyphenyl, 2-, 3- or 4-fluorophenyl, 2-, 3- or 4-chlorophenyl or 2-, 3- or 4-bromophenyl.
R.sup.1, R.sup.2, R.sup.3 and R.sup.6 may each also be for example pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, 2-methylpentyl, heptyl, octyl, 2-ethylhexyl, nonyl, decyl, cyclopentyl, cyclohexyl or cycloheptyl.
R.sup.1, R.sup.2 and R.sup.6 may each also be for example benzyl, 1- or 2-phenylethyl, 2-methoxyethyl, 2-ethoxyethyl, 2-propoxyethyl, 2-isopropoxyethyl, 2-butoxyethyl, 2- or 3-methoxypropyl, 2- or 3 ethoxypropyl, 2- or 3-propoxypropyl, 2- or 3-butoxypropyl, 2- or 4-methoxybutyl, 2- or 4-ethoxybutyl, 2- or 4-propoxybutyl, 2- or 4-butoxybutyl, 3,6-dioxaheptyl, 3,6-dioxaoctyl, 4,8-dioxanonyl, 3,7-dioxaoctyl, 3,7-dioxanonyl, 4,7

REFERENCES:
patent: 5369078 (1994-11-01), Eguchi et al.

Affiliated with

Also associated with

Rating

Pyridone dyes does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Pyridone dyes, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Pyridone dyes will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1785066