Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen in the nitrogen containing substituent
Patent
1993-11-01
1996-12-03
Grumbling, Matthew V.
Organic compounds -- part of the class 532-570 series
Organic compounds
Chalcogen in the nitrogen containing substituent
544131, 544148, 544149, 546171, 546174, 546193, 546194, 5462707, 5462774, 5462814, 5462764, 5462771, 546256, 5462787, 546261, C07D21389, C07D21538, C07D26536, C07D27738
Patent
active
055809804
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to novel pyridone dyes of the formula I ##STR2## where
R.sup.1 is hydrogen or C.sub.1 -C.sub.4 -alkyl,
R.sup.2 and R.sup.3 are identical or different and each is, independently of the other, hydrogen, substituted or unsubstituted C.sub.1 -C.sub.12 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, substituted or unsubstituted phenyl, substituted or unsubstituted pyridyl, substituted or unsubstituted C.sub.1 -C.sub.12 -alkanoyl, C.sub.1 -C.sub.12 -alkoxycarbonyl, substituted or unsubstituted C.sub.1 -C.sub.12 -alkylsulfonyl, C.sub.5 -C.sub.7 -cycloalkylsulfonyl, substituted or unsubstituted phenylsulfonyl, substituted or unsubstituted pyridylsulfonyl, substituted or unsubstituted benzoyl, pyridylcarbonyl or thienylcarbonyl or are together with the nitrogen atom to which they are bonded unsubstituted or C.sub.1 -C.sub.4 -alkyl-substituted succinimido, unsubstituted or C.sub.1 -C.sub.4 -alkyl-substituted phthalimido or a five- or six-membered saturated heterocyclic radical which may contain further hetero atoms,
X is CH or nitrogen,
Y is cyano or a radical of the formula CO--W, CO--OW or CO--NHW where W is hydrogen, C.sub.1 -C.sub.8 -alkyl which may be substituted and which may be interrupted by one or two oxygen atoms in ether function, C.sub.5 -C.sub.7 -cycloalkyl, phenyl or tolyl, and
Z is an aromatic carbocyclic or heterocyclic radical, and to a process for the thermal transfer thereof.
EP-A-416,434 discloses pyridone dyes. However, it has been found that the prior art dyes still have deficiencies in their application properties.
It is an object of the present invention to provide novel N-aminopyridone dyes which are advantageous for thermal transfer.
We have found that this object is achieved by the pyridone dyes of the formula I defined at the beginning.
Aromatic carbocyclic or heterocyclic radicals Z are derived for example from the aniline, aminonaphthalene, indole, quinoline, benzoxazine or aminothiazole series.
Preference is given to pyridone dyes of the formula I where
Z is a radical of the formula ##STR3## where
n is 0 or 1,
R.sup.4 is hydrogen, methyl, methoxy, C.sub.1 -C.sub.4 -alkylsulfonylamino, mono- or di-C.sub.1 -C.sub.4 -alkylaminosulfonylamino or the radical --NHCOR.sup.10 or --NHCO.sub.2 R.sup.10, where R.sup.10 is phenyl, benzyl, tolyl or C.sub.1 -C.sub.8 -alkyl, which may be interrupted by one or two oxygen atoms in ether function,
R.sup.5 is hydrogen, methyl, methoxy or ethoxy,
R.sup.6 and R.sup.7 are identical or different and each is independently of the other hydrogen, C.sub.1 -C.sub.8 -alkyl, which may be substituted and which may be interrupted by one or two oxygen atoms in ether function, C.sub.3 -C.sub.4 -alkenyl, C.sub.5 -C.sub.7 -cycloalkyl, phenyl or tolyl or are together with the nitrogen atom to which they are bonded a five- or six-membered saturated heterocyclic radical which may contain further hetero atoms,
R.sup.8 is halogen and
R.sup.9 is hydrogen, halogen, C.sub.1 -C.sub.6 -alkyl, substituted or unsubstituted phenyl, substituted or unsubstituted benzyl, cyclohexyl, thienyl, hydroxyl or mono-C.sub.1 -C.sub.8 -alkylamino, and
R.sup.1 is as defined in claim 1.
Any alkyl appearing in the formula of the pyridone dyes according to the present invention may be either straight-chain or branched.
Any substituted alkyl appearing in the formula of the pyridone dyes according to the present invention may have as substituents for example cyano, phenyl, tolyl, C.sub.1 -C.sub.6 -alkanoyloxy, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkoxycarbonyloxy, the last-mentioned of which may in turn be substituted in the alkoxy group by phenyl or C.sub.1 -C.sub.4 -alkoxy.
Any substituted phenyl appearing in the formula of the pyridone dyes according to the present invention may have as substituents for example C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy.
W, R.sup.1, R.sup.2, R.sup.3, R.sup.6, R.sup.7, R.sup.9 and R.sup.10 are each for example methyl, ethyl, propyl, isopropyl, butyl, isobutyl or sec-butyl.
W, R.sup.6, R.sup.7, R.sup.9 and R.sup.10 may eac
REFERENCES:
patent: 4695287 (1990-03-01), Evans et al.
patent: 5310942 (1994-05-01), Bach et al.
Etzbach Karl-Heinz
Schefczik Ernst
Sens Ruediger
Wiesenfeldt Matthias
BASF - Aktiengesellschaft
Grumbling Matthew V.
LandOfFree
N-aminopyridone 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 N-aminopyridone dyes, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and N-aminopyridone dyes will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-786571