US4002604A
Expired / Lapsed
US
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Azo dyestuff including a 1,3 or 1,4-benzodioxan ring structure fused to a thiazole ring
Assignee: Imperial Chemical Industries Ltd
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Filing: 1975-11-26
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Granted: 1977-01-11
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Expires: 1995-11-26
Abstract
Abstract Azo dyestuffs devoid of carboxylic acid and sulphonic acid groups and of the formula I <IMAGE> (I) wherein A is the residue of 1,3 or 1,4-benzodioxan ring structure fused to the thiazole ring via the benzene ring, B is the residue of a para-coupling amine or an indole, R is an optionally substituted alkyl, alkenyl, cycloalkyl or aralkyl radical and X is an anion.
Inventors
- 👤 David Melville Fawkes
- 👤 John Lindley Leng
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 16:26
CPC Classifications
C; C09; C09B; C09B44/00; C09B44/10; C09B44/20
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
62 words
An azo dyestuff devoid of carboxylic acid and sulphonic acid groups and of the formula I ##STR28## wherein A is a 1,3 or 1,4-benzodioxan ring structure fused to the thiazole ring via the benzene ring, B is the radical of a para-coupling amine or an indole, R is an optionally substituted alkyl, alkenyl, cycloalkyl or aralkyl radical and X is an anion.
Claim 2
Dependent Claim
62 words
An azo dyestuff devoid of carboxylic acid and sulphonic acid groups and of the formula I ##STR28## wherein A is a 1,3 or 1,4-benzodioxan ring structure fused to the thiazole ring via the benzene ring, B is the radical of a para-coupling amine or an indole, R is an optionally substituted alkyl, alkenyl, cycloalkyl or aralkyl radical and X is an anion.
Claim 3
Dependent Claim
24 words
An azo dyestuff as claimed in claim 1 wherein the benzodioxan ring structure represented by A contains no substituent in the benz ring thereof.
Claim 4
Dependent Claim
15 words
An azo dyestuff as claimed in claim 2 wherein R is methyl; ethyl or benzyl.
Claim 5
Dependent Claim
57 words
An azo dyestuff as claimed in claim 1 wherein B is the radical of a para-coupling amine of the formula: ##STR29## wherein R 1 and R 2 are independently hydrogen or an optionally substituted alkyl, aryl, aralkyl, alkenyl or cycloalkyl group or R 1 and R 2 taken together form a heterocyclic ring with the nitrogen atom.
Claim 6
Dependent Claim
58 words
An azo dyestuff as claimed in claim 4 wherein B is the radical a coupling component of the formula: ##STR30## wherein R 1 and R 2 are as defined in Claim 4, R 3 is hydrogen, methyl, ethyl, methoxy, ethoxy or chloro and R 4 is hydrogen, methyl, ethyl, methoxy, ethoxy, formamido, acetylamino, propionylamino, ureido, chloro or bromo,
Claim 7
Dependent Claim
81 words
An azo dyestuff as claimed in claim 5 of the formula: ##STR31## wherein A and X are as defined in claim 1, R 1 and R 1 are independently hydrogen or an optionally substituted alkyl, aryl, aralkyl, alkenyl or cycloalkyl group or R 1 and R 2 taken together form a heterocyclic ring with the nitrogen atom, R 3 is hydrogen, chloro or methoxy and R 4 is hydrogen, methyl, ethyl, methoxy or chloro and R is methyl, ethyl or benzyl.
Claim 8
Dependent Claim
61 words
An azo dyestuff as claimed in claim 1 wherein B is the radical of a para coupling amine of formula: ##STR32## wherein Z is hydrogen or an optionally substituted alkyl, aralkyl, alkenyl or cycloalkyl group and Y is a divalent radical forming a five or six membered ring with the nitrogen atom and the two carbon atoms of the benzene ring.
Claim 9
Dependent Claim
81 words
An azo dyestuff as claimed in claim 7 wherein B is the radical of a coupling component which is a tetrahydroquinoline of the formula:- ##STR33## wherein R 4 is hydrogen, methyl, ethyl, methoxy, ethoxy, formamido acetylamino, propionylamino, ureido, chloro or bromo, n is 0, 1, 2 or 3, R 5 , R 6 , R 7 and R 8 are each independently hydrogen or lower alkyl and R 15 is hydrogen or an optionally substituted alkyl, alkenyl, cycloalkyl, or aralkyl group.
Claim 10
Dependent Claim
33 words
An azo dyestuff as claimed in claim 8 wherein R 5 , R 6 , R 7 and R 8 are each independently hydrogen, methyl or ethyl and n is 0 or 1.
Claim 11
Dependent Claim
54 words
An azo dyestuff as claimed in claim 8 of the formula: ##STR34## wherein A, R and X are as defined in claim 1, R 4 is methyl, ethyl, methoxy, ethoxy or chloro and n is 0 or 1 and where n is 1 the substituent R 4 in the 7-position of the tetrahydroquinoline nucleus.
Claim 12
Dependent Claim
100 words
An azo dyestuff as claimed in claim 1 wherein B is the radical of a coupling component of the formula: ##STR35## wherein R 15 is hydrogen or an optionally substituted alkyl, alkenyl, cycloalkyl, or Aralkyl group and n is 0, 1, 2, or 3, R 4 is hydrogen, methyl, ethyl, methoxy or ethoxy, formamido, acetylamino, propionylamino, ureido, chloro or bromo, R 9 is hydrogen, alkyl, cycloalkyl or aryl, R 10 is hydrogen or alkyl, R 11 is hydrogen or alkyl or R 9 and R 10 form a saturated 6-membered ring with the two carbon atoms of the indoline ring.
Claim 13
Dependent Claim
70 words
An azo dyestuff as claimed in claim 11 of the formula ##STR36## wherein A, R and X are as defined in claim 1, R 9 , R 10 , R 11 and R 15 are as defined in claim 11, is methyl, ethyl, methoxy, ethoxy, or chloro and n is 0 or 1 and when n is 1 the substituent R 4 is in the 6-position of the indoline ring.
Claim 14
Dependent Claim
48 words
An azo dyestuff as claimed in claim 1 wherein B is the radical of an indole coupling component of formula: ##STR37## wherein R 12 is methyl or phenyl, R 13 is methyl or ethyl, R 14 is methyl, ethyl, methoxy or chloro and m is 0 or 1.
Claim 15
Dependent Claim
32 words
A process for the manufacture of azo dyestuffs as claimed in claim 1 which comprises alkylating a compound of the formula: ##STR38## wherein A and B are as defined in claim 1.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-01-11 | 1980-07-12 | 1981-01-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-01-11 | 1984-07-12 | 1985-01-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-01-11 | 1988-07-12 | 1989-01-11 | $7700.00 | Window Closed / Lapsed |