US4247458A
Expired / Lapsed
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Process for preparing azo dyes
Assignee: Novartis Corp
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Filing: 1979-02-08
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Granted: 1981-01-27
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Expires: 1999-02-08
Abstract
Abstract Disclosed is a process for coupling a disperse dye diazo component selected from diazonium salts of substituted and unsubstituted phenyl, 2-thiazolyl, 2-benzothiazolyl, 1,3,4-thiadiazol-2-yl, 1,2,4-thiadiazol-5-yl, 2,1-benzisothiazol-3-yl, isothiazol-5-yl, 1,3,4-triazol-2-yl, pyrazol-5-yl, imidazol-2-yl, phthalimid-3 or 4-yl, 1-naphthyl, and 2-thienyl radicals comprising reacting with said component a disperse dye coupler having in the coupling position on the ring a substituent typified by --CHO, --COOH, --COCH 3 , --SO 3 H, displaceable diazonium radicals including the above, and another or the same coupler linked to said coupler by certain bivalent radicals.
Inventors
- 👤 Leslie Shuttleworth
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 05:54
CPC Classifications
C; C09; C09B; C09B29/00; C09B29/06; C09B29/08; C09B29/0805; C09B29/0025; C09B29/34; C09B29/36; C09B29/3604; C09B29/3617; C09B29/3643; C09B29/3686; C09B41/00
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
60 words
The process for coupling a disperse dye diazo component selected from substituted and unsubstituted phenyl, 2-thiazolyl, 2-benzothiazolyl, 1,3,4-thiadiazol-2-yl, 1,2,4-thiadiazol-5-yl, 2,1-benzisothiazol-3-yl, isothiazol-5-yl, 1,3,4-triazol-2-yl, pyrazol-5-yl, imidazol-2-yl, phthalimid-3 or 4-yl, 1-naphthyl, and 2-thienyl diazonium salts with disperse dye couplers comprising carrying out the coupling with a disperse dye coupler having in the coupling position on the ring a displaceable substituent other than hydrogen.
Claim 2
Dependent Claim
60 words
The process for coupling a disperse dye diazo component selected from substituted and unsubstituted phenyl, 2-thiazolyl, 2-benzothiazolyl, 1,3,4-thiadiazol-2-yl, 1,2,4-thiadiazol-5-yl, 2,1-benzisothiazol-3-yl, isothiazol-5-yl, 1,3,4-triazol-2-yl, pyrazol-5-yl, imidazol-2-yl, phthalimid-3 or 4-yl, 1-naphthyl, and 2-thienyl diazonium salts with disperse dye couplers comprising carrying out the coupling with a disperse dye coupler having in the coupling position on the ring a displaceable substituent other than hydrogen.
Claim 3
Dependent Claim
246 words
The process of claim 1 comprising carrying out the coupling with a disperse dye coupler having in the coupling position on the ring a displaceable substituent selected from --COOH, --CH 2 OH, --SO 3 H, ##STR15## wherein R is selected from --H, straight and branched alkyl of 1-6 carbons, phenyl and phenyl substituted with 1-3 alkyl groups of 1-6 carbons, --Cl, --Br, and --I, ##STR16## and Ar--R 17 -- where Ar is an aniline, tetrahydroquinoline, or benzomorpholine coupler which may be the same as the coupler to which this substituent is attached, or different therefrom, R 15 is a group selected from alkylene of 1-6 carbons, phenylene and cycloalkylene of 4-8 carbons, and R 17 is straight or branched alkylane of 1-6 carbons, and the groups ##STR17## wherein R 1 is hydrogen, lower alkyl, lower alkoxy, cyano, nitro, halogen, lower alkylsulfonyl, or lower alkoxycarbonyl; R 2 is hydrogen, lower alkyl, lower alkoxy, cyano, nitro, lower alkylsulfonyl, lower alkoxycarbonyl, trifluoromethyl, or thiocyanato; R 3 is lower alkyl, lower alkoxy, lower alkylthio, cyclohexylthio, phenylthio, lower alkylsulfonyl, or lower alkoxycarbonyl; R 4 is lower alkyl, lower alkoxy, lower alkylthio or lower alkylsulfonyl; R 5 is lower alkyl, lower alkoxy, nitro, lower alkanoyl, benzoyl, lower alkylbenzoyl, lower alkoxybenzoyl, halobenzoyl, or nitrobenzoyl; R 6 is hydrogen, lower alkyl, lower alkoxy, cyano, lower alkanoyl, aryl, substituted aryl, or alkyl; R 7 is hydrogen, lower alkyl, lower alkoxy, cyano, carbamoyl, substituted carbamoyl, or carboalkoxy; m is 1 or 2 and n is 1-3.
Claim 4
Dependent Claim
34 words
The process of claim 1 wherein said diazo component is selected from ##STR18## and the coupler is selected from ##STR19## wherein Z is selected from --CHO, --COOH, --CH 2 OH and --SO 3 H.
Claim 5
Dependent Claim
29 words
The process of claim 1 wherein the diazo component is the diazonium salt of 4-trifluoromethyl-2-aminobenzothiazole, the coupler is N,N-diethylaniline, and the displaceable substituent is a carboxyl or formyl group.
Claim 6
Dependent Claim
29 words
The process of claim 1 wherein the diazo component is the diazonium salt of 5-nitro-2-aminothiazole, the coupler is N,N-diethylaniline, and the displaceable substituent is a carboxyl or formyl group.
Claim 7
Dependent Claim
29 words
The process of claim 1 wherein the diazo component is the diazonium salt of 5-nitro-2-aminothiazole, the coupler is 3-methyl-N-ethyl-N-2,3-dihydroxypropylaniline, and the displaceable substituent is a carboxyl or formyl group.
References Cited (Backward Citations)
US4153607A
Cited
US4153343A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1984-01-27 | 1984-07-28 | 1985-01-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-01-27 | 1988-07-28 | 1989-01-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-01-27 | 1992-07-28 | 1993-01-27 | $7700.00 | Window Closed / Lapsed |