US4459229A
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US
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Heterocyclic azo dyes with couplers having sulfoaralkyl groups
Assignee: Novartis Corp
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Filing: 1983-06-06
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Granted: 1984-07-10
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Expires: 2003-06-06
Abstract
Abstract This invention relates to azo dyes prepared by diazotizing substituted or unsubstituted heterocyclic amines such as 2-aminothiophene and coupling with certain aniline, tetrahydroquinoline, or benzomorpholine compounds containing sulfoaralkyl groups. These dyes are particularly useful in dyeing polyamide fibers, cellulose acetate fibers and wool.
Inventors
- 👤 Max A. Weaver
- 👤 Clarence A. Coates, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 19:31
CPC Classifications
C; C09; C09B; C09B29/00; C09B29/0025; C09B29/06; C09B29/08; C09B29/0801; C09B29/0803
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
185 words
A compound of the formula: ##STR74## wherein the thiophen-2-yl radical is unsubstituted or substituted with 1-3 groups selected from alkyl, cyano, alkoxycarbonyl, alkanoyl, alkylsulfonyl, arylsulfonyl, carbamoyl, alkylcarbamoyl, aryl, halogen, sulfamoyl, alkylsulfamoyl, and formyl; the coupler C is selected from ##STR75## wherein each R 1 and Z is selected independently from alkyl, alkoxy, alkenyl of 2-6 carbons, halogen, alkanoylamino, and alkylthio; R 2 is selected from hydrogen, alkyl, alkenyl of 2-6 carbons, aryl, cycloalkyl, and ##STR76## R 3 and R 4 are each selected from hydrogen and alkyl; M is H + , Na + , K + , or NH 4 + ; n is 1-6; and m is 0, 1 or 2; and wherein all of the above defined alkyl, alkoxy, alkylene, alkenyl and cyclic moieties in the definitions of R 1 , R 2 and Z are unsubstituted or substituted with 1-3 substituents selected from hydroxy, alkoxy, aryl, aryloxy, cyclohexyl, furyl, alkylcyclohexyl, aroyloxy, alkoxycarbonyl, alkanoyloxy, sulfamoyl, SO 2 NH(aryl), SO 2 NH(alkyl), SO 2 N(dialkyl), NHCOO(alkyl), NHCONH(alkyl), alkanoylamino, alkylsulfonamido, succinimido, glutarimido, phthalimido, 2-pyrrolidono, cyano, carbamoyl, alkylcarbamoyl, alkoxyalkoxy, alkylthio, halogen, arylthio, alkylsulfonyl and arylsulfonyl.
Claim 2
Dependent Claim
185 words
A compound of the formula: ##STR74## wherein the thiophen-2-yl radical is unsubstituted or substituted with 1-3 groups selected from alkyl, cyano, alkoxycarbonyl, alkanoyl, alkylsulfonyl, arylsulfonyl, carbamoyl, alkylcarbamoyl, aryl, halogen, sulfamoyl, alkylsulfamoyl, and formyl; the coupler C is selected from ##STR75## wherein each R 1 and Z is selected independently from alkyl, alkoxy, alkenyl of 2-6 carbons, halogen, alkanoylamino, and alkylthio; R 2 is selected from hydrogen, alkyl, alkenyl of 2-6 carbons, aryl, cycloalkyl, and ##STR76## R 3 and R 4 are each selected from hydrogen and alkyl; M is H + , Na + , K + , or NH 4 + ; n is 1-6; and m is 0, 1 or 2; and wherein all of the above defined alkyl, alkoxy, alkylene, alkenyl and cyclic moieties in the definitions of R 1 , R 2 and Z are unsubstituted or substituted with 1-3 substituents selected from hydroxy, alkoxy, aryl, aryloxy, cyclohexyl, furyl, alkylcyclohexyl, aroyloxy, alkoxycarbonyl, alkanoyloxy, sulfamoyl, SO 2 NH(aryl), SO 2 NH(alkyl), SO 2 N(dialkyl), NHCOO(alkyl), NHCONH(alkyl), alkanoylamino, alkylsulfonamido, succinimido, glutarimido, phthalimido, 2-pyrrolidono, cyano, carbamoyl, alkylcarbamoyl, alkoxyalkoxy, alkylthio, halogen, arylthio, alkylsulfonyl and arylsulfonyl.
Claim 3
Dependent Claim
23 words
A compound according to claim 1 wherein the thiophen-2-yl is as defined therein, and the coupler has the formula ##STR77## as defined therein.
Claim 4
Dependent Claim
23 words
A compound according to claim 1 wherein the thiophen-2-yl is as defined therein, and the coupler has the formula ##STR78## as defined therein.
Claim 5
Dependent Claim
26 words
A compound according to claim 1 wherein the thiophen-2-yl radical is substituted with 1-3 groups selected from alkyl, cyano, alkoxycarbonyl, alkanoyl, carbamoyl, alkylcarbamoyl, aryl, and formyl.
Claim 6
Dependent Claim
10 words
The compound according to claim 1 having the formula ##STR79##
Claim 7
Dependent Claim
10 words
The compound according to claim 1 having the formula ##STR80##
Claim 8
Dependent Claim
10 words
The compound according to claim 1 having the formula ##STR81##
Claim 9
Dependent Claim
10 words
The compound according to claim 1 having the formula ##STR82##
Claim 10
Dependent Claim
10 words
The compound according to claim 1 having the formula ##STR83##
Claim 11
Dependent Claim
10 words
The compound according to claim 1 having the formula ##STR84##
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) | 1987-07-10 | 1988-01-09 | 1988-07-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-07-10 | 1992-01-09 | 1992-07-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-07-10 | 1996-01-09 | 1996-07-10 | $7700.00 | Window Closed / Lapsed |