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US4459229A Expired / Lapsed US ⏱️ 0.0 years remaining

Heterocyclic azo dyes with couplers having sulfoaralkyl groups

Assignee: Novartis Corp
•
Filing: 1983-06-06
•
Granted: 1984-07-10
•
Expires: 2003-06-06
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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)

US3639384A Cited
US4063881A Cited
US4264495A Cited
US4041025A Cited
GB2005294A Cited

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

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