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US4396547A Expired / Lapsed US ⏱️ 0.0 years remaining

Acid azo dyes containing heterocyclic couplers

Assignee: Novartis Corp
•
Filing: 1980-09-02
•
Granted: 1983-08-02
•
Expires: 2000-09-02
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Abstract

Abstract Disclosed are novel acid azo dyes containing a sulfonated, sulfated or thiosulfated organothiothiadiazole azo moiety and a heterocyclic coupler which may be substituted. The dyes produce reddish-yellow to orange shades on, for example, hydrophobic textile fiber including polyesters, polyamides, and cellulose esters and have excellent fastness properties including lightfastness, stability to heat, washfastness and resistance to sublimation, and dye at unusually low energy levels. The dyes have the general formulae: ##STR1## wherein D is the aforesaid organothiothiadiazole moiety; R 3 is selected from hydrogen, lower alkyl, and aryl; R 4 is selected from H, lower alkyl, CH 2 aryl, aryl, and lower alkyl substituted with cyano, carbamoyl or acylamino; Ar is a wide variety of carbocyclic radicals; and Z represents the atoms necessary to complete a five or six membered ring.

Inventors

  • 👤 Max A. Weaver
  • 👤 Clarence A. Coates, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 10:51
CPC Classifications
D; D06; D06P; D06P1/00; D06P1/02; D06P1/04; D06P1/06; C; C09; C09B; C09B29/00; C09B29/0025; C09B29/0074; C09B29/0092; C09B29/34; C09B29/36; C09B29/3604; C09B29/3608; C09B29/3613; C09B29/3691

Claims Analysis

Total Claims: 3
Claim 1
Independent Claim 138 words
A compound of the formula: ##STR80## wherein R 3 is selected from hydrogen, lower alkyl and aryl; R 4 is selected from H, lower alkyl, CH 2 -aryl, aryl, and lower alkyl substituted with cyano, carbamoyl or acylamino; and D has the formula ##STR81## wherein R is selected from straight or branched lower alkylene, lower alkylene containing in its chain one or more of --O--, --S--, --C 6 H 4 --, --C 6 H 10 --, --NHCO--, --SO 2 NH--, ##STR82## --OC 6 H 4 --, --SC 6 H 4 -- or --N(SO 2 lower alkyl)--, divalent cyclic aliphatic and arylene, each of which R groups may be substituted with 1-3 of --SO 3 M, --OSO 3 M, --SSO 3 M, --OH or lower alkoxy, Q is SO 3 , and M is an alkali metal or ammonium.
Claim 2
Dependent Claim 138 words
A compound of the formula: ##STR80## wherein R 3 is selected from hydrogen, lower alkyl and aryl; R 4 is selected from H, lower alkyl, CH 2 -aryl, aryl, and lower alkyl substituted with cyano, carbamoyl or acylamino; and D has the formula ##STR81## wherein R is selected from straight or branched lower alkylene, lower alkylene containing in its chain one or more of --O--, --S--, --C 6 H 4 --, --C 6 H 10 --, --NHCO--, --SO 2 NH--, ##STR82## --OC 6 H 4 --, --SC 6 H 4 -- or --N(SO 2 lower alkyl)--, divalent cyclic aliphatic and arylene, each of which R groups may be substituted with 1-3 of --SO 3 M, --OSO 3 M, --SSO 3 M, --OH or lower alkoxy, Q is SO 3 , and M is an alkali metal or ammonium.
Claim 3
Dependent Claim 10 words
The compound according to claim 1 of the formula ##STR83##

References Cited (Backward Citations)

US3255173A Cited
US3468873A Cited
US3829411A Cited
GB2005292A Cited
US4247458A Cited
US4255326A Cited
US4302387A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-08-01 1987-01-31 1987-08-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-08-01 1991-01-31 1991-08-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-08-01 1995-01-31 1995-08-02 $7700.00 Window Closed / Lapsed

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