Patent US4052379A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4052379A Expired / Lapsed US ⏱️ 0.0 years remaining

Dyes from trifluoromethyl-2-aminobenzothiazole diazo components

Assignee: Novartis Corp
•
Filing: 1975-12-18
•
Granted: 1977-10-04
•
Expires: 1995-12-18
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Azo dyes having the general formula: ##STR1## wherein R 1 represents a substituent selected from the group consisting of hydrogen, methyl, ethyl, methoxy, ethoxy, halogen, nitro, acetyl, carbomethoxy, carboethoxy, cyano and thiocyanate, and A is an aniline, 1,2,3,4-tetrahydroquinoline or benzomorpholine coupling component, may be used as conventional disperse dyes on polyester, polyamide, acrylic, triacetate and other synthetic fabrics, and some are particularly suitable for use in the transfer printing of polyesters and polyamides.

Inventors

  • 👤 Robert Nicholas Gourley

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 14:43
CPC Classifications
C; C09; C09B; C09B29/00; C09B29/0025; C09B29/0074; C09B29/0077; C09B29/0085; C09B29/0088

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 330 words
A disperse diazo compound having the formula: ##STR31## wherein R 1 is a substituent selected from the group consisting of hydrogen, methyl, ethyl, methoxy, ethoxy, halogen, nitro, acetyl, carboalkoxy, cyano, the thiocyanato, and A is a group having the formula: ##STR32## wherein R 2 is hydrogen, lower alkyl, lower alkoxy, trifluoromethyl, halogen, or a group having the formula --NH-acyl; R 3 is hydrogen, lower alkyl or lower alkoxy; R 4 individually is alkyl containing one to eight carbon atoms; cyclohexyl; cyclohexyl substituted with lower alkyl; or lower alkyl substituted with lower alkoxy, aryl, aryloxy, cyclohexyl, cyano, hydroxy, lower alkanoyloxy, methylsulfonyl, lower alkoxycarbonyl, lower alkoxycarbonyloxy, aroyloxy, lower alkylcarbamoyloxy, arylcarbamoyloxy, or a group having the formula: ##STR33## wherein R individually is hydrogen, lower alkyl or aryl; R 9 individually is hydrogen or lower alkyl; R and R 9 collectively are --(CH 2 ) 5 -- or --CH 2 CH 2 OCH 2 CH 2 --; R 10 is hydrogen, lower alkyl, aryl or cyclohexyl; R 11 is ethylene, propylene, trimethylene, o-cyclohexylene, or o-arylene; X is --CH 2 --, --CO--, or --SO 2 --; and R 12 is aryl, benzyl, cyclohexyl, 1,2,4-triazol-3-yl, or 2-benzothiazolyl; R 5 individually is hydrogen, lower alkyl, lower alkyl substituted with hydroxy, cyano, lower alkoxy, aryl, aryloxy, cyclohexyl, lower alkanoyloxy, lower alkoxycarbonyl or lower alkoxycarbonyloxy; or aryl; R 4 and R 5 in combination is a group having the formula --CH 2 CH 2 --Y--CH 2 CH 2 -- in which Y is --CH 2 --, --O--, or --SO 2 --; R 6 is methyl, or, when R 7 and R 8 each is hydrogen, R 6 can be lower akyl; R 7 and R 8 each is hydrogen or methyl; each aryl moiety is phenyl or phenyl substituted with lower alkyl, lower alkoxy, lower alkoxycarbonyl, chlorine or bromine; each acyl is formyl, lower alkanoyl, aroyl, cyclohexoyl, lower alkoxycarbonyl, lower alkylsulfonyl, carbamoyl, lower alkylcarbamoyl, or lower alkanoyl substituted with chlorine, hydroxy, aryl, cyano, lower alkoxy or aryloxy, or benzyloxy.
Claim 2
Dependent Claim 330 words
A disperse diazo compound having the formula: ##STR31## wherein R 1 is a substituent selected from the group consisting of hydrogen, methyl, ethyl, methoxy, ethoxy, halogen, nitro, acetyl, carboalkoxy, cyano, the thiocyanato, and A is a group having the formula: ##STR32## wherein R 2 is hydrogen, lower alkyl, lower alkoxy, trifluoromethyl, halogen, or a group having the formula --NH-acyl; R 3 is hydrogen, lower alkyl or lower alkoxy; R 4 individually is alkyl containing one to eight carbon atoms; cyclohexyl; cyclohexyl substituted with lower alkyl; or lower alkyl substituted with lower alkoxy, aryl, aryloxy, cyclohexyl, cyano, hydroxy, lower alkanoyloxy, methylsulfonyl, lower alkoxycarbonyl, lower alkoxycarbonyloxy, aroyloxy, lower alkylcarbamoyloxy, arylcarbamoyloxy, or a group having the formula: ##STR33## wherein R individually is hydrogen, lower alkyl or aryl; R 9 individually is hydrogen or lower alkyl; R and R 9 collectively are --(CH 2 ) 5 -- or --CH 2 CH 2 OCH 2 CH 2 --; R 10 is hydrogen, lower alkyl, aryl or cyclohexyl; R 11 is ethylene, propylene, trimethylene, o-cyclohexylene, or o-arylene; X is --CH 2 --, --CO--, or --SO 2 --; and R 12 is aryl, benzyl, cyclohexyl, 1,2,4-triazol-3-yl, or 2-benzothiazolyl; R 5 individually is hydrogen, lower alkyl, lower alkyl substituted with hydroxy, cyano, lower alkoxy, aryl, aryloxy, cyclohexyl, lower alkanoyloxy, lower alkoxycarbonyl or lower alkoxycarbonyloxy; or aryl; R 4 and R 5 in combination is a group having the formula --CH 2 CH 2 --Y--CH 2 CH 2 -- in which Y is --CH 2 --, --O--, or --SO 2 --; R 6 is methyl, or, when R 7 and R 8 each is hydrogen, R 6 can be lower akyl; R 7 and R 8 each is hydrogen or methyl; each aryl moiety is phenyl or phenyl substituted with lower alkyl, lower alkoxy, lower alkoxycarbonyl, chlorine or bromine; each acyl is formyl, lower alkanoyl, aroyl, cyclohexoyl, lower alkoxycarbonyl, lower alkylsulfonyl, carbamoyl, lower alkylcarbamoyl, or lower alkanoyl substituted with chlorine, hydroxy, aryl, cyano, lower alkoxy or aryloxy, or benzyloxy.
Claim 3
Dependent Claim 99 words
A compound according to claim 1 having the formula: ##STR34## wherein R 2 is hydrogen, methyl, lower alkanoylamino, benzamido or trifluoromethyl; R 3 is hydrogen, or, when R 5 is hydrogen, R 3 is methyl; R 4 is lower alkyl, cyclohexyl, arylmethylene, cyclohexylmethylene, 2-cyanoethyl, 2-carbamoylethyl, N-lower alkyl-2-carbamoylethyl, N,N-di-lower alkyl-2-carbamoylethyl; or the group --Z--R 13 in which Z is ethylene, propylene or trimethylene and R 13 is hydroxy, lower alkanoyloxy, lower alkoxycarbonyl, lower alkoxycarbonyloxy, succinimido, phthalimido, aroyloxy, lower alkoxy, alkanoylamino, alkylcarbamoyloxy, alkylcarbamoylamino, or alkoxycarbonylamino; and R 5 is hydrogen, lower alkyl, cyclohexyl, arylmethylene, cyclohexylmethylene, or the group --Z--R 13 .
Claim 4
Dependent Claim 10 words
A compound according to claim 1 having the formula: ##STR35##
Claim 5
Dependent Claim 10 words
A compound according to claim 1 having the formula: ##STR36##
Claim 6
Dependent Claim 10 words
A compound according to claim 1 having the formula: ##STR37##
Claim 7
Dependent Claim 10 words
A compound according to claim 1 having the formula: ##STR38##
Claim 8
Dependent Claim 81 words
A compound according to claim 1 having the formula: ##STR39## wherein R 2 is hydrogen, methyl, lower alkanoylamino, banzamido, or lower alkoxycarbonylamino; R 4 is lower alkyl, cyclohexyl, arylmethylene, cyclohexylmethylene, 2-cyanoethyl, 2-carbamoylethyl, N-lower alkyl-2-carbamoylethyl, N,N-di-lower alkyl-2-carbamoylethyl, or the group --Z--R 13 in which Z is ethylene, propylene or trimethylene, and R 13 is hydroxy, lower alkanoyloxy, lower alkoxycarbonyl, lower alkoxycarbonyloxy, succinimido, glutarimido, phthalimido, aroyloxy, lower alkoxy, alkanoylamino, alkylcarbamoyloxy, alkylcarbamoylamino, or alkoxycarbonylamino; R 7 and R 8 each is hydrogen or methyl.
Claim 9
Dependent Claim 10 words
A compound according to claim 1 having the formula: ##STR40##
Claim 10
Dependent Claim 10 words
A compound according to claim 1 having the formula: ##STR41##
Claim 11
Dependent Claim 10 words
A compound according to claim 1 having the formula: ##STR42##
Claim 12
Dependent Claim 24 words
A compound according to claim 1 having the formula: ##STR43## wherein R 2 , R 4 and R 7 is according to claim 7.
Claim 13
Dependent Claim 10 words
A compound according to claim 1 having the formula: ##STR44##

References Cited (Backward Citations)

US2149051A Cited
US2746953A Cited
US2726237A Cited
US2730523A Cited
US3143540A Cited
US3349075A Cited
US3455898A Cited
US3787388A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-10-03 1981-04-04 1981-10-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-10-03 1985-04-04 1985-10-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-10-03 1989-04-04 1989-10-04 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag