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US4180503A
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Acid disazo dyestuffs containing a substituted thiophene middle component
Assignee: Bayer AG
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Filing: 1975-09-11
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Granted: 1979-12-25
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Expires: 1995-09-11
Abstract
Abstract Dyestuffs which in the free acid form correspond to the formula ##STR1## wherein A represents the radical of an aromatic carbocyclic or aromatic heterocyclic diazo component, B represents the radical of a carbocyclic or heterocyclic coupling component, X represents OH, --NHSO 2 --R 3 , --N(R 4 )--alkylene-SO 3 H, --N(R 4 )-arylene-SO 3 H, --N(R 4 )-arylene--CH 2 --SO 3 H or --N(R 4 )-arylene-SO 2 --NH-SO 2 -R 3 and N(R 4 )-alkylene-O-SO 3 H, R 1 represents alkyl, aryl, carbalkoxy or hydrogen, R 2 represents carbalkoxy, carboxylic acid amide or cyano, R 3 represents alkyl or aryl, R 4 represents hydrogen or alkyl, m and n represent 0, 1 or 2, p represents 0 or 1 and m+n represent 1 or 2 are suitable for the dyeing of natural and synthetic fibre materials, particularly for the dyeing of polyamide fibre materials.
Inventors
- 👤 Dieter vor der Bruck
- 👤 Gerhard Wolfrum
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 16:58
CPC Classifications
C; C09; C09B; C09B31/00; C09B31/02; C09B31/025; C09B62/00; C09B62/44; C09B62/523; C09B62/527; C09B62/533; D; D06; D06P; D06P1/00; D06P1/02; D06P1/04; D06P1/06
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
303 words
Acid disazo dyestuff of the formula ##STR375## wherein R 1 ' represents hydrogen, methyl, ethyl, carbo-C 1 -C 4 -alkoxy, phenyl, or phenyl substituted by Cl or NO 2 ; R 2 ' represents carbo-C 1 -C 4 -alkoxy, cyano, CONH 2 , CON (CH 3 ) 2 or CON (C 2 H 5 ) 2 ; R 17 ' and R 18 ' represent hydrogen; chlorine; bromine; cyano; C 1 -C 2 -alkyl; C 1 -C 2 -alkoxy; C 2 -C 4 -carboalkoxy; carbamoyl; carbamoyl mono- or di-substituted by C 1 -C 3 -alkyl; sulphamoyl; sulphamoyl mono- or disubstituted by C 1 -C 3 -alkyl; C 1 -C 4 -alkylsulphonyl; phenylsulphonyl; or benzylsulphonyl; R 19 represents hydrogen, C 1 -C 4 -alkyl, CF 3 , Cl, or Br; B" is a radical of a coupling component selected from the group consisting of: ##STR376## wherein R 5 ' represents hydrogen, C 1 -C 4 -alkyl, or benzyl; R 6 ' represents C 1 -C 4 -alkyl, CH 2 --CH 2 --SO 3 H, or 3-sulphobenzyl; R 6 " represents hydrogen, C 1 -C 4 -alkyl, benzyl, or 2-phenylethyl; R 7 ' represents hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, halogen, or C 1 -C 4 -alkylsulphonyl; R 8 ' represents hydrogen, CH 3 , C 2 H 5 , OCH 3 , OC 2 H 5 , Cl, or NH--CO--(CH 2 ) n --H with n=1, 2 or 3, R 10 ' represents methyl, ethyl or phenyl; R 11 represents hydrogen; C 1 -C 4 -alkyl; or C 1 -C 4 -alkyl substituted by halogen, cyano, hydroxyl, or C 1 -C 4 -alkoxy; R 12 ' represents hydrogen, methyl, phenyl, carbomethoxy or carboethoxy; and R 20 and R 21 represent hydrogen, C 1 -C 4 -alkyl, Cl, or Br.
Claim 2
Dependent Claim
303 words
Acid disazo dyestuff of the formula ##STR375## wherein R 1 ' represents hydrogen, methyl, ethyl, carbo-C 1 -C 4 -alkoxy, phenyl, or phenyl substituted by Cl or NO 2 ; R 2 ' represents carbo-C 1 -C 4 -alkoxy, cyano, CONH 2 , CON (CH 3 ) 2 or CON (C 2 H 5 ) 2 ; R 17 ' and R 18 ' represent hydrogen; chlorine; bromine; cyano; C 1 -C 2 -alkyl; C 1 -C 2 -alkoxy; C 2 -C 4 -carboalkoxy; carbamoyl; carbamoyl mono- or di-substituted by C 1 -C 3 -alkyl; sulphamoyl; sulphamoyl mono- or disubstituted by C 1 -C 3 -alkyl; C 1 -C 4 -alkylsulphonyl; phenylsulphonyl; or benzylsulphonyl; R 19 represents hydrogen, C 1 -C 4 -alkyl, CF 3 , Cl, or Br; B" is a radical of a coupling component selected from the group consisting of: ##STR376## wherein R 5 ' represents hydrogen, C 1 -C 4 -alkyl, or benzyl; R 6 ' represents C 1 -C 4 -alkyl, CH 2 --CH 2 --SO 3 H, or 3-sulphobenzyl; R 6 " represents hydrogen, C 1 -C 4 -alkyl, benzyl, or 2-phenylethyl; R 7 ' represents hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, halogen, or C 1 -C 4 -alkylsulphonyl; R 8 ' represents hydrogen, CH 3 , C 2 H 5 , OCH 3 , OC 2 H 5 , Cl, or NH--CO--(CH 2 ) n --H with n=1, 2 or 3, R 10 ' represents methyl, ethyl or phenyl; R 11 represents hydrogen; C 1 -C 4 -alkyl; or C 1 -C 4 -alkyl substituted by halogen, cyano, hydroxyl, or C 1 -C 4 -alkoxy; R 12 ' represents hydrogen, methyl, phenyl, carbomethoxy or carboethoxy; and R 20 and R 21 represent hydrogen, C 1 -C 4 -alkyl, Cl, or Br.
Claim 3
Dependent Claim
98 words
Acid dyestuff of claim 1 of the formula ##STR377## wherein R 1 " denotes hydrogen, methyl or phenyl; R 2 " denotes carbomethoxy, carboethoxy, cyano or CONH 2 B"' is the radical of a coupling component selected from the group consisting of: ##STR378## wherein R 5 ', R 6 ', R 6 ", R 8 ', R 10 ', R 12 ' have the definition given in claim 1; R 7 " represents hydrogen, methoxy, ethoxy, or methylsulphonyl; R 11 ' represents hydrogen or methyl; and R 20 ' and R 21 ' represent hydrogen, methyl or chlorine.
Claim 4
Dependent Claim
58 words
Acid dyestuff of claim 1 of the formula ##STR379## wherein R 17 ', R 18 ' and R 19 have the definition indicated in claim 1; R 1 " denotes hydrogen, methyl or phenyl; R 2 " denotes carbomethoxy, carboethoxy, cyano or CONH 2 ; R 8 " denotes hydrogen, methyl, methoxy, or acetylamino; and V represents ##STR380##
Claim 5
Dependent Claim
316 words
Acid dyestuff of the formula ##STR381## wherein A represents ##STR382## B V is a radical of a coupling component selected from the group consisting of: ##STR383## wherein R 1 ' represents hydrogen, methyl, ethyl, carbo-C 1 -C 4 -alkoxy, phenyl, or phenyl substituted by Cl or NO 2 ; R 2 ' represents carbo-C 1 -C 4 -alkoxy, CN, CONH 2 , CON(CH 3 ) 2 , or CON(C 2 H 5 ) 2 ; R" and R 6 IV represent hydrogen; benzyl; 2-phenylethyl; C 1 -C 4 -alkyl; or C 1 -C 4 -alkyl substituted by Cl, CN, O--CO--(CH 2 ) n --H, or OCO--O(CH 2 ) n H with n=1, 2 or 3; R 7 IV represents hydrogen, methyl, ethyl, methoxy, or ethoxy; R 8 ' represents H, CH 3 , C 2 H 5 , OCH 3 , OC 2 H 5 , Cl or --NH--CO--(CH 2 ) n --H with n=1, 2 or 3; R 10 ' represents CH 3 , C 2 H 5 , or phenyl; R 11 represents hydrogen; C 1 -C 4 -alkyl; or C 1 -C 4 -alkyl substituted by halogen, cyano, hydroxyl or C 1 -C 4 -alkoxy; R 12 ' represents hydrogen, methyl, phenyl, carbomethoxy, or carboethoxy, R 13 " represents hydrogen, C 1 -C 4 -alkyl, phenyl, or phenyl mono- or disubstituted by CH 3 or Cl; R 14 ' and R 15 ' represent C 1 -C 4 -alkyl; R 16 ' represents CN, CONH 2 , or CO--O--(CH 2 ) m H with m=1, 2, 3 or 4; R 17 " and R 19 ' represent hydrogen, methyl, ethyl, chlorine, bromine, or CF 3 ; p represents 0 or 1; X' represents OH, NH--SO 2 R 3 ', ##STR384## or ##STR385## R 3 ' represents C 1 -C 4 -alkyl, tolyl, or chlorophenyl; and R 4 ' represents hydrogen, methyl, or ethyl.
Claim 6
Dependent Claim
316 words
Acid dyestuff of the formula ##STR381## wherein A represents ##STR382## B V is a radical of a coupling component selected from the group consisting of: ##STR383## wherein R 1 ' represents hydrogen, methyl, ethyl, carbo-C 1 -C 4 -alkoxy, phenyl, or phenyl substituted by Cl or NO 2 ; R 2 ' represents carbo-C 1 -C 4 -alkoxy, CN, CONH 2 , CON(CH 3 ) 2 , or CON(C 2 H 5 ) 2 ; R" and R 6 IV represent hydrogen; benzyl; 2-phenylethyl; C 1 -C 4 -alkyl; or C 1 -C 4 -alkyl substituted by Cl, CN, O--CO--(CH 2 ) n --H, or OCO--O(CH 2 ) n H with n=1, 2 or 3; R 7 IV represents hydrogen, methyl, ethyl, methoxy, or ethoxy; R 8 ' represents H, CH 3 , C 2 H 5 , OCH 3 , OC 2 H 5 , Cl or --NH--CO--(CH 2 ) n --H with n=1, 2 or 3; R 10 ' represents CH 3 , C 2 H 5 , or phenyl; R 11 represents hydrogen; C 1 -C 4 -alkyl; or C 1 -C 4 -alkyl substituted by halogen, cyano, hydroxyl or C 1 -C 4 -alkoxy; R 12 ' represents hydrogen, methyl, phenyl, carbomethoxy, or carboethoxy, R 13 " represents hydrogen, C 1 -C 4 -alkyl, phenyl, or phenyl mono- or disubstituted by CH 3 or Cl; R 14 ' and R 15 ' represent C 1 -C 4 -alkyl; R 16 ' represents CN, CONH 2 , or CO--O--(CH 2 ) m H with m=1, 2, 3 or 4; R 17 " and R 19 ' represent hydrogen, methyl, ethyl, chlorine, bromine, or CF 3 ; p represents 0 or 1; X' represents OH, NH--SO 2 R 3 ', ##STR384## or ##STR385## R 3 ' represents C 1 -C 4 -alkyl, tolyl, or chlorophenyl; and R 4 ' represents hydrogen, methyl, or ethyl.
Claim 7
Dependent Claim
67 words
Acid dyestuffs of claim 4 of the formula ##STR386## wherein R 1 " represents H, CH 3 , or phenyl; R 2 " represents COOCH 3 , COOC 2 H 5 , CN, or CONH 2 ; and X', R 5 ", R 6 IV , R 7 IV , R 8 ', R 17 " and R 19 ' have the meaning indicated in claim 4.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-12-24 | 1983-06-25 | 1983-12-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-12-24 | 1987-06-25 | 1987-12-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-12-24 | 1991-06-25 | 1991-12-25 | $7700.00 | Window Closed / Lapsed |