US4504273A
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US
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Reactive dyes, process for their preparation and use thereof
Assignee: BASF Corp
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Filing: 1983-08-22
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Granted: 1985-03-12
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Expires: 2003-08-22
Abstract
Abstract The invention relates to reactive dyes of the formula ##STR1## wherein R 1 is hydrogen or unsubstituted or substituted C 1 -C 4 alkyl or phenyl, R 2 is hydrogen or unsubstituted or substituted C 1 -C 4 alkyl, R 3 is hydrogen, cyano, carbamoyl or sulfomethyl, R 4 and R 5 are each independently hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, carboxy or sulfo, X is fluorine, chlorine or bromine, and Z is an unsubstituted or substituted benzthiazolyl-(2)-phenyl radical, which are suitable for dyeing or printing cellulosic fibers and produce brilliant greenish yellow dyeings.
Inventors
- 👤 Rainer Begrich
- 👤 Jean-Francois Landre
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 05:51
CPC Classifications
D; D06; D06P; D06P1/00; D06P1/38; D06P1/382; C; C09; C09B; C09B62/00; C09B62/02; C09B62/04; C09B62/08; C09B62/085; Y; Y10; Y10S; Y10S8/00; Y10S8/916; Y10S8/917; Y10S8/918
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
82 words
A reactive dye of the formula ##STR126## wherein R 1 is hydrogen or unsubstituted or substituted C 1 -C 4 alkyl or phenyl, R 2 is hydrogen or unsubstituted or substituted C 1 -C 4 alkyl, R 3 is hydrogen, cyano, carbamoyl or sulfomethyl, R 4 and R 5 are each independently hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, carboxy or sulfo, X is fluorine, chlorine or bromine, and Z is an unsubstituted or substituted benzthiazolyl-(2)-phenyl radical.
Claim 2
Dependent Claim
82 words
A reactive dye of the formula ##STR126## wherein R 1 is hydrogen or unsubstituted or substituted C 1 -C 4 alkyl or phenyl, R 2 is hydrogen or unsubstituted or substituted C 1 -C 4 alkyl, R 3 is hydrogen, cyano, carbamoyl or sulfomethyl, R 4 and R 5 are each independently hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, carboxy or sulfo, X is fluorine, chlorine or bromine, and Z is an unsubstituted or substituted benzthiazolyl-(2)-phenyl radical.
Claim 3
Dependent Claim
20 words
A reactive dye of claim 1, of the formula ##STR127## wherein R 4 is hydrogen, methyl, methoxy, chlorine or sulfo.
Claim 4
Dependent Claim
29 words
A reactive dye of claim 2, wherein R 1 is hydrogen or unsubstituted or substituted C 1 -C 4 alkyl and R 2 is C 1 -C 4 alkyl.
Claim 5
Dependent Claim
20 words
A reactive dye of claim 3, wherein R 1 is hydrogen, methyl, ethyl or sulfoethyl and R 2 is methyl.
Claim 6
Dependent Claim
11 words
A reactive dye of claim 4, wherein R 3 is carbamoyl.
Claim 7
Dependent Claim
11 words
A reactive dye of claim 3, wherein R 3 is carbamoyl.
Claim 8
Dependent Claim
36 words
A reactive dye of claim 6, of the formula ##STR128## wherein R 1 is hydrogen or C 1 -C 4 alkyl, R 2 is C 1 -C 4 alkyl, and X is fluorine, chlorine or bromine.
Claim 9
Dependent Claim
55 words
A process for the preparation of a reactive dye of claim 1, which comprises reacting in any order, a 6-hydroxypyrid-2-one of the formula ##STR129## wherein W is hydrogen or carbamoyl, a diaminobenzene of the formula ##STR130## a 2,4,6-trihalo-s-triazine of the formula ##STR131## and a benzthiazolyl-(2)-phenylamine of the formula H.sub.2 N--Z by diazotization, coupling and condensation.
Claim 10
Dependent Claim
10 words
A reactive dye of claim 7 of the formula ##STR132##
Claim 11
Dependent Claim
104 words
A process of dyeing or printing a substrate of cellulose, natural polyamide or synthetic polyamide, comprising the step of applying to the substrate a dye of the formula ##STR133## wherein R 1 is hydrogen or unsubstituted or substituted C 1 -C 4 alkyl or phenyl, R 2 is hydrogen or unsubstituted or substituted C 1 -C 4 alkyl, R 3 is hydrogen, cyano, carbamoyl or sulfomethyl, R 4 and R 5 are each independently hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, carboxy or sulfo, X is fluorine, chlorine or bromine, and Z is an unsubstituted or substituted benzthiazolyl-(2)-phenyl radical.
Claim 12
Dependent Claim
104 words
A process of dyeing or printing a substrate of cellulose, natural polyamide or synthetic polyamide, comprising the step of applying to the substrate a dye of the formula ##STR133## wherein R 1 is hydrogen or unsubstituted or substituted C 1 -C 4 alkyl or phenyl, R 2 is hydrogen or unsubstituted or substituted C 1 -C 4 alkyl, R 3 is hydrogen, cyano, carbamoyl or sulfomethyl, R 4 and R 5 are each independently hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, carboxy or sulfo, X is fluorine, chlorine or bromine, and Z is an unsubstituted or substituted benzthiazolyl-(2)-phenyl radical.
Claim 13
Dependent Claim
15 words
The process of claim 10 wherein the dye is applied to cellulose fibers by dyeing.
Claim 14
Dependent Claim
54 words
A process of claim 8, comprising the steps of diazotising 1-amino-3-acetylaminobenzene-6-sulfonic acid and coupling the diazonium compound to 1-ethyl-4-methyl-5-carbamoyl-6-hydroxyprid-2-one, removing the acetyl group by sapnification, condensing the aminomonoazo compound so obtained with cyanuric chloride, and condensing the primary condensation product so obtained with dehydrothio-p-toluidine-7-sulfonic acid to obtain the reactive dye of the formula ##STR134##
Claim 15
Dependent Claim
49 words
A process of claim 8, comprising the steps of diazotising 1-amino-3-acetylaminobenzene-6-sulfonic acid and coupling the diazonium compound to 1-ethyl-4-methyl-5-carbamoyl-6-hydroxypyrid-2-one, removing the acetyl group by saponification, and also condensing cyanuric chloride with dehydrothio-p-toluidine-7-sulfonic acid and condensing both intermediates with each other to obtain the reactive dye of the formula ##STR135##
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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) | 1988-03-11 | 1988-09-10 | 1989-03-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-03-11 | 1992-09-10 | 1993-03-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-03-11 | 1996-09-10 | 1997-03-12 | $7700.00 | Window Closed / Lapsed |