US4217102A
Expired / Lapsed
US
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Polyamides dyed with rubine disazo acid dyes and process therefore
Assignee: BASF Corp
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Filing: 1979-03-26
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Granted: 1980-08-12
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Expires: 1999-03-26
Abstract
Abstract Dyes of the formula ##STR1## wherein B and D are each independently 1,4-phenylene or 1,4-naphthylene; M is hydrogen, lithium, sodium, potassium or ammonium; A 1 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl, trifluoromethyl, nitro, chloro, bromo, cyano, or hydroxy; B 1 and B 2 are each hydrogen, C 1-3 alkoxy, C 1-3 alkyl, chloro or bromo; D 1 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl, or chloro; D 2 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl, chloro, bromo, fluoro, or acylamino, acyl being C 1-5 alkanoyl, C 1-5 alkylsulfonyl, benzoyl or benzenesulfonyl, each acyl unsubstituted or substituted with 1 to 3 of C 1-2 alkyl, C 1-2 alkoxy, chloro, bromo, cyano, or hydroxy; and R 1 and R 2 are each C 1-6 alkyl, C 1-6 chloro or bromoalkyl, C 2-6 hydroxy- or dihydroxyalkyl, C 2-6 alkoxyalkyl, C 1-6 cyanoalkyl, or phenyl-C 1-2 alkyl (phenyl unsubstituted or substituted with 1 to 3 of C 1-2 alkyl, C 1-2 alkoxy, chloro, bromo, cyano or hydroxy) are useful in dyeing natural and synthetic polyamide fibers in deep and level shades of red to blue.
Inventors
- 👤 Hans A. Stingl
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 01:47
CPC Classifications
D; D06; D06P; D06P1/00; D06P1/02; D06P1/04; D06P1/06; C; C09; C09B; C09B31/00; C09B31/02; C09B31/04; C09B31/041
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
182 words
A process of dyeing polyamide fibers with a dyestuff of the formula ##STR14## wherein M is hydrogen, lithium, sodium, potassium or ammonium; B and D are each independently 1,4-phenylene or 1,4-naphthylene; A 1 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl, trifluoromethyl, nitro, chloro, bromo, cyano or hydroxy; B 1 and B 2 are each hydrogen, C 1-3 alkoxy, C 1-3 alkyl, chloro or bromo; D 1 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl or chloro; D 2 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl, chloro, bromo, fluoro, C 1-5 alkanoylamino, C 1-5 alkylsulfonylamino, benzoylamino, or benzenesulfonylamino, the acylamino groups either unsubstituted or substituted with 1 to 3 C 1-2 alkyl, C 1-2 alkoxy, chloro, bromo, cyano, or hydroxy; and R 1 and R 2 are each C 1-6 alkyl, C 1-6 chloro or bromoalkyl, C 2-6 hydroxy or dihydroxyalkyl, C 2-6 alkoxyalkyl, C 1-6 cyanoalkyl or phenyl-C 1-2 alkyl unsubstituted or substituted on the phenyl with 1 to 3 of C 1-2 alkyl, C 1-2 alkoxy, chloro, bromo, cyano, or hydroxy from a neutral to weakly acidic aqueous dyebath.
Claim 2
Dependent Claim
182 words
A process of dyeing polyamide fibers with a dyestuff of the formula ##STR14## wherein M is hydrogen, lithium, sodium, potassium or ammonium; B and D are each independently 1,4-phenylene or 1,4-naphthylene; A 1 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl, trifluoromethyl, nitro, chloro, bromo, cyano or hydroxy; B 1 and B 2 are each hydrogen, C 1-3 alkoxy, C 1-3 alkyl, chloro or bromo; D 1 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl or chloro; D 2 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl, chloro, bromo, fluoro, C 1-5 alkanoylamino, C 1-5 alkylsulfonylamino, benzoylamino, or benzenesulfonylamino, the acylamino groups either unsubstituted or substituted with 1 to 3 C 1-2 alkyl, C 1-2 alkoxy, chloro, bromo, cyano, or hydroxy; and R 1 and R 2 are each C 1-6 alkyl, C 1-6 chloro or bromoalkyl, C 2-6 hydroxy or dihydroxyalkyl, C 2-6 alkoxyalkyl, C 1-6 cyanoalkyl or phenyl-C 1-2 alkyl unsubstituted or substituted on the phenyl with 1 to 3 of C 1-2 alkyl, C 1-2 alkoxy, chloro, bromo, cyano, or hydroxy from a neutral to weakly acidic aqueous dyebath.
Claim 3
Dependent Claim
11 words
The process of claim 1, wherein the polyamide fibers are nylon.
Claim 4
Dependent Claim
110 words
The process of claim 1 wherein the dyestuff is of the formula ##STR15## and wherein A 1 is in the 2-position and is hydrogen, methyl, methoxy or ethoxy; B 1 and B 2 are each hydrogen, methoxy, methyl or chloro, provided that only one of B 1 and B 2 is methyl or chloro; D 1 is hydrogen, methyl, methoxy, or ethoxy; D 2 is hydrogen, methyl, methoxy, chloro or acylamino; R 1 and R 2 are each C 2-4 hydroxy- or dihydroxyalkyl, C 2-4 cyanoalkyl, C 2-4 alkoxyalkyl, C 1-4 alkyl or benzyl; and --SO 3 M is attached to the 5, 6 or 7-position of the naphthalene ring.
Claim 5
Dependent Claim
13 words
The process of claim 3, wherein D 2 is hydrogen, methyl or methoxy.
Claim 6
Dependent Claim
43 words
The process of claim 4, wherein B 1 is methoxy, B 2 is methyl, R 1 is ethyl, R 2 is 2-hydroxyethyl, A 1 , D 1 and D 2 are hydrogen and SO 3 M is SO 3 Na in the 6-position.
Claim 7
Dependent Claim
171 words
Polyamide fibers dyed with a dyestuff of the formula ##STR16## wherein M is hydrogen, lithium, sodium, potassium or ammonium; B and D are each independently 1,4-phenylene or 1,4-naphthylene; A 1 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl, trifluoromethyl, nitro, chloro, bromo, cyano or hydroxy; B 1 and B 2 are each hydrogen, C 1-3 alkoxy, C 1-3 alkyl, chloro or bromo; D 1 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl or chloro; D 2 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl, chloro, bromo, fluoro, C 1-5 alkanoylamino, C 1-5 alkylsulfonylamino, benzoylamino, or benzenesulfonylamino, the acylamino groups either unsubstituted or substituted with 1 to 3 C 1-2 alkyl, C 1-2 alkoxy, chloro, bromo, cyano, or hydroxy; and R 1 and R 2 are each C 1-6 alkyl, C 1-6 chloro or bromoalkyl, C 2-6 hydroxy or dihydroxyalkyl, C 2-6 alkoxyalkyl, C 1-6 cyanoalkyl or phenyl-C 1-2 alkyl unsubstituted or substituted on the phenyl with 1 to 3 of C 1-2 alkyl, C 1-2 alkoxy, chloro, bromo, cyano, or hydroxy.
Claim 8
Dependent Claim
171 words
Polyamide fibers dyed with a dyestuff of the formula ##STR16## wherein M is hydrogen, lithium, sodium, potassium or ammonium; B and D are each independently 1,4-phenylene or 1,4-naphthylene; A 1 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl, trifluoromethyl, nitro, chloro, bromo, cyano or hydroxy; B 1 and B 2 are each hydrogen, C 1-3 alkoxy, C 1-3 alkyl, chloro or bromo; D 1 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl or chloro; D 2 is hydrogen, C 1-4 alkoxy, C 1-4 alkyl, chloro, bromo, fluoro, C 1-5 alkanoylamino, C 1-5 alkylsulfonylamino, benzoylamino, or benzenesulfonylamino, the acylamino groups either unsubstituted or substituted with 1 to 3 C 1-2 alkyl, C 1-2 alkoxy, chloro, bromo, cyano, or hydroxy; and R 1 and R 2 are each C 1-6 alkyl, C 1-6 chloro or bromoalkyl, C 2-6 hydroxy or dihydroxyalkyl, C 2-6 alkoxyalkyl, C 1-6 cyanoalkyl or phenyl-C 1-2 alkyl unsubstituted or substituted on the phenyl with 1 to 3 of C 1-2 alkyl, C 1-2 alkoxy, chloro, bromo, cyano, or hydroxy.
Claim 9
Dependent Claim
11 words
The polyamide fibers of claim 6, wherein the polyamide is nylon.
Claim 10
Dependent Claim
111 words
The polyamide fibers of claim 6 wherein the dyestuff is of the formula ##STR17## and wherein A 1 is in the 2-position and is hydrogen, methyl, methoxy, or ethoxy; B 1 and B 2 are each hydrogen, methoxy, methyl or chloro, provided that only one of B 1 and B 2 is methyl or chloro; D 1 is hydrogen, methyl, methoxy, or ethoxy; D 2 is hydrogen, methyl, methoxy, chloro or acylamino; R 1 and R 2 are each C 2-4 hydroxy- or dihydroxyalkyl, C 2-4 cyanoalkyl, C 2-4 alkoxyalkyl, C 1-4 alkyl or benzyl; and --SO 3 M is attached to the 5, 6, or 7-position of the naphthalene ring.
Claim 11
Dependent Claim
14 words
The polyamide fibers of claim 8, wherein D 2 is hydrogen, methyl or methoxy.
Claim 12
Dependent Claim
44 words
The polyamide fibers of claim 9, wherein B 1 is methoxy, B 2 is methyl, R 1 is ethyl, R 2 is 2-hydroxyethyl, A 1 , D 1 and D 2 are hydrogen and SO 3 M is SO 3 Na in the 6-position.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-08-12 | 1984-02-11 | 1984-08-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-08-12 | 1988-02-11 | 1988-08-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-08-12 | 1992-02-11 | 1992-08-12 | $7700.00 | Window Closed / Lapsed |