US4083684A
Expired / Lapsed
US
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Uniformly dyed water-swellable cellulosic fibers
Assignee: BASF SE
•
Filing: 1977-02-18
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Granted: 1978-04-11
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Expires: 1997-02-18
Abstract
Abstract Uniformly dyed water-swellable cellulosic fibers obtained by dyeing cellulosic fibers in the swollen state with a dye of the formula ##STR1## in which D is the radical of a diazo component; R 1 and R 2 are optionally substituted alkyl and one of them may also be cyclohexyl, phenyl, methoxyphenyl or ethoxyphenyl and X is hydrogen, chloro, methyl or acylamino, the molecule containing in the radicals R 1 , R 2 and X at least one group: --CO--R 3 --Y--Ar where R 3 is C 1 to C 3 alkylene; ##STR2## Y is oxygen, sulfur or R 4 is hydrogen or C 1 to C 4 alkyl; and Ar is phenyl or phenyl bearing chloro, bromo, methyl, methoxy, ethoxy, C 1 to C 4 alkoxycarbonyl or cyano as a substituent.
Inventors
- 👤 Guenter Hansen
- 👤 Hermann Kaack
- 👤 Wolf-Dieter Kermer
- 👤 Guenter Meyer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 16:31
CPC Classifications
C; C09; C09B; C09B29/00; C09B29/06; C09B29/08; C09B29/0805; C09B29/0807; C09B31/00; C09B31/02; C09B31/04; D; D06; D06P; D06P3/00; D06P3/58; D06P3/60; D06P3/6033; D06P3/6041
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
412 words
Uniformly dyed water-swellable cellulosic fibers, said fibers being fast to washing, dry cleaning, sublimation and light and having been produced by contacting water-swellable cellulose fibers sequentially or concomitantly with water, ethylene glycol or a derivative thereof and, while the fibers are still swollen, with an essentially water-insoluble dye of the formula ##STR34## in which D is phenyl substituted by fluoro, chloro, bromo, nitro, cyano, trifluoromethyl, methylsulfonyl, ethylsulfonyl, phenylsulfonyl, C 1 to C 8 alkoxycarbonyl, phenoxycarbonyl, benzyloxycarbonyl, phenoxyethoxycarbonyl, C 1 to C 4 alkoxyethoxycarbonyl, methyl, ethyl, methoxy, ethoxy, phenoxy, carboxy, phenylazo, phenylazo bearing fluoro, chloro, bromo, nitro, cyano, trifluoromethyl, methyl, ethyl, methoxy, ethoxy, ##STR35## as a substituent, ##STR36## benzothiazolyl bearing nitro, thiocyanato, methylsulfonyl or methoxy as a substituent; benzoisothioazolyl bearing chloro, bromo, nitro or cyano as a substituent; thioazolyl bearing phenyl or nitro as a substituent or thiodiazolyl bearing phenyl, methylmercapto, ethylmercapto, cyanoethylmercapto or C 1 to C 4 alkoxycarbonylethylmercapto as a substituent; Q is O or S; R is hydrogen, methyl, methoxy or ethoxy; X is hydrogen, chloro, methyl, C 2 to C 4 alkanoylamino, chloroacetylamino, trifluoroacetylamino, benzoylamino, methylsulfonylamino, phenylsulfonylamino or NHCOR 3 --O--Ar; R 5 is C 1 to C 4 alkyl, allyl, β-hydroxyethyl, β-cyanoethyl, β-acetoxyethyl, β-methoxyethyl, β-ethoxyethyl, cyclohexyl, benzyl, β-phenylethyl or C 2 H 4 OCOR 3 --OAr; R 6 is C 1 to C 4 alkyl, allyl, acetoxyethyl, β-cyanoethyl, benzyl or C 2 H 4 OCOR 3 OAr; B 1 is hydrogen, C 1 to C 8 alkyl, cyclohexyl, β-hydroxyethyl, benzyl, phenylethyl or phenyl optionally bearing chloro, methyl or methoxy as a substituent; B 2 is hydrogen, C 1 to C 4 alkyl or β-hydroxyethyl; ##STR37## is pyrrolidyl, piperidyl, morpholyl or NH(CH 2 ) 3 OC 2 H 4 OB 3 ; B 3 is C 1 to C 4 alkyl, cyclohexyl, phenyl or tolyl; T 1 is C 1 to C 8 alkyl, methoxymethyl, phenoxymethyl, phenyl or phenyl bearing chloro, bromo, nitro, methoxy or ethoxy as a substituent; T 2 is hydrogen or methyl; T 3 is methyl, ethyl, phenyl or phenyl bearing chloro, bromo, or methyl as a substituent; T 2 and T 3 together are a fused benzene ring optionally bearing methoxy, ethoxy, methyl or chloro as a substituent; R 3 is C 1 to C 3 alkylene; and Ar is phenyl or phenyl bearing chloro, bromo, methyl or methoxy as a substituent and at least one of the radicals R 5 , R 6 or X contains a group of the formula OCOR 3 --OAr.
Claim 2
Dependent Claim
412 words
Uniformly dyed water-swellable cellulosic fibers, said fibers being fast to washing, dry cleaning, sublimation and light and having been produced by contacting water-swellable cellulose fibers sequentially or concomitantly with water, ethylene glycol or a derivative thereof and, while the fibers are still swollen, with an essentially water-insoluble dye of the formula ##STR34## in which D is phenyl substituted by fluoro, chloro, bromo, nitro, cyano, trifluoromethyl, methylsulfonyl, ethylsulfonyl, phenylsulfonyl, C 1 to C 8 alkoxycarbonyl, phenoxycarbonyl, benzyloxycarbonyl, phenoxyethoxycarbonyl, C 1 to C 4 alkoxyethoxycarbonyl, methyl, ethyl, methoxy, ethoxy, phenoxy, carboxy, phenylazo, phenylazo bearing fluoro, chloro, bromo, nitro, cyano, trifluoromethyl, methyl, ethyl, methoxy, ethoxy, ##STR35## as a substituent, ##STR36## benzothiazolyl bearing nitro, thiocyanato, methylsulfonyl or methoxy as a substituent; benzoisothioazolyl bearing chloro, bromo, nitro or cyano as a substituent; thioazolyl bearing phenyl or nitro as a substituent or thiodiazolyl bearing phenyl, methylmercapto, ethylmercapto, cyanoethylmercapto or C 1 to C 4 alkoxycarbonylethylmercapto as a substituent; Q is O or S; R is hydrogen, methyl, methoxy or ethoxy; X is hydrogen, chloro, methyl, C 2 to C 4 alkanoylamino, chloroacetylamino, trifluoroacetylamino, benzoylamino, methylsulfonylamino, phenylsulfonylamino or NHCOR 3 --O--Ar; R 5 is C 1 to C 4 alkyl, allyl, β-hydroxyethyl, β-cyanoethyl, β-acetoxyethyl, β-methoxyethyl, β-ethoxyethyl, cyclohexyl, benzyl, β-phenylethyl or C 2 H 4 OCOR 3 --OAr; R 6 is C 1 to C 4 alkyl, allyl, acetoxyethyl, β-cyanoethyl, benzyl or C 2 H 4 OCOR 3 OAr; B 1 is hydrogen, C 1 to C 8 alkyl, cyclohexyl, β-hydroxyethyl, benzyl, phenylethyl or phenyl optionally bearing chloro, methyl or methoxy as a substituent; B 2 is hydrogen, C 1 to C 4 alkyl or β-hydroxyethyl; ##STR37## is pyrrolidyl, piperidyl, morpholyl or NH(CH 2 ) 3 OC 2 H 4 OB 3 ; B 3 is C 1 to C 4 alkyl, cyclohexyl, phenyl or tolyl; T 1 is C 1 to C 8 alkyl, methoxymethyl, phenoxymethyl, phenyl or phenyl bearing chloro, bromo, nitro, methoxy or ethoxy as a substituent; T 2 is hydrogen or methyl; T 3 is methyl, ethyl, phenyl or phenyl bearing chloro, bromo, or methyl as a substituent; T 2 and T 3 together are a fused benzene ring optionally bearing methoxy, ethoxy, methyl or chloro as a substituent; R 3 is C 1 to C 3 alkylene; and Ar is phenyl or phenyl bearing chloro, bromo, methyl or methoxy as a substituent and at least one of the radicals R 5 , R 6 or X contains a group of the formula OCOR 3 --OAr.
Claim 3
Dependent Claim
96 words
The fibers according to claim 1 with the dye of the formula ##STR38## in which D 3 is phenyl substituted once by ##STR39## and optionally further substituted by chloro, bromo, nitro or cyano, or is benzoisothyiazolyl substituted by chloro, bromo, nitro or cyano, R, R 5 , R 6 , Q, T 1 , T 2 , T 3 and X have the meanings given in claim 1, at least one of R 5 , R 6 and X containing the group OCO--R 3 --O--Ar, R 3 and Ar having the meanings given in claim 1.
Claim 4
Dependent Claim
28 words
The fibers according to claim 1, wherein D is phenyl substituted by phenylazo, chlorophenylazo, methylphenylazo, ##STR40## chloro or bromo; or benzoisothiazolyl substituted by chloro, bromo, nitro or cyano.
Claim 5
Dependent Claim
17 words
The fibers according to claim 1, wherein D is benzoisothiazolyl substituted by chloro, bromo, nitro or cyano.
Claim 6
Dependent Claim
10 words
The fibers according to claim 1, wherein Q is oxygen.
Claim 7
Dependent Claim
10 words
The fibers according to claim 1, wherein R is hydrogen.
Claim 8
Dependent Claim
12 words
The fibers according to claim 1, wherein X is NHCOR 3 OAr.
Claim 9
Dependent Claim
16 words
The fibers according to claim 1, wherein X is NHCOCH 2 OC 6 H 5 .
Claim 10
Dependent Claim
28 words
The fibers according to claim 1, wherein R 5 and R 6 are C 1 to C 4 alkyl, β-cyanoethyl or C 2 H 4 OCOR 3 OAr.
Claim 11
Dependent Claim
20 words
The fibers according to claim 1, wherein ##STR41## is NH(CH 2 ) 3 OC 2 H 4 OB 3 .
Claim 12
Dependent Claim
18 words
The fibers according to claim 1, wherein T 1 is C 1 to C 8 alkyl or phenyl.
Claim 13
Dependent Claim
13 words
The fibers according to claim 1, wherein R 3 is --CH 2 --.
Claim 14
Dependent Claim
58 words
The fibers according to claim 1, wherein D is benzoisothiazolyl substituted by chloro, bromo, nitro or cyano, R is hydrogen, X is NHCOCH 2 OC 6 H 5 , R 5 is C 1 to C 4 alkyl, β-cyanoethyl or C 2 H 4 OCOC 6 H 5 and R 6 is C 1 to C 4 alkyl.
Claim 15
Dependent Claim
13 words
The fibers according to claim 1 with the dye of the formula, ##STR42##
Claim 16
Dependent Claim
13 words
The fibers according to claim 1 with the dye of the formula, ##STR43##
Claim 17
Dependent Claim
12 words
The fibers according to claim 1, wherein the fibers are cotton fibers.
Claim 18
Dependent Claim
12 words
The fibers according to claim 1, admixed or blended with synthetic fibers.
Claim 19
Dependent Claim
12 words
The fibers of claim 17, wherein the synthetic fibers are polyester fibers.
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) | 1981-04-10 | 1981-10-10 | 1982-04-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-04-10 | 1985-10-10 | 1986-04-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-04-10 | 1989-10-10 | 1990-04-11 | $7700.00 | Window Closed / Lapsed |