Patent FR420705A successfully refreshed from Google Patents.
US4237249A
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Process for the preparation of crosslinked copolymers, the process products obtained, and their use in textile printing
Assignee: Sanofi Aventis Deutschland GmbH
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Filing: 1978-12-01
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Granted: 1980-12-02
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Expires: 1998-12-01
Abstract
Abstract A crosslinked copolymer useful in textile printing is prepared by (a) polymerizing in the presence of a radical initiator in a water-miscible alkanol k mole percent acrylamide with 0 to 45 mole percent of a compound of the formula ##STR1## and 0.1 to 20 mole percent of a crosslinked agent wherein k is 99.9 to 50, R 2 and R 3 are hydrogen or methyl with the proviso that only one of R 2 and R 3 may be simultaneously methyl, and I is a member selected from the group consisting of cyano, alkoxy carbonyl having a total of 1 to 9 carbon atoms, alkoxy carbonyl with hydroxy substituted alkoxy moiety having 2 to 8 carbon atoms in the hydroxy substituted alkoxy; alkanoyloxy having a total of 2 to 6 carbon atoms, alkanoylamino having a total of 2 to 8 carbon atoms, cyclic alkanoylamino having a total of 4 to 8 carbon atoms, phenyl and trialkoxysilyl having 1 to 2 carbon atoms in the alkoxy; (b) mixing the polymer from (a) with p mole percent of a hydroxide of the formula MOH wherein p is 5 to k and M is an alkali metal; and (c) saponifying the polymer mixture from (b) at 30 to 150° C. until p mole percent of amine moieties are saponified to --COOM; (d) removing by-product ammonia; and optionally (e) methylolating the saponified polymer in a lower alkanol with 0 to (k-p) mole percent paraformaldehyde at a temperature of 10° C. to the boiling point of said lower alkanol.
Inventors
- 👤 Juliane Balzer
- 👤 Friedrich Engelhardt
- 👤 Joachim Ribka
- 👤 Wolfram Schidlo
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 01:33
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/28; C08J; C08J5/00; C08J5/18
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
322 words
The process for the preparation of a crosslinked copolymer composition comprising (a) polymerizing in the presence of a radical initiator in a water-miscible alkanol solution k mole percent acrylamide with 0 to 45 mole percent of a compound of the formula ##STR38## and 0.1 to 20 mole percent of a crosslinking agent wherein k is 99.9 to 50, R 2 and R 3 are hydrogen or methyl with the proviso that only one of R 2 and R 3 may be simultaneously methyl, and X is a member selected from the group consisting of cyano, carboxyl, alkoxy carbonyl having a total of 1 to 9 carbon atoms, alkoxy carbonyl with hydroxy substituted alkoxy moiety having 2 to 8 carbon atoms in the hydroxy substituted alkoxy; alkanoyloxy having a total of 2 to 6 carbon atoms, alkanoylamino having a total of 2 to 8 carbon atoms, cyclic alkanoylamino having a total of 4 to 8 carbon atoms, phenyl and trialkoxysilyl having 1 to 2 carbon atoms in the alkoxy; (b) subjecting the polymer paste from (a) to strong shearing forces until a uniform flow behavior of the suspension is achieved; and (c) mixing the suspension from (b) with the action of the strong shearing forces with p mole percent of a hydroxide of the formula MOH wherein p is 5 to k and M is an alkali metal; and (d) saponifying the polymer mixture from (c) at 30° to 150° C. until p mole percent of amide moieties are saponified to --COOM; (e) removing by-product ammonia; whereby the resulting polymer has the composition of k-p mole percent of ##STR39## p mole percent ##STR40## 0to 45 mole percent ##STR41## and 0.1 to 20 mole percent of said crosslinking agent; wherein R 1 is in the statistical mean, 0 to 100% hydrogen and 100 to 0% --CH 2 OH-- and k, p, R 2 , R 3 , x and M have the aforesaid meaning.
Claim 2
Dependent Claim
322 words
The process for the preparation of a crosslinked copolymer composition comprising (a) polymerizing in the presence of a radical initiator in a water-miscible alkanol solution k mole percent acrylamide with 0 to 45 mole percent of a compound of the formula ##STR38## and 0.1 to 20 mole percent of a crosslinking agent wherein k is 99.9 to 50, R 2 and R 3 are hydrogen or methyl with the proviso that only one of R 2 and R 3 may be simultaneously methyl, and X is a member selected from the group consisting of cyano, carboxyl, alkoxy carbonyl having a total of 1 to 9 carbon atoms, alkoxy carbonyl with hydroxy substituted alkoxy moiety having 2 to 8 carbon atoms in the hydroxy substituted alkoxy; alkanoyloxy having a total of 2 to 6 carbon atoms, alkanoylamino having a total of 2 to 8 carbon atoms, cyclic alkanoylamino having a total of 4 to 8 carbon atoms, phenyl and trialkoxysilyl having 1 to 2 carbon atoms in the alkoxy; (b) subjecting the polymer paste from (a) to strong shearing forces until a uniform flow behavior of the suspension is achieved; and (c) mixing the suspension from (b) with the action of the strong shearing forces with p mole percent of a hydroxide of the formula MOH wherein p is 5 to k and M is an alkali metal; and (d) saponifying the polymer mixture from (c) at 30° to 150° C. until p mole percent of amide moieties are saponified to --COOM; (e) removing by-product ammonia; whereby the resulting polymer has the composition of k-p mole percent of ##STR39## p mole percent ##STR40## 0to 45 mole percent ##STR41## and 0.1 to 20 mole percent of said crosslinking agent; wherein R 1 is in the statistical mean, 0 to 100% hydrogen and 100 to 0% --CH 2 OH-- and k, p, R 2 , R 3 , x and M have the aforesaid meaning.
Claim 3
Dependent Claim
62 words
The process according to claim 1 wherein R 2 is hydrogen, R 3 is hydrogen or methyl and X is a member selected from the group consisting of cyano, carboxyl, alkoxycarbonyl having a total of 1 to 9 carbon atoms, alkoxycarbonyl with hydroxy substituted alkoxy moiety having 2 to 8 carbon atoms in the hydroxy substituted alkoxy; acetoxy, N-pyrrolidonyl, phenyl and triethoxysilyl.
Claim 4
Dependent Claim
43 words
The process according to claim 1 wherein the crosslinking agent is ##STR42## wherein n is a number from 0 to 30, and R is 70 to 5% hydrogen and 95to 30% --CH 2 --CH═CH 2 or --CH 2 --C(CH 3 )═CH 2 .
Claim 5
Dependent Claim
23 words
The process according to claim 3 wherein 0 to 20 mole percent of the compound of the formula ##STR43## is incorporated by polymerization.
Claim 6
Dependent Claim
18 words
The process according to claim 3 wherein no compound of the formula ##STR44## is used for the polymerization.
Claim 7
Dependent Claim
20 words
The process according to claim 1 wherein 1 to 2 mole percent of the crosslinking agent are incorporated by polymerization.
Claim 8
Dependent Claim
44 words
The process according to claim 1 wherein in step (c) the suspension from (b) is mixed with 30 to 70 mole % of an alkali metal hydroxide of the formula MOH and heated to saponify 30 to 70 mole % amide groups to --COOM.
Claim 9
Dependent Claim
10 words
The process for preparation of a crosslinked copolymer composition comprising
Claim 10
Dependent Claim
10 words
The process for preparation of a crosslinked copolymer composition comprising
Claim 11
Dependent Claim
195 words
(a) polymerizing in the presence of a radical initiator in a water-miscible alkanol solution k mole percent acrylamide and 0.1 to 20 mole percent of a crosslinking agent of the formula ##STR45## wherein n is a number from 0 to 30, and R is 70 to 5% hydrogen and 95 to 30% --CH 2 --CH═CH 2 or --CH 2 --C(CH 3 )═CH k is 99.9 to 50, (b) subjecting the polymer paste from (a) to strong shearing forces until a uniform flow behavior of the suspension is achieved; and (c) mixing the suspension from (b) with the action of strong shearing forces with p mole percent of a powdered hydroxide of the formula MOH wherein p is 5 to k and M is an alkali metal; and (d) saponifying the polymer mixture from (c) at 30° to 150° C. until p mole percent of amide moieties are saponified to --COOM; (e) removing by-product ammonia; whereby the resulting polymer has the composition of k-p mole percent of ##STR46## p mole percent ##STR47## and 0.1 to 20 mole percent of said crosslinking agent; wherein R 1 is hydrogen and k, p and M have the aforesaid meaning.
Claim 12
Dependent Claim
195 words
(a) polymerizing in the presence of a radical initiator in a water-miscible alkanol solution k mole percent acrylamide and 0.1 to 20 mole percent of a crosslinking agent of the formula ##STR45## wherein n is a number from 0 to 30, and R is 70 to 5% hydrogen and 95 to 30% --CH 2 --CH═CH 2 or --CH 2 --C(CH 3 )═CH k is 99.9 to 50, (b) subjecting the polymer paste from (a) to strong shearing forces until a uniform flow behavior of the suspension is achieved; and (c) mixing the suspension from (b) with the action of strong shearing forces with p mole percent of a powdered hydroxide of the formula MOH wherein p is 5 to k and M is an alkali metal; and (d) saponifying the polymer mixture from (c) at 30° to 150° C. until p mole percent of amide moieties are saponified to --COOM; (e) removing by-product ammonia; whereby the resulting polymer has the composition of k-p mole percent of ##STR46## p mole percent ##STR47## and 0.1 to 20 mole percent of said crosslinking agent; wherein R 1 is hydrogen and k, p and M have the aforesaid meaning.
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) | 1983-12-02 | 1984-06-02 | 1984-12-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-12-02 | 1988-06-02 | 1988-12-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-12-02 | 1992-06-02 | 1992-12-02 | $7700.00 | Window Closed / Lapsed |