Patent US5453467A successfully refreshed from Google Patents.
US5453467A
Expired / Lapsed
US
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Polymer treatments
Assignee: Abbott Vascular Devices Ltd
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Filing: 1994-04-28
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Granted: 1995-09-26
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Expires: 2014-04-28
Abstract
Abstract A graft polymer obtainable by grafting a polymer substrate with a compound of formula (I), in which the groups R are the same or different and each is a straight or branched C1-C4 alkyl group; X is an aryl group or a straight or branched C1-C20 alkylene group, optionally containing one or more carbon-carbon double or triple bonds, ether linkages or aryl groups; the aryl groups being unsubstituted or substituted by one or more C1-4 alkyl groups; n is from 2 to 4; and A is a reactive group, is useful as a biocompatible material in contact lenses, biomedical devices and blood-containing devices. In a preferred embodiment A is a polymerizable group and the graft polymer is produced by radical initiated polymerization of the compound of formula (I) on the substrate which is initiated by a radical-forming group on the substrate.
Inventors
- 👤 Clement H. Bamford
- 👤 Kadem G. Al-Lamee
- 👤 Yiannakis Yianni
- 👤 Martin C. Wiles
- 👤 Trevor O. Glasbey
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 14:13
CPC Classifications
B; B01; B01D; B01D67/00; B01D67/0081; B01D67/0093; B01D67/00931; A; A61; A61L; A61L33/00; A61L33/0076; A61L33/0088; C; C08; C08F; C08F283/00; C08F291/00; C08F8/00; C08F8/40; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/2805; C08G18/288; C08G18/83; C08G18/836; C08J; C08J7/00; C08J7/12; C08J7/16; C08L; C08L75/00; C08L75/04; C08L75/14; C08L75/16; G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043; B01D2323/00; B01D2323/38; C08J2381/00; C08J2381/06
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
165 words
A graft polymer obtained by grafting a polymer substrate with a compound of the formula (IIA): in which the groups R are the same or different and each is a straight or branched C 1 -C 4 alkyl group; X is a straight or branched C 1 -C 20 alkylene group, optionally containing one or more carbon-carbon double or triple bonds, ether linkages or aryl groups; the aryl groups being unsubstituted or substituted by one or more C 1-4 alkyl groups; n is from 2 to 4; R 1 is hydrogen or straight or branched C 1 -C 4 alkyl, and Y is --O-- or --NR 2 -- where R 2 is hydrogen or straight or branched C 1 -C 4 alkyl and the substrate has halogen substituted groups which can form free radicals, the grafting reaction being initiated by formation of a radical on the substrate at the halogen substituted group followed by reaction of the radical with the ethylenic group of compound (IIA).
Claim 2
Dependent Claim
165 words
A graft polymer obtained by grafting a polymer substrate with a compound of the formula (IIA): in which the groups R are the same or different and each is a straight or branched C 1 -C 4 alkyl group; X is a straight or branched C 1 -C 20 alkylene group, optionally containing one or more carbon-carbon double or triple bonds, ether linkages or aryl groups; the aryl groups being unsubstituted or substituted by one or more C 1-4 alkyl groups; n is from 2 to 4; R 1 is hydrogen or straight or branched C 1 -C 4 alkyl, and Y is --O-- or --NR 2 -- where R 2 is hydrogen or straight or branched C 1 -C 4 alkyl and the substrate has halogen substituted groups which can form free radicals, the grafting reaction being initiated by formation of a radical on the substrate at the halogen substituted group followed by reaction of the radical with the ethylenic group of compound (IIA).
Claim 3
Dependent Claim
28 words
A polymer according to claim 1, which is obtained by grafting with a compound of formula (IIA), in which X is a C 1 -C 20 alkylene group.
Claim 4
Dependent Claim
31 words
A polymer according to claim 1 or 2, which is obtained by grafting a compound of formula (IIA) in which n is 2 and each of the groups R is methyl.
Claim 5
Dependent Claim
42 words
A polymer according to claim 1, which is obtained by radical initiated polymerization of the compound of formula (IIA) and optionally a diluent comonomer, the reaction polymerization being initiated by formation of a radical at the substrate using a metal carbonyl initiator.
Claim 6
Dependent Claim
18 words
A polymer according to claim 4, in which the compound of formula (IIA) is 2(methacryloyloxy)-ethyl-2'(trimethylammonium)ethyl phosphate inner salt.
Claim 7
Dependent Claim
17 words
A shaped article having one or more surfaces comprising a graft polymer as claimed in claim 1.
Claim 8
Dependent Claim
16 words
An article according to claim 6, which is a biomedical device, contact lens or blood-contacting device.
Claim 9
Dependent Claim
171 words
A process for producing a graft polymer comprising the steps of: (i) providing a polymer having halogen atom substituents; (ii) reacting the polymer with an initiator such that a free radical is formed on the polymer at the halogen substituent; (iii) initiating graft polymerization at the free radical formed in step (ii) of a compound of formula (IIA): ##STR41## in which the groups R are the same or different and each is a straight or branched C 1 -C 4 alkyl group; X is a straight or branched C 1 -C 20 alkylene group, optionally containing one or more carbon-carbon double or triple bonds, ether linkages or aryl groups; the aryl groups being unsubstituted or substituted by one or more C 1-4 alkyl groups; n is from 2 to 4, R 1 is hydrogen or straight or branched C 1 -C 4 alkyl, and Y is --O-- or --NR 2 -- where R 2 is hydrogen or straight or branched C 1 -C 4 alkyl; and (iv) recovering the grafted product.
Claim 10
Dependent Claim
171 words
A process for producing a graft polymer comprising the steps of: (i) providing a polymer having halogen atom substituents; (ii) reacting the polymer with an initiator such that a free radical is formed on the polymer at the halogen substituent; (iii) initiating graft polymerization at the free radical formed in step (ii) of a compound of formula (IIA): ##STR41## in which the groups R are the same or different and each is a straight or branched C 1 -C 4 alkyl group; X is a straight or branched C 1 -C 20 alkylene group, optionally containing one or more carbon-carbon double or triple bonds, ether linkages or aryl groups; the aryl groups being unsubstituted or substituted by one or more C 1-4 alkyl groups; n is from 2 to 4, R 1 is hydrogen or straight or branched C 1 -C 4 alkyl, and Y is --O-- or --NR 2 -- where R 2 is hydrogen or straight or branched C 1 -C 4 alkyl; and (iv) recovering the grafted product.
Claim 11
Dependent Claim
17 words
A process according to claim 8 in which, X is a C 1 -C 20 alkylene group.
Claim 12
Dependent Claim
37 words
A process according to claim 8 in which polymerization is initiated at hydroxyl groups on the polymer substrate by a cerium (IV) salt or at halogen atoms on the polymer substrate by molybdenum hexacarbonyl or dirhenium decacarbonyl.
Claim 13
Dependent Claim
21 words
A process according to claim 8 in which the polymer substrate is in solid or gel form during the grafting reaction.
Claim 14
Dependent Claim
18 words
A process according to claim 11 in which the polymer substrate forms the surface of a shaped article.
Claim 15
Dependent Claim
168 words
A process for producing a graft polymer, comprising the steps of: (i) providing a polymer substantially free of reactive groups; (ii) subjecting the polymer to oxidation by a treatment selected from the group consisting of oxygen plasma treatment, reaction with a peracid, reaction with a hypohalite, and reaction with ozone, to introduce hydroxyl groups onto the polymer; (iii) reacting the hydroxyl groups with an initiator to form a free radical; (iv) initiating graft polymerization at the free radical of a compound of the formula (IIA): ##STR42## in which the groups R are the same or different and each is a straight or branched C 1 -C 4 alkyl group; X is a straight or branched C 1 -C 20 alkylene group; n is from 2-4, R 1 is hydrogen or a straight or branched C 1 -C 4 alkyl; and Y is --O-- or --NR 2 -- where R 2 is hydrogen or a straight or branched C 1 -C 4 alkyl; and (v) recovering the grafted product.
Claim 16
Dependent Claim
168 words
A process for producing a graft polymer, comprising the steps of: (i) providing a polymer substantially free of reactive groups; (ii) subjecting the polymer to oxidation by a treatment selected from the group consisting of oxygen plasma treatment, reaction with a peracid, reaction with a hypohalite, and reaction with ozone, to introduce hydroxyl groups onto the polymer; (iii) reacting the hydroxyl groups with an initiator to form a free radical; (iv) initiating graft polymerization at the free radical of a compound of the formula (IIA): ##STR42## in which the groups R are the same or different and each is a straight or branched C 1 -C 4 alkyl group; X is a straight or branched C 1 -C 20 alkylene group; n is from 2-4, R 1 is hydrogen or a straight or branched C 1 -C 4 alkyl; and Y is --O-- or --NR 2 -- where R 2 is hydrogen or a straight or branched C 1 -C 4 alkyl; and (v) recovering the grafted product.
Claim 17
Dependent Claim
33 words
A process according to claim 13, in which the polymer substrate is selected from the group consisting of: polyvinyldifluoride, a polypropylene, a polyamide, a polyimide, a polyurethane, a polyimine, and a polyether sulphone.
Claim 18
Dependent Claim
17 words
A process according to claim 13 in which radical polymerisation is initiated by a cerium (IV) salt.
Claim 19
Dependent Claim
11 words
A process according to claim 13, in which Y is --O--.
Claim 20
Dependent Claim
17 words
A process according to claim 13, in which X is a C 1 -C 20 alkylene group.
Claim 21
Dependent Claim
18 words
A process according to claim 13, in which the compound of formula (IIA) is 2(methacryloyloxy)-ethyl-2'(trimethylammonium)ethyl phosphate inner salt.
Claim 22
Dependent Claim
177 words
A process for producing a graft polymer, comprising the steps of: (i) providing a substrate having a surface; (ii) laying down a subbing layer of a subbing polymer; (iii) reacting the polymer with an initiator such that a free radical is formed on the polymer; (iv) initiating graft polymerization at the free radical of a compound of the formula (IIA): ##STR43## in which the groups R are the same or different and each is a straight or branched C 1 -C 4 alkyl group; X is an aryl group or straight or branched C 1 -C 20 alkylene group, optionally containing one or more carbon double or triple bonds, ether linkages or aryl groups; the aryl groups being unsubstituted or substituted by one or more C 1 -C 4 alkyl; n is from 2-4, R 1 is hydrogen or a straight or branched C 1 -C 4 alkyl; and Y is --O-- or --NR 2 -- where R 2 is hydrogen or a straight or branched C 1 -C 4 alkyl; and (v) recovering the grafted product.
Claim 23
Dependent Claim
177 words
A process for producing a graft polymer, comprising the steps of: (i) providing a substrate having a surface; (ii) laying down a subbing layer of a subbing polymer; (iii) reacting the polymer with an initiator such that a free radical is formed on the polymer; (iv) initiating graft polymerization at the free radical of a compound of the formula (IIA): ##STR43## in which the groups R are the same or different and each is a straight or branched C 1 -C 4 alkyl group; X is an aryl group or straight or branched C 1 -C 20 alkylene group, optionally containing one or more carbon double or triple bonds, ether linkages or aryl groups; the aryl groups being unsubstituted or substituted by one or more C 1 -C 4 alkyl; n is from 2-4, R 1 is hydrogen or a straight or branched C 1 -C 4 alkyl; and Y is --O-- or --NR 2 -- where R 2 is hydrogen or a straight or branched C 1 -C 4 alkyl; and (v) recovering the grafted product.
Claim 24
Dependent Claim
11 words
A process according to claim 19, in which Y is --O--.
Claim 25
Dependent Claim
17 words
A process according to claim 19, in which X is a C 1 -C 20 alkylene group.
Claim 26
Dependent Claim
18 words
A process according to claim 19, in which the compound of formula (IIA) is 2(methacryloyloxy)-ethyl-2'(trimethylammonium)ethyl phosphate inner salt.
Claim 27
Dependent Claim
24 words
A process according to claim 19, in which the subbing polymer is selected from the group consisting of halogenated polyethylene imines, poly(hydroxyalkyl(alk)acrylates) and poly(trialkoxysilylalkyl(alk)acrylates).
References Cited (Backward Citations)
JPS5463025A
Cited
EP0032622A1
Cited
EP0157469A1
Cited
US4792599A
Cited
WO1990009384A1
Cited
WO1993000391A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1998-09-25 | 1999-03-27 | 1999-09-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-09-25 | 2003-03-27 | 2003-09-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-09-25 | 2007-03-27 | 2007-09-26 | $7700.00 | Window Closed / Lapsed |