US5017664A
Expired / Lapsed
US
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Biocompatible polyurethane devices wherein polyurethane is modified with lower alkyl sulfonate and lower alkyl carboxylate
Assignee: Wisconsin Alumni Research Foundation
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Filing: 1989-04-05
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Granted: 1991-05-21
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Expires: 2009-04-05
Abstract
Abstract Modified-polyurethane block copolymers and devices formed therefrom demonstrate excellent biocompatibilty and improved physical and mechanical properties. In a preferred embodiment, from about 5 to about 25 percent of urethane hydrogen atoms are replaced with propyl sulfonate and propyl carboxylate groups to provide the modified copolymer.
Inventors
- 👤 Timothy G. Grasel
- 👤 Stuart L. Cooper
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 19:11
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/83; A; A61; A61L; A61L27/00; A61L27/14; A61L27/18; C08G18/08; C08G18/0804; C08G18/0819
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
95 words
A biocompatible device having at least one surface which includes a polyether-polyurethane copolymer based on a mole ratio of about 1.5/0.5/1.0 to about 10/9/1 of an organic diisocyanate, a C 2 -C 14 alkyl or aryl diol or diamine and a polyol having a number average molecular weight from about 500 to about 3000, the copolymer being modified wherein about 5 to about 25 percent of the urethane hydrogen atoms are replaced with a combination of lower alkyl (C 1 -C 6 ) sulfonate groups and lower alkyl (C 1 -C 6 ) carboxylate groups.
Claim 2
Dependent Claim
95 words
A biocompatible device having at least one surface which includes a polyether-polyurethane copolymer based on a mole ratio of about 1.5/0.5/1.0 to about 10/9/1 of an organic diisocyanate, a C 2 -C 14 alkyl or aryl diol or diamine and a polyol having a number average molecular weight from about 500 to about 3000, the copolymer being modified wherein about 5 to about 25 percent of the urethane hydrogen atoms are replaced with a combination of lower alkyl (C 1 -C 6 ) sulfonate groups and lower alkyl (C 1 -C 6 ) carboxylate groups.
Claim 3
Dependent Claim
35 words
The device of claim 1 wherein said organic diisocyanate is selected from the group consisting of 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, methylene bis(p-phenyl isocyanate), 1,5-naphthalene diisocyanate, methylene bis(p-cyclohexyl isocyanate), 1,6-hexane diisocyanate, isophorone diisocyanate and cyclohexyl diisocyanate.
Claim 4
Dependent Claim
26 words
The device of claim 1 wherein said diol or diamine is selected from the group consisting of 1,4-butanediol, ethylene diamine, 4,4'-methylene bis(2-chloroaniline), ethylene glycol and hexanediol.
Claim 5
Dependent Claim
30 words
The device of claim 1 wherein said polyol is selected from the group consisting of polyethylene oxide, polypropylene oxide, polytetramethylene oxide, polyisobutylene, polybutadiene, polyethylene adipate, polytetramethylene adipte, polycaprolactone and polydimethylsiloxane.
Claim 6
Dependent Claim
99 words
A biocompatible device for biomedical applications including surgical implantations, blood contacting procedures and the like, said device comprising a polyurethane composition which includes a polyether-polyurethane copolymer based on a mole ratio of about 1.5/0.5/1.0 to about 10/9/1 of (a) an organic diisocyanate, (b) a C 2 -C 14 alkyl or aryl diol or diamine and (c) a polyol having a number average molecular weight from about 500 to about 3000, the copolymer being modified wherein about 5 to about 25 percent of the urethane hydrogen atoms are replaced with a combination of propyl sulfonate groups and propyl carboxylate groups.
Claim 7
Dependent Claim
99 words
A biocompatible device for biomedical applications including surgical implantations, blood contacting procedures and the like, said device comprising a polyurethane composition which includes a polyether-polyurethane copolymer based on a mole ratio of about 1.5/0.5/1.0 to about 10/9/1 of (a) an organic diisocyanate, (b) a C 2 -C 14 alkyl or aryl diol or diamine and (c) a polyol having a number average molecular weight from about 500 to about 3000, the copolymer being modified wherein about 5 to about 25 percent of the urethane hydrogen atoms are replaced with a combination of propyl sulfonate groups and propyl carboxylate groups.
Claim 8
Dependent Claim
35 words
The device of claim 5 wherein said organic diisocyanate is selected from the group consisting of 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, methylene bis(p-phenyl isocyanate), 1,5-naphthalene diisocyanate, methylene bis(p-cyclohexyl isocyanate), 1,6-hexane diisocyanate, isophorone diisocyanate and cyclohexyl diisocyanate.
Claim 9
Dependent Claim
26 words
The device of claim 5 wherein said diol or diamine is selected from the group consisting of 1,4-butanediol, ethylene diamine, 4,4'-methylene bis(2-chloroaniline), ethylene glycol and hexanediol.
Claim 10
Dependent Claim
30 words
The device of claim 5 wherein said polyol is selected from the group consisting of polyethylene oxide, polypropylene oxide, polytetramethylene oxide, polyisobutylene, polybutadiene, polyethylene adipate, polytetramethylene adipate, polycaprolactone and polydimethylsiloxane.
Claim 11
Dependent Claim
84 words
A biocompatible device having a blood- or tissue-containing portion comprising a poly(tetramethylene oxide) -based polyurethane composition which comprises a polyether-polyurethane copolymer based on a 3/2/1 mole ratio of an organic diisocyanate, a C 2 -C 14 alkyl or aryl diol or diamine and a polytetramethylene oxide having a number average molecular weight of about 1000, the copolymer being modified wherein about 5 to about 25 percent of the urethane hydrogen atoms are replaced with a combination of propyl sulfonate groups and propyl carboxylate groups.
Claim 12
Dependent Claim
84 words
A biocompatible device having a blood- or tissue-containing portion comprising a poly(tetramethylene oxide) -based polyurethane composition which comprises a polyether-polyurethane copolymer based on a 3/2/1 mole ratio of an organic diisocyanate, a C 2 -C 14 alkyl or aryl diol or diamine and a polytetramethylene oxide having a number average molecular weight of about 1000, the copolymer being modified wherein about 5 to about 25 percent of the urethane hydrogen atoms are replaced with a combination of propyl sulfonate groups and propyl carboxylate groups.
Claim 13
Dependent Claim
35 words
The device of claim 9 wherein said organic diisocyanate is selected from the group consisting of 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, methylene bis(p-phenyl isocyanate), 1,5-naphthalene diisocyanate, methylene bis(p-cyclohexyl isocyanate), 1,6-hexane diisocyanate, isophorone diisocyanate and cyclohexyl diisocyanate.
Claim 14
Dependent Claim
26 words
The device of claim 9 wherein said diol or diamine is selected from the group consisting of 1,4-butanediol, ethylene diamine, 4,4'-methylene bis(2-chloroaniline), ethylene glycol and hexanediol.
Claim 15
Independent Claim
68 words
A device for biomedical use comprising a poly(tetramethylene oxide)-based polyurethane composition which comprises a polyether-polyurethane copolymer based on a 3/2/1 mole ratio of methylene bis(p-phenyl isocyanate), 1,4-butanediol and polytetramethylene oxide having a number average molecular weight of about 1000, the copolymer being modified wherein about 5 to about 25 percent of the urethane hydrogen atoms are replaced with a combination of propyl sulfonate groups and propyl carboxylate groups.
Claim 16
Independent Claim
68 words
A device for biomedical use comprising a poly(tetramethylene oxide)-based polyurethane composition which comprises a polyether-polyurethane copolymer based on a 3/2/1 mole ratio of methylene bis(p-phenyl isocyanate), 1,4-butanediol and polytetramethylene oxide having a number average molecular weight of about 1000, the copolymer being modified wherein about 5 to about 25 percent of the urethane hydrogen atoms are replaced with a combination of propyl sulfonate groups and propyl carboxylate groups.
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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) | 1994-05-20 | 1994-11-19 | 1995-05-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-05-20 | 1998-11-19 | 1999-05-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-05-20 | 2002-11-19 | 2003-05-21 | $7700.00 | Window Closed / Lapsed |