Biocompatible polyurethanes modified with lower alkyl sulfonate and lower alkyl carboxylate
First Claim
1. A biocompatible, substantially solid polyurethane composition comprising 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 C2 -C14 alkyl or aryl diol or diamine or hydroxy-functional amine and (c) a polyol having a number average molecular weight from about 500 to about 3000, respectively, the copolymer being modified wherein about 5 to about 25 percent of the urethane hydrogen atoms of the copolymer are replaced with a combination of lower alkyl (C1 -C6) sulfonate groups and lower alkyl (C1 -C6) carboxylate groups.
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Accused Products
Abstract
Modified-polyurethane block copolymers and devices formed therefrom demonstrate excellent biocompatibility 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.
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Citations
25 Claims
- 1. A biocompatible, substantially solid polyurethane composition comprising 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 C2 -C14 alkyl or aryl diol or diamine or hydroxy-functional amine and (c) a polyol having a number average molecular weight from about 500 to about 3000, respectively, the copolymer being modified wherein about 5 to about 25 percent of the urethane hydrogen atoms of the copolymer are replaced with a combination of lower alkyl (C1 -C6) sulfonate groups and lower alkyl (C1 -C6) carboxylate groups.
- 11. A biocompatible substantially solid poly(tetramethylene oxide)-based polyurethane composition comprising a polyether-polyurethane copolymer based on a mole ratio of about 1.5/1.0/1.0 to about 10/9/1 of an organic diisocyanate, a C2 -C14 alkyl or aryl diol or diamine and polytetramethylene oxide having a number average molecular weight of from about 500 to about 3000, respectively, the copolymer being modified wherein about 5 to about 25 percent of the urethane hydrogen atoms of the copolymer are replaced with a combination of propyl sulfonate groups and propyl carboxylate groups.
- 16. A biocompatible poly(tetramethylene oxide)-based polyurethane composition comprising a polyetherpolyurethane copolymer based on a 3/2/1 mole ratio of about 1.5/0.5/1.0 to about 10/9/1 of methylene bis(p-phenyl isocyanate), 1,4-butanediol, and polytetramethylene oxide having a number average molecular weight from about 500 to about 3000, wherein about 5 to about 25 percent of the urethane hydrogen atoms of the copolymer are replaced with a combination of propyl sulfonate groups and propyl carboxylate groups.
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18. A method for the production of a modified and substantially solid polyether-polyurethane copolymer composition which is biocompatible and which provides improved physical and mechanical properties, said method comprising the steps of:
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(a) providing a polyether-polyurethane copolymer based on a 3/2/1 mole ratio of an organic diisocyanate, a C2 -C14 alkyl or aryl diol or diamine and a polyol; (b) modifying the copolymer by replacing up to about 25 percent of the urethane hydrogen atoms thereof with a combination of propyl sulfonate groups and propyl carboxylate groups in the presence of a solvent; and (c) removing the solvent by drying the modified copolymer. - View Dependent Claims (19, 20)
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21. A method for the production of a modified and substantially solid poly(tetramethylene oxide)-based polyurethane composition comprising a polyether-polyurethane copolymer which is biocompatible and which demonstrates improved physical and mechanical properties, said method comprising the steps of:
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(a) providing a polyether-polyurethane copolymer based on a 3/2/1 mole ratio of an organic diisocyanate, a C2 -C14 alkyl or aryl diol or diamine and polytetramethylene oxide having a number average molecular weight of about 1000; (b) modifying the copolymer by replacing from about 5 to about 25 percent of the urethane hydrogen atoms thereof with a combination of propyl sulfonate groups and propyl carboxylate groups in the presence of a solvent; and (c) removing the solvent by drying the modified copolymer. - View Dependent Claims (22, 23, 24, 25)
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Specification