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US 7,402,634 B2Granted
Perfluorocyclobutane copolymers
AssigneeBausch & Lamb Incorporated
InventorsDerek Schorzman, Joseph C. Salamone
Life of this patent
Estimating the term…
Abstract
The present invention provides copolymer having repeating units based on polyoxyalkylene radicals, polysiloxane radicals and perfluorocyclobutane radicals. The copolymers are useful as biomedical devices such as contact lenses or intraocular lenses.
Claims14
A perfluorocyclobutane ring-containing copolymer which is obtained by copolymerization of at least two of the following prepolymers (a) T -(P)n-T, (b) T1-(P1)n-T1 and (c) T2-(P2)n-T2 wherein n is independently 1 to about 100,000 and T, T1 and T2 are independently of the general formula
- wherein L is an optional linking group and is independently a straight or branched C1-C30 alkyl group, a C3-C30 cycloalkyl group, a C5-C30 aryl group, an ether group, a C1-C20 ester group, an amide group, a siloxanyl, an arylsiloxanyl or a fluorosiloxanyl, R1 independently represents one or more inertly substituted groups;
- and each X is independently a group which links the inertly substituted groups and the trifluorovinyl group and is selected from the group consisting of a bond, an oxygen atom, a sulfur atom, a carboxylic ester group, a thiocarboxylic ester group, an amide group, a sulfone, a sulfoxide, a carbonate, a carbamate, a perfluoroalkylene, a perfluoroalkylene ether, an alkylene, an acetylene, a phosphine, a carbonyl group, a thiocarbonyl group, seleno, telluro, nitrido, a silanediyl group, a trisilanediyl group, a tetrasilanetetrayl group, a siloxanediyl group, a disiloxanediyl group, a trisiloxyldiyl group, a trisilazanyl group, a silythio group, a boranediyl group and combinations thereof;
- P is independently an oxyalkylene radical of the general formula
- wherein R2 and R3 are independently hydrogen, a straight or branched C1-C6 alkyl group, a C3-C30 cycloalkyl group, a C5-C30 aryl group, a straight or branched C1-C6 fluoroalkyl group, a C3-C30 fluorocycloalkyl group, a C5-C30 fluoroaryl group, an ether group, a C1-C20 ester group, an amide group, an amine group, fluorine, a vinyl group, or a hydroxyl group and m is 1 to about 10;
- P1 is a polysiloxane radical of the general formula
- wherein R4 and R5 are independently hydrogen, a straight or branched C1-C6 alkyl group, a C3-C30 cycloalkyl group, a C5-C30 aryl group, a straight or branched C1-C6 fluoroalkyl group, a C3-C30 fluorocycloalkyl group, a C5-C30 fluoroaryl group, an ether group, a C1-C20 ester group, C1-C6 alkoxy group, an amide group an amine group, fluorine, a vinyl group, or a hydroxyl group;
- and P2 is a perfluorocyclobutane radical of the general formula
- wherein R6 independently represents one or more inertly substituted groups and X′ is independently a bond, an oxygen atom, a sulfur atom, a carboxylic or thiocarboxylic ester group, a sulfone, a sulfoxide, perfluoroalkylene, perfluoroalkylene ether, alkylene, acetylene, a phosphine, a carbonyl or thiocarbonyl group;
- seleno;
- telluro;
- nitrido;
- a silanediyl group, a trisilanedjyl group, a tetrasilanetetrayl group, a siloxanediyl group, a disiloxanediyl group, a trisiloxyl group, a trisilazanyl group, a silythio group, or a boranediyl group.
9 more elements
A process for preparing a copolymer comprising polymerizing at least two of the following prepolymers (a) T-(P)n-T, (b) T1-(P1)n-T1 and (c) T2-(P2)n-T2 for a sufficient time to form the perfluoro containing copolymer, wherein n is independently 1 to about 100,000 and T, T1 and T2 are independently of the general formula
- wherein L is an optional linking group and is independently a straight or branched C1-C30 alkyl group, a C3-C30 cycloalkyl group, a C5-C30 aryl group, an ether group, a C1-C20 ester group, an amide group, a siloxanyl, an arylsiloxanyl or a fluorosiloxanyl, R1 independently represents one or more inertly substituted groups;
- and each X is independently a group which links the inertly substituted groups and the trifluorovinyl group and is selected from the group consisting of a bond, an oxygen atom, a sulfur atom, a carboxylic ester group, a thiocarboxylic ester group, an amide group, a sulfone, a sulfoxide, a carbonate, a carbamate, a perfluoroalkvlene, a perfluoroalkylene ether, an alkylene, an acetylene, a phosphine, a carbonyl group, a thiocarbonyl group, seleno, telluro, nitrido, a silanediyl group, a trisilanedivl group, a tetrasilanetetrayl group, a siloxanediyl group, a disiloxanedjyl group, a trisiloxyldiyl group, a trisilazanyl group, a silythio group, a boranediyl group and combinations thereof;
- P is independently an oxyalkylene radical of the general formula
- wherein R2 and R3 are independently hydrogen, a straight or branched C1-C6 alkyl group, a C3-C30 cycloalkyl group, a C5-C30 aryl group, a straight or branched C1-C6 fluoroalkyl group, a C3-C30 fluorocycloalkyl group, a C5-C30 fluoroaryl group, an ether group, a C1-C20 ester group, an amide group, an amine group, fluorine, a vinyl group, or a hydroxyl group and m is 1 to about 10;
- P1 is a polysiloxane radical of the general formula
- wherein R4 and R5 are independently hydrogen, a straight or branched C1-C6 alkyl group, a C3-C30 cycloalkyl group, a C5-C30 aryl group, a straight or branched C1-C6 fluoroalkyl group, a C3-C30 fluorocycloalkyl group, a C5-C30 fluoroaryl group, an ether group, a C1-C20 ester group, C1-C6 alkoxy group, an amide group an amine group, fluorine, a vinyl group, or a hydroxyl group;
- and P2 is a perfluorocyclobutane radical of the general formula
- wherein X′ is independently a bond, an oxygen atom, a sulfur atom, a carboxylic or thiocarboxylic ester group, a sulfone, a sulfoxide, perfluoroalkylene, perfluoroalkylene ether, alkylene, acetylene, a phosphine, a carbonyl or thiocarbonyl group;
- seleno;
- telluro;
- nitrido;
- a silanedjyl group, a trisilanediyl group, a tetrasilanetetrayl group, a siloxanediyl group, a disiloxanediyl group, a trisiloxyl group, a trisilazanyl group, a silythio group, or a boranediyl group and R6 independently represents one or more inertly substituted groups and wherein the perfluorocyclobutane prepolymer (c) T2-P2-T2 can be generated in situ from one or more monomers having two dimerizable perfluorovinyl groups.
9 more elements
Dependencies are inferred from the claim text.