Novel Polymers
First Claim
1. An actinically crosslinkable prepolymer that is obtained by:
- (a) copolymerizing a polymerizable mixture to obtain a copolymer with first functional groups, wherein the polymerizable mixture comprises a first hydrophilic monomer, at least one polysiloxane-containing crosslinker, a chain transfer agent having a first functional group, a second hydrophilic monomer; and
(b) reacting an organic compound with the copolymerization product to form the crosslinkable prepolymer having ethylenically unsaturated groups, wherein the organic compound comprises an ethylenically unsaturated group and a second functional group, wherein the second functional group of the organic compound reacts with one of the first functional groups of the copolymerization product, wherein the second hydrophilic monomer is present in an amount sufficient to produce the resultant prepolymer which, after purification, can be crosslined actinically or thermally to form a silicone hydrogel material, wherein the silicone hydrogel material having a reduced amount of non-volatile extractables.
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Accused Products
Abstract
The invention relates to novel crosslinkable copolymers which are obtainable by (a) copolymerizing at least two different hydrophilic monomers selected from the group consisting of N,N-dimethyl acrylamide (DMA), 2-hydroxyethyl acrylate (HEA), glycidyl methacrylate (GMA), N-vinylpyrrolidone (NVP), acrylic acid (AA) and a C1-C4-alkoxy polyethylene glycol (meth)acrylate having a weight average molecular weight of from 200 to 1500, and at least one crosslinker comprising two or more ethylenically unsaturated double bonds in the presence of a chain transfer agent having a functional group; and (b) reacting one or more functional groups of the resulting copolymer with an organic compound having an ethylenically unsaturated group.
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Citations
28 Claims
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1. An actinically crosslinkable prepolymer that is obtained by:
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(a) copolymerizing a polymerizable mixture to obtain a copolymer with first functional groups, wherein the polymerizable mixture comprises a first hydrophilic monomer, at least one polysiloxane-containing crosslinker, a chain transfer agent having a first functional group, a second hydrophilic monomer; and (b) reacting an organic compound with the copolymerization product to form the crosslinkable prepolymer having ethylenically unsaturated groups, wherein the organic compound comprises an ethylenically unsaturated group and a second functional group, wherein the second functional group of the organic compound reacts with one of the first functional groups of the copolymerization product, wherein the second hydrophilic monomer is present in an amount sufficient to produce the resultant prepolymer which, after purification, can be crosslined actinically or thermally to form a silicone hydrogel material, wherein the silicone hydrogel material having a reduced amount of non-volatile extractables. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12)
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13. A soft contact lens, comprising a silicon hydrogel material that is obtained by curing a lens-forming material in a mold, wherein the lens-forming material comprises an actinically crosslinkable or polymerizable prepolymer, wherein the prepolymer is obtained by:
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(a) copolymerizing a polymerizable mixture to obtain a copolymer with first functional groups, wherein the polymerizable mixture comprises a first hydrophilic monomer, at least one polysiloxane-containing crosslinker, a chain transfer agent having a first functional group, a second hydrophilic monomer; and (b) reacting an organic compound with the copolymerization product to form the crosslinkable prepolymer having ethylenically unsaturated groups, wherein the organic compound comprises an ethylenically unsaturated group and a second functional group, wherein the second functional group of the organic compound reacts with one of the first functional groups of the copolymerization product, wherein the second hydrophilic monomer is present in an amount sufficient to produce the resultant prepolymer which, after purification, can be crosslinked actinically or thermally to form a silicone hydrogel material, wherein the silicone hydrogel material having a reduced amount of non-volatile extractables. - View Dependent Claims (14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24)
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25. A process for manufacturing an actinically crosslinkable prepolymer, comprising:
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(1) obtaining a reaction mixture comprising a first hydrophilic monomer, at least one polysiloxane-containing crosslinker, a second hydrophilic monomer, and a chain transfer agent having a first functional group and present in an amount to have a desired initial concentration; (2) adjusting the temperature of the reaction mixture in order to start the polymerization reaction; (3) dosing the chain transfer agent to the reaction mixture at a rate sufficient to have a concentration comparable to the desired initial concentration until a desired total amount of the chain transfer agent is added; (4) following the completion of the chain transfer agent dosing maintaining the reaction mixture at the reaction temperature in order to complete the reaction so as to obtain a copolymerization product with first functional groups; and (5) reacting an organic compound with the copolymerization product to form the crosslinkable prepolymer having ethylenically unsaturated groups, wherein the organic compound comprises an ethylenically unsaturated group and a second functional group, wherein the second functional group of the organic compound reacts with one of the first functional groups of the copolymerization product, wherein said crosslinkable prepolymer can be crosslinked to form a silicone hydrogel material. - View Dependent Claims (26, 27)
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28. A process for the manufacture of an actinically crosslinkable or polymerizable prepolymer, comprising:
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(a) copolymerizing a polymerizable mixture to obtain a copolymerization product with first functional groups, wherein the polymerizable mixture comprises a first hydrophilic monomer, at least one polysiloxane-containing crosslinker, a chain transfer agent having a first functional group, a second hydrophilic monomer selected from the group consisting of 2-hydroxyethyl acrylate (HEA), glycidyl methacrylate (GMA), N-vinylpyrrolidone (NVP), acrylic acid (AA), and a C1-C4-alkoxy polyethylene glycol (meth)acrylate having a weight average molecular weight of from 200 to 1500; and (b) reacting an organic compound with the copolymerization product to form the crosslinkable prepolymer having ethylenically unsaturated groups, wherein the organic compound comprises an ethylenically unsaturated group and a second functional group, wherein the second functional group of the organic compound reacts with one of the first functional groups of the copolymerization product, wherein the second hydrophilic monomer is present in an amount sufficient to produce the resultant prepolymer which, after purification, can be crosslined actinically or thermally to form a silicone hydrogel material.
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Specification