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US 6,762,264 B2Granted
Contact lens material
AssigneeBausch & Lomb Incorporated
InventorsJay F. Künzler, Arthur W. Martin
Life of this patent
Estimating the term…
Abstract
A method for reducing the modulus of polymer silicone hydrogel compositions by employing monomeric polysiloxanes endcapped with trimethylsilyl to reduce the crosslinking density of the hydrogel. The synthesis consists of a single vessel acid catalyzed ring opening polymerization and may be employed to produce copolymers useful as hydrogel contact lens materials.
Claims18
A hydrogel formed from the polymerization product of a monomer mixture comprising:
- (a) a mixture of polysiloxane prepolymers represented by formulae (I) and (II):
- wherein:
- each A and A′ is an activated unsaturated radical;
- A″ is an alkyl group;
- each R1-R10 is independently an alkyl, fluoroalkyl, alcohol, ether, or fluoroether group having 1-10 carbons, or an aromatic group having 6-18 carbons;
- each m, n, and p are independently 0 to 200, m+n+p being from about 23 to 200;
- each a is 1 to 10;
- and
- each b is 0to 10;
- and
- (b) a hydrophilic monomer,
- wherein the monomer mixture further comprises a monofunctional, ethylenically unsaturated silicone-containing monomer represented by the formula:
- wherein:
- X denotes —COO—, —CONR4—, —OCOO—, or —OCONR4— where each R4 is independently H or lower alkyl;
- R3 denotes hydrogen or methyl;
- h is 1 to 10;
- and each R2 independently denotes a lower alkyl radical, a phenyl radical or a radical of the formula
- —Si(R5)3
- wherein each R5is independently a lower alkyl radical or a phenyl radical.
16 more elements
A method of making a hydrogel, comprising:
- (a) reacting a a cyclic siloxane and a dimethacrylate disiloxane in the presence of a catalyst and a disiloxane having the formula:
- wherein R11-R16 are independently an alkyl group having 1-5 carbons, to form a mixture of polysiloxane prepolymers represented by formulae (I) and (II):
- wherein;
- each A and A′ is an acitvated unsaturated radical;
- A″ is an alkyl group;
- each R1-R10 is independently an alkyl, fluoroalkyl, alcohol, ether, or fluoroether group having 1-10 carbons, or an aromatic group having 6-18 carbons;
- each m, n, and p are independently 0 to 200, m+n+p being from about 23 to 200;
- each a is 1 to 10;
- and
- each b is 0 to 10;
- and
- (b) polymerizing a hydrophilic monomer with said mixture of polysiloxane prepolymers represented by formulae (I) and (II).
9 more elements
Dependencies are inferred from the claim text.