Contact lens material
First Claim
Patent Images
1. 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
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Accused Products
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.
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Citations
18 Claims
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1. A hydrogel formed from the polymerization product of a monomer mixture comprising:
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(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 - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17)
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18. A method of making a hydrogel, comprising:
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(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).
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Specification