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Hydrogels containing siloxane comonomers

Assignee: Alcon Vision LLC
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Filing: 1986-01-07
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Granted: 1987-02-03
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Expires: 2006-01-07
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Abstract

Abstract Hydrogel polymeric material, suitable for preparing optical devices such as contact lenses. The material is of improved oxygen permeability and mechanical properties in comparison with conventional hydrogels. It comprises, in addition to the hydrogel material, from about 5% to about 60% by weight of a siloxane comonomer containing both an aromatic ring and vinyl functionality. Its cooperation and combination of performance characteristics with traditional hydrogel forming monomers provides a very useful polymeric material for making lenses of the soft hydrogel type.

Inventors

  • 👤 Joonsup Park
  • 👤 Joseph J. Falcetta

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 18:07
CPC Classifications
C; C08; C08F; C08F30/00; C08F30/04; C08F30/08; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0834; C07F7/0838; G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 120 words
A hydrogel polymeric material comprising from about 40% to about 95% of hydrogel forming comonomer material, and from about 5% to about 60% by weight of a siloxane monomer having the formula: ##STR4## where (1) "A" is selected from the group consisting of: ##STR5## where m is a number and is from 2-4; (2) R is hydrogen or methyl; (3) X and Y are selected from the group consisting of C 1 to C 5 alkyl groups, phenyl groups and W groups; (4) W is a group of the structure ##STR6## (5) Z is selected from the group consisting of C 1 to C 5 alkyl groups and phenyl groups; and (6) n is an integer from zero to five.
Claim 2
Dependent Claim 120 words
A hydrogel polymeric material comprising from about 40% to about 95% of hydrogel forming comonomer material, and from about 5% to about 60% by weight of a siloxane monomer having the formula: ##STR4## where (1) "A" is selected from the group consisting of: ##STR5## where m is a number and is from 2-4; (2) R is hydrogen or methyl; (3) X and Y are selected from the group consisting of C 1 to C 5 alkyl groups, phenyl groups and W groups; (4) W is a group of the structure ##STR6## (5) Z is selected from the group consisting of C 1 to C 5 alkyl groups and phenyl groups; and (6) n is an integer from zero to five.
Claim 3
Dependent Claim 12 words
The polymeric material of claim 1 wherein A is an ester group.
Claim 4
Dependent Claim 12 words
The polymeric material of claim 1 wherein A is an amide group.
Claim 5
Dependent Claim 12 words
The polymeric material of claim 1 wherein A is a ureido group.
Claim 6
Dependent Claim 12 words
The polymeric material of claim 1 wherein X and Y are methyl.
Claim 7
Dependent Claim 10 words
The polymeric material of claim 1 wherein W is trimethylsiloxyl.
Claim 8
Dependent Claim 10 words
The polymeric material of claim 1 wherein W is pentamethylsiloxyl.
Claim 9
Dependent Claim 31 words
The polymeric material of claim 1 wherein A is an ester group, R is methyl, X and Y are OSi(CH 3 ) 3 , Z is methyl, and N is 1.
Claim 10
Dependent Claim 26 words
The polymeric material of claim 1 wherein the hydrogel forming monomer is a hydroxyalkyl acrylate or methacrylate of a lower C 1 to C 8 alkyl.
Claim 11
Dependent Claim 15 words
The polymeric material of claim 9 wherein the hydroxy alkyl monomer is hydroxy ethyl methacrylate.
Claim 12
Dependent Claim 28 words
The polymeric material of claim 9 wherein the hydroxy alkyl acrylate or methacrylate is from about 75% to about 90% by weight of the hydrogel forming comonomer material.
Claim 13
Dependent Claim 14 words
The polymeric material of claim 1 wherein the hydrogel forming monomer is N-vinyl pyrrolidone.
Claim 14
Dependent Claim 20 words
The polymeric material of claim 1 which includes from about 0.1% by weight to about 5% by weight cross-linking agent.
Claim 15
Dependent Claim 52 words
The polymeric material of claim 1 which includes from about 0% by weight to about 40% by weight of a property modifying organic hydrophobic monomer selected from the group consisting of C 1 to C 8 alkyl methacrylates and alkylates, cycloalkyl methacrylates and alkylates, styrene, t-butyl sytrene and other ring substituted styrenes.
Claim 16
Dependent Claim 13 words
The polymeric material of claim 14 wherein the hydrophobic monomer is methyl methacrylate.
Claim 17
Dependent Claim 27 words
The polymeric material of claim 15 wherein the methyl methacrylate is present in an amount of from 15% by weight to 30% by weight of said composition.
Claim 18
Dependent Claim 131 words
A contact lens of the hydrogel type having improved oxygen permeability and mechanical properties, comprising from 5% to 50% by weight of a siloxane monomer having the formula: ##STR7## where (1) "A" is selected from the group consisting of: ##STR8## where m is a number and is from 2-4; (2) R is hydrogen or methyl; (3) X and Y are selected from the group consisting of C 1 to C 5 alkyl groups, phenyl groups and W groups; (4) W is a group of the structure ##STR9## (5) Z is selected from the group consisting of C 1 to C 5 alkyl groups and phenyl groups; and (6) n is an integer from zero to five; and (7) from about 5% to about 50% by weight of a hydrogel forming comonomer.
Claim 19
Dependent Claim 131 words
A contact lens of the hydrogel type having improved oxygen permeability and mechanical properties, comprising from 5% to 50% by weight of a siloxane monomer having the formula: ##STR7## where (1) "A" is selected from the group consisting of: ##STR8## where m is a number and is from 2-4; (2) R is hydrogen or methyl; (3) X and Y are selected from the group consisting of C 1 to C 5 alkyl groups, phenyl groups and W groups; (4) W is a group of the structure ##STR9## (5) Z is selected from the group consisting of C 1 to C 5 alkyl groups and phenyl groups; and (6) n is an integer from zero to five; and (7) from about 5% to about 50% by weight of a hydrogel forming comonomer.
Claim 20
Dependent Claim 15 words
The lens of claim 17 wherein the siloxane comonomer is tris (trimethylsiloxy) silane (m,p-3-N-methacryloxymethylureido-1-N-methyl) phenylethane.
Claim 21
Dependent Claim 25 words
The lens of claim 18 wherein the hydrogel forming comonomer is a hydroxyalkyl acryate or methacrylate of a lower C 1 to C 8 alkyl.
Claim 22
Dependent Claim 22 words
The lens of claim 19 which includes from 0.1% to 5% cross-linking agent and from 0% to 40% of a hydrophobic monomer.
Claim 23
Dependent Claim 11 words
An intraocular lens comprising the hydrogel polymeric material of claim 1.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-02-02 1990-08-04 1991-02-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-02-02 1994-08-04 1995-02-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-02-02 1998-08-04 1999-02-03 $7700.00 Window Closed / Lapsed

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