US5358995A
Expired / Lapsed
US
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Surface wettable silicone hydrogels
Assignee: Bausch and Lomb Inc
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Filing: 1992-05-15
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Granted: 1994-10-25
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Expires: 2012-05-15
Abstract
Abstract A novel silicone-containing, hydrogel material is disclosed comprising an acrylic-capped polysiloxane prepolymer, polymerized with a bulky polysiloxanylalkyl (meth)acrylate monomer and at least one hydrophilic monomer.
Inventors
- 👤 Yu-Chin Lai
- 👤 Dominic V. Ruscio
- 👤 Paul L. Valint, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 00:01
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043; A; A61; A61L; A61L27/00; A61L27/14; A61L27/16; A61L27/50; A61L27/52; C; C08; C08F; C08F230/00; C08F230/04; C08F230/08; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31855; Y10T428/31909
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
153 words
A silicone-containing, hydrogel material formed from the polymerization product of a monomer mix comprising: a) an acrylic-capped polysiloxane prepolymer represented by the formula: ##STR4## wherein; A and A' are independently an ester or amide of an acrylic or a methacrylic acid; R 1 -R 10 are independently an alkyl, fluoroalkyl, alcohol, ether, or fluoroether group having 1-10 carbons, or an aromatic group having 6-18 carbons; m, n, and p are independently 0 to 200 m+n+p being from about 23 to 200; and a and b are independently 1 to 10; b) a bulky polysiloxanylalkyl (meth)acrylate monomer represented by the formula: ##STR5## wherein: X is O or N--R; R is H or CH 3 ; R 11 -R 19 are independently an alkyl, fluoroalkyl, alcohol, ether or fluoroether group having 1-10 carbons, or an aromatic group having 6-18 carbons; and a is 1, or 3 to 10; and c) at least one hydrophilic monomer.
Claim 2
Dependent Claim
153 words
A silicone-containing, hydrogel material formed from the polymerization product of a monomer mix comprising: a) an acrylic-capped polysiloxane prepolymer represented by the formula: ##STR4## wherein; A and A' are independently an ester or amide of an acrylic or a methacrylic acid; R 1 -R 10 are independently an alkyl, fluoroalkyl, alcohol, ether, or fluoroether group having 1-10 carbons, or an aromatic group having 6-18 carbons; m, n, and p are independently 0 to 200 m+n+p being from about 23 to 200; and a and b are independently 1 to 10; b) a bulky polysiloxanylalkyl (meth)acrylate monomer represented by the formula: ##STR5## wherein: X is O or N--R; R is H or CH 3 ; R 11 -R 19 are independently an alkyl, fluoroalkyl, alcohol, ether or fluoroether group having 1-10 carbons, or an aromatic group having 6-18 carbons; and a is 1, or 3 to 10; and c) at least one hydrophilic monomer.
Claim 3
Dependent Claim
26 words
The hydrogen of claim 1 wherein said acrylic-capped polysiloxane prepolymer is comprised of a repeating number of between from about 25 to about 200 dimethylsiloxy units.
Claim 4
Dependent Claim
14 words
The hydrogel of claim 1 wherein said acrylic-capped polysiloxane prepolymer is an α,ω-Bis(methacryloxy alkyl)dialkylsilylpolysiloxane.
Claim 5
Dependent Claim
12 words
The hydrogel of claim 1 wherein said acrylic-capped polysiloxane prepolymer is α,ω-Bis(methacryloxybutyl)dimethylsilylpolysiloxane.
Claim 6
Dependent Claim
26 words
The hydrogel of claim 1 wherein said bulky polysiloxanylalkyl (meth)acrylate monomer is selected from the group consisting of pentamethyldisiloxanylmethyl methacrylate, tris(trimethylsiloxy)methacryloxy propylsilane, phenyltetramethyldisiloxanylethyl acrylate, and methyldi(trimethylsiloxy)methacryloxymethylsilane.
Claim 7
Dependent Claim
14 words
The hydrogel of claim 1 wherein said bulky polysiloxanylalkyl (meth)acrylate monomer is methacryloxypropyl tris(trimethylsiloxy)silane.
Claim 8
Dependent Claim
14 words
The hydrogel of claim 1 wherein said hydrophilic monomer is a vinyl-containing hydrophilic monomer.
Claim 9
Dependent Claim
25 words
The hydrogel of claim 7 wherein said vinyl-containing hydrophilic monomer is selected from the group consisting of, N-vinyl-N-methyl acetamide, N-vinyl-acetamide, N-vinyl-N-methyl formamide, and N-vinyl formamide.
Claim 10
Dependent Claim
14 words
The hydrogel of claim 7 wherein said vinyl-containing hydrophilic monomer is an N-vinyl lactam.
Claim 11
Dependent Claim
13 words
The hydrogel of claim 7 wherein said vinyl-containing hydrophilic monomer is N-vinyl pyrrolidone.
Claim 12
Dependent Claim
13 words
The hydrogel of claim 1 wherein said hydrophilic monomer is an acrylic-containing monomer.
Claim 13
Dependent Claim
29 words
The hydrogel of claim 11 wherein said acrylic-type hydrophilic monomer is selected from the group consisting of N,N-dimethyl acrylamide, 2-hydroxyethyl methacrylate, glycerol methacrylate, 2-hydroxymethylacrylamide, methacrylic acid and acrylic acid.
Claim 14
Dependent Claim
19 words
The hydrogel of claim 1 wherein said hydrogel comprises both a vinyl-containing hydrophilic monomer and an acrylic-containing hydrophilic monomer.
Claim 15
Dependent Claim
14 words
The hydrogel of claim 1 wherein said hydrogel comprises at least one crosslinking agent.
Claim 16
Dependent Claim
18 words
The hydrogel of claim 1 wherein said hydrogel comprises α,ω-Bis(methacryloxyalkyl)polysiloxane polymerized with methacryloxypropyl tris(trimethylsiloxy) silane and N,N-dimethyl acrylamide.
Claim 17
Dependent Claim
24 words
The hydrogen of claim 1 wherein said hydrogel comprises α,ω-Bis(methacryloxyalkyl)polysiloxane polymerized with methacryloxypropyl tris(trimethylsiloxy)silane, N,N-dimethyl acrylamide, N-vinyl pyrrolidone and at least one crosslinking agent.
Claim 18
Dependent Claim
35 words
The hydrogel of claim 1 wherein the polysiloxane prepolymer and bulky polysiloxyanylalkyl (meth)acrylate monomer are present in the monomer mix in relative amounts represented by the ratio range of from about 11:1 to about 1:11.
Claim 19
Dependent Claim
35 words
The hydrogel of claim 1 wherein the polysiloxane prepolymer and bulky polysiloxyanylalkyl (meth)acrylate monomer are present in the monomer mix in relative amounts represented by the ratio range of from about 2:1 to about 1:8.
Claim 20
Dependent Claim
35 words
The hydrogel of claim 1 wherein the polysiloxane prepolymer and bulky polysiloxyanylalkyl (meth)acrylate monomer are present in the monomer mix in relative amounts represented by the ratio range of from about 1:1 to about 1:4.
Claim 21
Dependent Claim
21 words
The hydrogel of claim 1 wherein the monomer mix comprises a hydrophilic monomer in the amount of about 40 weight percent.
Claim 22
Dependent Claim
165 words
A silicone-containing, hydrogel material formed from the polymerization product of a monomer mix comprising: a) an acrylic-capped polysiloxane prepolymer represented by the formula: ##STR6## wherein; A and A' are independently an ester or amide of an acrylic or a methacrylic acid; R 1 -R 10 are independently an alkyl, fluoroalkyl, alcohol, ether, or fluoroether group having 1-10 carbons, or an aromatic group having 6-18 carbons; m, n, and p are independently 0 to 200 m+n+p being from about 23 to 200; and a and b are independently 1 to 10; b) a bulky polysiloxanylalkyl (meth)acrylate monomer represented by the formula: ##STR7## wherein: X is O or N--R; R is H or CH 3 ; R 11 -R 19 are independently an alkyl, fluoroalkyl, alcohol, ether or fluoroether group having 1-10 carbons, or an aromatic group having 6-18 carbons; and a is 1, or 3 to 10; and c) at least one hydrophilic monomer representing at least 30 to 60 weight percent of the monomer mix.
Claim 23
Dependent Claim
165 words
A silicone-containing, hydrogel material formed from the polymerization product of a monomer mix comprising: a) an acrylic-capped polysiloxane prepolymer represented by the formula: ##STR6## wherein; A and A' are independently an ester or amide of an acrylic or a methacrylic acid; R 1 -R 10 are independently an alkyl, fluoroalkyl, alcohol, ether, or fluoroether group having 1-10 carbons, or an aromatic group having 6-18 carbons; m, n, and p are independently 0 to 200 m+n+p being from about 23 to 200; and a and b are independently 1 to 10; b) a bulky polysiloxanylalkyl (meth)acrylate monomer represented by the formula: ##STR7## wherein: X is O or N--R; R is H or CH 3 ; R 11 -R 19 are independently an alkyl, fluoroalkyl, alcohol, ether or fluoroether group having 1-10 carbons, or an aromatic group having 6-18 carbons; and a is 1, or 3 to 10; and c) at least one hydrophilic monomer representing at least 30 to 60 weight percent of the monomer mix.
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