US5236969A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polymer compositions for contact lenses
Assignee: Bausch and Lomb Inc
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Filing: 1992-06-15
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Granted: 1993-08-17
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Expires: 2012-06-15
Abstract
Abstract Branched alkylhydroxycycloalkyl methacrylate monomers, such as t-butylhydroxycyclohexyl methacrylate, are polymerized with hydrophilic monomers and crosslinking agents to produce compositions for shaped biomedical devices, including soft contact lenses. Such copolymers have high oxygen permeability and good mechanical properties.
Inventors
- 👤 Jay F. Kunzler
- 👤 Gary D. Friends
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 00:23
CPC Classifications
C; C08; C08F; C08F226/00; C08F226/06; C08F226/10; G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043
Claims Analysis
Total Claims: 31
Claim 1
Independent Claim
122 words
A biomedical device made from the polymerization product of a mixture comprising hydrophilic monomers and crosslinking agents, wherein the mixture also contains strengthening agents comprising a compound of the general formula: wherein: R 1 is O or NH; R 2 is a divalent alkylene radical chosen from the group consisting of --CH 2 --, --CHOH-- and --CHR 4 -- where R 4 is a branched alkyl group with 3 to 8 carbon atoms; and R 3 is H or CH 3 ; and wherein at least one R 2 radical is --CHOH-- and at least one R 2 radical is --CHR 4 -- and are separated by at least one --CH 2 -- radical, and n is 4, 5, 6, or 7.
Claim 2
Dependent Claim
122 words
A biomedical device made from the polymerization product of a mixture comprising hydrophilic monomers and crosslinking agents, wherein the mixture also contains strengthening agents comprising a compound of the general formula: wherein: R 1 is O or NH; R 2 is a divalent alkylene radical chosen from the group consisting of --CH 2 --, --CHOH-- and --CHR 4 -- where R 4 is a branched alkyl group with 3 to 8 carbon atoms; and R 3 is H or CH 3 ; and wherein at least one R 2 radical is --CHOH-- and at least one R 2 radical is --CHR 4 -- and are separated by at least one --CH 2 -- radical, and n is 4, 5, 6, or 7.
Claim 3
Dependent Claim
129 words
In a biomedical device made from the polymerization product of a mixture of hydrophilic monomers and crosslinking agents, the improvement comprising wherein the mixture also contains strengthening agents comprising one or more compounds of the general formula: ##STR9## wherein: R 1 is O or NH; R 2 is a divalent alkylene radical chosen from the group consisting of --CH 2 --, --CHOH-- and --CHR 4 -- where R 4 is a branched alkyl group with 3 to 8 carbon atoms; and R 3 is H or CH 3 ; and wherein at least one R 2 radical is --CHOH-- and at least one R 2 radical is --CHR 4 -- and are separated by at least one --CH 2 -- radical, and n is 4, 5, 6, or 7.
Claim 4
Dependent Claim
129 words
In a biomedical device made from the polymerization product of a mixture of hydrophilic monomers and crosslinking agents, the improvement comprising wherein the mixture also contains strengthening agents comprising one or more compounds of the general formula: ##STR9## wherein: R 1 is O or NH; R 2 is a divalent alkylene radical chosen from the group consisting of --CH 2 --, --CHOH-- and --CHR 4 -- where R 4 is a branched alkyl group with 3 to 8 carbon atoms; and R 3 is H or CH 3 ; and wherein at least one R 2 radical is --CHOH-- and at least one R 2 radical is --CHR 4 -- and are separated by at least one --CH 2 -- radical, and n is 4, 5, 6, or 7.
Claim 5
Dependent Claim
12 words
A shaped biomedical device of claim 1 wherein R 1 is O.
Claim 6
Dependent Claim
12 words
A shaped biomedical device of claim 1 wherein R 1 is NH.
Claim 7
Dependent Claim
20 words
A shaped biomedical device of claim 1 wherein R 2 is a branched C 4 to C 6 alkyl group.
Claim 8
Dependent Claim
14 words
A shaped biomedical device of claim 5 wherein R 2 is an isobutyl group.
Claim 9
Dependent Claim
11 words
A shaped biomedical device of claim 1 wherein n is 5.
Claim 10
Dependent Claim
11 words
A shaped biomedical device of claim 1 wherein n is 6.
Claim 11
Dependent Claim
12 words
A shaped biomedical device of claim 1 wherein R 3 is H.
Claim 12
Dependent Claim
14 words
A shaped biomedical device of claim 1 wherein R 3 is CH 3 .
Claim 13
Dependent Claim
15 words
A shaped biomedical device of claim 1 wherein said strengthening agent comprises 4-t-butyl, 2-hydroxycyclohexyl methacrylate.
Claim 14
Dependent Claim
15 words
A shaped biomedical device of claim 1 wherein said strengthening agent comprises 4-t-butyl, 2-hydroxy-cyclohexyl methacrylamide.
Claim 15
Dependent Claim
32 words
A shaped biomedical device of claim 1 wherein said hydrophilic monomer is selected from one or more of the group comprising hydroxyethyl methacrylate, n-methacryloyl amino hydroxyethane, N-vinylpyrrolidone, glyceryl methacrylate and n-methacryloyl glycene.
Claim 16
Dependent Claim
13 words
A shaped biomedical device of claim 1 wherein said hydrophilic monomer includes N-vinylpyrrolidone.
Claim 17
Dependent Claim
15 words
A shaped biomedical device of claim 14 wherein said strengthening agent is 4-t-butyl, 2-hydroxycyclohexyl methacrylate.
Claim 18
Dependent Claim
14 words
A shaped biomedical device of claim 14 wherein said strengthening agent is 4-t-butylhydroxycyclohexyl methacrylamide.
Claim 19
Dependent Claim
16 words
A soft contact lens made from the biomedical device of claim 3 in the hydrated state.
Claim 20
Dependent Claim
16 words
A soft contact lens made from the biomedical device of claim 4 in the hydrated state.
Claim 21
Dependent Claim
16 words
A soft contact lens made from the biomedical device of claim 11 in the hydrated state.
Claim 22
Dependent Claim
16 words
A soft contact lens made from the biomedical device of claim 12 in the hydrated state.
Claim 23
Dependent Claim
16 words
A soft contact lens made from the biomedical device of claim 13 in the hydrated state.
Claim 24
Dependent Claim
16 words
A soft contact lens made from the biomedical device of claim 14 in the hydrated state.
Claim 25
Dependent Claim
23 words
A polymeric hydrogel soft contact lens prepared from the biomedical device of claim 1 containing at least 80 weight percent water of hydration.
Claim 26
Dependent Claim
23 words
A polymeric hydrogel soft contact lens prepared from the biomedical device of claim 1 containing at least 60 weight percent water of hydration.
Claim 27
Dependent Claim
44 words
The biomedical device of claim 1 wherein the device is a polymeric soft contact lens hydrogel having at least 80 weight percent water of hydration, a modulus of elasticity of at least 50 g/mm 2 and an initial tear resistance of at 2.0 g/mm.
Claim 28
Dependent Claim
38 words
A biomedical device of claim 1 wherein said mixture comprise: 35 to 90 parts by weight of hydrophilic monomers; 0.1 to 5 parts by weight of crosslinking agents; and 6 to 65 parts by weight of strengthening agents.
Claim 29
Dependent Claim
32 words
A soft contact lens made from the biomedical device of claim 13 wherein the hydrophilic monomer is a mixture of hydroxyethyl methacrylate and N-vinylpyrrolidone and the strengthening agent is 4-t-butyl, 2-hydroxycyclohexyl methacrylate.
Claim 30
Dependent Claim
12 words
A soft contact lens made from the biomedical device of claim 2.
Claim 31
Dependent Claim
39 words
The polymeric soft contact lens hydrogel of claim 25 wherein said weight percent water is at least 82, said modulus of elasticity is at least 75 g/mm 2 , and said initial tear resistance is at least 7.0 g/mm.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1996-08-16 | 1997-02-15 | 1997-08-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-08-16 | 2001-02-15 | 2001-08-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-08-16 | 2005-02-15 | 2005-08-17 | $7700.00 | Window Closed / Lapsed |