US4450264A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Siloxane-containing polymers and contact lenses therefrom
Assignee: Allergan Inc
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Filing: 1982-08-09
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Granted: 1984-05-22
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Expires: 2002-08-09
Abstract
Abstract There are prepared acrylates and methacrylates of the formula ##STR1## wherein R is hydrogen or methyl, y is 1 to 3, z is 0 to 2, y+z is 3, and wherein A is the unit (I) ##STR2## wherein x is 0 to 4, or the unit (II) ##STR3## with the proviso that when A is unit II, then z is zero. The novel siloxane compounds can be copolymerized with (1) a monoethylenically unsaturated monomer having a polymerizable carbon-to-carbon double bond, and (2) a cross-linking agent having at least two polymerizable, ethylenically unsaturated bonds. The resulting copolymers have high oxygen permeability and proper hydrophilic property. They can be made substantially water non-absorptive. Contact lenses fabricated from such copolymers can, if desired, be worn continuously for long periods of time.
Inventors
- 👤 Edward Cho
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 00:13
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
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
27 words
An organosiloxane of the formula ##STR10## wherein R is hydrogen or methyl, and wherein A is the unit (I) ##STR11## wherein x is 0 to 4 ##STR12##
Claim 2
Dependent Claim
27 words
An organosiloxane of the formula ##STR10## wherein R is hydrogen or methyl, and wherein A is the unit (I) ##STR11## wherein x is 0 to 4 ##STR12##
Claim 3
Dependent Claim
14 words
An acrylate or methacrylate according to claim 1 wherein x is 0 to 2.
Claim 4
Dependent Claim
12 words
An acrylate or methacrylate according to claim 2 wherein R is methyl.
Claim 5
Dependent Claim
10 words
A methacrylate according to claim 3 wherein x is 0.
Claim 6
Dependent Claim
10 words
A methacrylate according to claim 3 wherein x is 2.
Claim 7
Dependent Claim
10 words
A methacrylate according to claim 2 wherein R is methyl.
Claim 8
Dependent Claim
65 words
A copolymer of (1) 20 to 80% of an organosilane of claim 1 and (2) the balance a mixture consisting essentially of (a) an ester of the group consisting of alkyl acrylte, alkyl methacrylate, cyclohexyl acrylate, and cyclohexyl methacrylate, and (b) a polyethylenically unsaturated cross-linking agent, the cross-linking agent being present in an amount up to 5% of the total weight of the copolymerizable monomers.
Claim 9
Dependent Claim
28 words
A copolymer according to claim 7 wherein said ester is a C 1 -C 4 -alkyl methacrylate and wherein the organosilane represents 30 to 55% of the copolymer.
Claim 10
Dependent Claim
12 words
A copolymer according to claim 8 wherein the ester is methyl methacrylate.
Claim 11
Dependent Claim
12 words
A copolymer according to claim 8 wherein x is 0 to 2.
Claim 12
Dependent Claim
10 words
A copolymer according to claim 9 wherein R is methyl.
Claim 13
Dependent Claim
10 words
A copolymer according to claim 10 wherein x is 0.
Claim 14
Dependent Claim
10 words
A contact lens made of the copolymer of claim 8.
Claim 15
Dependent Claim
10 words
A contact lens made of the copolymer of claim 9.
Claim 16
Dependent Claim
10 words
A contact lens made of the copolymer of claim 10.
Claim 17
Dependent Claim
10 words
A contact lens made of the copolymer of claim 11.
Claim 18
Dependent Claim
10 words
A contact lens made of the copolymer of claim 12.
Claim 19
Dependent Claim
88 words
A process of preparing compounds of claim 1 comprising (1) reacting a compound of the formula (I) ##STR13## under acidic conditions to form a compound of the formula II ##STR14## (2) reacting the thus formed compound (II) with an epoxidizing compound capable of epoxidizing the double bond in the cyclohexene ring to form a compound of the formula (III) ##STR15## (3) reacting the compound of formula (III) with a compound of the formula ##STR16## in the presence of an esterification catalyst to form the compounds of claim 1.
Claim 20
Dependent Claim
24 words
A process of preparing the copolymer of claim 10 comprising reacting (1), 2(a), and 2(b) in the presence of a free radical polymerization initiator.
Claim 21
Dependent Claim
33 words
A process of preparing a contact lens comprising carrying out the polymerization of claim 19 in bulk, cutting the copolymer to form optical buttons, and mechanically forming the optical buttons into contact lenses.
Claim 22
Dependent Claim
18 words
The process of claim 20 in which the copolymer of claim 8 is formed into said contact lenses.
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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) | 1987-05-22 | 1987-11-21 | 1988-05-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-05-22 | 1991-11-21 | 1992-05-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-05-22 | 1995-11-21 | 1996-05-22 | $7700.00 | Window Closed / Lapsed |