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Siloxane-containing polymers and contact lenses therefrom

Assignee: Allergan Inc
•
Filing: 1982-08-09
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Granted: 1984-05-22
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Expires: 2002-08-09
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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 03:56
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.

References Cited (Backward Citations)

US3746734A Cited
US4038302A Cited
US4182822A Cited
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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

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