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US4983702A
Expired / Lapsed
US
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Crosslinked siloxane-urethane polymer contact lens
Assignee: Novartis Corp
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Filing: 1988-09-28
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Granted: 1991-01-08
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Expires: 2008-09-28
Abstract
Abstract A contact lens is described which is synthesized by reaction in a mold of a isocyanate capped poly(dialkylsiloxane) prepolymer with a poly(dialkylsiloxane) di- or polyalkanol. The clear polyurethane rubber contact lens is readily made completely wettable by a transfer-grafting process or post-treatment and has a high oxygen permeability.
Inventors
- 👤 Karl F. Mueller
- 👤 Paul Harisiades
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 02:17
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/61; G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043; C08G2270/00; Y; Y10; Y10S; Y10S525/00; Y10S525/903
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
98 words
A crosslinked siloxane-urethane polymer in form of an ophthalmic device, which consists essentially of the reaction product of: (A) a di- or poly-hydroxyalkyl substituted alkyl polysiloxane having a number average molecular weight between about 200 and about 10,000, and (B) an aliphatic, cycloaliphatic or aromatic di- or tri-isocyanate; wherein the total number of hydroxyl groups in component (A) is stoichiometrically equivalent to the total number of isocyanate groups in component (B), and with the proviso that an effective crosslinking amount of (A) or (B) or both (A) and (B) is present and possesses a functionality greater than two.
Claim 2
Dependent Claim
98 words
A crosslinked siloxane-urethane polymer in form of an ophthalmic device, which consists essentially of the reaction product of: (A) a di- or poly-hydroxyalkyl substituted alkyl polysiloxane having a number average molecular weight between about 200 and about 10,000, and (B) an aliphatic, cycloaliphatic or aromatic di- or tri-isocyanate; wherein the total number of hydroxyl groups in component (A) is stoichiometrically equivalent to the total number of isocyanate groups in component (B), and with the proviso that an effective crosslinking amount of (A) or (B) or both (A) and (B) is present and possesses a functionality greater than two.
Claim 3
Dependent Claim
12 words
As ophthalmic device according to claim 1 which is a contact lens.
Claim 4
Dependent Claim
129 words
A siloxane-urethane polymer in form of an ophthalmic device according to claim 1 wherein component (A) is a di- or poly-hydroxy substituted polysiloxane of formula A 1 , A 2 or A 3 or mixture thereof, with the structures: ##STR5## wherein: R 1 is an alkyl group of 1 to 4 carbon atoms or phenyl, R 2 is a linear or branched alkylene group with 2 to 6 carbon atoms or a polyoxyalkylene group of structure: ##STR6## wherein R 3 is hydrogen or methyl and n is an integer from 1 to 50; x 1 , x 2 are integers from 1 to 500, y 1 is 0 to 4, y 2 is 2 to 5 with the proviso that the ratios of: ##EQU3## are not greater than 70.
Claim 5
Dependent Claim
78 words
A siloxane-urethane polymer in form of an ophthalmic device according to claim 1 wherein component (B) is a diisocyanate, triisocyanate or mixture thereof selected from the group consisting of ethylene diisocyanate, 1,2-diisocyanatopropane, 1,3-diisocyanato-propane, 1,6-diisocyanatohexane, 1,2-diisocyanatocyclohexane, 1,3-diisocyanato-cyclohexane, 1,4-diisocyanato-benzene; bis(4-isocyanatocyclohexyl)-methane, bis(4-isocyanatocyclohexenyl)-methane, bis(4-isocyanatophenyl)-methane, 1,2-and 1,4-toluene diisocyanate; 3,3-dichloro-4,4'-diisocyanatobiphenyl; tris(4-isocyanalophenyl)methane,1,5-diisocyanato-naphthalene, hydrogenated toluene diisocyanate; 1-isocyanato-methyl-5-isocyanato-1,3-3-trimethylcyclohexane (=isophorone diisocyanate); 1,3,5-tris(6-isocyanatohexyl)biuret, 1,6-diisocyanato-2,2-4-(2,4,4)-trimethyl-hexane, 2,2'-diisocyanatodiethyl fumarate, 1,5-diisocyanato-1-carboxypentane; 1,2-, 1,3-, 1,6-, 1,7-, 1,8-, 2,7- and 2,3-diisocyanatonaphthalene; 2,4- and 2,7-diisocyanato-1-methylnaphthalene; 1,4-diisocyanato-methylcyclo-hexane; 1,3-diisocyanato-6(7)-methylnaphthalene; 4,4'-diisocyanatobiphenyl; 4,4'-diisocyanato-3,3'-dimethoxy-bisphenyl; 3,3'- and 4,4'-diisocyanato-2,2'-dimethyl biphenyl; bis-(4-isocyanatophenyl)ethane and bis(4-isocyanato-phenyl)ether.
Claim 6
Dependent Claim
72 words
A crosslinked siloxane-urethane polymer in the form of an ophthalmic device according to claim 3, wherein (A) contains 40-60 hydroxyl equivalent percent of polysiloxane tetrols A 3 , wherein x 1 is 10-50 and R 1 is methyl, and 40-60 hydroxyl equivalent percent A 1 , where y 1 is zero, x 1 is 15-60, R 1 is methyl, R 2 is propylene, 1-methylpropylene, or ##STR7## (B) is isophorone diisocyanate or 2,2,4(2,4,4)-trimethylhexane-1,6-diisocyanate.
Claim 7
Dependent Claim
51 words
A crosslinked siloxane-urethane polymer in form of an ophthalmic device according to claim 3, (A) is of structure A 1 , where y 1 is zero, x 1 is 5-50, R 1 is methyl, R 2 is propylene, butylene, 1-methylpropylene or ##STR8## the diisocyanate (B) is isophorone diisocyanate or 2,2,4(2,4,4) trimethylhexane-1,6-diisocyanate.
Claim 8
Dependent Claim
77 words
A crosslinked siloxane-urethane polymer in form of an opthalmic device according to claim 3, wherein (A) contains 40-60 hydroxyl equivalent percent of polysiloxane diols of structure A 1 , where y 1 is zero or 1, x 1 is 1-5, R 1 is methyl, R 2 is propylene or butylene, and 60-40 hydroxyl equivalent percent of polysiloxane-tetrols of structure x 1 is 10-50, and R 1 is methyl, and the diisocyanate (B) is isophorone diisocyanate or 2,2,4(2,4,4)-trimethylhexane-1,6-diisocyanate.
Claim 9
Dependent Claim
27 words
A crosslinked siloxane-urethane polymer in the form of an ophthalmic device according to claim 4, wherein (B) is isophorone diisocyanate, 2,2,4(2,4,4)-trimethylhexane-1,6-diisocyanate or 1,2- or 1,4- toluene diisocyanate.
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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) | 1994-01-07 | 1994-07-09 | 1995-01-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-01-07 | 1998-07-09 | 1999-01-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-01-07 | 2002-07-09 | 2003-01-08 | $7700.00 | Window Closed / Lapsed |