Patent US2675532A successfully refreshed from Google Patents.
US4136250A
Expired / Lapsed
US
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Polysiloxane hydrogels
Assignee: Novartis Corp
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Filing: 1977-07-20
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Granted: 1979-01-23
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Expires: 1997-07-20
Abstract
Abstract A water-insoluble hydrophilic gel comprising (A) about 20 to about 90% by weight of a hydrophilic (a) polymer of identical or different water-soluble monoolefinic monomers, or (b) copolymer of said water-soluble monomers with 1 to 80% (of total monomers) of water-insoluble, identical or different monoolefinic monomers; which polymer or copolymer is cross-linked with (B) about 10 to about 80% by weight of a terminal polyolefinic siloxane macromer having a molecular weight from about 400 to about 8500.
Inventors
- 👤 Karl F. Mueller
- 👤 Eduard K. Kleiner
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 19:25
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043; A; A01; A01N; A01N25/00; A01N25/02; A01N25/04; A01N25/08; A01N25/10; A61; A61K; A61K47/00; A61K47/30; A61K47/34; A61L; A61L9/00; A61L9/015; A61L9/04; A61L9/048; C; C08; C08F; C08F290/00; C08F290/02; C08F290/06; C08F290/068; C08F290/08; C08F290/14; C08F290/148; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/61; C08G18/67; C08G18/671; C08G2210/00
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
337 words
A water-insoluble hydrophilic gel comprising the crosslinked copolymerization product of (A) about 20 to about 90% by weight of said gel of (a) a water-soluble monoolefinic monomer, or mixture of said monomers, or (b) a water-soluble monomer, or mixture of said monomers, with 1 to 80% by weight of total monomers of a water-insoluble monoolefinic monomer, or mixture of said water-insoluble monomers, with (B) about 10 to about 80% by weight of said gel of a terminal polyolefinic hydrophobic siloxane macromer having a molecular weight from about 400 to about 8500, said macromer having the formula ##STR13## wherein R 1 is a polysiloxane chain having a molecular weight from about 200 to about 8000, and is of the formula ##STR14## R 2 is hydrogen or methyl, R 3 is hydrogen or --COOR 4 , R 4 is hydrogen or alkyl of 1 to 10 carbon atoms, and with the proviso that at least one of R 2 and R 3 is hydrogen, X is oxa, --COO-- or --CONR 5 --, R 5 is hydrogen or alkyl of 1 to 5 carbon atoms, R 6 is a branched or linear alkylene of 1 to 7 carbon atoms or --CH 2 CH 2 O-- n where n is 1 to 20, x is an integer of 3 to 120, y is an integer of 2 to 3, z is an integer of 1 to 2, Y is the direct bond, the diradical --R 7 Z 1 --CONH--R 8 --NHCO--Z 2 --, or --R 7 OCOCH 2 CH 2 S--, R 7 is a linear or branched alkylene of 2 to 5 carbon atoms connected to X, R 8 is a diradical obtained by removing the NCO groups from an aliphatic, cycloaliphatic or aromatic diisocyanate, Z 1 is oxa or --NR 5 --, Z 2 is Z 1 or thia and is connected to R 6 , with the proviso that if X is oxa, Y is different from a direct bond and R 2 and R 3 are hydrogen.
Claim 2
Dependent Claim
337 words
A water-insoluble hydrophilic gel comprising the crosslinked copolymerization product of (A) about 20 to about 90% by weight of said gel of (a) a water-soluble monoolefinic monomer, or mixture of said monomers, or (b) a water-soluble monomer, or mixture of said monomers, with 1 to 80% by weight of total monomers of a water-insoluble monoolefinic monomer, or mixture of said water-insoluble monomers, with (B) about 10 to about 80% by weight of said gel of a terminal polyolefinic hydrophobic siloxane macromer having a molecular weight from about 400 to about 8500, said macromer having the formula ##STR13## wherein R 1 is a polysiloxane chain having a molecular weight from about 200 to about 8000, and is of the formula ##STR14## R 2 is hydrogen or methyl, R 3 is hydrogen or --COOR 4 , R 4 is hydrogen or alkyl of 1 to 10 carbon atoms, and with the proviso that at least one of R 2 and R 3 is hydrogen, X is oxa, --COO-- or --CONR 5 --, R 5 is hydrogen or alkyl of 1 to 5 carbon atoms, R 6 is a branched or linear alkylene of 1 to 7 carbon atoms or --CH 2 CH 2 O-- n where n is 1 to 20, x is an integer of 3 to 120, y is an integer of 2 to 3, z is an integer of 1 to 2, Y is the direct bond, the diradical --R 7 Z 1 --CONH--R 8 --NHCO--Z 2 --, or --R 7 OCOCH 2 CH 2 S--, R 7 is a linear or branched alkylene of 2 to 5 carbon atoms connected to X, R 8 is a diradical obtained by removing the NCO groups from an aliphatic, cycloaliphatic or aromatic diisocyanate, Z 1 is oxa or --NR 5 --, Z 2 is Z 1 or thia and is connected to R 6 , with the proviso that if X is oxa, Y is different from a direct bond and R 2 and R 3 are hydrogen.
Claim 3
Dependent Claim
41 words
A gel according to claim 1 wherein the water-soluble monomer is selected from the group consisting of acrylic acid, methacrylic acid and the water-soluble esters, amides and imides of said acids, salts of monoolefinic sulfonic acids and monoolefinic monocyclic azacyclic compounds.
Claim 4
Dependent Claim
32 words
A gel according to claim 1 wherein the water-soluble monomer is acrylic acid, methacrylic acid, a hydroxyalkyl or dialkylaminoalkyl ester of said acids in which alkyl is 2 to 4 carbon atoms.
Claim 5
Dependent Claim
47 words
A gel according to claim 1 wherein the water-soluble monomer is an acrylic acid or methacrylic acid ester of an alcohol of the formula HO--C.sub.m H.sub.2m --O--(CH.sub.2 CH.sub.2 O).sub.n --R where R is hydrogen or methyl, m is 2 to 5 and n is 1 to 20.
Claim 6
Dependent Claim
37 words
A gel according to claim 1 wherein the water-soluble monomer is an amide or imide of acrylic or methacrylic acid in which the N-substituent is hydroxyalkyl, oxaalkyl or dialkylaminoalkyl where alkyl is 2 to 4 carbon atoms.
Claim 7
Dependent Claim
30 words
A gel as claimed in claim 1 wherein the water-soluble monomer is 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl acrylate, 3-hydroxypropyl methacrylate, 2,3-dihydroxypropyl acrylate, 2,3-dihydroxypropyl methacrylate or N-vinyl-2-pyrrolidone.
Claim 8
Dependent Claim
13 words
A gel according to claim 1 wherein the water-soluble monomer is 2-hydroxyethyl methacrylate.
Claim 9
Dependent Claim
12 words
A gel according to claim 1 wherein the water-soluble monomer is N-vinyl-2-pyrrolidone.
Claim 10
Dependent Claim
24 words
A gel according to claim 1 wherein the water-soluble monomer is a hydroxyalkyl maleate or fumarate where alkyl is 2 to 4 carbon atoms.
Claim 11
Dependent Claim
23 words
A gel according to claim 1 wherein the water-soluble monomer is a hydroxyalkyl vinyl ether where alkyl is 2 to 4 carbon atoms.
Claim 12
Dependent Claim
57 words
A gel according to claim 1 wherein the water-insoluble monomer is selected from the group consisting of the alkyl acrylates of methacrylates where alkyl is 1 to 18 carbon atoms, vinyl esters of alkanoic acids of 1 to 5 carbon atoms, vinyl benzoate, acrylonitrile, styrene and vinyl alkyl ethers where alkyl is 1 to 5 carbon atoms.
Claim 13
Dependent Claim
29 words
A gel according to claim 1 wherein the water-insoluble monomer is an alkyl acrylate or methacrylate where alkyl is 1 to 5 carbon atoms, vinyl acetate, styrene or acrylonitrile.
Claim 14
Dependent Claim
121 words
A gel according to claim 1 wherein the siloxane macromer with a molecular weight of about 600 to about 8500, and which comprises a polysiloxane polyol or dithiol of molecular weight of about 400 to about 8000 first endcapped with isophorone diisocyanate or tolylene-2,4-diisocyanate and then reacted with a hydroxy compound selected from the group consisting of the hydroxyalkyl esters, where alkyl is 2 to 4 carbon atoms, of acrylic acid, methacrylic acid, maleic acid and fumaric acid, the hydroxy esters of said acids with a alcohol of the formula HOC.sub.m H.sub.2m O(CH.sub.2 CH.sub.2 O).sub.n H where m is 2 to 5 and n is 1 to 20, and the hydroxyalkyl vinyl ethers where alkyl is 2 to 4 carbon atoms.
Claim 15
Dependent Claim
28 words
A gel according to claim 13 wherein the hydroxy compound is 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl acrylate, 3-hydroxypropyl methacrylate, 2,3-dihydroxypropyl acrylate or 2,3-dihydroxypropyl methacrylate.
Claim 16
Dependent Claim
16 words
A gel according to claim 13 wherein the hydroxy compound is 2-hydroxyethyl acrylate or 2-hydroxyethyl methacrylate.
Claim 17
Dependent Claim
24 words
A gel according to claim 13 wherein the polysiloxane polyol or dithiol is endcapped with isophorone diisocyanate and the hydroxy compound is 2-hydroxyethyl methacrylate.
Claim 18
Dependent Claim
21 words
A gel according to claim 1 wherein about 15 to about 60% by weight of said gel is the siloxane macromer.
Claim 19
Dependent Claim
17 words
A pharmaceutical composition, comprising a gel as claimed in claim 1, together with a pharmacologically effective compound.
Claim 20
Dependent Claim
15 words
A fragrance composition, comprising a gel as claimed in claim 1, together with an odorant.
Claim 21
Dependent Claim
15 words
A pesticidal composition, comprising a gel as claimed in claim 1, together with a pesticide.
Claim 22
Dependent Claim
15 words
A herbicidal composition, comprising a gel as claimed in claim 1, together with a herbicide.
Claim 23
Dependent Claim
13 words
A gel according to claim 1 which is formed into a contact lens.
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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) | 1982-01-22 | 1982-07-24 | 1983-01-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-01-22 | 1986-07-24 | 1987-01-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-01-22 | 1990-07-24 | 1991-01-23 | $7700.00 | Window Closed / Lapsed |