US4920184A
Expired / Lapsed
US
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Hydrophilic silicone rubber article and process for its preparation
Assignee: Ciba Vision Corp
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Filing: 1988-08-05
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Granted: 1990-04-24
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Expires: 2008-08-05
Abstract
Abstract Hydrophilic silicone rubber article, the surface of which is hydrophilized partly or completely by reaction (equilibration reaction) with organosiloxanes, the organosiloxanes being synthesized by the reaction of SiH-group-containing siloxanes with allyl compounds which contain protected OH groups. These articles are particularly useful as contact lenses and intraocular lenses.
Inventors
- 👤 Horst Schafer
- 👤 Gerhard Kossmehl
- 👤 Walter Neumann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 06:32
CPC Classifications
C; C08; C08J; C08J7/00; C08J7/12; C08G; C08G77/00; C08G77/04; C08G77/38; G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043; C08J2383/00; C08J2383/04
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
67 words
An improved process for hydrophilizing the surface of a molded silicone rubber article in which the silicone rubber at its surface is reacted in a catalyzed equilibration reaction with an organosiloxane, wherein the improvement comprises using as the organosiloxane a preformed organosiloxane containing hydroxyalkyl or protected hydroxyalkyl moieties, synthesized by reacting a siloxane containing a Si--H group with an allyloxy compound in the presence of a catalyst.
Claim 2
Dependent Claim
67 words
An improved process for hydrophilizing the surface of a molded silicone rubber article in which the silicone rubber at its surface is reacted in a catalyzed equilibration reaction with an organosiloxane, wherein the improvement comprises using as the organosiloxane a preformed organosiloxane containing hydroxyalkyl or protected hydroxyalkyl moieties, synthesized by reacting a siloxane containing a Si--H group with an allyloxy compound in the presence of a catalyst.
Claim 3
Dependent Claim
21 words
A process according to claim 1 which additionally comprises hydrolyzing the equilibrated reaction product formed by the process of claim 1.
Claim 4
Dependent Claim
15 words
A process according to claim 1 wherein the silicone rubber article is a contact lens.
Claim 5
Dependent Claim
29 words
A process according to claim 1 in which the organosiloxane is selected from the group consisting of linear α,ω-organodimethylsiloxane, linear trimethysilyl-terminated organomethylsiloxanes, cyclic organomethylsiloxanes, cyclic diorganosiloxanes and mixtures thereof.
Claim 6
Dependent Claim
28 words
A process according to claim 4, in which the organosiloxane is an α,ω-organodimethylsiloxane selected from the group consisting of 1,3-bis(3-trimethylsilyloxypropyl)-1,1,3,3,-tetramethyl-disoloxane, 1,3-bis-(3-hydroxypropyl)-1,1,3,3-tetramethyldisiloxane, 3,5-bis(3-trimethylsilyloxypropyl)-1,1,1,3,5,7,7,7-octamethyltetrasiloxane, 3,5-bis(3-hydroxypropyl)-1,1,1,3,5,7,7,7-octamethyltetrasiloxane, 1,3-bis-(6,7-epoxy-4-oxaheptyl)-1,1,3,3-tetramethyldisiloxane, 1,3-bis(6,7-dihydroxy-5-oxaheptyl)-1,1,3,3-tetramethyldisiloxane, and mixtures thereof.
Claim 7
Dependent Claim
72 words
A process according to claim 4 in which the organosiloxane is a silyl-terminated organomethylsiloxane addition product of the general formula ##STR8## wherein R is --O--Si(CH 3 ) 3 or ##STR9## obtained from allyloxytrimethylsilane or allyl glycidyl ether and polymethylhydrogensiloxanes of different chain length and having the formula ##STR10## wherein n=2 or from about 10 to about 50, or their hydrolysis products in which R is --OH or --O--CH 2 --CH(OH)--CH 2 --OH.
Claim 8
Dependent Claim
33 words
A process according to claim 4 in which the organosiloxane is a cyclic organomethylsiloxane or cyclic diorganosiloxane selected from the group consisting of 2,4,6,8-tetrakis(3-trimethylsilyloxypropyl)-2,4,6,8-tetramethylcyclotetrasiloxane, 2,4,6,8-tetrakis-(6,7-epoxy-4-oxaheptyl)-2,4,6,8-tetramethylcylcotetrasiloxane, 2,4,6,8-tetrakis(3-acetoxypropyl)-2,4,6,8-tetramethylcyclotetrasiloxane, 2,4,6,8-tetrakis(3-hydroxypropyl)-2,4,6,8-tetramethylcyclotetrasiloxane, 2,4,6,8-tetrakis(6,7-dihydroxy-4-oxaheptyl)-2,4,6,8-tetramethylcyclotetrasiloxane, 2,2,4,4,6,6,8,8-octakis-(3-acetoxypropyl)cyclotetrasiloxane, 2,2,4,4,6,6,8,8-octakis(3-hydroxypropyl)cyclotetrasiloxane and mixtures thereof.
Claim 9
Dependent Claim
19 words
A process according to claim 1, wherein a Lewis acid or concentrated sulfuric acid is used as equilibration catalyst.
Claim 10
Dependent Claim
13 words
A process according to claim 8, wherein hexachlorocyclotriphosphazene is used as Lewis acid.
Claim 11
Dependent Claim
18 words
A process according to claim 8 wherein the equilibration reaction is carried out in an ether as solvent.
Claim 12
Dependent Claim
24 words
A process according to claim 1, wherein the SiH-group-containing siloxane is reacted with the allyl compound in the presence of hexachloroplatinic acid as catalyst.
Claim 13
Dependent Claim
14 words
A process according to claim 1 wherein polydimethylsiloxane is used as the silicone rubber.
References Cited (Backward Citations)
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