Silicone hydrogels having desirable water content and oxygen permeability
AssigneeJohnson & Johnson Vision Care, Inc.
InventorsAzaam Alli, James D. Ford, Scott L. Joslin
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Abstract
The present invention relates to a process comprising the steps of reacting a reactive mixture comprising at least one silicone-containing component, at least one hydrophilic component, and at least one diluent to form an ophthalmic device having an advancing contact angle of less than about 80°; and contacting the ophthalmic device with an aqueous extraction solution at an elevated extraction temperature, wherein said at least one diluent has a boiling point at least about 10° higher than said extraction temperature.
Claims53
A silicone hydrogel comprising a water content of at least about 50% and an oxygen permeability of at least about 80 barrers wherein said silicone hydrogel is formed from a reaction mixture comprising
- about 37 to about 75 wt % of at least one hydrophilic monomer selected from the group consisting of N-vinylamide monomer of Formula I, vinyl pyrrolidone of Formula II-IV, N-vinyl piperidone of Formula V:
- wherein R is H or methyl;
- R1, R2, R3, R6, R7, R10, and R11 are independently selected from the group consisting of H, CH3, CH2CH3, CH2CH2CH3, C(CH3)2;
- R4 and R8 are independently selected from the group consisting of CH2, CHCH3 and C(CH3);
- R5 is selected from H, methyl, ethyl;
- and
- R9 is selected from CH═CH2, CCH3═CH2, and CH═CHCH3;
- at least one silicone-containing component;
- selected from the group consisting of at least one mono (meth)acryloxyalkyl polydialkylsiloxane monomer of Formula VII or styryl polydialkylsiloxane monomer of Formula VIII:
- wherein R12 is H or methyl;
- X is O or NR16;
- Each R14 is independently a C1 to C4 alkyl which may be fluorine substituted, or phenyl;
- R15 is a C1 to C4 alkyl;
- R13 is a divalent alkyl group, which may further be functionalized with a group selected from the group consisting of ether groups, hydroxyl groups, carbamate groups and combinations thereof;
- a is 3 to 50;
- R16 is selected from H, C1-4, which may be further substituted with one or more hydroxyl groups;
- at least one hydroxyl-containing component selected from said silicone-containing components substituted with at least one hydroxyl group, at least one hydroxyalkyl monomer, and mixtures thereof,
- wherein, said reaction mixture comprising between 9 and 14% silicon and less than 15 wt % TRIS and wherein all reactive components other than said hydrophilic monomer and said silicone containing components in the reaction mixture are present in an amount between about 11 and about 92 mmol/g reactive components.
Dependencies are inferred from the claim text.