Ophthalmic devices derived from grafted polymeric networks and processes for their preparation and use

Abstract

Provided are ophthalmic devices comprised of a reaction product of a composition comprising: (i) a crosslinked substrate network containing covalently bound activatable free radical initiators; and (ii) a grafting composition containing one or more ethylenically unsaturated compounds. Also provided are processes for making ophthalmic devices.

1 - 11 . (canceled) 
     
     
         12 . An ophthalmic device comprised of a reaction product of a composition comprising:
 (i) a crosslinked substrate network containing covalently bound activatable free radical initiators capable of activation with light having a wavelength of above 420 nm; and   (ii) a grafting composition containing one or more ethylenically unsaturated compounds.   
     
     
         13 . The ophthalmic device of  claim 12  wherein the grafting composition further comprises a crosslinker. 
     
     
         14 . The ophthalmic device of  claim 12  wherein the crosslinked substrate network is the reaction product of a first reactive composition comprising: (i) a polymerization initiator that is capable, upon a first activation, of forming two or more free radical groups, at least one of which is further activatable by subsequent activation; (ii) one or more ethylenically unsaturated compounds; and (iii) a crosslinker. 
     
     
         15 . The ophthalmic device of  claim 14  wherein the polymerization initiator is a bisacylphosphine oxide, a bisacylphosphane oxide, a di-azo compound, a di-peroxide compound, an azo-bis(monoacylphosphine oxide), an azo-bis(monoacylphosphane oxide), a peroxy-bis(monoacylphosphine oxide), a peroxy-bis(monoacylphosphane oxide), an azo-bis(alpha-hydroxy ketone), a peroxy-bis(alpha-hydroxy ketone), an azo-bis(1,2-diketone), a peroxy-bis(1,2-diketone), a germanium based compound, tert-butyl 7-methyl-7-(tert-butylazo)peroxyoctanoate, or combinations thereof. 
     
     
         16 . The ophthalmic device of  claim 14  wherein the polymerization initiator is a bisacylphosphine oxide or a bis(acyl)phosphane oxide. 
     
     
         17 . The ophthalmic device of  claim 12  wherein the one or more ethylenically unsaturated compounds in the grafting composition and the first reactive composition comprise polymerizable groups independently selected from: (meth)acrylate, (meth)acrylamide, styryl, vinyl, N-vinyl lactam, N-vinylamide, O-vinylether, O-vinylcarbonate, O-vinylcarbamate, C 2-12  alkenyl, C 2-12  alkenylphenyl, C 2-12  alkenylnaphthyl, and C 2-6  alkenylphenyl-C 1-6  alkyl. 
     
     
         18 . The ophthalmic device of  claim 12  wherein the crosslinked substrate network is formed from one or more silicone-containing components and the grafting composition contains hydrophilic reactive components. 
     
     
         19 . The ophthalmic device of  claim 12  wherein the crosslinked substrate network is formed from one or more hydrophilic reactive components and the grafting composition contains one or more silicone-containing components. 
     
     
         20 . The ophthalmic device of  claim 12  wherein the crosslinked substrate network is formed from one or more hydrophilic reactive components and the grafting composition contains hydrophilic reactive components. 
     
     
         21 . The ophthalmic device of  claim 12  wherein the crosslinked substrate network is formed from one or more silicone-containing components and the grafting composition contains one or more silicone-containing components. 
     
     
         22 . The ophthalmic device of  claim 12  wherein the crosslinked substrate network, the grafting composition, or both the crosslinked substrate network and the grafting composition contain one or more additives selected from UV absorbers, photochromic compounds, pharmaceutical compounds, nutraceutical compounds, antimicrobial compounds, tints, pigments, dyes, dyes, release agents, and wetting agents. 
     
     
         23 . The ophthalmic device of  claim 12  wherein the concentration of the grafting composition is greater at the crosslinked substrate network's surface than at its core. 
     
     
         24 - 35 . (canceled) 
     
     
         36 . The ophthalmic device of  claim 12  that is selected from the group consisting of a contact lens, an intraocular lens, a punctal plug and an ocular insert.