Hydrophobic intraocular lens

Abstract

An intraocular lens (IOL) with excellent non-glistening characteristics comprising at least one copolymer comprising: (a) one or more first monomeric subunits comprising a polymerized acrylate and/or methacrylate group, at least one side group comprising (i) an aryloxy moiety, and (ii) an aliphatic carbon moiety linking the aryloxy moiety with the polymerized acrylate or methacrylate group, wherein the aliphatic carbon moiety comprises at least one hydroxyl substituent, (b) one or more second monomeric subunits different from the first monomeric subunits comprising a polymerized acrylate and/or methacrylate group, and comprising at least one alkoxyalkyl side group, (c) one or more third monomeric subunits different from the first and second monomeric subunits, the third monomeric subunits comprising a polymerized acrylate and/or methacrylate group, and comprising at least one alkylene oxide side group, wherein the first monomeric subunit is present in a greater amount by weight than the second monomeric subunit, and the first and second monomeric subunits together comprise about 75 percent or more of the monomeric subunits composition by weight.

1 .- 53 . (canceled) 
     
     
         54 . A composition comprising at least one copolymer comprising:
 (a) a first monomeric subunit comprising a polymerized methacrylate group, at least one side group comprising (i) an aryloxy moiety, and (ii) an aliphatic carbon moiety linking the aryloxy moiety with the polymerized acrylate or methacrylate group, wherein the aliphatic carbon moiety comprises at least one hydroxyl substituent, and   (b) a second monomeric subunit different from the first monomeric subunit comprising a polymerized methacrylate group, and comprising at least one alkoxyalkyl side group,   (c) a third monomeric subunit different from the first and second monomeric subunits, the third monomeric subunits comprising a polymerized acrylate or methacrylate group, and comprising at least one alkylene oxide side group,   wherein the first monomeric subunit is present in a greater amount by weight than the second monomeric subunit, and the first and second monomeric subunits together comprise about 75 percent or more of the monomeric subunits composition by weight.   
     
     
         55 . The composition of  claim 54 , wherein the copolymer further comprises monomeric subunits which are crosslinked subunits. 
     
     
         56 . The composition of  claim 54 , wherein the copolymer further comprises monomeric subunits which are crosslinked subunits of a trimethacrylate crosslinker. 
     
     
         57 . The composition of  claim 54 , wherein the aryloxy group comprises a phenoxy group. 
     
     
         58 . The composition of  claim 54 , wherein the aliphatic carbon moiety of the first monomeric subunit is substituted with one hydroxyl group. 
     
     
         59 . The composition of  claim 54 , wherein the aliphatic carbon moiety of the first monomeric subunit is represented by —CH 2 —CHOH—CH 2 —. 
     
     
         60 . The composition of  claim 54 , wherein the side group of one of the first monomeric subunits comprises —CH 2 —CHOH—CH 2 —OPh, wherein OPh is an unsubstituted phenoxy group. 
     
     
         61 . The composition of  claim 54 , wherein the alkoxyalkyl group comprises 2-ethoxy ethyl. 
     
     
         62 . The composition of  claim 54 , wherein the alkyleneoxide side group is a poly(ethyleneoxide) side group. 
     
     
         63 . The composition of  claim 62 , wherein the poly(ethyleneoxide) side group has a molecular weight of 100 g/mol to 500 g/mol. 
     
     
         64 . The composition of  claim 54 , further comprising a polymerization initiator compound. 
     
     
         65 . The composition of  claim 64 , wherein the polymerization initiator compound is a UV initiator. 
     
     
         66 . The composition of  claim 54 , wherein the first monomeric subunit comprises polymerized 2-hydroxy-3-phenoxypropyl methacrylate and the second monomeric subunit comprises 2-ethoxyethyl methacrylate. 
     
     
         67 . The composition of  claim 54 , wherein the first monomeric subunit is about 50% to about 80%, by weight of the copolymer composition, and the second monomeric subunit is about 20% to about 35%, by weight of the copolymer composition, and the third monomeric subunit is about 5% to about 15%, by weight of the copolymer composition. 
     
     
         68 . The composition of  claim 54 , wherein the copolymer has a glass transition temperature below 35° C. 
     
     
         69 . An intraocular lens comprising the composition of  claim 54 . 
     
     
         70 . The intraocular lens of  claim 69 , wherein the lens has a central thickness of up to 1 mm and unfolds in less than or about 1 minute when placed in a saline solution at a temperature of 36° C. 
     
     
         71 . The intraocular lens of  claim 69 , wherein the intraocular lens when hydrated has an SI value of less than 800. 
     
     
         72 . A composition comprising at least one copolymer comprising:
 (a) a first monomeric subunit comprising a polymerized methacrylate group, at least one side group comprising (i) an aryloxy moiety, and (ii) an aliphatic carbon moiety linking the aryloxy moiety with the polymerized acrylate or methacrylate group, wherein the aliphatic carbon moiety comprises at least one hydroxyl substituent, and   (b) a second monomeric subunit different from the first monomeric subunit comprising a polymerized acrylate group, and comprising at least one alkoxyalkyl side group,   (c) a third monomeric subunit different from the first and second monomeric subunits, the third monomeric subunits comprising a polymerized acrylate or methacrylate group, and comprising at least one alkylene oxide side group,   wherein the first monomeric subunit is present in a greater amount by weight than the second monomeric subunit, and the first and second monomeric subunits together comprise about 75 percent or more of the monomeric subunits composition by weight.   
     
     
         73 . An intraocular lens comprising the composition of  claim 72 .