Micro injectable, low chromatic aberration intraocular lens materials

Abstract

The present disclosure is related to 2-(2-ethoxyethoxy)ethyl-functionalized polymers; their use in foldable intraocular lenses; and methods of making the same.

What is claimed is: 
     
         1 . An intraocular lens comprising at least one copolymer comprising:
 a first monomeric subunit comprising a polymerized 2-(2-ethoxyethoxy)ethyl-functionalized monomer;   one or more second monomeric subunits different from the first monomeric subunit; and   a crosslinking agent;   wherein,   the first monomeric subunit comprises about 2% to about 60% of the monomeric subunits composition by weight;   the copolymer has a recovery compliance elastic part (J e /J max ) of about 90% or more and a recovery compliance viscous part (J v /J max ) of about 10% or less; and   the copolymer has (a) a dry state glass transition temperature from about 25° C. to about 75° C. and a water content at equilibrium of about 15 percent to about 25 percent based on the weight of the polymer after it is fully equilibrated in water, or (b) a glass transition temperature from about 0° C. to about 25° C. and a water content at equilibrium of less than about 6 percent based on the weight of the polymer after it is fully equilibrated in water.   
     
     
         2 . The intraocular lens of  claim 1 , wherein the polymerized 2-(2-ethoxyethoxy)ethyl-functionalized monomer is selected from the group consisting of acrylate, methacrylate, acrylamide, methacrylamide, or combinations thereof 
     
     
         3 . The intraocular lens of  claim 1 , wherein the first monomeric subunit is 2-(2-ethoxyethoxy)ethyl methacrylate. 
     
     
         4 . The intraocular lens of  claim 1 , wherein the one or more second monomeric subunits comprise up to about 75 wt. % of the monomeric subunits composition by weight. 
     
     
         5 . The intraocular lens of  claim 1 , wherein the first monomeric subunit is about 25 wt. % to about 60 wt. %, by weight of the copolymer composition, and the one or more second monomeric subunits are about 40 wt. % to about 75 wt. %, by weight of the copolymer composition. 
     
     
         6 . The intraocular lens of  claim 1 , wherein the crosslinking agent is a trifunctional methacrylate. 
     
     
         7 . The intraocular lens of  claim 1 , wherein the copolymer has a glass transition temperature from about 0° C. to about 35° C. 
     
     
         8 . The intraocular lens of  claim 1 , wherein the intraocular lens comprises a hydrophilic copolymer, wherein the hydrophilic copolymer comprises about 40% to about 60%, by weight of the copolymer, of 2-(2-ethoxyethoxy)ethyl methacrylate. 
     
     
         9 . The intraocular lens of  claim 9 , wherein the hydrophilic polymer comprises about 40% to about 60%, by weight of the copolymer, of one or more second monomeric subunits, wherein the one or more second monomeric subunits comprise 2,3-dihydroxypropyl methacrylate. 
     
     
         10 . The intraocular lens of  claim 1 , wherein the intraocular lens is hydrophilic and has an equilibrium water content range from about 20% to about 30% by weight of the copolymer. 
     
     
         11 . The intraocular lens of  claim 1 , wherein the intraocular lens comprises a hydrophobic copolymer, wherein the hydrophobic copolymer comprises up to about 30%, by weight of the copolymer, of 2-(2-ethoxyethoxy)ethyl methacrylate. 
     
     
         12 . The intraocular lens of  claim 11 , wherein the hydrophobic copolymer comprises about 70% or more, by weight of the copolymer, of one or more second monomeric subunits, wherein the one or more second monomeric subunits comprise 2-hydroxy-3-phenoxypropyl methacrylate, bromo-2-hydroxy-3-phenoxypropyl methacrylate, or combinations thereof. 
     
     
         13 . The intraocular lens of  claim 1 , wherein the intraocular lens is hydrophobic and has an equilibrium water content of about 5% or less by weight of the copolymer. 
     
     
         14 . A composition comprising at least one copolymer comprising:
 a first monomeric subunit comprising a polymerized 2-(2-ethoxyethoxy)ethyl (meth)acrylate group;   one or more second monomeric subunits different from the first monomeric subunit comprising a polymerized (meth)acrylate group; and   a crosslinking agent;   wherein the 2-(2-ethoxyethoxy)ethyl (meth)acrylate group comprises about 2% to about 60% of the monomeric subunits composition by weight.   
     
     
         15 . A method for making a composition comprising at least one copolymer comprising monomeric subunits comprising:
 preparing a co-monomer mixture comprising:   a first monomeric subunit comprising a polymerized 2-(2-ethoxyethoxy)ethyl-functionalized monomer;   one or more second monomeric subunits different from the first monomeric; and   a crosslinking agent;   polymerizing the co-monomer mixture by adding a photo or thermal initiator, for example, CGI 819 (photo) and Vazo type initiators;   wherein:   the 2-(2-ethoxyethoxy)ethyl-functionalized monomer comprises about 2% to about 60% of the monomeric subunits composition by weight.   
     
     
         16 . The method of  claim 17 , wherein the initiator is a photo initiator. 
     
     
         17 . An intraocular lens comprising at least one copolymer consisting essentially of:
 about 2% to about 60%, by weight of the copolymer, of a first monomeric subunit comprising a polymerized 2-(2-ethoxyethoxy)ethyl (meth)acrylate group;   about 40% to about 98%, by weight of the copolymer, of one or more second monomeric subunits different from the first monomeric subunit; a crosslinking agent;   and optionally one or more of an initiator, a UV absorber, a colorant, and an antioxidant.