Intraocular lenses made from polymeric compositions and monomers useful in said compositions

Abstract

Ophthalmic lenses, such as intraocular lenses, include crosslinked polymeric materials having a first constituent derived from a first monomeric component selected from the group consisting of 2-phenylpropyl acrylate or methacrylate and mixtures thereof, and a second constituent derived from a second component in an amount effective as a crosslinker in the crosslinked polymeric material. The crosslinked polymeric material has branched chain alkyl groups, in an amount effective to reduce the tackiness of the crosslinked polymeric material relative to a substantially identical crosslinked polymeric material without branched chain alkyl groups.

1. An ophthalmic lens body comprising a crosslinked polymeric material comprising a first constituent derived from a first monomeric component selected from the group consisting of 2-phenylpropyl acrylate or 2-phenylpropyl methacrylate and mixtures thereof, and a second constituent derived from a second monomeric component other than the first monomeric component in an amount effective as a crosslinker in the crosslinked polymeric material. 
     
     
       2. The ophthalmic lens body of  claim 1  which is selected from the group consisting of optics of intraocular lenses, contact lenses and corneal implants. 
     
     
       3. The ophthalmic lens body of  claim 1  which is a deformable optic of an intraocular lens. 
     
     
       4. The ophthalmic lens body of  claim 1  wherein the crosslinked polymeric material includes a third constituent derived from a third monomeric component, other than the first and second monomeric components, selected from the group consisting of acrylates, methacrylates and mixtures thereof. 
     
     
       5. The ophthalmic lens body of  claim 1  wherein the crosslinked polymeric material has an index of refraction of at least about 1.50. 
     
     
       6. The ophthalmic lens body of  claim 1  wherein the crosslinked polymeric material includes aryl-containing groups in an amount effective to increase the index of refraction of the crosslinked polymeric material relative to the index of refraction of a substantially identical crosslinked polymeric material without the aryl-containing groups. 
     
     
       7. The ophthalmic lens body of  claim 1  wherein the crosslinked polymeric material has a glass transition temperature of about 22° C. or less. 
     
     
       8. The ophthalmic lens body of  claim 1  which is substantially homogeneous. 
     
     
       9. The ophthalmic lens body of  claim 1  wherein the crosslinked polymeric material is substantially free of hydrophilic groups effective to reduce the tackiness of the crosslinked polymeric material. 
     
     
       10. The ophthalmic lens body of  claim 1  wherein the second monomeric component is selected from the group consisting of ethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, alkyl acrylate, alkyl methacrylate, trifunctional acrylates, trifunctional methacrylates, tetrafunctional acrylates, tetrafunctional methacrylates and mixtures thereof. 
     
     
       11. The ophthalmic lens body of  claim 5  wherein the third monomeric component is selected from the group consisting of n-butyl acrylate, n-hexyl acrylate, n-octyl acrylate, n-butyl methacrylate, n-hexyl methacrylate, n-octyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, 2,2-dimethylpropyl acrylate, 2,2-dimethylpropyl methacrylate, trimethylcyclohexyl acrylate, trimethylcyclohexyl methacrylate, isobutyl acrylate, isobutyl methacrylate, isopentyl acrylate, isopentyl methacrylate. 
     
     
       12. The ophthalmic lens body of  claim 5  wherein the third monomeric component is selected from the group consisting of 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, 2,2-dimethylpropyl acrylate, 2,2-dimethylpropyl methacrylate, trimethylcyclohexyl acrylate, trimethylcyclohexyl methacrylate, isobutyl acrylate, isobutyl methacrylate, isopentyl acrylate, isopentyl methacrylate. 
     
     
       13. An intraocular lens sized and adapted to be deformed for insertion through an incision into a mammalian eye, the intraocular lens comprising a crosslinked polymeric material comprising a first constituent derived from a first monomeric component selected from the group consisting of 2-phenylpropyl acrylate or 2-phenylpropyl methacrylate and mixtures thereof, a second constituent derived from a second monomeric component other than the first monomeric component in an amount effective as a crosslinker in the crosslinked polymeric material, and a third constituent derived from a third monomeric component, other than the first and second monomeric components, the crosslinked polymeric material having in index of refraction of at least about 1.50 and sufficient 2-phenylpropyl acrylate, 2-phenylpropyl methacrylate or other branched chain alkyl groups in an amount effective to reduce the tackiness of the crosslinked polymeric material relative to a substantially identical crosslinked polymeric material without the branched chain alkyl groups. 
     
     
       14. A monomer suitable for the manufacturing of a lens body for an intraocular lens comprising 2-phenylpropyl acrylate. 
     
     
       15. A monomer suitable for the manufacture of a lens body for an intraocular lens comprising 2-phenylpropyl methacrylate.