Styrenic ophthalmic and otorhinolaryngological materials and devices formed therewith
View Patent ↗Disclosed are improved ophthalmic and otorhinolaryngological device materials and devices formed therewith. The device materials are soft, high refractive index styrenic device materials that are used to form the ophthalmic or otorhinolaryngological devices, particularly ophthalmic implants (e.g., intraocular lenses).
1. A polymeric ophthalmic or otorhinolaryngological device material comprising:
at least 85 w/w % of a polystyrene of structure (I):
wherein:
n tot represents values of n, which are separate integer values n=1 through n=n tot ;
m tot represents values of m, which are separate integer values m=1 through m=m tot ;
p tot represents values of p, which are separate integer values p=1 through p=p tot ;
R 1 independently=H, CH 3 , or CH 2 CH 3 ;
R 2 independently=H or R 3 ; and
R 3 is independently=linear alkyl, branched alkyl, alkyl ether, alkoxy, ester or any combination thereof for each separate combination of values of n and p and m and p;
A=independently, nothing or a connector moiety;
B=independently, nothing or a connector moiety;
n tot =is independently 1 or greater for each value of p;
m tot =is independently 1 or greater for each value of p; and
p tot =5 or greater; and
wherein, numerically, R 2 =R 3 at least 50% of the time and wherein the device material is shaped into a device selected from the group consisting of intraocular lenses; contact lenses; keratoprostheses; corneal inlays or rings; otological ventilation tubes; and nasal implants; and
wherein the polystyrene of structure (I) is formed by the polymerization of styrene monomers of the following structure (II):
and
wherein the polystyrene of structure (I) is formed from at least 90% but no greater than 97% of the monomers of structure (II) polymerized to form the device material;
wherein the device material has a refractive index in the dry state of at least 1.47, an elongation of at least 150% and a Young's modulus of less than 6.0 MPa.
2. An intraocular lens comprising the device material of claim 1 .
3. A method of forming an intraocular lens from a device material, comprising:
providing styrene monomers of structure (II):
combining styrene monomers of the structure (II) with a polymerization initiator and a cross-linker; and
polymerizing the monomers of structure (II) to form the polystyrene of structure (I):
wherein:
n tot represents values of n, which are separate integer values n=1 through n=n tot ;
m tot represents values of m, which are separate integer values m=1 through m=m tot ;
p tot represents values of p, which are separate integer values p=1 through p=p tot ;
R 1 independently=H, CH 3 , or CH 2 CH 3 ;
R 2 independently=H or R 3 ; and
R 3 is independently=linear alkyl, branched alkyl, alkyl ether, alkoxy, ester, hydroxy or any combination thereof for each separate combination of values of n and p and m and p;
A=independently, nothing or a connector moiety;
B=independently, nothing or a connector moiety;
n tot =is independently 1 or greater for each value of p;
m tot =is independently 1 or greater for each value of p; and
p tot =5 or greater; and
wherein, numerically, R 2 =R 3 at least 50% of the time; and
cross-linking the polystyrene to form the device material as polystyrene matrix wherein at least 85 w/w % of the device material is formed of the polystyrene and wherein the polystyrene is formed from at least 80% monomers of structure (II); and
forming the device material into the intraocular lens either during or after cross-linking.
4. A method as in claim 3 wherein the intraocular lens has an optic diameter of at least 5.0 mm but no greater than 7.0 mm.
5. A method as in claim 3 wherein the intraocular lens is capable of being compressed and/or stretched and inserted through surgical incision sizes of 3.0 mm or less.
6. A lens as in claim 2 wherein the intraocular lens has an optic diameter of at least 4.0 mm but no greater than 9.0 mm.