Vinylic macromers containing perfluoropolyalkyl ether and polyalkyl ether segments, polymers and ophthalmic devices made therefrom

Claim 1

A method of preparing a hydrogel contact lens from a macromer ... containing perfluoropolyalkylether and polyalkylether segments and ethylenically unsaturated moieties, having the formula I, more specifically as seen in formula Ia to Td, E--T--L--Q--X--Z--X--Q--L--T--E (Ta) E--T--L--Q--X--Z--X--Q--L, (Ib) E--T--L--Q--X--G--X--Q--L--T--E, or (Ic) E--T--L--Q--X--G--X--Q--L (Id) wherein Z is --(C a F 2a O) b --CF 2 --, where a is 1 to 4, b is 2 to 200; x is a direct bond, --CH 2 --, --CH 2 OCH 2 CHoHCH 2 --, --CH 2 (OCH 2 CH 2 ) y --or carbonyl where y is 1 to 10 and where in each case the carbon atom is attached to Z or G; Q is a direct bond of --ACONH--R--NHCO-- where A is oxa or imino and R is a divalent aliphatic group having from 2 to 14 carbon atoms, a divalent 5- or 6- membered cycloaliphatic group having 5 to 14 carbon atoms or an arylene group having 6 to 14 carbon atoms; L is --A(C m H 2m O) n C m H 2m AY-- or L 1 where Y is a direct bond or H and m is 2 to 4 or mixtures thereof and n is 5 to 100, where A is attached to Q; T is --CONH--R 5 A-- or --CONH--R--NHCOOR 5 A-- --CONH--R--NHCO--A-- or --R 5 A-- or direct bond where the carbonyl group is attached to L. where R 5 is alkylene of hydroxy-substituted alkylene of 2 to 15 carbon atoms and R is as above; ##STR7## where R 1 is hydrogen or methyl, and R 2 is hydrogen, methyl or --COOR 3 where R 3 is hydrogen or alkyl of 1 to 4 carbon atoms with the proviso that, when R 1 is methyl, R 2 is hydrogen, R 4 is hydrogen or methyl and G is --(C a F 2a O) b --CF 2 [CH 2 --OCONH--R--NHCOOCH 2 CF 2 (OC a F 2a ) b ] x or --(C a F 2a O) b --CF 2 [CH 2 --NHCONH--R--NHCONHCH 2 CF 2 (OC a F 2a ) b] x or --(C a F 2a O) b--CF 2 [CH 2 --NHCONH--R--NHCONHCH 2 CF 2 (OC a F 2a ) b ] x where x is 1 to 3 ; L 1 is --A(C m H 2m O) n [C m H 2m ACONH--R--NHCOA(C m H 2m O) n] z C m H 2m AY where n 1 is 5 to 100, z is 1 to 10 and Y is a direct bond or H; by crosslinking ... in an inert solvent in a mold by free radical polymerization and equilibrating the resulting solvent swollen crosslinked contact lens in an aqueous medium.

Claim 2

A method of preparing a hydrogel contact lens from a macromer ... containing perfluoropolyalkylether and polyalkylether segments and ethylenically unsaturated moieties, having the formula I, more specifically as seen in formula Ia to Td, E--T--L--Q--X--Z--X--Q--L--T--E (Ta) E--T--L--Q--X--Z--X--Q--L, (Ib) E--T--L--Q--X--G--X--Q--L--T--E, or (Ic) E--T--L--Q--X--G--X--Q--L (Id) wherein Z is --(C a F 2a O) b --CF 2 --, where a is 1 to 4, b is 2 to 200; x is a direct bond, --CH 2 --, --CH 2 OCH 2 CHoHCH 2 --, --CH 2 (OCH 2 CH 2 ) y --or carbonyl where y is 1 to 10 and where in each case the carbon atom is attached to Z or G; Q is a direct bond of --ACONH--R--NHCO-- where A is oxa or imino and R is a divalent aliphatic group having from 2 to 14 carbon atoms, a divalent 5- or 6- membered cycloaliphatic group having 5 to 14 carbon atoms or an arylene group having 6 to 14 carbon atoms; L is --A(C m H 2m O) n C m H 2m AY-- or L 1 where Y is a direct bond or H and m is 2 to 4 or mixtures thereof and n is 5 to 100, where A is attached to Q; T is --CONH--R 5 A-- or --CONH--R--NHCOOR 5 A-- --CONH--R--NHCO--A-- or --R 5 A-- or direct bond where the carbonyl group is attached to L. where R 5 is alkylene of hydroxy-substituted alkylene of 2 to 15 carbon atoms and R is as above; ##STR7## where R 1 is hydrogen or methyl, and R 2 is hydrogen, methyl or --COOR 3 where R 3 is hydrogen or alkyl of 1 to 4 carbon atoms with the proviso that, when R 1 is methyl, R 2 is hydrogen, R 4 is hydrogen or methyl and G is --(C a F 2a O) b --CF 2 [CH 2 --OCONH--R--NHCOOCH 2 CF 2 (OC a F 2a ) b ] x or --(C a F 2a O) b --CF 2 [CH 2 --NHCONH--R--NHCONHCH 2 CF 2 (OC a F 2a ) b] x or --(C a F 2a O) b--CF 2 [CH 2 --NHCONH--R--NHCONHCH 2 CF 2 (OC a F 2a ) b ] x where x is 1 to 3 ; L 1 is --A(C m H 2m O) n [C m H 2m ACONH--R--NHCOA(C m H 2m O) n] z C m H 2m AY where n 1 is 5 to 100, z is 1 to 10 and Y is a direct bond or H; by crosslinking ... in an inert solvent in a mold by free radical polymerization and equilibrating the resulting solvent swollen crosslinked contact lens in an aqueous medium.