Wettable, flexible, oxygen permeable, substantially non-swellable contact lens containing block copolymer polysiloxane-polyoxyalkylene backbone units, and use thereof

Claim 1

An optically clear wettable, flexible, oxygen permeable, substantially non-swellable ophthalmic device fabricated from a polymer of a crosslinkable monomer having a segment S" of the formula --(D--S'--L--D--A--L)--.sub.b (I') wherein b is 1-10; each D is independently --O-- or --NR 21 --; each L is independently --BRB'--, the terminal L group within any one monomer also being capable of being --BR--; each S' is independently of the formula ##STR24## each A is independently of the formula ##STR25## the terminal oxygen atom in formulae II or III being replaceable with --NR 21 --; each R 1 and R 2 is independently lower alkyl or aryl; each R 3 , R 4 , R 7 -R 10 , R 13 -R 16 , R 19 and R 20 is independently selected from H, halogen, aliphatic, aromatic or heterocyclic containing radical selected from unsubstituted (C 1 -C 16 ) alkyl; substituted C 1 -C 16 alkyl; unsubstituted C 2 -C 16 alkenyl; and substituted C 2 -C 16 alkenyl; wherein the alkyl and alkenyl substituents are independently selected from C 1 -C 16 alkoxycarbonyl, C 2 -C 16 alkenyloxycarbonyl, fluoro, aryl of up to 10 carbon atoms, C 1 -C 16 alkoxy, C 2 -C 16 alkanoyloxy, aryloxy of up to 10 carbon atoms, C 2 -C 6 alkenoyloxy, aroyl of up to 10 carbon atoms, aroyloxy of up to 11 carbon atoms, C 3 -C 8 cycloalkyl, C 3 -C 8 cycloalkyloxy, C 3 -C 8 cycloalkyl-carbonyloxy, C 3 -C 8 cycloalkoxy-carbonyl, oxacycloalkyl of up to 7 carbon atoms, oxacycloalkoxy of up to 7 carbon atoms, oxacycloalkoxy (up to 7 carbon atoms)-carbonyl, oxacycloalkyl (up to 7 carbon atoms)-carbonyloxy, and aryl (of up to 10 carbon atoms)-oxycarbonyl, each of said alkyl and alkenyl substituents being, in turn, optionally substituted by C 1 -C 6 alkyl, fluoro or a C 1 -C 6 alkoxy provided said last mentioned alkoxy is not bound to a carbon atom already singly bound to another oxygen atom; R 3 , R 4 , R 7 -R 10 , R 13 -R 16 , R 19 and R 20 being further independently selected from aryl of up to 10 carbon atoms, C 3 -C 8 cycloalkyl, and oxacycloalkyl of up to 7 carbon atoms, each of which may be unsubstituted or further substituted with a substituent selected from the group of substituents for said R 3 alkyl set forth above; R 5 , R 6 , R 11 , R 12 , R 17 and R 18 are selected from the same group set forth above for R 3 ; and R 5 , R 6 , R 11 , R 12 , R 17 and R 18 are further independently selected from C 1 -C 16 alkoxycarbonyl, C 2 -C 16 alkanoyloxy, C 2 -C 16 alkenoxycarbonyl, and C 3 -C 16 alkenoyloxy, each of which is unsubstituted or further substituted by fluoro, aryl of up to 10 carbon atoms, or C 1 -C 16 alkoxy; and R 5 , R 6 , R 11 , R 12 , R 17 and R 18 are still further independently selected from aryloxy of up to 10 carbon atoms, cycloalkoxy of up to 8 carbon atoms, cycloalkyl (of up to 8 carbon atoms)-carbonyloxy, cycloalkoxy (of up to 8 carbon atoms)-carbonyl, aroyloxy of up to 11 carbon atoms, oxacycloalkoxy of up to 7 carbon atoms, oxacycloalkenyloxy of up to 7 carbon atoms, oxacycloalkoxy (of up to 7 carbon atoms)-carbonyl, oxacycloalkyl (of up to 7 carbon atoms)-carbonyloxy, and aryloxy (of up to 10 carbon atoms)-carbonyl, each of which may be further substituted by fluoro, C 1 -C 6 alkyl or C 1 -C 6 alkoxy, provided that any substituent having a singly bound oxygen atom thereof as its link to the rest of the molecule may not be a substituent on the same carbon atom which is singly bonded to another oxygen atom; and 2 adjacent groups selected from R 3 -R 20 , together with the atoms to which they are attached may form a 5-8 membered cycloalkyl, oxacycloalkyl or bicycloalkyl ring; each f, g and h are independently 0-3; each w, x and z is independently 0-200; q is 1-100; (w+x+z) times q in any single group A is 4-1000; each n and m is independently 1-6; each y is independently 2-75; each R 21 is independently H, C 1 -C 4 alkyl, or phenyl; each B and B' is independently ##STR26## with the carbony in each case being bound to A, S', or D; each R is independently (i) a divalent aliphatic group of up to 25 carbon atoms which may be interrupted by oxy, carbonyloxy, amino, aminocarbonyl, oxycarbonyl, ureido, oxycarbonylamino, or carbonylamino; (ii) a divalent 5-7 membered cycloaliphatic having 5-25 carbon atoms; (iii) a divalent arylene group have 6-25, preferably 7-15 carbon atoms; and (iv) a divalent aralkyl or alkaryl having 7 to 25; wherein groups b and d can be optionally interrupted by the same groups as in group i and wherein the aryl rings in groups iii and iv may be further substituted with one or more substituents selected from halogen, C 1 -C 4 alkyl, and C 1 -C 12 perhalo alkyl; said device having a receding contact angle of less than 60%; being less than about 10% water in its swollen state; and having a Dk (x10 -10 mm ccO 2 /cm. 2 sec.mmHg) of at least about 7.