Hydrophilic contact lens made from polysiloxanes containing hydrophilic sidechains

Claim 1

A hydrophilic, hydrolytically stable, biologically inert contact lens with the capability of transporting oxygen sufficiently to meet the requirements of the human cornea, comprising a polysiloxane monomer having the following formula: ##STR91## wherein Y 1 and Y 2 equal the same or different and are selected from the group consisting of a monovalent hydrocarbon having from 1 to 20 carbon atoms and a halogenated monovalent hydrocarbon having from 1 to 20 carbon atoms, X is selected from the group consisting of a hydroxyl radical, a monovalent hydrocarbon having from 1 to 20 carbon atoms, halogenated monovalent hydrocarbon having from 1 to 20 carbon atoms, ##STR92## wherein R is a monovalent hydrocarbon having from 1 to 20 carbon atoms, R 1 is a monovalent hydrocarbon having from 1 to 20 carbon atoms, n 1 is an integer from zero to 1 and n 2 is an integer from 1 to 3, ##STR93## wherein R 2 and R 3 are the same or different and are monovalent hydrocarbons having from 1 to 20 carbon atoms and n 3 is an integer from zero to 1, --R.sub.4 --A wherein R 4 is a divalent hydrocarbon having from 1 to about 22 carbon atoms and A is a free radical polymerizably activated monovalent unsaturated group, a is at least 1, b is zero or at least 2, c is 1 if b is zero and c is zero if b is at least 2, d is at least 1, except when b is zero and a is 1 then d is zero or greater, e is at least 1 and f is zero or greater, Z 1 through Z 7 are the same or different and at least one of Z 1 through Z 7 is equal to a hydrophilic sidechain, said Z 1 through Z 7 are selected from the group consisting of a monovalent hydrocarbon having from 1 to 20 carbon atoms, a halogenated monovalent hydrocarbon having from 1 to 20 carbon atoms and a hydrophilic sidechain with the following formulas selected from the group consisting of ##STR94## wherein R 5 is a divalent hydrocarbon having from 1 to 10 carbon atoms, R 6 is selected from the group consisting of methyl and hydrogen, R 7 is selected from the group consisting of hydrogen, a monovalent hydrocarbon having from 1 to 10 carbon atoms, ##STR95## wherein R 8 is selected from the group consisting of a monovalent hydrocarbon having from 1 to 10 carbon atoms and hydrogen, and n 4 is at least 1, --R.sub.9 --OH).sub.n.sbsb.5 wherein R 9 is a hydrocarbon having from 1 to 20 carbon atoms and a valence of n 5 +1, n 5 is at least 1, there cannot be an --OH group on an aliphatic carbon atom beta to the Si atom, and there cannot be more than one OH group on any one carbon atom, ##STR96## wherein R 10 is a divalent hydrocarbon having from 1 to 10 carbon atoms, R 11 is selected from the group consisting of hydrogen and methyl and R 12 is a hydrocarbon having from 2 to 20 carbon atoms and a valance of n 8 +1 and can have no more than one oxygen atom attached to any one carbon atom, n 6 is zero or greater, n 7 is an integer from zero to 1 and n 8 is at least 1, ##STR97## wherein R 13 is a divalent hydrocarbon having from 2 to 10 carbon atoms and the ##STR98## group is not attached to a carbon atom of R 13 which is alpha to the Si atom, R 14 and R 15 can be the same or different and are selected from the group consisting of a monovalent hydrocarbon having from 1 to 10 carbon atoms, hydrogen, --CH 2 --CH 2 ) n .sbsb.9 OH wherein n 9 is an integer from 1 to 3 and ##STR99## wherein R 16 and R 17 are the same or different and are selected from the group consisting of hydrogen and a monovalent hydrocarbon having from 1 to 10 carbon atoms and n 10 is an integer from 1 to 5, ##STR100## wherein R 18 is a divalent hydrocarbon having from 1 to 20 carbon atoms and R 19 and R 20 are the same or different and are selected from the group consisting of hydrogen and a monovalent hydrocarbon having from 1 to 10 carbon atoms, ##STR101## wherein R 21 is a divalent or trivalent hydrocarbon having from 1 to 10 carbon atoms and the S atom is not attached to R 21 by an aliphatic carbon atom beta to the Si atom, R 21 may or may not be attached to R 22 to form a ring which contains more than 3 carbon atoms and R 22 is selected from the group consisting of a hydrocarbon having from 1 to 10 carbon atoms and --O.sup.⊖ M.sup.⊕ where M is selected from the group consisting of a monovalent metal ion and a quaternery ammonium ion, and n 11 is an integer from 1 to 2, ##STR102## wherein R 23 is a divalent hydrocarbon having from 3 to 10 carbon atoms and the N.sup.⊕ must be attached to a carbon atom of R 23 which is at least 2 carbon atoms away from the Si atom, R 24 , R 25 and R 26 are the same or different and are monovalent hydrocarbons having from 1 to 10 carbon atoms, X 1 .sup.⊖ is a monovalent anion selected from the group consisting of halides, R 27 --COO.sup.⊖ wherein R 27 is selected from the group consisting of hydrogen, a monovalent hydrocarbon having from 1 to 10 carbon atoms and a halogenated monovalent hydrocarbon having from 1 to 10 carbon atoms and R 28 --SO 3 .sup.⊖ wherein R 28 is selected from the group consisting of a monovalent hydrocarbon having from 1 to 10 carbon atoms and a halogenated monovalent hydrocarbon having from 1 to 10 carbon atoms, ##STR103## wherein R 29 is a divalent hydrocarbon having from 1 to 10 carbon atoms and n 12 is an integer from 0 to 1 and when n 12 is 1 the oxygen cannot be attached to an aliphatic carbon atom in R 29 which is beta to the Si atom, R 30 is a divalent hydrocarbon having from 1 to 10 carbon atoms, R 31 is a hydrocarbon having from 2 to 20 carbon atoms and a valence of n 13 +1 and can have no more than one oxygen atom attached to any one carbon atom and n 13 is at least 1, ##STR104## wherein R 32 is a divalent hydrocarbon having from 1 to 10 carbon atoms and the ester oxygen atom bonded to R 32 cannot be attached to an aliphatic carbon atom in R 32 which is beta to the Si atom, R 33 is a hydrocarbon having from 2 to 20 carbon atoms and a valence of n 14 +1 and can have no more than one oxygen atom attached to any one carbon atom and n 14 is an integer of at least 1, ##STR105## wherein R 34 is a divalent hydrocarbon having from 1 to 10 carbon atoms, ##STR106## wherein R 35 is a divalent hydrocarbon having from 2 to 10 carbon atoms and n 15 is an integer from 1 to 10, ##STR107## wherein R 36 is a divalent hydrocarbon having from 2 to 10 carbon atoms and the carbonyl group is not attached to a carbon atom alpha to the Si atom, R 37 is selected from the group consisting of methyl and hydrogen, R 38 is selected from the group consisting of hydrogen, a monovalent hydrocarbon having from 1 to 10 carbon atoms and ##STR108## wherein R 39 is a monovalent hydrocarbon having from 1 to 10 carbon atoms and n 16 is at least 1, ##STR109## wherein R 40 is a divalent hydrocarbon having from 1 to 10 carbon atoms, R 41 and R 42 can be the same or different and are selected from the group consisting of hydrogen, a monovalent hydrocarbon having from 1 to 10 carbon atoms and --CH 2 ) n .sbsb.17 OH wherein n 17 is an integer from 2 to 4, ##STR110## wherein R 43 is a divalent hydrocarbon having from 2 to 10 carbon atoms and the S atom cannot be attached to a carbon atom of R 43 which is alpha to the Si atom, R 44 and R 45 can be the same or different and are selected from the group consisting of hydrogen and a monovalent hydrocarbon having from 1 to 10 carbon atoms, ##STR111## wherein R 46 is a divalent hydrocarbon having from 1 to 10 carbon atoms and n 18 is an integer from zero to 3, ##STR112## wherein R 47 and R 48 are selected from the group consisting of hydrogen, divalent or monovalent hydrocarbon having from 0 to 10 carbon atoms and R 49 is selected from the group consisting of hydrogen, divalent or monovalent hydrocarbon having from 1 to 10 carbon atoms and only one of R 47 , R 48 and R 49 must be a divalent hydrocarbon and attached to the Si atom, R 50 is selected from the group consisting of hydrogen, a monovalent hydrocarbon having from 1 to 10 carbon atoms and --CH 2 ) n .sbsb.20 OH where n 20 is an integer from 2 to 4, and n 19 is an integer from zero to 3, ##STR113## wherein R 51 is a divalent hydrocarbon having from 2 to 10 carbon atoms and the carbonyl group cannot be attached to a carbon atom of R 51 alpha to the Si atom and X 2 .sup.⊕ is a monovalent cation selected from the group consisting of monovalent metal cations and ##STR114## wherein R 52 , R 53 , R 54 and R 55 can be the same or different and selected from the group consisting of hydrogen and a monovalent hydrocarbon having from 1 to 10 carbon atoms, and ##STR115## wherein R 56 is a divalent hydrocarbon having from 2 to 10 carbon atoms and the carbonyl group cannot be attached to a carbon atom of R 56 which is alpha to the Si atom, R 57 is a divalent hydrocarbon having from one to 10 carbon atoms, R 58 is selected from the group consisting of hydrogen and a monovalent hydrocarbon having from 1 to 10 carbon atoms and n 21 is an integer from zero to 10, polymerized to form a polymer in a crosslinked network.