Crosslink Agents and Dual Radical Cure Polymer
AssigneeBausch & Lomb Incorporated
InventorsIvan M. Nunez, Joseph A. McGee, David E. Seelye
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Abstract
Crosslink agents used to copolymerize at least one hydrophilic monomer with at least one lens monomer typically used to prepare polymeric materials for ophthalmic lenses. The crosslink agents have a relatively high selectivity for the hydrophilic monomer and limited reactivity with the crosslink agent used to polymerize the lens monomer. Accordingly, the invention is also directed to a hydrophilic crosslinked polymer that comprises at least two monomeric units and at least two different crosslink units. The use of the dual crosslink system provides an improved means to control the final chemical, physical and structural characteristics of the resulting polymer.
Claims22
A compound of general formula I
- wherein R1, R2, R3, R4, R7 and R8 are independently selected from hydrogen, C1-C4alkyl, C1-C2alkanol or hydroxyl;
- A is O, O(CH2CH2O)v or [SiR5R6O]wSiR5R6, wherein R5 and R6 are independently selected from C1-C4alkyl or phenyl, and v is from 1-20 and w is from 0 to 60;
- D is a straight or branched alkyl with two to eight carbons or a cyclic hydrocarbon with five to eight ring carbons, wherein one or two of the alkyl or cyclic carbon atoms is optionally substituted for an oxygen atom, sulfur atom or nitrogen radical;
- and
- m and n are integers independently selected from 1 to 10;
- p is 0 or 1;
- and q is an integer from 0 to 6.
A polymer comprising the reaction product of two or more crosslink agents, a hydrophilic monomer and a lens monomer, wherein at least one of the crosslink agents is of general formula I
- wherein R1, R2, R3, R4, R7 and R8 are independently selected from hydrogen, C1-C4alkyl, C1-C2alkanol or hydroxyl;
- A is O, O(CH2CH2O)v or [SiR5R6O]wSiR5R6, wherein R5 and R6 are independently selected from methyl, ethyl or phenyl, and v is from 1-20 and w is from 0 to 60;
- D is a straight or branched alkyl with two to eight carbons or a cyclic hydrocarbon with five to eight ring carbons, wherein one or two of the alkyl or cyclic carbon atoms is optionally substituted for an oxygen atom, sulfur atom or nitrogen radical;
- and
- m and n are integers independently selected from 1 to 10;
- p is 0 or 1;
- and q is an integer from 0 to 6.
A compound of general formula III
- wherein R1, R2, R3, R4, R7 and R8 are independently selected from hydrogen, C1-C4alkyl, C1-C2alkanol or hydroxyl;
- and R9 is independently selected from hydrogen, C1-C4alkyl or C1-C3alkanol;
- A is O, O(CH2CH2O)v or [SiR5R6O]wSiR5R6, wherein R5 and R6 are independently selected from methyl, ethyl or phenyl, and v is from 1-20 and w is from 0 to 60;
- D is a straight or branched alkyl with two to eight carbons or a cyclic hydrocarbon with five to eight ring carbons, wherein one or two of the alkyl or cyclic carbon atoms is optionally substituted for an oxygen atom, sulfur atom or nitrogen radical;
- and
- m and n are integers independently selected from 1 to 10;
- p is 0 or 1;
- and q is an integer from 0 to 6.
A polymer comprising the reaction product of two or more crosslink agents, a hydrophilic monomer and a lens monomer, wherein at least one of the crosslink agents is of general formula III
- wherein R1, R2, R3, R4, R7 and R8 are independently selected from hydrogen, C1-C4alkyl, C1-C2alkanol or hydroxyl;
- A is O, O(CH2CH2O)v or [SiR5R6O]wSiR5R6, wherein R5 and R6 are independently selected from C1-C4alkyl or phenyl, and v is from 1-20 and w is from 0 to 60;
- D is a straight or branched alkyl with two to eight carbons or a cyclic hydrocarbon with five to eight ring carbons, wherein one or two of the alkyl or cyclic carbon atoms is optionally substituted for an oxygen atom, sulfur atom or nitrogen radical;
- and
- m and n are integers independently selected from 1 to 10;
- p is 0 or 1;
- and q is an integer from 0 to 6.
Dependencies are inferred from the claim text.