Brush copolymers
View Patent ↗Brush copolymers containing (a) monomeric units derived from an ethylenically unsaturated monomer containing one or more boronic acid moieties and; and (b) monomeric units derived from an ethylenically unsaturated-containing hydrophilic macromonomer are disclosed.
1. A biomedical device having a coating on a surface thereof, the coating comprising a brush copolymer comprising (a) monomeric units derived from an ethylenically unsaturated monomer containing one or more boronic acid moieties and; and (b) monomeric units derived from an ethylenically unsaturated hydrophilic macromonomer, wherein the hydrophilic macromonomer comprises units derived from a hydrophilic monomer selected from the group consisting of vinyl lactam, amide, polymerizable amine, vinyl carbonate, vinyl carbamate, oxazolone monomer and mixtures thereof.
2. The biomedical device of claim 1 , wherein the brush copolymer has a backbone of the monomeric units derived from an ethylenically unsaturated monomer containing one or more boronic acid moieties; and bristles of the monomeric units derived from the ethylenically unsaturated hydrophilic macromonomer.
3. The biomedical device of claim 1 , wherein the ethylenically unsaturated monomer containing one or more boronic acid moieties comprises an ethylenically unsaturated containing aryl boronic acid.
4. The biomedical device of claim 1 , wherein the ethylenically unsaturated monomer containing one or more boronic acid moieties is selected from the group consisting of 4-vinylphenylboronic acid, 3-methacrylamidophenylboronic acid, 3-acrylamidophenylboronic acid and mixtures thereof.
5. The biomedical device of claim 1 , wherein the hydrophilic macromonomer is made using ATRP or RAFT polymerization.
6. The biomedical device of claim 1 , wherein the hydrophilic macromonomer has a number average molecular weight of about 500 to about 200,000.
7. The biomedical device of claim 1 , wherein the brush copolymer further comprises monomeric units derived from an ethylenically unsaturated monomer containing a tertiary-amine moiety.
8. The biomedical device of claim 1 , wherein the brush copolymer further comprises monomeric units derived from an ethylenically unsaturated monomer containing a hydrophilic moiety capable of rendering the brush copolymer water-soluble.
9. The biomedical device of claim 2 , wherein the backbone further comprises monomeric units derived from an ethylenically unsaturated monomer containing a tertiary-amine moiety; and monomeric units derived from an ethylenically unsaturated monomer containing a hydrophilic moiety capable of rendering the brush copolymer water-soluble.
10. The biomedical device of claim 1 , wherein the brush copolymer comprises about 1 to about 20 mole percent of the boronic acid-containing monomeric units, about 1 to about 20 mole percent of the monomeric units derived from the ethylenically unsaturated hydrophilic macromonomer, about 1 to about 20 mole percent of monomeric units derived from an ethylenically unsaturated monomer containing a tertiary-amine moiety, and about 40 to about 90 mole percent of monomeric units derived from an ethylenically unsaturated monomer containing a hydrophilic moiety capable of rendering the brush copolymer water-soluble.
11. The biomedical device of claim 1 , wherein the biomedical device is an ophthalmic lens.
12. The biomedical device of claim 11 , wherein the ophthalmic lens is a contact lens or an intraocular lens.