Process for the coating of biomedical articles

• US 20080152800A1
• Filed: 12/19/2007
• Published: 06/26/2008
• Est. Priority Date: 12/21/2006
• Status: Active Grant

• Current Assignee: Alcon Incorporated
• Original Assignee: Novartis Ag
• Inventors: Arndt, Heike, Seiferling, Bernhard, Matsuzawa, Yasuo, Bothe, Harald, Schmid, Katharina
• Granted Patent: US 8,158,192 B2
• Time in Patent Office: Days
• US Class Current: 427/164
• CPC Class Codes: A61L 27/34 Macromolecular materials
• CPC Class Codes: C08L 33/08 Homopolymers or copolymers of acrylic acid esters

Abstract

The invention relates to a process for the manufacture of a hydrophilic coating on a biomedical article, which comprises treating the biomedical article for a time period of ≦5 minutes with a solution of an organic solvent comprising a polyanionic compound with a number average molecular weight M_n of >5000, wherein the solution comprises less than 10% by weight of water, and wherein the solution is devoid of a cationic polymer. The coated biomedical articles obtainable by the process of the invention have desirable characteristics regarding adherence to the substrate, durability, hydrophilicity, wettability, biocompatibility and permeability and are thus especially useful in the field of ophthalmic devices.

Claims

1. A process for the hydrophilic coating of a biomedical article, comprising:

treating the biomedical article for a time period of ≦

5 minutes with a solution of an organic solvent comprising a polyanionic compound with a number average molecular weight M_n of >

5000, wherein the solution comprises less than 20% by weight of water, and wherein the solution is devoid of a cationic polymer.

2. A process according to claim 1, wherein the solution comprises less than 10% by weight of water.

3. A process according to claim 1, wherein the biomedical article is a soft contact lens comprising a hydrophobic bulk material selected from the group consisting of a silicon hydrogel, a perfluoroalkyl polyether and a mixture thereof.

4. A process according to claim 1, wherein the polyanionic compound is a polyacrylic acid or a copolymer of acrylic acid and a comonomer selected from the group consisting of methacrylic acid, itaconic acid, maleic acid, maleic anhydride, N-vinylpyrrolidone, methylvinylether, acrylamide, N,N-dimethylacrylamide and a monovinyl polyethylene oxide, in particular a polyacrylic acid.

5. A process according to claim 1, wherein the number average molecular weight M_n of the polyanionic compound is from 7500 to 1 million, preferably from 20000 to 750000, and in particular from 80000 to 500000.

6. A process according to claim 1, wherein the organic solvent is a C₂-C₄-alcohol or a glycol ether, in particular ethanol or diethylene glycol monoethylether.

7. A process according to claim 1, wherein the solution for treatment of the biomedical article is a solution of a polyacrylic acid or a copolymer of acrylic acid and a comonomer selected from the group consisting of methacrylic acid, maleic acid, maleic anhydride, itaconic acid, N-vinylpyrrolidone, methylvinylether, acrylamide, N,N-dimethylacrylamide and a monovinyl polyethylene oxide, in a C₂-C₄-alcohol or a diethyleneglycol mono-C₁-C₄-alkylether, wherein the number average molecular weight M_n of the polyacrylic acid homo- or copolymer is from 7500 to 1 million, and wherein the pH value of the solution is ≦

4.

8. A process according to claim 1, wherein the solution for treatment of the biomedical article is a solution of a polyacrylic acid having a number average molecular weight M_n of from 20000 to 500000 in ethanol, wherein the pH value of the solution is from 1.5 to 3.5 and in particular from 1.8 to 3.

9. A process according to claim 1, wherein the time period of the treatment is ≦

1 minute, preferably ≦

30 seconds and in particular ≦

10 seconds.

10. A process according to claim 1, further comprising a step of contacting the biomedical article with a solvent after the biomedical article is removed from the treatment solution, wherein the solvent has the ability to shrink the organic bulk material underlying the biomedical article, and wherein the solvent is miscible with the solvent of the treatment solution.

11. A process according to claim 10, further comprising a step of treating the biomedical article, after the shrinking step, with an aqueous solution comprising a neutral or slightly basic pH.

12. The coated biomedical article made according to claim 1.

13. The coated biomedical article made according to claim 1 is a coated contact lens.