Surface treatment of medical device

• US 6,428,839 B1
• Filed: 06/02/2000
• Issued: 08/06/2002
• Est. Priority Date: 06/02/2000
• Status: Expired due to Fees

• Current Assignee: Bausch & Lomb Incorporated (Bausch Health Cos., Inc.)
• Original Assignee: Bausch & Lomb Incorporated (Bausch Health Cos., Inc.)
• Inventors: Salamone, Joseph C., Seelye, David E., Künzler, Jay F.
• Primary Examiner(s): Dawson, Robert
• Assistant Examiner(s): Robertson, Jeffrey B.
• Application Number:
  US09/586,941
• Time in Patent Office: 795 Days
• Field of Search: 427/2.1, 427/2.12, 427/2.24, 427/2.28, 427/430.1, 427/445, 351/160.H, 351/160.R
• US Class Current: 427/2.1
• CPC Class Codes: A61L 27/34 Macromolecular materials
• CPC Class Codes: A61L 29/085 Macromolecular materials
• CPC Class Codes: A61L 31/10 Macromolecular materials
• CPC Class Codes: C08J 2433/00 Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
• CPC Class Codes: C08J 7/0427 with only one layer of a composition containing a polymer binder with more layers C08J7/042
• CPC Class Codes: C08J 7/056 Forming hydrophilic coatings
• CPC Class Codes: C08L 33/02 Homopolymers or copolymers of acids; Metal or ammonium salts thereof
• CPC Class Codes: C08L 33/26 Homopolymers or copolymers of acrylamide or methacrylamide

Abstract

The invention provides a method for improving the wettability of a medical device, comprising the steps of:

(a) providing a medical device formed from a monomer mixture comprising a hydrophilic monomer and a silicone-containing monomer, wherein said medical device has not been subjected to a surface oxidation treatment;

(b) contacting a surface of the medical device with a solution comprising a proton-donating wetting agent, whereby the wetting agent forms a complex with the hydrophilic monomer on the surface of the medical device in the absence of a surface oxidation treatment step and without the addition of a coupling agent.

Claims

1. A method for improving the wettability of a medical device, comprising the steps of:

(a) providing a medical device formed from a monomer mixture comprising a hydrophilic monomer and a silicone-containing monomer, wherein said medical device has not been subjected to a surface oxidation treatment;

(b) contacting a surface of the medical device with a wetting agent solution comprising at least one proton-donating wetting agent selected from the group consisting of P(vinylpyrolidinone(VP)-co-acrylic acid(AA)), P(methylvinylether-alt-maleic acid), P(acrylic acid-graft-ethyleneoxide), P(acrylic acid-co-methacrylic acid), P(acrylamide-co-AA), P(acrylamide-co-AA), P(AA-co-maleic), and P(butadiene-maleic acid), whereby the wetting agent forms a complex with the hydrophilic monomer on the surface of the medical device in the absence of a surface oxidation treatment step and without the addition of a coupling agent.

2. The method of claim 1 wherein said wetting agent solution comprises at least one polymer containing carboxylic acid functionality.

3. The method of claim 1, wherein the medical device comprises in bulk formula 5 to 50 percent by weight of one or more silicone macromonomers and 5 to 50 percent by weight of a hydrophilic monomer.

4. The method of claim 3, wherein the hydrophilic monomer is selected from the group consisting of unsaturated carboxylic acids, vinyl lactams, acrylamides, vinyl carbonate or vinyl carbamate, oxazolone monomers, and mixtures thereof.

5. The method of claim 3, wherein the hydrophilic monomer is selected from the group consisting of methacrylic and acrylic acids, 2-hydroxyethylmethacrylate, N-vinylpyrrolidone, methacrylamide, N,N-dimethylacrylamide, and mixtures thereof.

12. The method of claim 1 wherein said medical device is an opthalmic lens.

13. The method of claim 12 wherein said opthalmic lens is a contact lens.

14. The method of claim 13 wherein said contact lens is a silicone hydrogel lens.

15. The method of claim 12 wherein said contact lens is a rigid-gas-permeable lens.

6. A method for improving the wettability of a medical device, comprising the steps of:

(a) providing a medical device formed from a monomer mixture comprising a hydrophilic monomer and a silicone-containing monomer, wherein said medical device has not been subjected to a surface oxidation treatment;

(b) contacting a surface of the medical device with a solution comprising a wetting agent selected from the group consisting of polymers or copolymers of (meth)acrylic acid, whereby the wetting agent forms a complex with the hydrophilic monomer on the surface of the medical device in the absence of a surface oxidation treatment step and without the addition of a coupling agent.

7. The method of claim 6, wherein the medical device comprises in bulk formula 5 to 50 percent by weight of one or more silicone macromonomers and 5 to 50 percent by weight of a hydrophilic monomer.

8. The method of claim 6, wherein the hydrophilic monomer is selected from the group consisting of unsaturated carboxylic acids, vinyl lactams, acrylamides, vinyl carbonate or vinyl carbamate, oxazolone monomers, and mixtures thereof.

9. The method of claim 8, wherein the hydrophilic monomer is selected from the group consisting of methacrylic and acrylic acids, 2-hydroxyethylmethacrylate, N-vinylpyrrolidone, methacrylamide, N,N-dimethylacrylamide, and mixtures thereof.

10. The method of claim 6 wherein said polymer or copolymer of (meth)acrylic acid is characterized by acid content of at least about 40 mole percent.

11. The method of claim 10 wherein said polymer is characterized by acid content of at least about 50 mole percent.

16. A method for improving the wettability of a medical device comprising the steps of:

(a) providing a medical device formed from a monomer mixture comprising a silicone-containing monomer and at least one hydrophilic monomer selected from the group consisting of N-vinyl-2-pyrrolidone and N,N-dimethylacrylamide, wherein said medical device has not, been subjected to a surface oxidation treatment; and

(b) contacting a surface of the medical device with a solution comprising at least one selected from the group consisting of poly(acrylic acid) and poly(acrylic acid-co-acrylamide).

17. The method of claim 16 further comprising acidifying said solution of step (b) to provide a solution pH of less than 5.