Lubricious coatings for medical devices

• US 6,340,465 B1
• Filed: 04/12/1999
• Issued: 01/22/2002
• Est. Priority Date: 04/12/1999
• Status: Active Grant

• Current Assignee: Baxter International Inc., Edwards Lifesciences Corporation
• Original Assignee: Edwards Lifesciences Corporation
• Inventors: Hu, Can B., Hsu, Li-Chien
• Primary Examiner(s): Page, Thurman K.
• Assistant Examiner(s): FUBARA, BLESSING M
• Application Number:
  US09/290,501
• Time in Patent Office: 1,016 Days
• Field of Search: 424/422, 424/448, 424/400, 523/122, 527/2, 514/772.3, 514/772.4
• US Class Current: 424/400
• CPC Class Codes: A61L 2300/606 Coatings
• CPC Class Codes: A61L 29/085 Macromolecular materials
• CPC Class Codes: A61L 29/16 Biologically active materials, e.g. therapeutic substances A61L29/048 takes precedence
• CPC Class Codes: A61L 31/10 Macromolecular materials
• CPC Class Codes: A61L 31/16 Biologically active materials, e.g. therapeutic substances A61L31/047 takes precedence

Abstract

Biocompatible surfaces on medical devices, particularly those formed of synthetic materials, are produced by providing coating compounds having crosslinked regions capable of entrapping biocompatible molecules on the surfaces of medical devices in order to form a stable base layer. The crosslinked base layer is lubricious and is able to function as an entrapping or coupling site for additional biocompatible agents, which agents may be stably incorporated into its crosslinked lattice. Thus, the coatings of the present invention have enhanced lubricity and may also have antimicrobial, protein-repelling, and/or antithrombotic properties. The present invention thus discloses novel, stable, biocompatible coating compositions, devices coated with the compositions of the present invention, methods of making and applying such compounds, and methods of preparing and using devices and apparatus coated with such compositions.

Claims

1. A stable, lubricious, biocompatible coating composition comprising a coupling agent, a polyfunctional polymer and at least one biocompatible agent, wherein said coupling and said polyfunctional polymer are in a ratio ranging from 10:

1 to 0.1;

1, and wherein said coupling agent and said polymer chemically interact to form a three-dimensional crosslinking network which is capable of physically entrapping said biocompatible agent.

2. The composition of claim 1, wherein said coupling agent is capable of chemically linking said polyfunctional polymer to the surface of a medical device.

3. The composition of claim 1, wherein said polyfunctional polymer has two or more functionalities.

4. The composition of claim 1, wherein said polyfunctional polymer has an equivalent weight of 100 or less.

5. The composition of claim 1, wherein said coupling agent has an epoxy functionality of two (2) or greater.

6. The composition of claim 1, wherein said polyfunctional polymer is selected from the group consisting of polyethylenimine, polyvinyl alcohol, polyacrylic acid, and polyacrylamide.

7. The composition of claim 1, wherein said coupling agent comprises one or more epoxides.

8. The composition of claim 7, wherein said one or more epoxides are polyepoxides.

9. The composition of claim 7, wherein said one or more epoxides are polyglycidyl ether compounds.

10. The composition of claim 9, wherein said polyglycidyl ether compounds are selected from the group consisting of diglycidyl ethers, triglycidyl ethers, and tetraglycidyl ethers.

11. The composition of claim 7, wherein said one or more epoxides are selected from the group consisting of sorbitol polyglycidyl ether, polyglycerol polyglycidyl ether, pentaerythritol polyglycidyl ether, diglycerol polyglycidyl ether, triglycidyl tris(2-hydroxyethyl)isocyanurate, glycerol polyglycidyl ether, trimethylolpropane polyglycidyl ether, resorcinol diglycidyl ether, glycidyl ester ether of p-hydroxybenzoic acid, hydroquinone diglycidyl ether, neopentyl glycol diglycidyl ether, 1,6-hexanediol diglycidyl ether, bisphenol A (PO)₂ diglycidyl ether, bisphenol S diglycidyl ether, hydrogenated bisphenol A diglycidyl ether, ethylene polyethylene glycol diglycidyl ether, propylene polypropylene glycol diglycidyl ether, polytetramethylene glycol diglycidyl ether, adipic acid diglycidyl ester, terephthalic acid diglycidyl ester, o-phthalic acid diglycidyl ester, and higher dicarboxylic acid diglycidyl ester.

12. The composition of claim 1, wherein said coupling agent is selected from the group consisting of isocyanates, aldehydes and carbodiimides.

13. The composition of claim 12, wherein said isocyanates are selected from the group consisting of toluene diisocyanate, diphenylmethane diisocyanate, dicyclohexylmethane diisocyanate, and hexamethylene diisocyanate.

14. The composition of claim 1, wherein said biocompatible agent is a hydrophilic polymer.

15. The composition of claim 14, wherein said hydrophilic polymer is selected from the group consisting of polyvinylpyrrolidone (PVP), PVP/vinyl acetate copolymer, and polyethylene oxide.

16. The composition of claim 1, wherein said biocompatible agent is selected from the group consisting of antibacterial agents, antimicrobial agents, antihistamines, anti-inflammatory agents, anticholinergic agents, antiparasitic agents, antiviral agents, inhibitors, diagnostic agents, ophthalmic agents, chelating agents, immunosuppressive agents, antimetabolites, anesthetics, antifungal agents, amoebicidal agents, trichomonacidal agents, analgesic agents, antiarthritic agents, antiasthmatic agents, anticonvulsants, antidepressants, antidiabetic agents, antineoplastics, antipsychotic agents, antihypertensive agents, muscle relaxants, proteins, peptides, hormones and lubricating agents.