Hydrophobic biologically absorbable coatings for drug delivery devices and methods for fabricating the same

• US 7,056,591 B1
• Filed: 07/30/2003
• Issued: 06/06/2006
• Est. Priority Date: 07/30/2003
• Status: Expired due to Fees

• Current Assignee: Advanced Cardiovascular Systems Incorporated
• Original Assignee: Advanced Cardiovascular Systems Incorporated
• Inventors: Pacetti, Stephen D., Hossainy, Syed F. A.
• Primary Examiner(s): ZACHARIA, RAMSEY E
• Application Number:
  US10/630,250
• Time in Patent Office: 1,042 Days
• Field of Search: 428/411.1, 428/480, 623/1.46, 623/1.49
• US Class Current: 428/480
• CPC Class Codes: A61L 31/10 Macromolecular materials
• CPC Class Codes: C08L 67/04 Polyesters derived from hydroxycarboxylic acids, e.g. lactones C08L67/06 takes precedence
• CPC Class Codes: Y10T 428/31504 Composite [nonstructural laminate]
• CPC Class Codes: Y10T 428/31786 Of polyester [e.g., alkyd, etc.]

Abstract

A polymer coating for medical devices based on polyorthoesters and methods for fabricating the coating are disclosed.

Claims

1. A medical device, comprising a coating, the coating comprising a polymer including a unit having a formula:

2. The device of claim 1, wherein the hydroxylated functional compound comprises poly(alkylene glycols), hydroxylated poly(N-vinyl pyrrolidone), dextran, dextrin, hyaluronic acid, derivatives of hyaluronic acid, poly(2-hydroxyethyl methacrylate), hydroxy functional poly(styrene sulfonate), hydroxy functional phosphoryl choline methacrylate polymers, polymers with both hydroxyl and phosphoryl choline functionality, heparin, or combinations thereof.

3. The device of claim 2, wherein poly(alkylene glycols) are selected from a group consisting of poly(ethylene glycol), poly(propylene glycol), poly(tetramethylene glycol), and poly(ethylene oxide-co-propylene oxide).

4. A medical article, comprising an implantable substrate having a coating deposited on the substrate, the coating comprising a polymer, the polymer being a product of co-polycondensation of a diketene acetal, a diol and a hydroxylated functional compound,

wherein the diol comprises aliphatic, cycloaliphatic, aromatic, or organosilicon diols or combinations thereof,

wherein the aliphatic diol comprises alkylene glycols, poly- or oligoalkylene glycols, or combinations thereof, wherein the alkylene glycols are selected from the group consisting of ethylene glycol, 1,2-propylene glycol, 1,4-butanediol, 1,5-pentanediol, 1,7-heptanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, 1,11-undecanediol, 1,12-dodecanediol, 1,13-tridecanediol, 1,14-tetradecanediol, 1,15-pentadecanediol, 1,16-hexadecanediol, 1,3-propylene glycol, butane-1,3-diol, pentane-2,4-diol, hexane-2,5-diol, and combinations thereof,

wherein the hydroxylated functional compound comprises hydroxylated poly(N-vinyl pyrrolidone), dextran, dextrin, hyaluronic acid, derivatives of hyaluronic acid, poly(2-hydroxyethyl methacrylate), hydroxy functional poly(styrene sulfonate), hydroxy functional phosphoryl choline methacrylate polymers, polymers with both hydroxyl and phosphoryl choline functionalities, heparin or combinations thereof.

5. The article of claim 4, wherein the hydroxylated functional compound comprises dextran.

6. The article of claim 4, wherein the hydroxylated functional compound comprises dextrin.

7. The article of claim 4, wherein the hydroxylated functional compound comprises hyaluronic acid.

8. The article of claim 4, wherein the hydroxylated functional compound comprises derivatives of hyaluronic acid.

9. The article of claim 4, wherein the hydroxylated functional compound comprises poly(2-hydroxyethyl methacrylate).

10. The article of claim 4, wherein the hydroxylated functional compound comprises hydroxy functional poly(styrene sulfonate).

11. The article of claim 4, wherein the hydroxylated functional compound comprises hydroxy functional phosphoryl choline methacrylate polymers.

12. The article of claim 4, wherein the hydroxylated functional compound comprises polymers with both hydroxyl and phosphoryl choline functionality.

13. The article of claim 4, wherein the hydroxylated functional compound comprises heparin.