Stent coatings comprising hydrophilic additives

• US 20080021008A1
• Filed: 09/19/2007
• Published: 01/24/2008
• Est. Priority Date: 05/08/2003
• Status: Active Grant

• Current Assignee: Advanced Cardiovascular Systems Incorporated
• Original Assignee: Advanced Cardiovascular Systems Incorporated
• Inventors: Pacetti, Stephen, Tang, Yiwen
• Granted Patent: US 9,175,162 B2
• Time in Patent Office: Days
• US Class Current: 514/183
• 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
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: C08L 2666/04 Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
• CPC Class Codes: C08L 2666/22 Macromolecular compounds not provided for in C08L2666/16 - C08L2666/20
• CPC Class Codes: C08L 33/08 Homopolymers or copolymers of acrylic acid esters
• CPC Class Codes: C08L 33/10 Homopolymers or copolymers of methacrylic acid esters
• CPC Class Codes: C08L 71/02 Polyalkylene oxides
• CPC Class Codes: C08L 75/04 Polyurethanes
• CPC Class Codes: C09D 133/08 Homopolymers or copolymers of acrylic acid esters
• CPC Class Codes: C09D 133/10 Homopolymers or copolymers of methacrylic acid esters
• CPC Class Codes: C09D 133/12 Homopolymers or copolymers of methyl methacrylate

Abstract

A coating for implantable medical devices and a method for fabricating thereof are disclosed. The coating includes a mixture of a hydrophobic polymer and a polymeric hydrophilic additive, wherein the hydrophobic polymer and the hydrophilic additive form a physically entangled or interpenetrating system.

Claims

1. A method of fabricating a coating for an implantable medical device, comprising forming a coating on the device, the coating including a mixture of at least one hydrophobic polymer and at least one polymeric hydrophilic compound, wherein the macromolecular chains of the hydrophobic polymer and the hydrophilic compound form a physically entangled or intertwined system.

2. The method of claim 1, wherein the device is a stent.

3. The method of claim 1, wherein the hydrophobic polymer has a Hildebrand solubility parameter lower than about 10.7 (cal/cm³)^1/2.

4. The method of claim 1, wherein the hydrophobic polymer has an equilibrium water adsorption less than about 10 mass % at room temperature.

5. The method of claim 1, wherein the hydrophobic polymer comprises poly(meth)acrylates, vinyl polymers, polyolefins, halogenanated polymers, polymers having urethane groups, polybutyrals, nylon, silicones, polycarbonate, or polysulfone.

6. The method of claim 5, wherein the poly(meth)acrylates are selected from a group consisting of poly(methyl methacrylate), poly(ethyl methacrylate), poly(n-propyl methacrylate), poly(iso-propyl methacrylate), poly(n-butyl methacrylate), poly(iso-butyl methacrylate), poly(tert-butyl methacrylate), poly(methyl acrylate), poly(ethyl acrylate), poly(n-propyl acrylate), poly(iso-propyl acrylate), poly(n-butyl acrylate), poly(iso-butyl acrylate), and mixtures thereof.

7. The method of claim 5, wherein the vinyl polymers are selected from a group consisting of poly(ethylene-co-vinyl alcohol), poly(vinyl acetate), polystyrene, poly(styrene-co-iso-butylene), poly(styrene-co-ethylene-co-butylene-co-styrene) terpolymers, poly(styrene-co-butadiene-co-styrene) terpolymers, and mixtures thereof.

8. The method of claim 5, wherein the polyolefin is atactic polypropylene.

9. The method of claim 5, wherein the halogenanated polymers are selected from a group consisting of poly(vinyl fluoride), poly(vinylidene fluoride), polyhexafluoropropene, poly(hexafluoropropene-co-vinylidene fluoride), poly(ethylene-co-hexafluoropropene), polytetrafluoroethylene, poly(vinyl chloride), poly(vinylidene chloride), and mixtures thereof.

10. The method of claim 5, wherein the polymers having urethane groups are selected from a group consisting of polyether urethanes, polyester urethanes, polyurethaneureas, polycarbonate urethanes, silicone urethanes, and mixtures thereof.

11. The method of claim 1, wherein the polymeric hydrophilic compound is selected from a group consisting of polyalkylene glycols, hyaluronic acid, chondroitan sulfate, chitosan, glucosaminoglucans, dextran, dextrin, dextran sulfate, cellulose acetate, carboxymethyl cellulose, hydroxyethyl cellulose, cellulosics, polypeptides, poly(2-hydroxyethyl methacrylate), polyacrylamide, polyacrylimide, poly(ethylene amine), poly(allyl amine), poly(vinyl pyrrolidone), poly(vinyl alcohol), poly(acrylic acid), poly(methacrylic acid), acrylic acid copolymers, methacrylic acid copolymers, polyvinyl alkyl ethers, non-ionic tetrafunctional block-copolymer surfactants, gelatin, collagen, albumin, chitin, heparin, elastin, fibrin, and mixtures thereof.

12. The method of claim 11, wherein the polyalkylene glycols are selected from a group consisting of poly(ethylene glycol), poly(ethylene oxide), poly(propylene glycol), poly(ethylene oxide-co-propylene oxide), poly(trimethylene glycol), poly(tetramethylene glycol), and mixtures thereof.

13. The method of claim 1, wherein a ratio between the hydrophobic polymer and the polymeric hydrophilic additive is between about 99:

1 and about 9;

1.

14. The method of claim 1, wherein the coating additionally comprises a drug.

15. The device of claim 14, wherein the drug is selected from a group consisting of rapamycin, 40-O-(2-hydroxy)ethyl-rapamycin, 40-O-(3-hydroxy)propyl-rapamycin, 40-O-[2-(2-hydroxy)ethoxy]ethyl-rapamycin, 40-O-tetrazole-rapamycin, and combinations thereof.