Polymers containing siloxane monomers

• US 9,580,558 B2
• Filed: 06/09/2008
• Issued: 02/28/2017
• Est. Priority Date: 07/30/2004
• Status: Active Grant

• Current Assignee: Abbott Cardiovascular Systems Incorporated (Abbott Laboratories Incorporated)
• Original Assignee: Abbott Cardiovascular Systems Incorporated (Abbott Laboratories Incorporated)
• Inventors: Ding, Ni, Pacetti, Stephen D.
• Primary Examiner(s): BREDEFELD, RACHAEL EVA
• Application Number:
  US12/135,921
• Publication Number:
  US 20080262606A1
• Time in Patent Office: 3,186 Days
• Field of Search: 623/1.42
• US Class Current: 1/1
• CPC Class Codes: A61L 2300/00 Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
• 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: C08G 77/442 containing vinyl polymer sequences
• CPC Class Codes: C08L 83/04 Polysiloxanes

Abstract

A polymer of siloxanes as flexibility monomers and strength monomers is provided. It is also provided a polymer blend that contains a polymer formed of siloxane monomers and strength monomers and another biocompatible polymer. The biocompatible polymer or polymer blend described herein and optionally a bioactive agent can form a coating on an implantable device such as a drug-delivery stent. The implantable device can be used for treating or preventing a disorder such as atherosclerosis, thrombosis, restenosis, hemorrhage, vascular dissection or perforation, vascular aneurysm, vulnerable plaque, chronic total occlusion, claudication, anastomotic proliferation for vein and artificial grafts, bile duct obstruction, ureter obstruction, tumor obstruction, or combinations thereof.

Claims

1. An implantable device comprising a biocompatible coating thereon, wherein the biocompatible coating comprises a biocompatible polymer comprising siloxane monomers that impart flexibility to the polymer and monomers that impart mechanical strength to the polymer;

wherein the polymer has the structure of Formula I;

2. The implantable device according to claim 1, wherein the coating further comprises a biobeneficial material which is a polyether, copoly(ether-ester), polyalkylene oxide, polyalkylene oxalate, polyphosphazene, phosphoryl choline, choline, poly(aspirin), polymer or co-polymer of hydroxyl bearing monomers and carboxylic acid bearing monomers, polystyrene-polyisoprene-polystyrene-co-PEG (SIS-PEG), polystyrene-PEG, polyisobutylene-PEG, polycaprolactone-PEG (PCL-PEG), PLA-PEG, poly(methyl methacrylate)-PEG (PMMA-PEG), polydimethylsiloxane-co-PEG (PDMS-PEG), or poly(vinylidene fluoride)-PEG (PVDF-PEG).

3. The implantable device of claim 1 which is a drug-delivery stent, wherein the coating further comprises a bioactive agent.

4. The implantable device of claim 2 which is a drug-delivery stent, wherein the coating further comprises a bioactive agent.

5. The drug-delivery stent of claim 3, wherein the bioactive agent is paclitaxel, docetaxel, estradiol, nitric oxide donors, superoxide dismutases, super oxide dismutase mimics, 4-amino-2,2,6,6-tetramethylpiperidine-1-oxyl (4-amino-TEMPO), tacrolimus, dexamethasone, 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, ABT-578, clobetasol, progenitor cell capturing antibodies, or a combination thereof.

6. The drug-delivery stent of claim 4, wherein the bioactive agent is paclitaxel, docetaxel, estradiol, nitric oxide donors, superoxide dismutases, super oxide dismutase mimics, 4-amino-2,2,6,6-tetramethylpiperidine-1-oxyl (4-amino-TEMPO), tacrolimus, dexamethasone, 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, ABT-578, clobetasol, progenitor cell capturing antibodies, or a combination thereof.

7. The implantable device of claim 1, wherein the coating further comprises a block copolymer comprising flexible poly(ethylene glycol terephthalate)/poly(butylene terephthalate) (PEGT/PBT) segments.

8. The implantable device of claim 1, wherein the coating further comprises poly(ethylene glycol), PEO/PLA, poly(ethylene oxide), poly(propylene oxide), poly(ether ester), hydroxyethyl methacrylate (HEMA), hydroxypropyl methacrylate (HPMA), hydroxypropyl methacrylamide, PEG acrylate (PEGA), PEG methacrylate, 2-methacryloyloxyethylphosphorylcholine (MPC), n-vinyl pyrrolidone (VP), methacrylic acid (MA), acrylic acid (AA), alkoxymethacrylate, alkoxyacrylate, 3-trimethylsilylpropyl methacrylate (TMSPMA), polypropylene oxide-co-polyethylene glycol, poly(tetramethylene glycol), hydroxy functional poly(vinyl pyrrolidone), fibrin, fibrinogen, cellulose, starch, collagen, dextran, dextrin, hyaluronic acid, heparin, glycosamino glycan (GAG), polysaccharide, elastin, chitosan, alginate, silicones, or a combination thereof.

9. The implantable medical device of claim 2, wherein the biobeneficial material is poly(ethylene glycol).

10. The implantable medical device of claim 2, wherein Z₁ is oxygen (O).

11. The implantable device of claim 1 which is a drug-delivery stent, wherein the coating further comprises a bioactive agent bonded to the biocompatible polymer.

12. The drug-delivery stent of claim 11, wherein the bioactive agent is paclitaxel, docetaxel, estradiol, nitric oxide donors, superoxide dismutases, super oxide dismutase mimics, 4-amino-2,2,6,6-tetramethylpiperidine-1-oxyl (4-amino-TEMPO), tacrolimus, dexamethasone, 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, ABT-578, clobetasol, progenitor cell capturing antibodies, or a combination thereof.