Polymers of fluorinated monomers and hydrocarbon monomers

• US 9,339,592 B2
• Filed: 04/09/2007
• Issued: 05/17/2016
• Est. Priority Date: 12/22/2004
• Status: Active Grant

• Current Assignee: Abbott Cardiovascular Systems Incorporated (Abbott Laboratories Incorporated)
• Original Assignee: Abbott Cardiovascular Systems Incorporated (Abbott Laboratories Incorporated)
• Inventors: Pacetti, Stephen D.
• Primary Examiner(s): Mulcahy, Peter D
• Assistant Examiner(s): HU, HENRY S
• Application Number:
  US11/784,997
• Publication Number:
  US 20070191561A1
• Time in Patent Office: 3,326 Days
• Field of Search: 525/191, 424/423, 524/520, 524/544, 604/265
• US Class Current: 1/1
• CPC Class Codes: A61K 31/10 Sulfides; Sulfoxides; Sulfones
• CPC Class Codes: A61K 31/436 the heterocyclic ring system containing a six-membered ring having oxygen as a ring hetero atom, e.g. rapamycin
• CPC Class Codes: A61L 2300/416 Anti-neoplastic or anti-proliferative or anti-restenosis or anti-angiogenic agents, e.g. paclitaxel, sirolimus
• CPC Class Codes: A61L 31/048 obtained by reactions only involving carbon-to-carbon unsaturated bonds A61L31/041 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
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: C08F 214/18 Monomers containing fluorine
• CPC Class Codes: C08F 295/00 Macromolecular compounds obtained by polymerisation using successively different catalyst types without deactivating the intermediate polymer
• CPC Class Codes: C08L 27/12 containing fluorine atoms
• CPC Class Codes: C09D 127/16 Homopolymers or copolymers of vinylidene fluoride

Abstract

A polymer of fluorinated monomers and hydrocarbon monomers is provided. It is also provided a polymer blend that contains a polymer-formed of fluorinated monomers and hydrocarbon monomers and another biocompatible polymer. The polymer or polymer blend described herein and optionally a bioactive agent can form an implantable device such as a stent or a coating on an implantable device such as a drug-delivery stent, which 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. A biocompatible polymer comprising fluorinated monomers and hydrocarbon monomers, having the structure of formula I:

3. The biocompatible polymer of claim 1, wherein the fluoro monomers are selected from the group consisting of —

CH₂—

CHF—

, —

CHF—

CHF—

, —

CClF—

CF₂—

, —

CHF—

C(CF₃)F—

, —

CF₂—

C(CF₃)H—

, —

CF₂—

CR″

F—

, —

CHF—

CR″

F—

, —

CF₂—

CR″

H—

, —

CH₂—

CR″

F—

, and —

CFH—

CR″

H—

wherein R″

is selected from Cl, Br, I, methyl, ethyl, n-propyl, iosopropyl, short chain alkyl groups, substituted phenyl, cyclic alkyl, heterocyclic alkyl, heteroaryl, fluorinated short chain alkyl groups, fluorinated phenyl, fluorinated cyclic alkyl, and fluorinated heterocyclic groups.

5. The biocompatible polymer of claim 3 wherein the hydrocarbon monomer is one or more isobutylene, methyl styrene, or alkyl substituted styrene.

2. A biocompatible polymer comprising fluorinated monomers and hydrocarbon monomers, having the structure of formula I:

4. The biocompatible polymer of claim 2, wherein the fluoro monomers are selected from the group consisting of —

CH₂—

CHF—

, —

CHF—

CHF—

, —

CClF—

CF₂—

, —

CHF—

C(CF₃)F—

, —

CF₂—

C(CF₃)H—

, —

CF₂—

CR″

F—

, —

CHF—

CR″

F—

, —

CF₂—

CR″

H—

, —

CH₂—

CR″

F—

, and —

CFH—

CR″

H—

where R″

is selected from Cl, Br, I, methyl, ethyl, n-propyl, iosopropyl, short chain alkyl groups, substituted phenyl, cyclic alkyl, heterocyclic alkyl, heteroaryl, fluorinated short chain alkyl groups, fluorinated phenyl, fluorinated cyclic alkyl, and fluorinated heterocyclic groups.