Zwitterionic terpolymers, method of making and use on medical devices

• US 8,722,826 B2
• Filed: 04/15/2013
• Issued: 05/13/2014
• Est. Priority Date: 11/21/2006
• Status: Expired due to Fees

• Current Assignee: Abbott Cardiovascular Systems Incorporated (Abbott Laboratories)
• Original Assignee: Abbott Cardiovascular Systems Incorporated (Abbott Laboratories)
• Inventors: Pacetti, Stephen Dirk, Roorda, Wouter Erik
• Primary Examiner(s): Bernshteyn, Michael
• Application Number:
  US13/863,261
• Publication Number:
  US 20130296513A1
• Time in Patent Office: 393 Days
• Field of Search: 526/277, 526/319, 526/312, 526/320, 526/328.5, 424/423
• US Class Current: 526/277
• CPC Class Codes: A61F 2/91 made from perforated sheet material or tubes, e.g. perforated by laser cuts or etched holes
• CPC Class Codes: A61L 27/34 Macromolecular materials
• CPC Class Codes: A61L 31/10 Macromolecular materials
• CPC Class Codes: C08F 220/1804 C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
• CPC Class Codes: C08F 220/281 and containing only one oxygen, e.g. furfuryl (meth)acrylate or 2-methoxyethyl (meth)acrylate
• CPC Class Codes: C08F 220/282 and containing two or more oxygen atoms
• CPC Class Codes: C08F 220/36 containing oxygen in addition to the carboxy oxygen , e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
• CPC Class Codes: C08F 230/02 containing phosphorus
• CPC Class Codes: C08L 33/14 of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
• CPC Class Codes: C09D 133/14 of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen

Abstract

Biocompatible terpolymers are manufactured to include a zwitterionic monomer, an alkoxy acrylate monomer, and a hydrophobic monomer.

Claims

1. A biocompatible polymer comprising a copolymer having the formula:

2. A biocompatible polymer as in claim 1, wherein the zwitterion group is of formula -A⁴-R³N⁺(R⁴)₂—

R⁵—

V⁻

.

3. A biocompatible polymer as in claim 1, wherein the zwitterion group is of formula

4. A biocompatible polymer as in claim 1, wherein the zwitterion group is of formula

5. A biocompatible polymer as in claim 1, wherein R₆ is selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, 2-ethyl-hexyl, n-hexyl, cyclohexyl, isobornyl, trimethylcyclohexyl, and combinations thereof.

6. A biocompatible polymer as in claim 1, wherein R₅ is methyl.

7. A biocompatible polymer as in claim 1, wherein R₅ is ethyl.

8. A biocompatible polymer as in claim 1, wherein the glass transition temperature of the polymer when hydrated is in a range from about −

30°

C. to about 37°

C.

9. A biocompatible polymer as in claim 1, wherein the glass transition temperature of the polymer when hydrated is in a range from about 0°

C. to about 37°

C.

10. A biocompatible polymer as in claim 1, wherein the glass transition temperature of the polymer when dry is in a range from about −

30°

C. to about 100°

C.

11. A biocompatible polymer as in claim 1, wherein the glass transition temperature of the polymer when dry is in a range from about 0°

C. to about 70°

C.

12. A biocompatible polymer as in claim 1, wherein the number average molecular weight is in a range from about 20K to about 800K.

13. A biocompatible polymer as in claim 1, wherein the number average molecular weight is in a range from about 100K to about 600K.

14. A biocompatible polymer as in claim 1, wherein the number average molecular weight is in a range from about 2K to about 200K.