AnB block copolymers containing poly (vinyl pyrrolidone) units, medical devices, and methods

• US 7,064,168 B2
• Filed: 05/10/2004
• Issued: 06/20/2006
• Est. Priority Date: 02/27/2002
• Status: Expired due to Term

• Current Assignee: Medtronic Incorporated (Medtronic Plc)
• Original Assignee: Medtronic Incorporated (Medtronic Plc)
• Inventors: Lyu, SuPing, Benz, Michael Eric, Alkatout, Julie A
• Primary Examiner(s): Seidleck, James J.
• Assistant Examiner(s): Asinovsky, Olga
• Application Number:
  US10/842,176
• Publication Number:
  US 20040214955A1
• Time in Patent Office: 771 Days
• Field of Search: 525/326.9, 525/92.B, 525/123, 525/326.7, 424/78.36, 424/78.24, 424/70.15, 526/307.1, 526/258, 526/262, 526/264
• US Class Current: 525/326.9
• CPC Class Codes: A61L 29/085 Macromolecular materials
• CPC Class Codes: A61L 29/14 Materials characterised by their function or physical properties , e.g. lubricating compositions
• CPC Class Codes: C08F 293/005 using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
• CPC Class Codes: C08G 18/10 Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
• CPC Class Codes: C08G 18/4238 derived from dicarboxylic acids and dialcohols
• CPC Class Codes: C08G 18/4854 Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
• CPC Class Codes: C08G 18/5024 containing primary and/or secondary amino groups
• CPC Class Codes: C08G 18/62 Polymers of compounds having carbon-to-carbon double bonds
• CPC Class Codes: C08G 18/6283 Polymers of nitrogen containing compounds having carbon-to-carbon double bonds C08G18/6262, C08G18/6266 take precedence
• CPC Class Codes: C08G 18/7812 containing amide groups
• CPC Class Codes: C08G 18/797 containing carbodiimide and/or uretone-imine groups
• CPC Class Codes: C08L 2666/02 Organic macromolecular compounds, natural resins, waxes or and bituminous materials
• CPC Class Codes: C08L 39/06 Homopolymers or copolymers of N-vinyl-pyrrolidones
• CPC Class Codes: C08L 53/00 Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
• CPC Class Codes: C09D 153/00 Coating compositions based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
• CPC Class Codes: C09D 175/04 Polyurethanes

Abstract

A_nB block copolymers, wherein n is at least two, that include A blocks with poly(vinyl pyrrolidone) units and B blocks with urethane groups, urea groups, imide groups, amide groups, ether groups, ester groups, or combinations thereof, as well as medical devices and methods.

Claims

1. A medical device comprising a surface comprising a thermoplastic A_nB block copolymer, wherein the A block comprises poly(vinyl pyrrolidone) units and the B block is a long-chain organic polymeric connecting unit comprising urethane groups, urea groups, imide groups, amide groups, ester groups, ether groups, or combinations thereof, wherein n is at least two, and further wherein the long-chain organic polymeric connecting unit comprises 20 carbon atoms or more.

2. The medical device of claim 1 wherein the block copolymer is biocompatible.

3. The medical device of claim 2 wherein the biocompatible block polymer substantially maintains its physical properties and function during the time it remains implanted or in contact with body fluids or tissues.

4. A medical device comprising a surface comprising a thermoplastic A_nB block copolymer, wherein the A block comprises poly(vinyl pyrrolidone) units and the B block is a long-chain organic polymeric connecting unit comprising urethane groups, urea groups, imide groups, amide groups, ester groups, ether groups, or combinations thereof, wherein n is at least two, and further wherein the long-chain organic polymeric connecting unit comprises 100 atoms or more.

5. The medical device of claim 4 wherein the long-chain organic polymeric connecting unit comprises 500 atoms or more.

6. The medical device of claim 5 wherein the long-chain organic polymeric connecting unit comprises 1000 atoms or more.

7. A method of modifying a surface of a medical device, the method comprising:

preparing a thermoplastic A_nB block copolymer, wherein the A block comprises poly(vinyl pyrrolidone) units and the B block is a long-chain organic polymeric connecting unit comprising urethane groups, urea groups, imide groups, amide groups, ether groups, ester groups, or combinations thereof, wherein n is at least two, and further wherein the long-chain organic polymeric connecting unit comprises 20 carbon atoms or more; and

applying the A_nB copolymer to the surface of the medical device.

8. The method of claim 7 wherein the block copolymer is biocompatible.

9. The method of claim 8 wherein the biocompatible block copolymer substantially maintains its physical properties and function during the time it remains implanted or in contact with body fluids or tissues.

10. A method of modifying a surface of a medical device, the method comprising:

preparing a thermoplastic A_nB block copolymer, wherein the A block comprises poly(vinyl pyrrolidone) units and the B block is a long-chain organic polymeric connecting unit comprising urethane groups, urea groups, imide groups, amide groups, ether groups, ester groups, or combinations thereof, wherein n is at least two, and further wherein the long-chain organic polymeric connecting unit comprises 100 atoms or more; and

applying the A_nB copolymer to the surface of the medical device.

11. The method of claim 10 wherein the long-chain organic polymeric connecting unit comprises 500 atoms or more.

12. The method of claim 11 wherein the long-chain organic polymeric connecting unit comprises 1000 atoms or more.

13. A thermoplastic A_nB block copolymer, wherein the A blocks comprise poly(vinyl pyrrolidone) units and the B block is a long-chain organic polymeric connecting unit comprising urethane groups, urea groups, imide groups, amide groups, ether groups, or combinations thereof, wherein n is at least two, and further wherein the long-chain organic polymeric connecting unit comprises 20 carbon atoms or more.

14. The block copolymer of claim 13 wherein the block copolymer is biocompatible.

15. The block copolymer of claim 14 wherein the biocompatible block copolymer substantially maintains its physical properties and function during the time it remains implanted or in contact with body fluids or tissues.

16. A thermoplastic A_nB block copolymer, wherein the A blocks comprise poly(vinyl pyrrolidone) units and the B block is a long-chain organic polymeric connecting unit comprising urethane groups, urea groups, imide groups, amide groups, ether groups, or combinations thereof, wherein n is at least two, and further wherein the long-chain organic polymeric connecting unit comprises 100 atoms or more.

17. The block copolymer of claim 16 wherein the long-chain organic polymeric connecting unit comprises 500 atoms or more.

18. The block copolymer of claim 17 wherein the long-chain organic polymeric connecting unit comprises 1000 atoms or more.

19. A method of preparing a thermoplastic A_nB block copolymer, the method comprising reacting a substantially monofunctional poly(vinyl pyrrolidone) with a functionalized B-block precursor comprising functional groups reactive with the functional groups of the poly(vinyl pyrrolidone) to form the thermoplastic A_nB block copolymer, wherein the A blocks comprise poly(vinyl pyrrolidone) units and the B block is a long-chain organic polymeric connecting unit comprising urethane groups, urea groups, imide groups, amide groups, ether groups, or combinations thereof, wherein n is at least two, and further wherein the long-chain organic polymeric connecting unit comprises 20 carbon atoms or more.

20. A method of preparing a thermoplastic A_nB block copolymer, the method comprising reacting a substantially monofunctional poly(vinyl pyrrolidone) with a functionalized B-block precursor comprising functional groups reactive with the functional groups of the poly(vinyl pyrrolidone) to form the thermoplastic A_nB block copolymer, wherein the A blocks comprise poly(vinyl pyrrolidone) units and the B block is a long-chain organic polymeric connecting unit comprising urethane groups, urea groups, imide groups, amide groups, ether groups, or combinations thereof, wherein n is at least two, and further wherein the long-chain organic polymeric connecting unit comprises 100 atoms or more.

21. A method of preparing a thermoplastic A_nB block copolymer, the method comprising reacting a substantially monofunctional poly(vinyl pyrrolidone) with functionalized B-block precursor reactants to form the thermoplastic A_nB block copolymer, wherein the A blocks comprise poly(vinyl pyrrolidone) units and the B block is a long-chain organic polymeric connecting unit comprising urethane groups, urea groups, imide groups, amide groups, ether groups, or combinations thereof, wherein n is at least two, and further wherein the long-chain organic polymeric connecting unit comprises 20 carbon atoms or more.

22. A method of preparing a thermoplastic A_nB block copolymer, the method comprising reacting a substantially monofunctional poly(vinyl pyrrolidone) with functionalized B-block precursor reactants to form the thermoplastic A_nB block copolymer, wherein the A blocks comprise poly(vinyl pyrrolidone) units and the B block is a long-chain organic polymeric connecting unit comprising urethane groups, urea groups, imide groups, amide groups, ether groups, or combinations thereof, wherein n is at least two, and further wherein the long-chain organic polymeric connecting unit comprises 100 atoms or more.