Modified polyisobutylene-based polymers, methods of making, and medical devices

Patent metadata

Field	Value
Publication number	US-11548974-B2
Application number	US-202017112344-A
Country	US
Kind code	B2
Filing date	Dec 4, 2020
Priority date	Mar 26, 2018
Publication date	Jan 10, 2023
Grant date	Jan 10, 2023

Abstract

A modified polyisobutylene-based polymer, method of making, and a medical device that includes such polymer, wherein the modified polyisobutylene-based polymer includes urethane, urea, or urethane-urea groups, hard segments, and soft segments, wherein the soft segments comprise phenoxy-containing polyisobutylene residues, and the hard segments include diisocyanate residues and optionally chain extender residues.

First claim

The invention claimed is:

1. A modified polyisobutylene-based polymer comprising urethane, urea, or urethane-urea groups, hard segments, and soft segments, wherein:
the soft segments comprise:
phenoxy-containing polyisobutylene residues; and
additional soft segment residues selected from poly(ether-carbonate) residues, polybutadiene residues, hydrogenated polybutadiene residues, polycarbonate residues, polyether residues, polyester residues, polysiloxane residues, and combinations thereof; and

the hard segments comprise diisocyanate residues and chain extender residues.

2. The modified polyisobutylene-based polymer of claim 1 wherein the chain extender residues are derived from at least one chain extender selected from an aliphatic diol, an aromatic diol, an aliphatic diamine, an aromatic diamine, and a combination thereof.

3. The modified polyisobutylene-based polymer of claim 1 wherein the weight ratio of soft segments to hard segments is within a range of 90:10 to 10:90.

4. The modified polyisobutylene-based polymer of claim 1 wherein the weight ratio of phenoxy-containing polyisobutylene residues to additional soft segment residues is within a range of 99:1 to 1:99.

5. The modified polyisobutylene-based polymer of claim 1 having a weight average molecular weight of 10,000 Daltons to 2,000,000 Daltons, as determined by gel permeation chromatography with multiangle laser light scattering detection.

6. The modified polyisobutylene-based polyurethane of claim 1 wherein the additional soft segment residues are derived from a diol, a diamine, or a combination thereof.

7. The modified polyisobutylene-based polymer of claim 1 wherein the soft segments comprise phenoxy-containing polyisobutylene residues derived from a phenoxy-containing polyisobutylene diol, diamine, or a combination thereof.

8. The modified polyisobutylene-based polymer of claim 1 wherein the phenoxy-containing polyisobutylene residues are derived from a phenoxy-containing polyisobutylene compound of the following formula:

wherein R 1 is an initiator residue, each X is independently —OH, —NH 2 , or —NHR 2 , each r is independently 1-20, n=1-500, and m=1-500.

9. The modified polyisobutylene-based polymer of claim 1 wherein the phenoxy-containing polyisobutylene residues are derived from a phenoxy-containing polyisobutylene diol of the following formula:

wherein R 1 is an initiator residue, each r is independently 1-20, n=1-500, and m=1-500.

10. The modified polyisobutylene-based polymer of claim 1 wherein the phenoxy-containing polyisobutylene residues are derived from a phenoxy-containing polyisobutylene diol of the following formula:

wherein each r (independently)=1-20, n=1-500, and m=1-500.

11. A medical device comprising a polymeric region comprising a modified polyisobutylene-based polymer comprising urethane, urea, or urethane-urea groups, hard segments, and soft segments, wherein:
the soft segments comprise:
phenoxy-containing polyisobutylene residues; and
additional soft segment residues; and

the hard segments comprise diisocyanate residues.

12. The medical device of claim 11 wherein the additional soft segment residues are selected from poly(ether-carbonate) residues, polybutadiene residues, hydrogenated polybutadiene residues, polycarbonate residues, polyether residues, polyester residues, polysiloxane residues, and combinations thereof.

13. The medical device of claim 11 wherein the hard segments further comprise chain extender residues.

14. The medical device of claim 11 wherein the weight ratio of soft segments to hard segments is within a range of 90:10 to 10:90.

15. The medical device of claim 11 wherein the weight ratio of phenoxy-containing polyisobutylene residues to additional soft segment residues is within a range of 99:1 to 1:99.

16. The medical device of claim 11 comprising an implantable electrical lead, an implantable electrical pulse generator, or an implantable mechanical device.

17. The medical device of claim 16 comprising an implantable electrical lead.

18. The medical device of claim 11 wherein the polymeric region further comprises a therapeutic agent.

Assignees

• Medtronic Inc

Inventors

• Chaffin Kimberly A
• Chen Xiangji
• Jolly Matthew
• Lyu Suping
• Thor Peter L
• Untereker Darrel F
• Wang Zhaoxu

Classifications

• A61N1/3605

  Implantable neurostimulators for stimulating central or peripheral nerve system · CPC title

• A61B5/00

  Measuring for diagnostic purposes (radiation diagnosis A61B6/00; diagnosis by ultrasonic, sonic or infrasonic waves A61B8/00); Identification of persons · CPC title

• C08G18/10

  Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step · CPC title

• A61B5/6847

  mounted on an invasive device · CPC title

• C08G18/3206 Primary

  aliphatic · CPC title