Polymeric biomaterials derived from phenolic monomers and their medical uses

Patent metadata

Field	Value
Publication number	US-11472918-B2
Application number	US-202016791133-A
Country	US
Kind code	B2
Filing date	Feb 14, 2020
Priority date	Feb 3, 2012
Publication date	Oct 18, 2022
Grant date	Oct 18, 2022

Abstract

The present invention provides new classes of phenol compounds, including those derived from tyrosol and analogues, useful as monomers for preparation of biocompatible polymers, and biocompatible polymers prepared from these monomeric phenol compounds, including novel biodegradable and/or bioresorbable polymers. These biocompatible polymers or polymer compositions with enhanced bioresorbabilty and processibility are useful in a variety of medical applications, such as in medical devices and controlled-release therapeutic formulations. The invention also provides methods for preparing these monomeric phenol compounds and biocompatible polymers.

First claim

What is claimed is:

1. A biocompatible polymer, comprising a recurring unit of Formula XVIII:

wherein:
(a) A is CH 2 or CH 2 CH 2 , B is a bond, Y is selected from the group consisting of (CH 2 ) 2 , (CH 2 ) 3 , CH 2 OCH 2 , (CH 2 ) 4 , CH 2 CH═CHCH 2 , (CH 2 ) 5 , (CH 2 ) 6 , and (CH 2 ) 10 ;
Or
(b) A is CH 2 CH 2 , B is selected from the group consisting of —O—CO—CH 2 CH 2 , —O—CO—CH 2 CH 2 CH 2 , and —O—CO—CH 2 OCH 2 and bonded to A via oxygen, Y is selected from the group consisting of (CH 2 ) 2 , (CH 2 ) 3 , CH 2 OCH 2 , (CH 2 ) 4 , CH 2 CH═CHCH 2 , (CH 2 ) 5 , (CH 2 ) 6 , and (CH 2 ) 10 .

2. The polymer of claim 1 , wherein the repeating unit is represented by Formula XVIII-a.

3. The polymer of claim 2 , wherein A is CH 2 , Y is selected from the group consisting of (CH 2 ) 2 , (CH 2 ) 3 , CH 2 OCH 2 , (CH 2 ) 4 , CH 2 CH═CHCH 2 , (CH 2 ) 5 , (CH 2 ) 6 , and (CH 2 ) 10 .

4. The polymer of claim 2 , wherein A is or CH 2 CH 2 , Y is selected from the group consisting of (CH 2 ) 2 , (CH 2 ) 3 , CH 2 OCH 2 , (CH 2 ) 4 , CH 2 CH═CHCH 2 , (CH 2 ) 5 , (CH 2 ) 6 , and (CH 2 ) 10 .

5. The polymer of claim 1 , wherein the repeating unit is represented by Formula XVIII-b.

6. The polymer of claim 5 , wherein B is —O—CO—CH 2 CH 2 .

7. The polymer of claim 5 , wherein B is —O—CO—CH 2 CH 2 CH 2 .

8. The polymer of claim 5 , wherein B is —O—CO—CH 2 OCH 2 .

9. A polymer composition comprising a biocompatible polymer of claim 1 .

Assignees

• Univ Rutgers

Inventors

• Kohn Joachim B
• Bolikal Durgadas
• Chesterman Julian
• Cohen Jarrod

Classifications

• C07C69/96

  Esters of carbonic or haloformic acids · CPC title

• C08G63/66

  Polyesters containing oxygen in the form of ether groups (C08G63/42, C08G63/58 take precedence) · CPC title

• C08G2230/00

  Compositions for preparing biodegradable polymers · CPC title

• A61L31/16 Primary

  Biologically active materials, e.g. therapeutic substances {(A61L31/047 takes precedence)} · CPC title

• A61L31/06

  obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds {(A61L31/041 takes precedence)} · CPC title