Linear polyester and semi-linear glycidol polymer systems: formulation and synthesis of novel monomers and macromolecular structures

Patent metadata

Field	Value
Publication number	US-9757463-B2
Application number	US-201514918115-A
Country	US
Kind code	B2
Filing date	Oct 20, 2015
Priority date	Jun 15, 2012
Publication date	Sep 12, 2017
Grant date	Sep 12, 2017

Abstract

Disclosed herein are glycidol-based polymers, nanoparticles, and methods related thereto useful for drug delivery. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

First claim

What is claimed is:

1. A method for making a polymer, the method comprising polymerizing glycidol in the presence of a tin catalyst to form the polymer, the polymer comprising at least one repeating unit formed from a monomer selected from:

or a combination thereof.

2. The method of claim 1 , wherein the tin catalyst is Sn(OTf) 2 .

3. The method of claim 1 , further comprising the step of crosslinking the polymer with crosslinks, wherein the crosslinks comprise one or more of

wherein at least one of

is not 0.

4. The method of claim 1 , wherein polymerizing glycidol in the presence of the tin catalyst is performed at a temperature of from −80° C. to 50° C.

5. The method of claim 1 , further comprising crosslinking the polymer.

6. The method of claim 1 , wherein the tin catalyst is a tin (II) catalyst.

7. A method for making a polymer, the method comprising polymerizing glycidol in a presence of a tin catalyst to form the polymer, the polymer comprising repeating units selected from:

wherein R 0 is selected from H, alkyl, NH 2 , and R 1 ;
wherein R 1 comprises a crosslinking functionality;
wherein repeating units A1, A2, B1, and B2 account for at least about 50 wgt % of the polymer; and
wherein the ratio of (A1+A2):(B1+B2) is greater than 5.

8. The method of claim 7 , wherein the tin catalyst is a tin (II) catalyst.

9. The method of claim 8 , wherein the tin (II) catalyst is Sn(OTf) 2 .

10. The method of claim 7 , wherein polymerizing glycidol in the presence of the tin catalyst is performed at a temperature of from −80° C. to 50° C.

11. A method of forming a nanoparticle comprising:
polymerizing glycidol in a presence of a tin catalyst to form a polymer, the polymer comprising at least one repeating unit formed from a monomer selected from:

or a combination thereof; and
crosslinking the polymer with crosslinks, wherein the crosslinks comprises

wherein at least one of

is not 0, thereby forming the nanoparticle.

12. The method of claim 11 , wherein the tin catalyst is a tin (II) catalyst.

13. The method of claim 12 , wherein the tin (II) catalyst is Sn(OTf) 2 .

14. The method of claim 11 , wherein polymerizing glycidol in the presence of the tin catalyst is performed at a temperature of from −80° C. to 50° C.

Assignees

• Univ Vanderbilt

Inventors

• Harth Eva M
• Beezer Dain B
• Li Guangzhao
• Spears Benjamin R
• Stevens David M

Classifications

• C08G65/22

  Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring · CPC title

• A61K9/5031

  obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poly(lactide-co-glycolide) · CPC title

• A61K9/0019

  Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner (non-active ingredients are additionally classified in A61K47/00) · CPC title

• C08G64/42

  Chemical after-treatment · CPC title

• C08G65/3326

  aromatic · CPC title