Polycarbonate containing compounds and methods related thereto

Patent metadata

Field	Value
Publication number	US-9580548-B2
Application number	US-201314399920-A
Country	US
Kind code	B2
Filing date	May 8, 2013
Priority date	May 8, 2012
Publication date	Feb 28, 2017
Grant date	Feb 28, 2017

Abstract

Disclosed herein are crosslinked polycarbonates, composition thereof and methods thereof. The cross-linked polycarbonates can be prepared from allyl or epoxy polycarbonates. Described herein is the formation of functionalized poly(carbonate) particles with an established intermolecular cross-linking process. Six types of ‘nanosponges’ were prepared with the differentiation in crosslinking density and crosslinking chemistry. The intermolecular chain cross-linking process was investigated via the epoxide amine reaction and the thiol-ene click reaction.

First claim

What is claimed is:

1. A method of crosslinking polycarbonates comprising
(a) providing a first allyl functionalized polycarbonate and a second allyl functionalized polycarbonate wherein the allyl functionalizations are present as groups pendent from the polycarbonate backbone; and
(b) crosslinking the first allyl functionalized polycarbonate and the second allyl functionalized polycarbonate via a crosslinker having at least two thiol moieties,
thereby forming a particle.

2. The method of claim 1 , wherein the crosslinker comprises one or more ether bonds.

3. The method of claim 1 , wherein the crosslinker is

4. The method of claim 1 , wherein the first allyl functionalized polycarbonate and the second allyl functionalized polycarbonate have the same structure.

5. The method of claim 1 , wherein the first allyl functionalized polycarbonate and the second allyl functionalized polycarbonate are copolymers.

6. The method of claim 1 , wherein the first allyl functionalized polycarbonate is

wherein y is 1 to 1000 and z is 1 to 1000.

7. The method of claim 6 , wherein the first allyl functionalized polycarbonate comprises at least 75% by weight of residues having a structure:

8. The method of claim 6 , wherein the crosslinked polycarbonate has the structure

wherein each y is individually 1 to 1000, each z is individually 1 to 1000, and n is 1 to 1000.

9. The method of claim 1 , wherein the particle is a nanoparticle.

10. The method of claim 1 , wherein the crosslinker is

wherein n is from 1 to 1000.

11. The method of claim 1 , wherein the first allyl functionalized polycarbonate comprises residues having the structure:

12. The method of claim 11 , wherein the first allyl functionalized polycarbonate further comprises residues having the structure:

13. The method of claim 1 , wherein the second allyl functionalized polycarbonate comprises residues having the structure:

14. The method of claim 13 , wherein the second allyl functionalized polycarbonate further comprises residues having the structure:

15. A compound comprising residues having the structure:

wherein n is 1 to 1000.

16. A composition comprising the compound of claim 15 .

17. The compound of claim 15 , further comprising residues having the structure:

18. The compound of claim 15 , having the structure:

wherein each y is individually 1 to 1000, each z is individually 1 to 1000, and n is 1 to 9.

Assignees

• Univ Vanderbilt

Inventors

• Harth Eva M
• Stevens David M

Classifications

• C08J3/075

  Macromolecular gels · CPC title

• C08J3/246 Primary

  Intercrosslinking of at least two polymers · CPC title

• A61L31/16

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

• C08G59/504

  containing an atom other than nitrogen belonging to the amine group, carbon and hydrogen · CPC title

• A61L31/06

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