Low band gap conjugated polymeric compositions and applications thereof

Patent metadata

Field	Value
Publication number	US-9679672-B2
Application number	US-201314394198-A
Country	US
Kind code	B2
Filing date	Apr 12, 2013
Priority date	Apr 13, 2012
Publication date	Jun 13, 2017
Grant date	Jun 13, 2017

Abstract

In one aspect, electrically conductive conjugated polymeric compositions are described herein demonstrating compatibility with aqueous solvents and/or phases. The ability to provide aqueous compatible compositions from previously water insoluble conjugated polymeric systems, in some embodiments, can facilitate use of such systems in a variety of aqueous applications, including biological applications.

First claim

That which is claimed is:

1. A composition comprising:
an aqueous medium; and
particles of at least one water insoluble conjugated copolymer dispersed in the aqueous medium, the particles having a band gap ranging from about 1.1 eV to about 1.8 eV,
wherein the water insoluble conjugated copolymer has a donor-acceptor architecture comprising a donor monomeric species (D) and an acceptor monomeric species (A),
wherein the donor monomeric species is a fused dithiophene of the formula

wherein the acceptor monomeric species is a benzodiazole of the formula

wherein R 1 and R 2 are selected from the group consisting of hydrogen, alkyl, alkenyl, aryl, heteroaryl, O-alkyl, O-alkenyl, and O-aryl, and
wherein X is selected from the group consisting of oxygen, nitrogen, sulfur and selenium.

2. The composition of claim 1 , wherein the particles of the water insoluble conjugated copolymer are nanotubes or other anisotropically shaped nanoparticles.

3. The composition of claim 2 , wherein the nanotubes or other anisotropically shaped nanoparticles have a length ranging from 1 nm to 10 μm.

4. The composition of claim 2 , wherein the nanotubes or other anisotropically shaped nanoparticles have a length ranging from 200 nm to 600 nm.

5. The composition of claim 2 , wherein the nanotubes or other anisotropically shaped nanoparticles have a diameter ranging from 1 nm to 500 nm.

6. The composition of claim 2 , wherein the nanotubes or other anisotropically shaped nanoparticles have a diameter ranging from 15 nm to 300 nm.

7. The composition of claim 1 , wherein the particles of the water insoluble conjugated copolymer are dispersed in the aqueous medium to provide a colloid.

8. The composition of claim 7 , wherein the particles of the water insoluble conjugated copolymer are at least partially encapsulated by a dispersing agent.

9. The composition of claim 8 , wherein the dispersing agent comprises a surfactant.

10. The composition of claim 9 , wherein the surfactant is a non-ionic polyol.

11. The composition of claim 8 , wherein the dispersing agent is a phospholipid.

12. The composition of claim 1 , wherein the particles are conjugated or attached to one or more targeting agents, the targeting agents comprising an antibody, a chemokine receptor, and/or a targeting ligand.

13. The composition of claim 1 , wherein the water insoluble conjugated copolymer is present in the aqueous medium at a concentration of 1 ng/ml to 100 mg/ml.

14. The composition of claim 1 , wherein the water insoluble conjugated copolymer is present in the aqueous medium at a concentration of 1 μg/m 1 to 120 μg/ml.

15. The composition of claim 1 , wherein the water insoluble conjugated copolymer is present in the aqueous medium at a concentration of 5 μg/ml to 30μg/ml.

16. The composition of claim 1 , wherein the water insoluble conjugated copolymer is present in the aqueous medium at a concentration of 15 μg/ml to 25 μg/ml.

17. The composition of claim 1 , wherein X is selenium.

18. The composition of claim 1 , wherein X is nitrogen.

19. The composition of claim 1 , wherein particles of the at least one water insoluble conjugated copolymer are not dispersed by surfactant.

Assignees

• Univ Wake Forest

Inventors

• Levi Nicole
• Carroll David L
• Macneill Christopher
• Graham Elizabeth

Classifications

• A61P31/04

  Antibacterial agents · CPC title

• A61P35/00

  Antineoplastic agents · CPC title

• A61N2005/0659

  infrared · CPC title

• C08G2261/3246

  containing nitrogen and sulfur as heteroatoms · CPC title

• C08G2261/323

  containing combinations of different heteroatoms other than nitrogen and oxygen or nitrogen and sulfur · CPC title