IP Library › Granted Patent US 8,961,830
Granted Patent B2
US 8,961,830 · App. 12/445,429 · Granted Feb 24, 2015

Electroactive polymers containing pendant pi-interacting/binding substituents, their carbon nanotube composites, and processes to form the same

Inventors: John R. Reynolds (Gainesville, FL); Ryan M. Walczak (Gainesville, FL); Andrew G. Rinzler (Newberry, FL)
Assignee: University of Florida Research Foundation, Inc.
C09D5/24H01L51/0054G02F2001/1515H01B1/24H01L51/0043H01L51/0039
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Quick Facts
Patent No.
US 8,961,830
App. No.
12/445,429
Granted
Feb 24, 2015
Kind
B2
Abstract

A composition of matter comprises a polymer with a fully conjugated backbone or a conjugated block with a plurality of binding groups connected to the backbone by a linking moiety. The binding groups permit a non-covalent binding to a graphitic surface such as a carbon nanotube. A composition of matter where an electroactive polymer with binding groups connected to a conjugated backbone through a linking moiety is bound to carbon nanotubes. Such compositions can be used for a variety of applications using electroactive materials.

Claims (26)

1. A composition of matter, comprising:

an electroactive polymer having a backbone including at least one conjugated block;

a plurality of pendant binding groups comprising at least one polycyclic aromatic group selected from the group consisting of anthracene, pentacene, ovalene, perylene, pentaphene, corannulene, tetracene, benzo[rst]pentaphene, benzo[pqr]tetraphene, dibenzo[c,pqr]tetraphene, dibenzo[f,pqr]tetraphene, naphtho[1,2,3,4-pqr]tetraphene, naphtho[2,1,8-qra]tetracene, benzo[k]tetraphene, tribenzo[c,f,pqr]tetraphene, benzo[g]chrysene, dibenzo[h,rst]pentaphene, benzo[c]chrysene, tetraphene, chrysene, benzo[c]phenanthrene, dibenzo[a,j]anthracene, benzo[f]tetraphene, benzo[e]pyrene, phenanthrene, triphenylene, benzo[a]tetracene, dibenzo[c,g]phenanthrene, picene, dibenzo[f,k]tetraphene, dibenzo[fg,op]tetracene, benzo[c]pentaphene, benzo[a]pentacene, naphtho[7,8,1,2,3-nopqr]tetraphene, pyrene, benzo[ghi]perylene, coronene, or any combination thereof, wherein said pendant binding groups are capable of binding non-covalently to a carbon nanotube or a graphite-like structure; and

a non-conjugated linking moiety consisting of a C 1 -C 12 alkylene chain uninterrupted or interrupted by one or more oxygen atoms connecting said pendant binding group to said backbone.

2. The composition of claim 1 , wherein said polycyclic aromatic group contains at least one heteroatom selected from the group consisting of O, S, N, P, B and Si.

3. The composition of claim 1 , wherein said polymer backbone is fully conjugated.

4. The composition of claim 1 , wherein said backbone includes aromatic units.

5. The composition of claim 1 , wherein said conjugated block of said polymer backbone comprises polythiophene, polypyrrole, polydioxythiophene, polydioxypyrrole, polyfluorene, polycarbazole, polyfuran, polydioxyfuran, polyacetylene, poly(phenylene), poly(phenylene-vinylene), polyaniline, polypyridine, substituted variations thereof, or copolymers thereof.

6. The composition of claim 1 , wherein said polymer is an electrically conductive polymer.

7. The composition of claim 1 , wherein said polymer is a block copolymer.

8. The composition of claim 1 , wherein said polymer comprises poly(3,4-alkylenedioxythiophene).

9. The composition of claim 1 , further comprising a plurality of carbon nanotubes, wherein at least one of said pendant binding groups is non-covalently bound to a surface of said carbon nanotubes.

10. The composition of claim 9 , wherein said nanotubes are bound exclusively to said electroactive polymer by non-covalent bonds to said pendant groups.

11. The composition of claim 9 , wherein said nanotubes are bound to said electroactive polymer by non-covalent bonds to said pendant groups and to said conjugated blocks.

12. The composition of claim 9 , wherein nanotubes are uniformly coated by said composition of matter recited in claim 1 .

13. A method to prepare electroactive polymer coated nanotubes comprising the steps of:

providing a solution of the electroactive polymer according to claim 1 ;

dispersing a plurality of carbon nanotubes in said solution of said electroactive polymer; and

filtering said dispersion wherein a filtrate of electroactive polymer coated nanotubes is supported on a filter.

14. The method of claim 13 , further comprising the step of washing said filtrate with a solvent.

15. A method to prepare an electroactive polymer coated nanotubes film comprising the steps of:

providing a film comprising a plurality of carbon nanotubes on a substrate; and

wetting said film with a solution of the electroactive polymer according to claim 1 .

16. The method of claim 15 , further comprising the step of washing said wetted film on said support to remove excess of said electroactive polymer.

17. The method of claim 15 , further comprising the step of drying said wetted film.

18. The composition of claim 1 , wherein said polycyclic aromatic group is selected from the group consisting of pentacene, ovalene, perylene, pentaphene, corannulene, tetracene, benzo[rst]pentaphene, benzo[pqr]tetraphene, dibenzo[c,pqr]tetraphene, dibenzo[f,pqr]tetraphene, naphtho[1,2,3,4-pqr]tetraphene, naphtho[2,1,8-qra]tetracene, benzo[k]tetraphene, tribenzo[c,f,pqr]tetraphene, benzo[g]chrysene, dibenzo[h,rst]pentaphene, benzo[c]chrysene, tetraphene, chrysene, benzo[c]phenanthrene, dibenzo[a,j]anthracene, benzo[f]tetraphene, benzo[e]pyrene, triphenylene, benzo[a]tetracene, dibenzo[c,g]phenanthrene, picene, dibenzo[f,k]tetraphene, dibenzo[fg,op]tetracene, benzo[c]pentaphene, benzo[a]pentacene, naphtho[7,8,1,2,3-nopqr]tetraphene, pyrene, benzo[ghi]perylene, coronene, or any combination thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 20, 2009
From: REYNOLDS, JOHN R.; WALCZAK, RYAN M.; RINZLER, ANDREW G.
To: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.
Reel/Frame 022709/0206 →
Continuity (2)
Provisional Application 60850939 · Oct 11, 2006
Related Publication 20100038597A1 · Feb 18, 2010