IP Library Granted Patent US 7,241,496
Granted Patent B2
US 7,241,496 · App. 10/894,738 · Granted Jul 10, 2007

Polymer and method for using the polymer for noncovalently functionalizing nanotubes

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Quick Facts
Patent No.
US 7,241,496
App. No.
10/894,738
Granted
Jul 10, 2007
Kind
B2
Abstract

A new, non-wrapping approach to functionalizing nanotubes, such as carbon nanotubes, in organic and inorganic solvents is provided. In accordance with certain embodiments, carbon nanotube surfaces are functionalized in a non-wrapping fashion by functional conjugated polymers that include functional groups. Various embodiments provide polymers that noncovalently bond with carbon nanotubes in a non-wrapping fashion. For example, various embodiments of polymers are provided that comprise a relatively rigid backbone that is suitable for noncovalently bonding with a carbon nanotube substantially along the nanotube's length, as opposed to about its diameter. In preferred polymers, the major interaction between the polymer backbone and the nanotube surface is parallel π-stacking. In certain implementations, the polymers further comprise at least one functional extension from the backbone that are any of various desired functional groups for functionalizing a carbon nanotube.

Claims (44)

1. A polymer comprising:

a backbone portion for noncovalently bonding with a nanotube in a non-wrapping fashion.

2. The polymer of claim 1 wherein said backbone portion comprises a portion selected from the group consisting of:

wherein M is selected from the group consisting of Ni, Pd, and Pt,

wherein at

least one of R 1 –R 8 in the above-listed backbone portions a)–q) represents a functional group; and wherein n is greater than or equal to 2.

3. The polymer of claim 1 comprising poly(aryleneethynylene).

4. The polymer of claim 3 further comprising at least 4 functional portions (R 1 , R 2 , R 3 , and R 4 ), wherein said functional portions comprise functional portions selected from the group consisting of:

a) R 1 ═R 4 ═H and R 2 ═R 3 ═OC 10 H 21 ,

b) R 1 ═R 2 ═R 3 ═R 4 ═F,

c) R 1 ═R 4 ═H and R 2 ═R 3 ═

 and

d) R 1 ═R 4 ═H and R 2 ═R 3 ═

5. The polymer of claim 1 comprising poly(phenyleneethynylene).

6. The polymer of claim 1 comprising poly(3-decylthiophene).

7. The polymer of claim 1 wherein said nanotube is a carbon nanotube.

8. The polymer of claim 1 wherein said backbone portion is capable of interacting with said nanotube's surface via π-stacking.

9. The polymer of claim 1 further comprising: at least one functional portion for functionalizing said nanotube.

10. The polymer of claim 9 wherein said at least one functional portion comprises at least one member selected from the group consisting of:

H, OC 10 H 21 , F,

11. The polymer of claim 9 wherein said at least one functional portion comprises a chemical handle.

12. The polymer of claim 9 wherein said at least one functional portion comprises a sensor.

13. The polymer of claim 9 wherein said at least one functional portion comprises an ionic functional group.

14. The polymer of claim 9 wherein said at least one functional portion comprises a neutral functional group.

15. The polymer of claim 9 wherein said at least one functional portion comprises an organic functional group.

16. A method of flinctionalizing a carbon nanotube, comprising:

noncovalently bonding a polymer comprising a backbone portion and at least one functional group, with a carbon nanotube in a non-wrapping fashion, wherein the backbone portion comprises a portion selected from the group consisting of:

wherein M is selected from the group consisting of Ni, Pd, and Pt,

wherein at least one of R 1 –R 8− in the above-listed backbone portions a)–q) represents a functional group, and wherein n is greater than or equal to 2.

17. The method of claim 16 wherein the carbon nanotube is a single-walled carbon nanotube.

18. A method of functionalizing a carbon nanotube, said method comprising noncovalently bonding a polymer comprising a backbone portion selected from the group consisting of a poly(aryleneethynylene), a poly(phenyleneethynylene), a poly(3-decylthiophene) and a polypyrrole, and wherein the backbone portion comprises at least one functional group.

19. The method of claim 18 , wherein the at least one functional group comprises OC 10 H 21 , F,

20. The method of claim 18 wherein said polymer noncovalently bonds with said nanotube in a non-wrapping fashion via π-stacking.

21. The method of claim 18 wherein the carbon nanotube is a single-walled carbon nanotube.

22. A composition comprising:

a polymer associated with a carbon nanotube in a non-wrapping fashion, wherein the polymer comprises a backbone portion and at least one functional group, wherein the backbone portion comprises a portion selected from the group consisting of:

wherein M is selected from the group consisting of Ni, Pd, and Pt,

wherein at least one of R 1 −R 8 in the above-listed backbone portions a)–q) represents a functional group, and wherein n is greater than or equal to 2.

23. The composition of claim 22 wherein the carbon nanotube is a single-walled carbon nanotube.

24. A composition comprising a polymer associated with a carbon nanotube in a non-wrapping fashion, wherein the polymer comprises a backbone portion selected from the group consisting of a poly(aryleneethynylene), a poly(phenyleneethynylene), a poly(3-decyithiophene) and a polypyrrole, and wherein the backbone portion comprises at least one functional group.

25. The composition of claim 24 , wherein the at least one functional group

comprises OC 10 H 21 , F,

26. The composition of claim 24 wherein said backbone portion associates with said nanotube's surface via π-stacking interaction therewith.

27. The composition of claim 26 wherein the carbon nanotube is a single-walled carbon nanotube.

Assignments (11)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 9, 2018
From: ZYVEX ACQUISITION, LLC
To: EVERMORE APPLIED MATERIALS CORP.
Reel/Frame 045755/0086 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 10, 2018
From: VON EHR, JAMES R., II
To: ZYVEX ACQUISITION, LLC
Reel/Frame 045495/0080 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 10, 2018
From: ZYVEX PERFORMANCE MATERIALS, INC.
To: ZYVEX ACQUISITION, LLC
Reel/Frame 045497/0351 →
RELEASE OF SECURITY INTEREST Recorded Apr 10, 2018
From: ZYVEX ACQUISITION, LLC
To: ZYVEX ACQUISITION, LLC
Reel/Frame 045497/0963 →
MERGER Recorded Jul 25, 2014
From: ZYVEX PERFORMANCE MATERIALS, LLC
To: ZYVEX PERFORMANCE MATERIALS, INC.
Reel/Frame 033394/0177 →
SECURITY AGREEMENT Recorded Jan 13, 2009
From: ZYVEX PERFORMANCE MATERIALS, INC., A DELAWARE CORPORATION
To: VON EHR, JAMES R., II
Reel/Frame 022092/0502 →
NUNC PRO TUNC ASSIGNMENT Recorded May 30, 2007
From: ZYVEX CORPORATION
To: ZYVEX PERFORMANCE MATERIALS, LLC
Reel/Frame 019353/0482 →
RELEASE Recorded Jan 5, 2007
From: SILICON VALLEY BANK
To: ZYVEX CORPORATION
Reel/Frame 018777/0003 →
SECURITY INTEREST Recorded May 25, 2006
From: ZYVEX CORPORATION
To: SILICON VALLEY BANK
Reel/Frame 017921/0368 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 25, 2004
From: CHEN, JIAN
To: ZYVEX CORPORATION
Reel/Frame 015284/0915 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 25, 2004
From: LIU, HAIYING
To: THE UNIVERSITY OF PITTSBURGH
Reel/Frame 015284/0939 →