IP Library Granted Patent US 10,121,968
Granted Patent B2
US 10,121,968 · App. 15/401,421 · Granted Nov 6, 2018

Decomposable s-tetrazine based polymers for single walled carbon nanotube applications

Inventors: Zhao Li (Orleans, CA); Jianfu Ding (Orleans, CA); Patrick Roland Lucien Malenfant (Orleans, CA)
Assignee: National Research Council of Canada
H01L51/0003C08G61/126H01L51/0048H01L51/0558C08G2261/124C08G2261/1412C08G2261/228C08G2261/3221C08G2261/3222C08G2261/3243C08G2261/3247C08G2261/92
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Quick Facts
Patent No.
US 10,121,968
App. No.
15/401,421
Granted
Nov 6, 2018
Kind
B2
Abstract

A process for purifying semiconducting single-walled carbon nanotubes (sc-SWCNTs) extracted with a conjugated polymer, the process comprising exchanging the conjugated polymer with an s-tetrazine based polymer in a processed sc-SWCNT dispersion that comprises the conjugated polymer associated with the sc-SWCNTs. The process can be used for production of thin film transistors. In addition, disclosed herein is use of an s-tetrazine based polymer for purification of semiconducting single-walled carbon nanotubes (sc-SWCNTs).

Claims (27)

1. A process for purifying semiconducting single-walled carbon nanotubes (sc-SWCNTs) extracted with a conjugated polymer, the process comprising exchanging the conjugated polymer with an s-tetrazine based polymer in a processed sc-SWCNT dispersion that comprises the conjugated polymer associated with the sc-SWCNTs.

2. The process of claim 1 , further comprising decomposing the s-tetrazine based polymer by photo irradiation or thermal treatment; followed by removal of the decomposition products.

3. The process of claim 1 , wherein the s-tetrazine based polymer has the following structure:

where A is O, S, Se or C═C; n is an integer from 1 to 4; R 1 is independently H, F, CN or a C 1 -C 20 linear or branched aliphatic group; Ar is one or more substituted or unsubstituted aromatic units; and, m is an integer 5 or greater.

4. The process of claim 1 , wherein the s-tetrazine based polymer is PBDTFTz:

5. The process of claim 1 , wherein the s-tetrazine based polymer is PDTSTTz:

6. The process of claim 1 , wherein the s-tetrazine based polymer is:

and wherein: R 1 and R 2 =2-ethylhexyl; or R 1 =2-ethylhexyl and R 2 =hexyl; or R 1 =hexyl and R 2 =2-ethylhexyl; or R 1 and R 2 =hexyl; or R 1 =methyl and R 2 =2-ethylhexyl.

7. The process of claim 1 , wherein the s-tetrazine based polymer is PCPDTFTz:

in which Ar=cyclopenta[2,1-b; 3.4-b′]dithiophene.

8. The process of claim 2 , wherein the decomposition products are removed by rinsing or evaporation.

9. The process of claim 1 , wherein the conjugated polymer comprises a polyfluorene.

10. The process of claim 1 , wherein the conjugated polymer comprises a polythiophene.

11. The process according to claim 1 , wherein the conjugated polymer is poly(9,9-di-n-dodecylfluorene) (PFDD).

12. The process according to claim 1 , wherein the weight ratio of the conjugated polymer to the sc-SWCNTs has a maximum value of 2.

13. The process according to claim 1 , wherein the weight ratio of the s-tetrazine based polymer to the sc-SWCNTs has a maximum value of 4.

14. The process according to claim 1 , wherein the weight ratio of the s-tetrazine based polymer to the sc-SWCNTs is between 1 and 4.

15. A method for producing thin film transistors, the method comprising:

a) exchanging a conjugated polymer with an s-tetrazine based polymer in a processed sc-SWCNT dispersion that comprises the conjugated polymer associated with the sc-SWCNTs, resulting in an associated complex of s-tetrazine/SWCNTs (15);

b) removing the displaced conjugated polymer;

c) applying the resulting dispersion to a substrate;

d) applying heat and/or UV light to decompose the s-tetrazine based polymer; and

e) removing the resulting decomposition products.

16. The method according to claim 15 , wherein the s-tetrazine based polymer has the following structure:

where A is O, S, Se or C═C; n is an integer from 1 to 4; R 1 is independently H, F, CN or a C 1 -C 20 linear or branched aliphatic group; Ar is one or more substituted or unsubstituted aromatic units; and, m is an integer 5 or greater.

17. The method of claim 16 , wherein the wherein the s-tetrazine based polymer is PBDTFTz:

18. The method of claim 16 wherein the conjugated polymer is poly(9,9-di-n-dodecylfluorene) (PFDD).

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 15, 2017
From: LI, ZHAO; DING, JIANFU; MALENFANT, PATRICK ROLAND LUCIEN
To: NATIONAL RESEARCH COUNCIL OF CANADA
Reel/Frame 043289/0819 →
Continuity (1)
Related Publication 20180198065A1 · Jul 12, 2018