IP Library Granted Patent US 7,837,903
Granted Patent B2
US 7,837,903 · App. 12/331,794 · Granted Nov 23, 2010

Polythiophenes and electronic devices comprising the same

Assignee: Xerox Corporation
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Quick Facts
Patent No.
US 7,837,903
App. No.
12/331,794
Granted
Nov 23, 2010
Kind
B2
Abstract

Disclosed are semiconducting polythiophenes comprising a repeating unit of Formula (A) or a copolythiophene of Formula (B): wherein A and B are each alkyl having from 1 to about 25 carbon atoms; and a, b, c, d, e, f, g, x, and y are as defined herein. These polythiophenes have high mobility and are soluble in common organic solvents, so that chlorinated solvents do not need to be used. They are useful for depositing semiconducting layers, particularly in organic thin-film transistors.

Claims (32)

1. A polythiophene comprising a repeating unit of Formula (A):

wherein A and B are independently alkyl having from 1 to about 25 carbon atoms; and A and B are different.

2. The polythiophene of claim 1 , wherein A is alkyl having from 6 to about 25 carbon atoms.

3. The polythiophene of claim 1 , wherein A is alkyl having from 8 to about 12 carbon atoms.

4. The polythiophene of claim 1 , wherein A is n-C 12 H 25 .

5. The polythiophene of claim 1 , wherein B is alkyl having from 1 to about 4 carbon atoms.

6. The polythiophene of claim 1 , wherein B is methyl.

7. The polythiophene of claim 1 , wherein A is n-C 12 H 25 and B is methyl.

8. The polythiophene of claim 1 , wherein A is longer than B.

9. The polythiophene of claim 1 , wherein the polythiophene has a weight average molecular weight of from about 2,000 to about 200,000.

10. A copolythiophene of Formula (B):

wherein A and B are each alkyl having from 1 to about 25 carbon atoms; A is longer than B; a, b, c, d, e, f, and g are each from 1 to about 7; y is greater than 0; and x and y together equal 100 mole percent.

11. The copolythiophene of claim 10 , wherein a, c, d, e, f, and g are each 1; and b is 2.

12. The copolythiophene of claim 10 , wherein x is from about 50 to about 90 mole percent.

13. The copolythiophene of claim 10 , wherein A is n-C 12 H 25 and B is methyl.

14. An electronic device having a semiconducting layer, wherein the semiconducting layer comprises a polythiophene, the polythiophene comprising a repeating unit of Formula (A):

wherein A and B are independently alkyl having from 1 to about 25 carbon atoms; and A and B are different.

15. The electronic device of claim 14 , wherein A is alkyl having from 8 to about 12 carbon atoms.

16. The electronic device of claim 14 , wherein B is alkyl having from 1 to about 4 carbon atoms.

17. The electronic device of claim 14 , wherein A is n-C 12 H 25 and B is methyl.

18. An electronic device having a semiconducting layer, wherein the semiconducting layer comprises a copolythiophene of Formula (B):

wherein A and B are each alkyl having from 1 to about 25 carbon atoms; A is longer than B; a, b, c, d, e, f, and g are each from 1 to about 7; y is greater than 0; and x and y together equal 100 mole percent.

19. A deposition solution comprising;

a non-chlorinated solvent; and

a polythiophene comprising a repeating unit of Formula (A):

wherein A and B are each alkyl having from 1 to about 25 carbon atoms; and A is longer than B.

20. The deposition solution of claim 19 , wherein the non-chlorinated solvent is selected from the group consisting of toluene, xylene, mesitylene, trimethylbenzene, tetrahydronaphthalene, ethylbenzene, diethylbenzene, propylbenzene, and ethyl toluene.

21. A deposition solution comprising;

a non-chlorinated solvent; and

a copolythiophene of Formula (B):

wherein A and B are each alkyl having from 1 to about 25 carbon atoms; A is longer than B; a, b, c, d, e, f, and g are each from 1 to about 7; y is greater than 0; and x and y together equal 100 mole percent.

22. The deposition solution of claim 21 , wherein the non-chlorinated solvent is selected from the group consisting of toluene, xylene, mesitylene, trimethylbenzene, tetrahydronaphthalene, ethylbenzene, diethylbenzene, propylbenzene, and ethyl toluene.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 3, 2013
From: XEROX CORPORATION
To: SAMSUNG ELECTRONICS CO. LTD.
Reel/Frame 030733/0970 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 10, 2008
From: LIU, PING; WU, YILIANG; LI, YUNING
To: XEROX CORPORATION
Reel/Frame 021955/0247 →
Continuity (1)
Related Publication 20100140555A1 · Jun 10, 2010