Polymeric semiconductors, devices, and related methods

Patent metadata

Field	Value
Publication number	US-9627621-B2
Application number	US-201414263928-A
Country	US
Kind code	B2
Filing date	Apr 28, 2014
Priority date	Aug 28, 2009
Publication date	Apr 18, 2017
Grant date	Apr 18, 2017

Abstract

A polymer comprises a polymeric chain represented by formula (I) or (II). In formula (I) a, b, d, and n are integers, a from 0 to 3, b from 1 to 5, c from 1 to 3, d from 1 to 5, and n from 2 to 5000; R 1 and R 2 are side chains; R 3 and R 4 are each independently H or a side chain; and when a is 0, R 3 and R 4 are side chains. In formula (II), a, b, c, d, e, and n are integers, a from 1 to 3, b and c being independently 0 or 1, d and e being independently 1 or 2, and n from 2 to 5000; R 1 and R 2 are side chains except —COOalkyl; and X 1 , X 2 and X 3 are independently O, S, or Se. Semiconductors and devices comprising the polymer are also provided.

First claim

What is claimed is:

1. A polymer comprising a polymeric chain represented by

wherein
a, b, c, d, and n are integers, a from 1 to 3, b from 1 to 5, c from 1 to 3, d from 1 to 5, and n from 2 to 5000; and
R 1 is a first side chain;
R 2 is a second side chain;
R 3 is H or a third side chain;
R 4 is H or a fourth side chain; and
wherein when a is 0, R 3 and R 4 are side chains.

2. The polymer of claim 1 , wherein at least one of said side chains has from 6 to 30 backbone atoms.

3. The polymer of claim 1 , wherein at least one of said side chains has from 8 to 20 backbone atoms.

4. The polymer of claim 1 , wherein at least one of said side chains has 12 backbone atoms.

5. The polymer of claim 1 , having a number average molecular weight (M n ) of from 2,000 to 1,000,000 g/mol.

6. The polymer of claim 5 , wherein M n is from 5,000 to 500,000 g/mol.

7. The polymer of claim 1 , wherein at least one of said side chains comprises alkyl, siloxy, alkenyl, alkynyl, amine, ether, carbonyl, ester, amide, sulfonyl, or sulfinyl.

8. The polymer of claim 7 , wherein said alkyl has from 1 to 30 carbon atoms.

9. The polymer of claim 8 , wherein said alkyl has from 6 to 20 carbon atoms.

10. The polymer of claim 8 , wherein said alkyl has from 12 to 20 carbon atoms.

11. The polymer of claim 1 , wherein n is from 5 to 1,000.

12. The polymer of claim 1 , wherein R 3 and R 4 are H.

13. A semiconductor comprising a polymer comprising a polymeric chain represented by

wherein

a, b, c, d, and n are integers, a from 1 to 3, b from 1 to 5, c from 1 to 3, d from 1 to 5, and n from 2 to 5000; and
R 1 is a first side chain;
R 2 is a second side chain;
R 3 is H or a third side chain;
R 4 is H or a fourth side chain; and
wherein when a is 0, R 3 and R 4 are side chains.

14. An electronic device comprising a semiconductor comprising a polymer comprising a polymeric chain represented by

wherein
a, b, c, d, and n are integers, a from 1 to 3, b from 1 to 5, c from 1 to 3, d from 1 to 5, and n from 2 to 5000; and
R 1 is a first side chain;
R 2 is a second side chain;
R 3 is H or a third side chain;
R 4 is H or a fourth side chain; and

wherein when a is 0, R 3 and R 4 are side chains.

15. The electronic device of claim 14 , comprising a thin film transistor.

16. A process for forming the electronic device of claim 14 , comprising:
dissolving said polymer in a solution;
applying said solution to a substrate; and
drying said solution to form a solid layer comprising said polymer.

Assignees

• Agency Science Tech & Res

Inventors

• Chen Zhikuan
• Li Jun
• Ong Beng
• Singh Samarendra P
• Wong Hoi Kai Ivy
• Ong Kok Haw

Classifications

• H10K30/50

  Photovoltaic [PV] devices · CPC title

• H10K85/113

  Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene · CPC title

• H10D30/67

  Thin-film transistors [TFT] {(Stacked nanowire, nanosheet or nanoribbon FETs H10D30/501)} · CPC title

• C07D495/14

  Ortho-condensed systems · CPC title

• H01L51/0525

  Electricity · mapped topic