Novel organic polymer and method for producing same

Patent metadata

Field	Value
Publication number	US-2019112417-A1
Application number	US-201716089831-A
Country	US
Kind code	A1
Filing date	Mar 24, 2017
Priority date	Mar 29, 2016
Publication date	Apr 18, 2019
Grant date	—

Abstract

Provided are a novel organic polymer useful for forming an organic semiconductor and a use of the novel organic polymer. A compound represented by the following formula (Ia) is subjected to a coupling reaction to give an organic polymer:

wherein a ring A and a ring B represent an aromatic hydrocarbon ring or an aromatic heterocyclic ring, n denotes an integer of 0 or 1 to 6, R 1 to R 2+n represent a substituent (such as an alkyl group), a1 to a (2+n) denote an integer of 0 to 2, a ring C represents a benzene ring ortho-fused sequentially and nonlinearly to an adjacent benzene ring depending on the number of n, X represents a hydrogen atom, a halogen atom, a lithium atom, or —MgX 1 (wherein X 1 represents a halogen atom).

First claim

1 . An organic polymer having a repeating unit represented by the following formula (I):

wherein a ring A and a ring B each independently represent an aromatic hydrocarbon ring or an aromatic heterocyclic ring; n denotes an integer of 0 or 1 to 6; R 1 to R 2+n each independently represent a substituent; numbers a1 to a(2+n) each independently denote an integer of 0 to 2; and a ring C represents a benzene ring ortho-fused sequentially and nonlinearly to an adjacent benzene ring depending on the number of n.

2 . The organic polymer according to claim 1 , which has a repeating unit represented by at least one formula of the following formulae (I-1) to (I-5):

wherein R 1 to R 6 each independently represent an alkyl group, an aryl group, an alkoxy group, or an alkylthio group; numbers a1 to a6 each independently denote an integer of 0 to 2; and the ring A and the ring B are defined above.

3 . The organic polymer according to claim 1 , which has a repeating unit represented by the following formula (I-3):

wherein at least one of R 1 to R 4 represents a straight-chain or branched-chain C 4-28 alkyl group or a straight-chain or branched-chain C 4-28 alkoxy group; numbers a1 to a4 each independently denote 0 or 1; at least one of the numbers a1 to a4 denotes 1; and the ring A and the ring B are defined above.

4 . The organic polymer according to claim 1 , wherein the ring A and the ring B represent an aromatic ring selected from the group consisting of a thiophene ring, a furan ring, a pyrrole ring, a selenophene ring, and a benzene ring.

5 . The organic polymer according to claim 1 , which has a repeating unit represented by the following formula (I-3a1) or (I-3b1):

wherein R 1 and R 4 represent a straight-chain or branched-chain C 6-26 alkyl group or a straight-chain or branched-chain C 6-26 alkoxy group.

6 . A process for producing an organic polymer recited in claim 1 , the process comprising: subjecting a compound represented by the following formula (Ia):

wherein X represents a hydrogen atom, a halogen atom, a lithium atom, or —MgX 1 (wherein X 1 represents a halogen atom), the ring A, the ring B, n, R 1 to R 2+n , and the numbers a1 to a(2+n) are defined above,

to a coupling reaction.

7 . A composition for forming an organic semiconductor, the composition comprising an organic polymer recited in claim 1 and an organic solvent.

8 . (canceled)

9 . An organic semiconductor comprising an organic polymer recited in claim 1 .

10 . An electronic device comprising an organic polymer recited in claim 1 .

11 . The electronic device according to claim 10 , which is a semiconductor element.

12 . The electronic device according to claim 10 , which is a semiconductor element selected from the group consisting of a switching element, a rectifier element, and a photoelectric conversion element.

Assignees

• Univ Tokyo
• Daicel Corp

Inventors

• Okamoto Toshihiro
• Takeya Junichi
• Ikeda Daiji
• Iwaya Masao

Classifications

• C09D11/52

  Electrically conductive inks · CPC title

• C09D165/00

  Coating compositions based on macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain (C09D107/00 - C09D157/00, C09D161/00 take precedence); Coating compositions based on derivatives of such polymers · CPC title

• C08G2261/314

  Condensed aromatic systems, e.g. perylene, anthracene or pyrene · CPC title

• C09D5/24

  Electrically-conducting paints {(conductive materials H01B1/00)} · CPC title

• C08G2261/92

  TFT applications · CPC title