Organic film transistor, organic semiconductor film, and organic semiconductor material and use applications thereof

Patent metadata

Field	Value
Publication number	US-9508934-B2
Application number	US-201614993403-A
Country	US
Kind code	B2
Filing date	Jan 12, 2016
Priority date	Jul 19, 2013
Publication date	Nov 29, 2016
Grant date	Nov 29, 2016

Abstract

An organic film transistor containing a compound, which is composed of n repeating units represented by Formula (101-1), in a semiconductor active layer is an organic film transistor using a compound having high carrier mobility and high solubility in an organic solvent;

where each of R 111 to R 114 independently represents a hydrogen atom or a substituent; each of Ar 101 and Ar 102 independently represents a heteroarylene group or an arylene group; V 101 represents a divalent linking group; m represents an integer of 0 to 6; when m is equal to or greater than 2, two or more groups represented by V 101 may be the same as or different from each other; and n is equal to or greater than 2.

First claim

What is claimed is:

1. An organic film transistor comprising a compound, which is composed of n repeating units represented by the following Formula (1-1), (1-2), (101-1), or (101-2), in a semiconductor active layer;

in Formula (1-1), each of R 11 to R 14 independently represents a hydrogen atom or a substituent; each of Ar 1 and Ar 2 independently represents a heteroarylene group or an arylene group; V 1 represents a divalent linking group; m represents an integer of 0 to 6; when m is equal to or greater than 2, two or more groups represented by V 1 may be the same as or different from each other; and n is equal to or greater than 2;

in Formula (1-2), Cy represents a benzene ring, a naphthalene ring, or an anthracene ring; each of R 15 to R 18 independently represents a hydrogen atom or a substituent; each of Ar 3 and Ar 4 independently represents a heteroarylene group or an arylene group; V 2 represents a divalent linking group; p represents an integer of 0 to 6; when p is equal to or greater than 2, two or more groups represented by V 2 may be the same as or different from each other; and n is equal to or greater than 2;

in Formula (101-1), each of R 111 to R 114 independently represents a hydrogen atom or a substituent; each of Ar 101 and Ar 102 independently represents a heteroarylene group or an arylene group; V 101 represents a divalent linking group; m 101 represents an integer of 0 to 6; when m 101 is equal to or greater than 2, two or more groups represented by V 101 may be the same as or different from each other; and n is equal to or greater than 2; and

in Formula (101-2), Cy 101 represents a benzene ring, a naphthalene ring, or an anthracene ring; each of R 115 to R 118 independently represents a hydrogen atom or a substituent; each of Ar 103 and Ar 104 independently represents a heteroarylene group or an arylene group; V 102 represents a divalent linking group; p 101 represents an integer of 0 to 6; when p 101 is equal to or greater than 2, two or more groups represented by V 102 may be the same as or different from each other; and n is equal to or greater than 2.

2. The organic film transistor according to claim 1 , comprising a compound, which is composed of n repeating units represented by the following Formula (1-1) or (1-2), in the semiconductor active layer;

In Formula (1-1), each of R 11 to R 14 independently represents a hydrogen atom or a substituent; each of Ar 1 and Ar 2 independently represents a heteroarylene group or an arylene group; V 1 represents a divalent linking group; m represents an integer of 0 to 6; when m is equal to or greater than 2, two or more groups represented by V 1 may be the same as or different from each other; and n is equal to or greater than 2; and

in Formula (1-2), Cy represents a benzene ring, a naphthalene ring, or an anthracene ring; each of R 15 to R 18 independently represents a hydrogen atom or a substituent; each of Ar 3 and Ar 4 independently represents a heteroarylene group or an arylene group; V 2 represents a divalent linking group; p represents an integer of 0 to 6; when p is equal to or greater than 2, two or more groups represented by V 2 may be the same as or different from each other; and n is equal to or greater than 2.

3. The organic film transistor according to claim 1 ,
wherein the compound composed of n repeating units represented by Formula (1-2) is a compound composed of n repeating units represented by the following Formula (2-1), (2-2), (2-3), (2-4), or (2-5);

in Formulae (2-1) to (2-5), each of R 15 to R 18 and R 21 to R 42 independently represents a hydrogen atom or a substituent; each of Ar 3 and Ar 4 independently represents a heteroarylene group or an arylene group; V 2 represents a divalent linking group; p represents an integer of 0 to 6; when p is equal to or greater than 2, two or more groups represented by V 2 may be the same as or different from each other; and n is equal to or greater than 2.

4. The organic film transistor according to claim 1 , comprising a compound, which is composed of n repeating units represented by the following Formula (101-1) or (101-2), in the semiconductor active layer;

in Formula (101-1), each of R 111 to R 114 independently represents a hydrogen atom or a substituent; each of Ar 101 and Ar 102 independently represents a heteroarylene group or an arylene group; V 101 represents a divalent linking group; m 101 represents an integer of 0 to 6; when m 101 is equal to or greater than 2, two or more groups represented by V 101 may be the same as or different from each other; and n is equal to or greater than 2; and

in Formula (101-2), Cy 101 represents a benzene ring, a naphthalene ring, or an anthracene ring; each of R 115 to R 118 independently represents a hydrogen atom or a substituent; each of Ar 103 and Ar 104 independently represents a heteroarylene group or an arylene group; V 102 represents a divalent linking group; p 101 represents an integer of 0 to 6; when p 101 is equal to or greater than 2, two or more groups represented by V 102 may be the same as or different from each other; and n is equal to or greater than 2.

5. The organic film transistor according to claim 1 ,
wherein the compound composed of n repeating units represented by Formula (101-2) is a compound composed of n repeating units represented by the following Formula (102-1), (102-2), (102-3), (102-4), or (102-5);

in Formulae (102-1) to (102-5), each of R 115 to R 118 and R 121 to R 142 independently represents a hydrogen atom or a substituent; each of Ar 103 and Ar 104 independently represents a heteroarylene group or an arylene group; V 102 represents a divalent linking group; p 101 represents an integer of 0 to 6; when p 101 is equal to or greater than 2, two or more groups represented by V 102 may be the same as or different from each other; and n is equal to or greater than 2.

6. The organic film transistor according to claim 1 ,
wherein in Formulae (1-1), (1-2), (101-1), (101-2), and (102-1) to (102-5), each of V 1 , V 2 , V 101 , and V 102 is independently a divalent linking group represented by any of the following Formulae (V-1) to (V-17);

in Formulae (V-1) to (V-17), * represents a position where the divalent linking group is bonded to any of Ar 1 to Ar 4 and Ar 101 to Ar 104 when m, m 101 , p, or p 101 is 1, and represents a position where the divalent linking group is bonded to any of Ar 1 to Ar 4 , Ar 101 to Ar 104 , and the divalent l

Assignees

• Fujifilm Corp

Inventors

• Kaneko Akihiro
• Takaku Koji
• Yonekuta Yasunori
• Hirai Yuki
• Sugiura Hiroki
• Koyanagi Masashi
• Masui Kensuke

Classifications

• C08G2261/18

  conjugated · CPC title

• C08G2261/1412

  Saturated aliphatic units · CPC title

• C08G2261/92

  TFT applications · CPC title

• C08G2261/1424

  containing ether groups, including alkoxy · CPC title

• C08L65/00

  Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain (C08L7/00 - C08L57/00, C08L61/00 take precedence); Compositions of derivatives of such polymers · CPC title