Organic semiconductor particulate material, organic semiconductor thin-film, dispersion liquid for forming organic semiconductor film, method for producing organic semiconductor thin-film, and organic thin-film transistor

Patent metadata

Field	Value
Publication number	US-9518224-B2
Application number	US-201113819636-A
Country	US
Kind code	B2
Filing date	Aug 17, 2011
Priority date	Aug 29, 2010
Publication date	Dec 13, 2016
Grant date	Dec 13, 2016

Abstract

Provided are a fine-particulate organic semiconductor material, a thin organic semiconductor film and an organic transistor. The fine-particulate organic semiconductor material is in a form of fine particles and is usable as an organic semiconductor material. The fine particles are fine thermotropic liquid crystal particles that undergo a phase transition into a liquid crystal state when heated to a temperature of from 50° C. to 350° C. The fine-particulate organic semiconductor material can easily and uniformly form the thin organic semiconductor film over a large area by a film printing process or a dispersion coating process. The thin organic semiconductor film has high electron mobility and high ON/OFF value.

First claim

The invention claimed is:

1. A dispersion for forming an organic semiconductor film, which is useful in forming the organic semiconductor film, the dispersion comprising:
an organic solvent comprising an aprotic polar solvent having a specific inductive capacity of from 30-60; and
a fine-particulate organic semiconductor material dispersed in the organic solvent,
wherein the fine-particulate organic semiconductor material is in a form of fine particles and is usable as an organic semiconductor material, the fine particles are fine thermotropic liquid crystal particles that undergo a phase transition into a liquid crystal state when heated to a temperature of from 50° C. to 350° C., and the fine particles comprise a perylene tetracarboxylic diimide derivative,
wherein the perylene tetracarboxylic diimide derivative is N,N′-ditridecyl perylene tetracarboxylic diimide represented by the following structural formula (1):

or N,N′-bis(3-(n-dodecyloxy)-n-propyl)-3,4,9,10-perylene tetracarboxylic diimide represented by the following structural formula (2):

2. A process for producing a thin organic semiconductor film, which comprises coating and drying the dispersion according to claim 1 on a substrate, and then subjecting a resultant coating film to heat treatment at a temperature of from 50° C. to 350° C. such that the fine-particulate organic semiconductor material in the film are allowed to undergo a phase transition into a liquid crystal state to form a uniform thin organic semiconductor film on the substrate.

3. An organic thin-film transistor provided with a substrate and at least a gate electrode, gate insulating layer, thin organic semiconductor film, source electrode and drain electrode formed on the substrate, wherein the thin organic semiconductor film is formed by the process according to claim 2 .

4. The dispersion according to claim 1 , wherein the phase transition into the liquid crystal state takes place at a temperature of from 100° C. to 250° C.

5. The dispersion according to claim 1 , wherein the fine particles have an average particle size of from 10 nm to 10 μm.

Assignees

• Ichikawa Musubu
• Jeon Hyeon-Gu
• Oguma Naomi
• Hirata Naoki
• Kono Hisao
• Univ Shinshu
• Dainichiseika Color Chem

Inventors

• Ichikawa Musubu
• Jeon Hyeon-Gu
• Oguma Naomi
• Hirata Naoki
• Kono Hisao

Classifications

• Y10T428/2982

  Particulate matter [e.g., sphere, flake, etc.] · CPC title

• H01L51/0076

  Electricity · mapped topic

• C09B5/62

  Cyclic imides or amidines of peri-dicarboxylic acids of the anthracene, benzanthrene, or perylene series · CPC title

• C07D471/04 Primary

  Ortho-condensed systems · CPC title

• H01L51/0053

  Electricity · mapped topic