6,12-dioxaanthanthrene derivative, organic semiconductor element, and method for manufacturing organic semiconductor element

Patent metadata

Field	Value
Publication number	US-9450186-B2
Application number	US-201314425584-A
Country	US
Kind code	B2
Filing date	Aug 27, 2013
Priority date	Sep 11, 2012
Publication date	Sep 20, 2016
Grant date	Sep 20, 2016

Abstract

There are provided a 6,12-dioxaanthanthrene derivative which is an organic semiconductor material capable of improving resistance to mechanical deformation, an organic semiconductor element, and a method for manufacturing the organic semiconductor element. The 6,12-dioxaanthanthrene derivative is represented by structural formula (1). R 3 and R 9 are photopolymerizable unsaturated groups. R 5 and R 11 are non-photopolymerizable substituents.

First claim

What is claimed is:

1. A 6,12-dioxaanthanthrene derivative represented by structural formula (1):

where R 3 and R 9 are photopolymerizable unsaturated groups, and R 5 and R 11 are non-photopolymerizable substituents.

2. The 6,12-dioxaanthanthrene derivative according to claim 1 , wherein the photopolymerizable unsaturated group contains at least one triple bond.

3. The 6,12-dioxaanthanthrene derivative according to claim 1 , wherein the photopolymerizable unsaturated group is any one of an alkenyl group, an alkynyl group, a diynyl group, a methacrylic group, an ethyl methacrylic group, a diazo group, and an azido group.

4. The 6,12-dioxaanthanthrene derivative according to claim 2 , wherein the photopolymerizable unsaturated group is any one of an alkynyl group, a diynyl group, a diazo group, and an azido group.

5. The 6,12-dioxaanthanthrene derivative according to claim 1 , wherein the photopolymerizable unsaturated group is bonded to 6,12-dioxaanthanthrene through at least one of an aromatic ring and a heteroaromatic ring.

6. An organic semiconductor element comprising an organic semiconductor layer,
wherein the organic semiconductor layer includes a polymer of a 6,12-dioxaanthanthrene derivative represented by structural formula (1):

where R 3 and R 9 are photopolymerizable unsaturated groups, and R 5 and R 11 are non-photopolymerizable substituents.

7. An organic semiconductor element comprising an organic semiconductor layer,
wherein the organic semiconductor layer includes an organic semiconductor material which has a repeating unit of a 6,12-dioxaanthanthrene derivative represented by structural formula (2):

where A 1 represents an aromatic ring, a heteroaromatic ring, or a direct bond, and Y 1 represents any one of a divalent alkene, a divalent alkyne, an azo group, and a triazole ring.

8. A method for manufacturing an organic semiconductor element, comprising:
forming a monomer layer; and
irradiating the monomer layer with light to form an organic semiconductor layer,
wherein the monomer layer includes a 6,12-dioxaanthanthrene derivative represented by structural formula (1):

where R 3 and R 9 are photopolymerizable unsaturated groups, and R 5 and R 11 are non-photopolymerizable substituents.

9. The method for manufacturing an organic semiconductor element according to claim 8 , wherein, when the monomer layer is irradiated with light, a part of the monomer layer is irradiated with the light, and a portion of the monomer layer which has not been irradiated with the light is removed to form the organic semiconductor layer.

Assignees

• Sony Corp

Inventors

• Muroyama Masakazu
• Kobayashi Norihito
• Igarashi Eri

Classifications

• C07D493/06 Primary

  Peri-condensed systems · CPC title

• C07D493/22

  in which the condensed system contains four or more hetero rings · CPC title

• C08F124/00

  Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a heterocyclic ring containing oxygen (cyclic esters of polyfunctional acids C08F118/00; cyclic anhydrides of unsaturated acids C08F120/00, C08F122/00) · CPC title

• H10K85/141

  comprising aliphatic or olefinic chains, e.g. poly N-vinylcarbazol, PVC or PTFE · CPC title

• H01L51/0545

  Electricity · mapped topic