Polymer compound

Patent metadata

Field	Value
Publication number	US-9601695-B2
Application number	US-201113640168-A
Country	US
Kind code	B2
Filing date	Apr 21, 2011
Priority date	Apr 28, 2010
Publication date	Mar 21, 2017
Grant date	Mar 21, 2017

Abstract

A photoelectric conversion device that contains a polymer compound having a structural unit represented by formula (1) having high photoelectric conversion efficiency:

wherein, X 1 and X 2 are the same or different and represent a nitrogen atom or ═CH—; Y 1 represents a sulfur atom, an oxygen atom, a selenium atom, —N(R 1 )— or —CR 2 ═CR 3 —; R 1 , R 2 and R 3 are the same or different and represent a hydrogen atom or a substituent; W 1 represents a cyano group, a monovalent organic group having a fluorine atom or a halogen atom; W 2 represents a cyano group, a monovalent organic group having a fluorine atom, a halogen atom or a hydrogen atom.

First claim

The invention claimed is:

1. A polymer compound having a structural unit represented by formula (1):

wherein X 1 and X 2 are the same or different and represent a nitrogen atom or ═CH—; Y 1 represents a sulfur atom, an oxygen atom, a selenium atom, —N(R 1 )— or —CR 2 ═CR 3 —; R 1 , R 2 and R 3 are the same or different and represent a hydrogen atom or a substituent; W 1 represents a cyano group, a monovalent organic group having a fluorine atom or a halogen atom; and W 2 represents a cyano group, a monovalent organic group having a fluorine atom, a halogen atom or a hydrogen atom;
and a structural unit represented by formula (D-1)

wherein ring d represents an aromatic heterocyclic ring; m represents an integer of 1 or more; Z represents a group represented by formula (z-3), (z-4), (z-5), (z-7) and (z-8); when there are a plurality of rings d, they may be the same or different; when there a plurality of Zs, they may be the same or different:

in formula (z-3), (z-4), (z-5), (z-7) and (z-8), R represents a hydrogen atom or a substituent; when there are a plurality of Rs, they may be the same or different; and Rs may bind to each other to aspect cyclic structure.

2. A photoelectric conversion device having a first electrode and a second electrode, and an active layer between the first electrode and the second electrode, and containing a polymer compound having a structural unit represented by formula (1):

wherein X 1 and X 2 are the same or different and represent a nitrogen atom or ═CH—; Y 1 represents a sulfur atom, an oxygen atom, a selenium atom, —N(R 1 )— or —CR 2 ═CR 3 —; R 1 , R 2 and R 3 are the same or different and represent a hydrogen atom or a substituent; W 1 represents a fluorine atom; and W 2 represents a fluorine atom;
and a structural unit represented by formula (D-1)

wherein ring d represents an aromatic heterocyclic ring; m represents an integer of 1 or more; Z represents a group represented by formula (z-1) to formula (z-8); when there are a plurality of rings d, they may be the same or different; when there a plurality of Zs, they may be the same or different:

in formula (z-1) to formula (z-8), R represents a hydrogen atom or a substituent; when there are a plurality of Rs, they may be the same or different; and Rs may bind to each other to aspect cyclic structure.

3. The photoelectric conversion device according to claim 2 , wherein the polymer is a π-conjugated polymer compound.

4. The photoelectric conversion device according to claim 2 , wherein at least one of X 1 and X 2 is a nitrogen atom.

5. The photoelectric conversion device according to claim 4 , wherein X 1 and X 2 are a nitrogen atom.

6. The photoelectric conversion device according to claim 4 , wherein Y 1 is a sulfur atom or an oxygen atom.

7. The photoelectric conversion device according to claim 2 , wherein the polymer includes a structural unit represented by formula (2):
Ar 1   (2)

wherein Ar 1 represents a bivalent aromatic group.

8. The photoelectric conversion device according to claim 7 , wherein Ar 1 is a bivalent aromatic heterocyclic group.

9. The photoelectric conversion device according to claim 8 , wherein the bivalent aromatic heterocyclic group is a group containing a thiophene ring.

Assignees

• Yoshimura Ken
• Ohya Kenichiro
• Sumitomo Chemical Co

Inventors

• Yoshimura Ken
• Ohya Kenichiro

Classifications

• H10K30/50

  Photovoltaic [PV] devices · CPC title

• H10K85/113

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

• C08G61/122 Primary

  derived from five- or six-membered heterocyclic compounds, other than imides · CPC title

• H01L51/0508

  Electricity · mapped topic

• H01L51/0036 Primary

  Electricity · mapped topic