Condensed fluoranthene compound, material for organic electroluminescent element using this compound, organic electroluminescent element using this material, and electronic device

Patent metadata

Field	Value
Publication number	US-9419226-B2
Application number	US-201514697189-A
Country	US
Kind code	B2
Filing date	Apr 27, 2015
Priority date	Mar 27, 2013
Publication date	Aug 16, 2016
Grant date	Aug 16, 2016

Abstract

A fused fluoranthene compound which includes an indeno[3,2-b]fluoranthene skeleton having a hetero atom is a novel compound, which is useful as a material for organic electroluminescence devices for use in an organic electroluminescence device and an electronic equipment.

First claim

What is claimed is:

1. An organic electroluminescence device, comprising:
a cathode;
an anode; and
an organic thin film layer comprising one or more layers disposed between the cathode and the anode,
wherein the organic thin film layer comprises a light emitting layer and at least one layer of the organic thin film layer comprises a fused fluoranthene compound represented by formula (a):

wherein:
X a represents N(R 15a ); and
each of R 1a to R 12a , and R 15a independently represents a hydrogen atom or a substituent, and adjacent groups of R 1a to R 12a , and R 15a may be bonded to each other to form a saturated or unsaturated ring structure.

2. The organic electroluminescence device according to claim 1 , wherein the fused fluoranthene compound is represented by formula (b):

wherein:
X b represents N(R 15b );
each of R 1b to R 12b , and R 15b independently represents, a hydrogen atom, a substituent, or a bond to L b , and adjacent groups of R 1b to R 12b , and R 15b may be bonded to each other to form a saturated or unsaturated ring structure; and
L b represents a single bond or a divalent linking group.

3. The organic electroluminescence device according to claim 1 , wherein the fused fluoranthene compound is represented by formula (c):

wherein:
X c represents N(R 15c );
each of R 1c to R 12c , and R 15c independently represents a hydrogen atom, a substituent, or a bond to L c , and adjacent groups of R 1c to R 12c , and R 15c may be bonded to each other to form a saturated or unsaturated ring structure;
Y c represents a substituted or unsubstituted p-valent aromatic hydrocarbon group having 6 to 60 ring carbon atoms or a substituted or unsubstituted p-valent heterocyclic group having 3 to 60 ring atoms;
L c represents a single bond, a substituted or unsubstituted divalent aromatic hydrocarbon group having 6 to 60 ring carbon atoms, a substituted or unsubstituted divalent heterocyclic group having 3 to 60 ring atoms, or a substituted or unsubstituted alkylene group having 1 to 50 carbon atoms; and
p represents an integer of 1 to 6.

4. An organic electroluminescence device comprising:
a cathode;
an anode; and
an organic thin film layer comprising one or more layers disposed between the cathode and the anode,
wherein the organic thin film layer comprises a light emitting layer and at least one layer of the organic thin film layer comprises a fused fluoranthene compound represented by formula (d):

wherein:
X d represents Si(R 13d )(R 14d ), N(R 15d ), a sulfur atom, or an oxygen atom;
each of R 1d to R 15d independently represents a hydrogen atom, a substituent, or a bond to L d , and adjacent groups of R 1d to R 15d may be bonded to each other to form a saturated or unsaturated ring structure; and
L d represents a trivalent organic group.

5. The organic electroluminescence device according to claim 1 , wherein at least one of R 1a , to R 12a , and R 15a of formula (a) represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 ring carbon atoms or a substituted or unsubstituted heterocyclic group having 3 to 60 ring atoms.

6. The organic electroluminescence device according to claim 1 , wherein R 15a of formula (a) represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 ring carbon atoms.

7. The organic electroluminescence device according to claim 6 , wherein R 15a of formula (a) represents a fused aromatic hydrocarbon group having 10 to 60 ring carbon atoms which comprises two or more substituted or unsubstituted fused rings.

8. The organic electroluminescence device according to claim 1 , wherein R 15a of formula (a) represents a substituted or unsubstituted heterocyclic group having 3 to 60 ring atoms.

9. The organic electroluminescence device according to claim 1 , wherein the light emitting layer comprises the fused fluoranthene compound.

10. The organic electroluminescence device according to claim 1 , wherein the organic electroluminescence device comprises an anode-side organic thin film layer between the anode and the light emitting layer, and the anode-side organic thin film layer comprises the fused fluoranthene compound.

11. The organic electroluminescence device according to claim 1 , wherein the organic electroluminescence device comprises a cathode-side organic thin film layer between the cathode and the light emitting layer, and the cathode-side organic thin film layer comprises the fused fluoranthene compound.

12. The organic electroluminescence device according to claim 1 , wherein the light emitting layer comprises a phosphorescent material.

13. The organic electroluminescence device according to claim 1 , wherein the light emitting layer comprises a fluorescent material.

14. The organic electroluminescence device according to claim 12 , wherein the phosphorescent material is an ortho-metallated complex comprising a metal atom selected from iridium (Ir), osmium (Os), and platinum (Pt).

15. An electronic equipment comprising the organic electroluminescence device according to claim 1 .

16. The organic electroluminescence device according to claim 1 , wherein X a of formula (a) represents N(R 15a ), and R 15a represents formula (2):
-L 14 -Ar 15   (2),

wherein:
Ar 15 represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms; and
L 14 represents a single bond, a substituted or unsubstituted divalent aromatic hydrocarbon group having 6 to 60 ring carbon atoms or a substituted or unsubstituted divalent heterocyclic group having 3 to 60 ring atoms.

17. The organic electroluminescence device according to claim 16 , wherein Ar 15 of formula (2) represents a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms; and the aryl group having 6 to 50 ring carbon atoms is a phenyl group, a naphthyl group, a fluoranthenyl group, or a triphenylenyl group; and the heteroaryl group having 5 to 50 ring atoms is a pyridyl group, a pyrimidinyl group, a pyrazinyl group, a triazinyl group, a quinazolinyl group, a quinoxalinyl group, a dibenzofiuanyl group, a dibenzothiophenyl group, a carbazolyl group, a phenanthridinyl group, a phenanthrolinyl group, or a diazatriphenylenyl group; and
L 14 is a single bond, or an unsubstituted phenylene group; and when Ar 15 and L 14 have a substituent, the substituent represents a phenyl group, a naphthyl group, a biphenylyl group, a terphenylyl group, a phenanthryl group, a fluorenyl group, a pyridyl group, a pyrimidinyl group, a pyrazinyl group, a triazinyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, or a cyano group; and the substituent is not substituted with further substituent and adjacent groups of substituents is not bonded to each other to form a ring structure.

18. The organic electroluminescence device according to claim 17 , wherein each of R 1a to R 12a of formula (a) independently represents a hydrogen atom, a methyl group, a

Assignees

• Idemitsu Kosan Co

Inventors

• Kawamura Masahiro
• Nishimura Kazuki

Classifications

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title

• C09K2211/1014

  bridged by heteroatoms, e.g. N, P, Si or B · CPC title

• C07D491/048

  the oxygen-containing ring being five-membered · CPC title

• C07D409/10

  linked by a carbon chain containing aromatic rings · CPC title

• C07D409/04

  directly linked by a ring-member-to-ring-member bond · CPC title