Compound, organic electroluminescent element material using same, organic electroluminescent element using this material, and electronic device

Patent metadata

Field	Value
Publication number	US-10217945-B2
Application number	US-201414917832-A
Country	US
Kind code	B2
Filing date	Sep 30, 2014
Priority date	Oct 3, 2013
Publication date	Feb 26, 2019
Grant date	Feb 26, 2019

Abstract

A compound having a structure wherein at least 8-position or 9-position of fluoranthene is replaced by a nitrogen atom, a material for organic electroluminescence devices including the compound, and an organic electroluminescence device and an electronic equipment each including the material are provided. The compound is represented by formula (1):

wherein A represents CR 0 or N; R 0 to R 8 each independently represent a hydrogen atom or a substituent; at least one selected from R 0 to R 8 represents a substituent other than hydrogen atom; and groups selected from R 0 to R 8 which are bonded to adjacent carbon atoms may be bonded to each other to form a saturated or unsaturated ring structure.

First claim

What is claimed is:

1. A compound represented by formula (1):

wherein:
A represents N;
one of R 1 or R 2 is represented by formula (b) and the other is selected from the group consisting of a hydrogen atom, an aryl group having 6 to 60 ring carbon atoms, and a heteroaryl group having 5 to 60 ring carbon atoms;
R 3 , R 4 , R 6 , R 7 , and R 8 are hydrogen,
R 5 is selected from the group consisting of a hydrogen atom, an aryl group having 6 to 60 ring carbon atoms, and a heteroaryl group having 5 to 60 ring carbon atoms

wherein:
* represents a bonding site to the carbon atom in formula (1) to which R 1 or R 2 is bonded;
L 5 represents a single bond, or an arylene group having 6 to 60 ring carbon atoms;
L 5 may have a substituent selected from an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 18 ring carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a cycloalkoxy group having 3 to 20 ring carbon atoms, an aryloxy group having 6 to 18 ring carbon atoms, an amino group, a silyl group, a fluorine atom, a cyano group, an aryl group having 6 to 18 ring carbon atoms, and a heteroaryl group having 5 to 18 ring atoms;
Y 1 and Y 2 each represent a hydrogen atom, an aryl group having 6 to 60 ring carbon atoms, or a heteroaryl group having 5 to 60 ring carbon atoms;
a and b each represent an integer of 1 or 2, and when a or b is 2, groups Y 1 or groups Y 2 may be the same or different; and
adjacent groups Y 1 and adjacent groups Y 2 may be bonded to each other to form a saturated or unsaturated ring, respectively; and
groups selected from R 1 to R 8 which are bonded to adjacent carbon atoms may be bonded to each other to form a saturated or unsaturated ring structure.

2. The compound according to claim 1 , formula (b) is represented by formula (c):

wherein:
* represents a bonding site to the carbon atom in formula (1) to which each of R 1 to R 8 is bonded;
L 6 represents a single bond, or an arylene group having 6 to 60 ring carbon atoms;
L 6 may have a substituent selected from an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 18 ring carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a cycloalkoxy group having 3 to 20 ring carbon atoms, an aryloxy group having 6 to 18 ring carbon atoms, an amino group, a silyl group, a fluorine atom, a cyano group, an aryl group having 6 to 18 ring carbon atoms, and a heteroaryl group having 5 to 18 ring atoms; and
Y 3 represents a hydrogen atom, an aryl group having 6 to 60 ring carbon atoms, or a heteroaryl group having 5 to 60 ring carbon atoms.

3. The compound according to claim 2 , wherein two selected from R 1 , R 2 and R 5 are represented by formula (c).

4. The compound according to claim 1 , wherein formula (1) is represented by formula (3):

wherein:
A′ represents N;
L 3 and L 4 each independently represent a single bond, an arylene group having 6 to 60 ring carbon atoms, or a heteroarylene group having 5 to 60 ring atoms;
L 3 and L 4 may have a substituent independently selected from an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 18 ring carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a cycloalkoxy group having 3 to 20 ring carbon atoms, an aryloxy group having 6 to 18 ring carbon atoms, an amino group, a silyl group, a fluorine atom, a cyano group, an aryl group having 6 to 18 ring carbon atoms, and a heteroaryl group having 5 to 18 ring atoms; and
Y 4 and Y 5 each independently represent a hydrogen atom or a substituent.

5. The compound according to claim 4 , wherein formula (3) is represented by formula (6):

6. The compound according to claim 1 , wherein three selected from R 1 , R 2 and R 5 are represented by formula (b).

7. The compound according to claim 1 , wherein formula (1) is represented by formula (7):

wherein:
L 3 , L 4 , and L 7 each independently represent a single bond, an arylene group having 6 to 60 ring carbon atoms, or a heteroarylene group having 5 to 60 ring atoms;
L 3 , L 4 , and L 7 may have a substituent independently selected from an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 18 ring carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a cycloalkoxy group having 3 to 20 ring carbon atoms, an aryloxy group having 6 to 18 ring carbon atoms, an amino group, a silyl group, a fluorine atom, a cyano group, an aryl group having 6 to 18 ring carbon atoms, and a heteroaryl group having 5 to 18 ring atoms; and
Y 4 , Y 5 , and Y 6 each independently represent a hydrogen atom or a substituent.

8. A material comprising the compound according to claim 1 .

9. An organic electroluminescence device comprising an organic thin film layer between a cathode and an anode, wherein the organic thin film layer comprises one or more layers comprising a light emitting layer, and at least one layer of the organic thin film layer comprises the compound according to claim 1 .

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

11. The organic electroluminescence device according to claim 9 , wherein the organic electroluminescence device further comprises a first charge transporting layer between the anode and the light emitting layer, and the first charge transporting layer comprises the compound.

12. The organic electroluminescence device according to claim 9 , wherein the organic electroluminescence device further comprises a second charge transporting layer between the cathode and the light emitting layer, and the second charge transporting layer comprises the compound.

13. The organic electroluminescence device according to claim 9 , wherein the light emitting layer comprises a phosphorescent emitting material.

14. The organic electroluminescence device according to claim 9 , wherein the light emitting layer comprises a fluorescent emitting material.

15. The organic electroluminescence device according to claim 13 , wherein the phosphorescent material is an ortho-metallated complex comprising a metal selected from the group consisting of iridium (Ir), osmium (Os), and platinum (Pt).

16. The organic electroluminescence device according to claim 15 , wherein the phosphorescent emitting material is a complex represented by formula (X) or (Y):

wherein R 10 represents a hydrogen atom or a substituent, k represents an integer of 1 to 4, and M represents Ir, Os, or Pt.

17. An electronic equipment comprising the organic electroluminescence device according to claim 9 .

Assignees

• Idemitsu Kosan Co

Inventors

• Kashiwamura Takashi
• Ikeda Kiyoshi
• Kawakami Hironori
• Kawamura Masahiro

Classifications

• C07D403/14 Primary

  containing three or more hetero rings · CPC title

• C07D401/14

  containing three or more hetero rings · CPC title

• C07D239/70 Primary

  condensed with carbocyclic rings or ring systems · CPC title

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title

• C07D405/14

  containing three or more hetero rings · CPC title