Material for organic electroluminescent element and organic electroluminescent element using the same

Patent metadata

Field	Value
Publication number	US-2016190451-A1
Application number	US-201414909461-A
Country	US
Kind code	A1
Filing date	Aug 25, 2014
Priority date	Sep 30, 2013
Publication date	Jun 30, 2016
Grant date	—

Abstract

Provided are a material for an organic EL device that improves the luminous efficacy of a device, sufficiently secures its driving stability, and has a simple construction, and an organic EL device using the material. The material for an organic EL device is formed of a carborane compound having a structure in which a dibenzofuranyl group is bonded to a carborane ring. In addition, the material for an organic EL device is preferably used in a light-emitting layer, an electron-transporting layer, or a hole-blocking layer of an organic electroluminescent device having the light-emitting layer between an anode and a cathode laminated on a substrate. Also disclosed is an organic electroluminescent device using the material for an organic EL device as a host material for a light-emitting layer containing a phosphorescent light-emitting dopant and the host material.

First claim

1 . A material for an organic electroluminescent device, comprising a carborane compound represented by the general formula (1):

where:
a ring A represents a divalent carborane group C 2 B 10 H 10 represented by the formula (1a) or the formula (1b), and when the plurality of rings A are present in a molecule thereof, the rings may be identical to or different from each other, s represents a number of repetitions and represents an integer of from 1 to 4, and n and m each represent a substitution number, n represents an integer of from 0 to 4 and m represents an integer of from 0 to 4, provided that when n=1, s represents 1;
L 1 represents an n+1-valent substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 carbon atoms, an n+1-valent substituted or unsubstituted aromatic heterocyclic group having 3 to 30 carbon atoms, or an n+1-valent linked aromatic group formed by linking 2 to 6 aromatic rings of the aromatic hydrocarbon group or the aromatic heterocyclic group, when L 1 represents the linked aromatic group, the group may be linear or branched, and the aromatic rings to be linked may be identical to or different from each other, and when n=1, L 1 represents a group containing at least one aromatic heterocyclic group or a single bond;
L 2 represents a single bond, a divalent substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 carbon atoms, a divalent substituted or unsubstituted aromatic heterocyclic group having 3 to 30 carbon atoms, or a divalent linked aromatic group formed by linking 2 to 6 aromatic rings of the aromatic hydrocarbon group or the aromatic heterocyclic group, when L 2 represents the linked aromatic group, the group may be linear or branched, and the aromatic rings to be linked may be identical to or different from each other, and terminal L 2 -H may be an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or an acetyl group;
R represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an acetyl group, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 carbon atoms, a substituted or unsubstituted aromatic heterocyclic group having 3 to 30 carbon atoms, or a linked aromatic group formed by linking 2 to 6 aromatic rings of the aromatic hydrocarbon group or the aromatic heterocyclic group, and when R represents the linked aromatic group, the group may be linear or branched, and the aromatic rings to be linked may be identical to or different from each other; and
when a plurality of s's, L 2 's, or R's are present in the molecule, the plurality of s's, L 2 's, or R's may be identical to or different from each other.

2 . A material for an organic electroluminescent device according to claim 1 , wherein in the general formula (1), n represents 0 or 1.

3 . A material for an organic electroluminescent device according to claim 1 , wherein in the general formula (1), the ring A represents a divalent carborane group C 2 B 10 H 10 represented by the formula (1a).

4 . A material for an organic electroluminescent device according to claim 2 , wherein in the general formula (1), the ring A represents a divalent carborane group C 2 B 10 H 10 represented by the formula (1a).

5 . A material for an organic electroluminescent device according to claim 1 , wherein in the general formula (1), L 1 and L 2 each independently represent a substituted or unsubstituted aromatic hydrocarbon group having 6 to 18 carbon atoms, a substituted or unsubstituted aromatic heterocyclic group having 3 to 17 carbon atoms, or a linked aromatic group formed by linking 2 to 6 aromatic rings selected from the aromatic hydrocarbon group and the aromatic heterocyclic group.

6 . A material for an organic electroluminescent device according to claim 1 , wherein in the general formula (1), L 1 and L 2 each independently represent a substituted or unsubstituted aromatic heterocyclic group having 3 to 30 carbon atoms, or a linked aromatic group formed by linking 2 to 6 aromatic rings selected from the aromatic heterocyclic group.

7 . A material for an organic electroluminescent device according to claim 1 , wherein in the general formula (1), n represents 0.

8 . An organic electroluminescent device having a structure in which an anode, an organic layer, and a cathode are laminated on a substrate, wherein the organic layer comprises an organic layer containing the material for an organic electroluminescent device of claim 1 .

9 . An organic electroluminescent device according to claim 8 , wherein the organic layer containing the material for an organic electroluminescent device comprises at least one layer selected from the group consisting of a light-emitting layer, an electron-transporting layer, and a hole-blocking layer.

10 . An organic electroluminescent device according to claim 8 , wherein the organic layer containing the material for an organic electroluminescent device is a light-emitting layer containing a phosphorescent light-emitting dopant.

11 . An organic electroluminescent device according to claim 10 , wherein an emission wavelength of the phosphorescent light-emitting dopant has an emission maximum wavelength at 550 nm or less.

12 . An organic electroluminescent device having a structure in which an anode, an organic layer, and a cathode are laminated on a substrate, wherein the organic layer comprises an organic layer containing the material for an organic electroluminescent device of claim 2 .

13 . An organic electroluminescent device according to claim 12 , wherein the organic layer containing the material for an organic electroluminescent device comprises at least one layer selected from the group consisting of a light-emitting layer, an electron-transporting layer, and a hole-blocking layer.

14 . An organic electroluminescent device according to claim 12 , wherein the organic layer containing the material for an organic electroluminescent device is a light-emitting layer containing a phosphorescent light-emitting dopant.

15 . An organic electroluminescent device according to claim 12 , wherein an emission wavelength of the phosphorescent light-emitting dopant has an emission maximum wavelength at 550 nm or less.

Assignees

• Nippon Steel & Sumikin Chem Co

Inventors

• Ogawa Junya
• Tada Masashi
• UEDA Tokiko
• Kai Takahiro

Classifications

• C07D405/10

  linked by a carbon chain containing aromatic rings · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title

• C09K11/025

  non-luminescent particle coatings or suspension media · CPC title

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title

• C07D209/86

  with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system · CPC title