Nitrogen-containing aromatic compounds and organic electroluminescent device

Patent metadata

Field	Value
Publication number	US-9543526-B2
Application number	US-201214004991-A
Country	US
Kind code	B2
Filing date	Feb 9, 2012
Priority date	Mar 16, 2011
Publication date	Jan 10, 2017
Grant date	Jan 10, 2017

Abstract

Provided are a nitrogen-containing aromatic compound useful for an organic electroluminescent device, and an organic electroluminescent device (organic EL device) that improves luminous efficiency of the device and sufficiently ensures driving stability of the device. The nitrogen-containing aromatic heterocyclic compound is represented by the following formula (1). The organic EL device includes an organic layer that contains the nitrogen-containing aromatic heterocyclic compound between an anode and a cathode laminated on a substrate. In the formula (1), a ring A represents an aromatic ring represented by the formula (1a) and fused with two adjacent rings, a ring B represents a heterocycle represented by the formula (1b) and fused with two adjacent rings, Y's each represent C—R or N, X's each represent N—Z, O, S, or Se, R represents hydrogen, an alkyl group, an aromatic group, or the like, and Z represents an alkyl group, an aromatic group, or the like.

First claim

The invention claimed is:

1. A nitrogen-containing aromatic compound, which is represented by the general formula (2):

in the formula (2):
ring A represents an aromatic ring represented by the formula (1a) and fused with two adjacent rings at arbitrary positions;
ring B represents a heterocycle represented by the formula (1b) and fused with two adjacent rings at arbitrary positions;
Y's each represent C—R or N, provided that one to four of Y's each represent N;
X's each represent N—Z;
R represents hydrogen, an alkyl group having 1 to 30 carbon atoms, a cycloalkyl group having 3 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, an alkynyl group having 2 to 30 carbon atoms, an aromatic hydrocarbon group having 6 to 50 carbon atoms, or an aromatic heterocyclic group having 3 to 50 carbon atoms and free of a fused heterocycle having four or more rings; and
Z represents a monovalent group produced by removing hydrogen from dibenzofuran or dibenzothiophene, wherein the dibenzofuran and dibenzothiophene may have a substituent, and the substituent is an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an acyl group having 2 to 20 carbon atoms, a dialkylamino group having 2 to 20 carbon atoms, a diarylamino group having 6 to 28 carbon atoms, a phosphanyl group having 6 to 18 carbon atoms, or a silyl group having 3 to 18 carbon atoms.

2. A nitrogen-containing aromatic compound according to claim 1 , wherein the nitrogen-containing aromatic compound is the compound 1-33

3. A nitrogen-containing aromatic compound according to claim 1 , wherein one or two of Y's in the general formula (2) each represent N.

4. An organic electroluminescent device, comprising the nitrogen-containing aromatic compound according to claim 1 .

5. An organic electroluminescent device according to claim 4 , wherein an organic layer that contains the nitrogen-containing aromatic compound comprises at least one layer selected from a light-emitting layer, a hole-transporting layer, an electron-transporting layer, and a hole-blocking layer.

6. An organic electroluminescent device according to claim 4 , wherein an organic layer that contains the nitrogen-containing aromatic compound is a light-emitting layer or a hole-transporting layer.

7. An organic electroluminescent device according to claim 4 , wherein an organic layer that contains the nitrogen-containing aromatic compound comprises a light-emitting layer of an organic electroluminescent device including the light-emitting layer between an anode and a cathode laminated on a substrate, and the light-emitting layer contains a phosphorescent light-emitting dopant and the nitrogen-containing aromatic compound as a host material.

8. An organic electroluminescent device, comprising the nitrogen-containing aromatic compound according to claim 2 .

Assignees

• Ishiyama Takaya
• Hayashida Hiroyuki
• Sakai Mitsuru
• NIINA Masashi
• Shiraishi Kazuto
• Yoshimura Kazuaki
• Nippon Steel & Sumikin Chem Co

Inventors

• Ishiyama Takaya
• Hayashida Hiroyuki
• Sakai Mitsuru
• NIINA Masashi
• Shiraishi Kazuto
• Yoshimura Kazuaki

Classifications

• C07D495/14

  Ortho-condensed systems · CPC title

• C07D487/14

  Ortho-condensed systems · CPC title

• C07D491/147

  the condensed system containing one ring with oxygen as ring hetero atom and two rings with nitrogen as ring hetero atom · CPC title

• C09K2211/1096

  containing other heteroatoms · CPC title

• C07D495/22

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