Organic electroluminescent device

Patent metadata

Field	Value
Publication number	US-10424742-B2
Application number	US-201515504804-A
Country	US
Kind code	B2
Filing date	Aug 6, 2015
Priority date	Aug 20, 2014
Publication date	Sep 24, 2019
Grant date	Sep 24, 2019

Abstract

The organic EL device of the invention has, in order, an anode, a hole transport layer, a luminous layer, an electron transport layer and a cathode. The hole transport layer includes an indenoacridan derivative represented by the following general formula (1), and the luminous layer includes an N-aromatic substituted indenoindole compound and/or an N-aromatic substituted carbazole compound. In the formula, A 1 is a divalent aromatic hydrocarbon group, a divalent aromatic heterocyclic group or a single bond, B is a monovalent aromatic hydrocarbon group; a monovalent aromatic heterocyclic group; or a disubstituted amino group having, as a substituent, a monovalent aromatic hydrocarbon group or a monovalent aromatic heterocyclic group; and R 1 to R 14 each represent a hydrogen atom or an alkyl group.

First claim

The invention claimed is:

1. An organic electroluminescent device comprising, in order, an anode, a hole transport layer, a luminous layer, an electron transport layer and a cathode, wherein the hole transport layer includes an indenoacridan derivative selected from the group consisting of:

and the luminous layer includes at least one compound selected from the group consisting of:

2. The organic electroluminescent device according to claim 1 , wherein the electron transport layer includes an anthracene derivative represented by the following formula (4):

where
A 4 is a divalent aromatic hydrocarbon group, a divalent aromatic heterocyclic group or a single bond,
E is a monovalent aromatic heterocyclic group,
C is a monovalent aromatic hydrocarbon group or a monovalent aromatic heterocyclic group,
D is a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, a cyano group or an alkyl group having 1 to 6 carbon atoms, and
p is an integer of 7 or 8 and q is an integer of 1 or 2, with the proviso that the sum of p and q is 9.

3. The organic electroluminescent device according to claim 2 , wherein the anthracene derivative is represented by the following formula (4a):

where
A 4 is as defined in the formula (4),
Ar 3 , Ar 4 and Ar 5 each represents a monovalent aromatic hydrocarbon group or a monovalent aromatic heterocyclic group,
R 33 to R 39 each represents a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, a cyano group, a nitro group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 5 to 10 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an alkyloxy group having 1 to 6 carbon atoms, a cycloalkyloxy group having 5 to 10 carbon atoms, a monovalent aromatic hydrocarbon group, a monovalent aromatic heterocyclic group, an aralkyl group or an aryloxy group, and may be bonded to each other via a single bond, a methylene group which may have a substituent, an oxygen atom or a sulfur atom to form a ring, and
X 1 , X 2 , X 3 and X 4 each represents a carbon atom or a nitrogen atom, provided that only one of these is a nitrogen atom, with none of R 33 to R 36 , including hydrogen atoms, being bonded to the nitrogen atom.

4. The organic electroluminescent device according to claim 2 , wherein the anthracene derivative is represented by the following formula (4b):

where
A 4 is as defined in the formula (4), and
Ar 6 , Ar 7 , and Ar 8 each represents a monovalent aromatic hydrocarbon group or a monovalent aromatic heterocyclic group.

5. The organic electroluminescent device according to claim 2 , wherein the anthracene derivative is represented by the following formula (4c):

where
A 4 is as defined in the formula (4),
Ar 9 , Ar 10 and Ar 11 each represents a monovalent aromatic hydrocarbon group or a monovalent aromatic heterocyclic group, and
R 40 is a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, a cyano group, a nitro group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 5 to 10 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an alkyloxy group having 1 to 6 carbon atoms, a cycloalkyloxy group having 5 to 10 carbon atoms, a monovalent aromatic hydrocarbon group, a monovalent aromatic heterocyclic group, an aralkyl group or an aryloxy group.

6. The organic electroluminescent device according to claim 1 , wherein the hole transport layer has a two-layer structure including a first hole transport layer and a second hole transport layer, the second hole transport layer being positioned on the luminous layer side and includes the indenoacridan derivative.

7. The organic electroluminescent device according to claim 1 , wherein the luminous layer further includes a phosphorescence emitting material.

8. The organic electroluminescent device according to claim 7 , wherein the phosphorescence emitting material is a metal complex containing iridium or platinum.

9. The organic electroluminescent device according to claim 8 , wherein the phosphorescence emitting material is a red-emitting dopant.

10. The organic electroluminescent device according to claim 1 , wherein the luminous layer includes at least one compound selected from the group consisting of:

Assignees

• Hodogaya Chemical Co Ltd
• Sfc Co Ltd

Inventors

• Hayashi Shuichi
• Kanda Daizou
• Mochiduki Shunji
• Lee Se-Jin
• Lee Oun-Gyu
• Shin Bong-Ki

Classifications

• C07D209/94

  containing carbocyclic rings other than six-membered · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• C07D221/18

  Ring systems of four or more rings · CPC title

• C07D491/048

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

• C09K11/025

  non-luminescent particle coatings or suspension media · CPC title