Organic electroluminescent device

Patent metadata

Field	Value
Publication number	US-10689568-B2
Application number	US-201916459484-A
Country	US
Kind code	B2
Filing date	Jul 1, 2019
Priority date	Nov 7, 2014
Publication date	Jun 23, 2020
Grant date	Jun 23, 2020

Abstract

An organic electroluminescent device of which emission life may be improved. The organic electroluminescent device includes an anode, an emission layer, and an anode-side hole transport layer provided between the anode and the emission layer and including an anode-side hole transport material. An electron accepting material is doped in the anode-side hole transport layer. An intermediate hole transport material layer is provided between the anode-side hole transport layer and the emission layer and includes an intermediate hole transport material, and an emission layer-side hole transport layer is provided between the intermediate hole transport material layer and the emission layer and adjacent to the emission layer. The emission layer-side hole transport layer includes an emission layer-side hole transport material represented by the following Formula 1

First claim

What is claimed is:

1. An organic electroluminescent (EL) device, comprising:
an anode;
an emission layer; and
an organic layer between the anode and the emission layer;
wherein the organic layer includes an organic material represented by Formula 1:

wherein in Formula 1,
Y is O or S,
R 1 to R 6 are each independently hydrogen, deuterium, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms, a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heteroaryl group having 1 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted aryl group or heteroaryl group formed via condensation of optional adjacent substituents;
Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, and each of Ar 1 and Ar 2 is not a heteroaryl-containing group;
L 1 to L 3 are each independently a direct linkage, a substituted or unsubstituted alkylene group having 1 to 15 carbon atoms, a substituted or unsubstituted aralkylene group having 7 to 30 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heteroarylene group having 1 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted divalent silyl group;
m is an integer from 0 to 3; and
n is an integer from 0 to 4.

2. The organic EL device of claim 1 ,
wherein the organic layer comprises
an anode-side organic layer between the anode and the emission layer, and
an emission layer-side organic layer between the anode-side organic layer and the emission layer.

3. The organic EL device of claim 2 ,
wherein the organic material represented by Formula 1 is included in the emission layer-side organic layer.

4. The organic EL device of claim 2 , wherein the organic layer further comprises an intermediate organic layer between the anode-side organic layer and the emission layer-side organic layer.

5. The organic EL device of claim 1 ,
wherein the organic material represented by Formula 1 is at least one selected from the group consisting of compounds represented in the following Compound Group A:

6. The organic EL device of claim 1 ,
wherein the organic material represented by Formula 1 is represented by Formula A:

and
wherein in Formula A,
R 6 , Ar 1 , Ar 2 , L 1 , and L 2 are same as defined in Formula 1.

7. The organic EL device of claim 6 ,
wherein the organic material represented by Formula A is represented by 49:

8. The organic EL device of claim 1 , wherein the organic layer further includes an organic material represented by Formula 2:

wherein in Formula 2,
Ar 7 to Ar 9 are each independently a substituted or unsubstituted aryl group having 6 to 50 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 5 to 50 carbon atoms for forming a ring, or Ar 7 and Ar 8 are combining to each other to form a ring;
Ar 10 is hydrogen, deuterium, a halogen atom, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms for forming a ring, a substituted or unsubstituted heteroaryl group having 5 to 50 carbon atoms for forming a ring, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; and
L 4 is a direct linkage, a substituted or unsubstituted arylene group having 6 to 18 carbon atoms for forming a ring, or a substituted or unsubstituted heteroarylene group having 5 to 15 carbon atoms for forming a ring.

9. The organic EL device of claim 8 ,
wherein the organic material represented by Formula 2 is at least one selected from the group consisting of compounds represented in the following Compound Group B:

10. The organic EL device of claim 8 ,
wherein the organic material represented by Formula 2 is represented by Formula B:

wherein in Formula B,
Ar 7 and Ar 8 are each independently a substituted or unsubstituted aryl group having 6 to 50 carbon atoms for forming a ring.

11. The organic EL device of claim 10 ,
wherein the organic material represented by Formula B is represented in the following Compound Group C:

12. An electroluminescent (EL) device, comprising:
an anode;
an emission layer; and
an organic layer between the anode and the emission layer;
wherein the organic layer includes at least one of an organic material each of which is represented by Formula 1 and Formula 2:

wherein in Formula 1,
Y is O or S;
R 1 to R 6 are each independently hydrogen, deuterium, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms, a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heteroaryl group having 1 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted aryl group or heteroaryl group formed via condensation of optional adjacent substituents;
Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, and each of Ar 1 and Ar 2 is not a heteroaryl-containing group;
L 1 to L 3 are each independently a direct linkage, a substitu

Assignees

• Samsung Display Co Ltd

Inventors

• Matsuura Toshiyuki
• Itoi Hiroaki
• Sakamoto Naoya
• Akashi Nobutaka

Classifications

• H10K85/6576

  comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene · CPC title

• H10K85/6574

  comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes · CPC title

• H10K85/6572

  comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole · CPC title

• H10K85/615

  Polycyclic condensed aromatic hydrocarbons, e.g. anthracene · CPC title

• H10K85/631 Primary

  Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine · CPC title