IP Library › Granted Patent US 10,184,078
Granted Patent B2
US 10,184,078 · App. 15/871,070 · Granted Jan 22, 2019

Organic electroluminescent device

Inventors: Toshiyuki Matsuura (Yokohama, JP); Hiroaki Itoi (Yokohama, JP); Naoya Sakamoto (Yokohama, JP); Nobutaka Akashi (Yokohama, JP)
Assignee: Samsung Display Co., Ltd.
C09K11/025C07C211/43C07C211/44C07C211/49C07C211/61C07D401/14C07D403/10H01L51/5064H01L51/0059H01L51/0073H01L51/0074
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,184,078
App. No.
15/871,070
Granted
Jan 22, 2019
Kind
B2
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.

Claims (25)

1. An organic electroluminescent (EL) device, comprising:

an anode;

an emission layer; and

a hole transport layer between the anode and the emission layer;

wherein the hole transport layer comprises a hole transport 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 hole transport layer comprises an anode-side hole transport layer between the anode and the emission layer;

an intermediate hole transport material layer between the anode-side hole transport layer and the emission layer; and

an emission layer-side hole transport layer between the intermediate hole transport material layer and the emission layer.

3. The organic EL device of claim 2 , wherein at least one of the intermediate hole transport material layer or the anode-side hole transport layer comprises a compound 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;

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.

4. The organic EL device of claim 2 , wherein the anode-side hole transport layer comprises an anode-side hole transport material and doped with an electron accepting material, and

the electron accepting material has a lowest unoccupied molecular orbital (LUMO) level within a range from about −9.0 eV to about −4.0 eV.

5. The organic EL device of claim 2 , wherein the anode-side hole transport layer comprises an electron accepting material as a main component, and

the electron accepting material has a lowest unoccupied molecular orbital (LUMO) level within a range from about −9.0 eV to about −4.0 eV.

6. The organic EL device of claim 1 , wherein the emission layer comprises a compound represented by Formula 3:

wherein in Formula 3, Ar 11 is each independently hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbon atoms for forming a ring, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 50 carbon atoms for forming a ring, a substituted or unsubstituted arylthio group having 6 to 50 carbon atoms for forming a ring, a substituted or unsubstituted alkoxycarbonyl group having 2 to 50 carbon atoms, 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, a substituted or unsubstituted silyl group, a carboxyl group, a halogen atom, a cyano group, a nitro group, or a hydroxyl group; and

o is an integer from 1 to 10.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2018
From: MATSUURA, TOSHIYUKI; ITOI, HIROAKI; SAKAMOTO, NAOYA; AKASHI, NOBUTAKA
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 045562/0048 →
Priority Claims (2)
JP 2014-227110 · Nov 7, 2014 · national
JP 2014-227118 · Nov 7, 2014 · national
Continuity (2)
Continuation 14934032 · Nov 5, 2015
Related Publication 20180134951A1 · May 17, 2018
Cited By (1)
US 12,701,891