Organic electroluminescence device

Patent metadata

Field	Value
Publication number	US-12433123-B2
Application number	US-202117560738-A
Country	US
Kind code	B2
Filing date	Dec 23, 2021
Priority date	Apr 19, 2021
Publication date	Sep 30, 2025
Grant date	Sep 30, 2025

Abstract

An organic electroluminescence device includes a first electrode, a second electrode facing the first electrode, and a plurality of organic layers disposed between the first electrode and the second electrode. At least one organic layer includes a fused polycyclic compound represented by Formula 1, thereby exhibiting improved luminous efficiency.

First claim

What is claimed is:

1. An organic electroluminescence device comprising:
a first electrode;
a second electrode facing the first electrode; and
a plurality of organic layers disposed between the first electrode and the second electrode, wherein
the plurality of organic layers comprise:
at least one organic layer including a fused polycyclic compound represented by Formula 1; and
at least one organic layer including an amine compound represented by Formula H-1:

wherein in Formula 1,
Cy 1 to Cy 5 are each independently a substituted or unsubstituted aromatic hydrocarbon ring, or a substituted or unsubstituted aromatic heterocycle,
X 1 to X 4 are each independently C(R 10 )(R 11 ), N(R 12 ), O, S, or Se,
R 1 and R 2 are each independently a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring, and
R 10 to R 12 are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, and

wherein in Formula H-1,
L 1 and L 2 are each independently a direct linkage, a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms,
m and n are each independently an integer from 0 to 10,
Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and
Ar 3 is a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms.

2. The organic electroluminescence device of claim 1 , wherein
the plurality of organic layers comprise:
a hole transport region disposed on the first electrode;
an emission layer disposed on the hole transport region; and
an electron transport region disposed on the emission layer, and

the emission layer comprises the fused polycyclic compound represented by Formula 1.

3. The organic electroluminescence device of claim 2 , wherein the emission layer emits delayed fluorescence.

4. The organic electroluminescence device of claim 2 , wherein
the emission layer is a delayed fluorescence emission layer comprising a first compound and a second compound, and
the first compound comprises the fused polycyclic compound represented by Formula 1.

5. The organic electroluminescence device of claim 2 , wherein
the hole transport region comprises:
a hole injection layer disposed on the first electrode; and
a hole transport layer disposed on the hole injection layer, and

the hole transport layer comprises the amine compound represented by Formula H-1.

6. The organic electroluminescence device of claim 5 , wherein the hole transport region further comprises an electron blocking layer disposed on the hole transport layer.

7. The organic electroluminescence device of claim 1 , further comprising a capping layer disposed on the second electrode and having a refractive index equal to or greater than about 1.6.

8. The organic electroluminescence device of claim 1 , wherein the fused polycyclic compound represented by Formula 1 is represented by Formula 2:

wherein in Formula 2,
R 3 to R 8 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted seleno group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring-forming carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring,
a is an integer from 0 to 3,
b and c are each independently an integer from 0 to 4,
d is an integer from 0 to 2, and
X 1 to X 4 , R 1 , and R 2 are the same as defined in Formula 1.

9. The organic electroluminescence device of claim 8 , wherein the fused polycyclic compound represented by Formula 2 is represented by one of Formula 3-1 to Formula 3-3:

wherein in Formula 3-1 to Formula 3-3,
R 1-1 and R 2-1 are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring-forming carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring,
R 3-1 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted silyl group, a substituted or unsubstituted seleno group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring-forming carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms,
X 5 is N(R 13 ), O, or S,
R 13 is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms,
R 4 to R 8 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted oxy group, a substituted or unsubstituted silyl group, a substituted or unsubstituted seleno group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring-forming carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, and
X 1 to X 4 , R 1 , R 2 , and b to d are the same as defined in Formula 2.

10. The organic electroluminescence device of claim 8 , wherein the fused polycyclic compound represented by Formula 2 is represented by Formula 4-1 or Formula 4-2:

wherein in Formula 4-1 to Formula 4-2,
R 1 and R 2 are each independently a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring-forming carbon atoms,
A 1 to A 3 are each independently a substituted or unsubstituted alky

Assignees

• Samsung Display Co Ltd

Inventors

• Kim Taeil
• Pak Sun Young
• Park Junha
• Baek Jang Yeol
• Sunwoo Kyoung
• Sim Mun-Ki
• Oh Chanseok
• Jung Minjung

Classifications

• H10K85/322

  comprising boron · CPC title

• H10K85/658 Primary

  Organoboranes · CPC title

• H10K59/12

  Active-matrix OLED [AMOLED] displays · CPC title

• H10K2101/20

  Delayed fluorescence emission · CPC title

• H10K2101/10

  Triplet emission · CPC title