Organic electroluminescence device and polycyclic compound for organic electroluminescence device

Patent metadata

Field	Value
Publication number	US-12501824-B2
Application number	US-201916559275-A
Country	US
Kind code	B2
Filing date	Sep 3, 2019
Priority date	Nov 6, 2018
Publication date	Dec 16, 2025
Grant date	Dec 16, 2025

Abstract

An organic electroluminescence device includes oppositely disposed first electrode and second electrode, and at least one organic layer disposed between the first electrode and the second electrode, wherein at least one organic layer includes a polycyclic compound represented by Formula 1, thereby showing improved device efficiency and life characteristics.

First claim

What is claimed is:

1 . An organic electroluminescence device, comprising:
a first electrode; a second electrode on the first electrode; and a plurality of organic layers between the first electrode and the second electrode, wherein at least one organic layer of the plurality of organic layers comprises a polycyclic compound represented by any one selected from the following Formula 1-2 to Formula 1-5:

wherein in Formula 1-2 to Formula 1-5,
X is O or S,
Ar 1 and Ar 2 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkoxy group of 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group of 6 to 30 carbon atoms, a substituted or unsubstituted alkylthio group of 1 to 30 carbon atoms, a substituted or unsubstituted arylthio group of 6 to 30 carbon atoms, a substituted or unsubstituted aryl group of 6 to 50 carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 50 carbon atoms, wherein Ar 1 and Ar 2 are not joined to form a ring,
when one of Ar 1 and Ar 2 is a hydrogen atom, the other one is not selected from a group consisting of a hydrogen atom, a deuterium atom, an unsubstituted phenyl group, an unsubstituted biphenyl group, a phenyl group substituted with a t-butyl group, an aryl group of 6 to 50 carbon atoms substituted with an amino group, and a heteroaryl group of 2 to 50 carbon atoms substituted with an amino group, and
when one of Ar 1 and Ar 2 is an unsubstituted phenyl group, the other one is selected from the group consisting of a substituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthalene group, and a substituted or unsubstituted phenanthrene group, provided that the substituents of Ar 1 and Ar 2 do not form a fused ring,
R 5 to R 8 are each independently a hydrogen atom, and
R a1 to R d1 , R a2 to R d2 , R a3 to R d3 , and R a4 to R d4 are each independently a hydrogen atom.

2 . The organic electroluminescence device of claim 1 , wherein the plurality of organic layers comprises:
an emission layer; and a hole transport region between the first electrode and the emission layer, wherein the hole transport region comprises the polycyclic compound.

3 . The organic electroluminescence device of claim 1 , wherein the plurality of organic layers comprises:
an emission layer; a hole injection layer between the first electrode and the emission layer; and a hole transport layer between the hole injection layer and the emission layer, wherein the hole transport layer comprises the polycyclic compound.

4 . The organic electroluminescence device of claim 1 , wherein Ar 1 and Ar 2 are each independently a hydrogen atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthalene group, a substituted or unsubstituted phenanthrene group, a substituted or unsubstituted dibenzofuran group, a substituted or unsubstituted dibenzothiophene group, or a substituted or unsubstituted fluorene group.

5 . The organic electroluminescence device of claim 2 , wherein the emission layer comprises an anthracene derivative represented by the following Formula 3:

wherein in Formula 3,
R 21 to R 30 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group of 1 to 10 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 30 carbon atoms, or combined with an adjacent group to form a ring, and
c and d are each independently an integer of 0 to 5.

6 . The organic electroluminescence device of claim 1 , wherein the polycyclic compound comprises at least one selected from compounds represented in the following Compound Group 1 and Compound Group 2:

7 . A polycyclic compound represented by any one selected from the following Formula 1-2 to Formula 1-5:

wherein in Formula 1-2 to Formula 1-5,
X is O or S,
Ar 1 and Ar 2 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkoxy group of 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group of 6 to 30 carbon atoms, a substituted or unsubstituted alkylthio group of 1 to 30 carbon atoms, a substituted or unsubstituted arylthio group of 6 to 30 carbon atoms, a substituted or unsubstituted aryl group of 6 to 50 carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 50 carbon atoms, wherein Ar 1 and Ar 2 are not joined to form a ring,
when X is S and one of Ar 1 and Ar 2 is a hydrogen atom, the other one is not a hydrogen atom, a deuterium atom, an unsubstituted phenyl group, an unsubstituted biphenyl group, a phenyl group substituted with a t-butyl group, a phenyl group substituted with bromine, an aryl group of 6 to 50 carbon atoms substituted with an amino group, and a hetero

Assignees

• Samsung Display Co Ltd

Inventors

• Sakuma Takao

Classifications

• H10K50/18

  Carrier blocking layers · CPC title

• H10K50/85

  Arrangements for extracting light from the devices · CPC title

• H10K50/15

  Hole transporting layers · CPC title

• H10K85/6576

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

• H10K85/655

  comprising only sulfur as heteroatom · CPC title