Dioxin derivatives, preparation methods thereof, electron transport layers, OLED devices and display panels

Patent metadata

Field	Value
Publication number	US-12187697-B2
Application number	US-202117359457-A
Country	US
Kind code	B2
Filing date	Jun 25, 2021
Priority date	Sep 7, 2020
Publication date	Jan 7, 2025
Grant date	Jan 7, 2025

Abstract

The present application provides a dioxin derivative, a preparation method thereof, an electron transport layer, an OLED device and a display panel. The dioxin derivative has a formula of

where X is O, S or NR; L represents a direct bond, or L is a substituted or unsubstituted C 6 -C 60 arylene, or L is a C 2 -C 60 heteroaryl including a first heteroatom; A has a formula of

Ar1 and Ar2 independently are substituted or unsubstituted aryl, phenyl, biphenyl, or heterocyclyl comprising a second heteroatom, B is O, S or Se, X1, X2 and X3 independently are C or N, and at least one of X1, X2 or X3 is N, R4 and R5 independently are C 5 -C 30 aromatic or heteroaromatic group ring.

First claim

The invention claimed is:

1. A dioxin derivative selected from group consisting of:

2. A preparation method of a dioxin derivative having a structure represented by

wherein X is O, S or NR;
R, R1, R2 and R3 independently are hydrogen, deuterium, halogen, cyano, nitro, C 1 -C 40 alkyl, C 2 -C 40 alkenyl, C 2 -C 40 alkynyl, C 3 -C 40 cycloalkyl, C 3 -C 40 heterocycloalkyl, C 6 -C 60 aryl, C 5 -C 60 heteroaryl, C1-C40 alkoxy, C 6 -C 60 aryloxy, C 3 -C 40 alkylsilyl, C 6 -C 60 arylsilyl, C 1 -C 40 alkylboryl, C6-C 60 arylboryl, C 6 -C 60 arylphosphonoyl, C 6 -C 60 mono- or di-arylphonphanyl, or C 6 -C 60 arylamino;
L represents a direct bond, or L is a substituted or unsubstituted C 6 -C 60 arylene, or L is a C 2 -C 60 heteroaryl comprising a first heteroatom; and
A has a formula of

wherein
Ar1 and Ar2 independently are substituted or unsubstituted aryl, phenyl, biphenyl or heterocyclyl comprising a second heteroatom,
B is O, S or Se;
X1, X2 and X3 independently are C or N, and at least one of X1, X2 or X3 is N; and
R4 and R5 independently are C 5 -C 30 aromatic or heteroaromatic group ring;
the method comprising the following steps:

3. An electron transport layer, comprising the dioxin derivative of claim 1 .

4. An OLED device, comprising the electron transport layer of claim 3 .

5. A display panel, comprising the OLED device of claim 4 .

Assignees

• Boe Technology Group Co Ltd
• Beijing Boe Technology Dev Co Ltd

Inventors

• Gao Rongrong
• Zhang Dongxu

Classifications

• H10K2101/40

  Interrelation of parameters between multiple constituent active layers or sublayers, e.g. HOMO values in adjacent layers · CPC title

• H10K50/16

  Electron transporting layers · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title

• 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