IP Library Granted Patent US 12,187,697
Granted Patent B2
US 12,187,697 · App. 17/359,457 · Granted Jan 7, 2025

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

Inventors: Rongrong Gao (Beijing, CN); Dongxu Zhang (Beijing, CN)
Assignee: Beijing BOE Technology Development Co., Ltd.
C07D319/24H10K85/624H10K85/654H10K85/6572H10K85/6574H10K85/6576H10K50/11H10K50/16H10K2101/40
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 12,187,697
App. No.
17/359,457
Granted
Jan 7, 2025
Kind
B2
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.

Claims (15)

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 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 1, 2024
From: BOE TECHNOLOGY GROUP CO., LTD.
To: BEIJING BOE TECHNOLOGY DEVELOPMENT CO., LTD.
Reel/Frame 068748/0961 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 25, 2021
From: GAO, RONGRONG; ZHANG, DONGXU
To: BOE TECHNOLOGY GROUP CO., LTD.
Reel/Frame 056678/0670 →
Priority Claims (1)
CN 202010931127.0 · Sep 7, 2020 · national
Continuity (1)
Related Publication 20220073491A1 · Mar 10, 2022
References Cited (16)
US 10756277B2 · Choi · 2020 [cited by examiner]
US 20170170406A1 · Choi et al. · 2017 [cited by applicant]
CN 106458961A · 2017 [cited by applicant]
CN 107089990A · 2017 [cited by applicant]
CN 107337680A · 2017 [cited by applicant]
CN 109535168A · 2019 [cited by applicant]
CN 110494430A · 2019 [cited by applicant]
CN 110741002A · 2020 [cited by applicant]
CN 110963989A · 2020 [cited by applicant]
CN 111592527A · 2020 [cited by applicant]
KR 20160060572A · 2016 [cited by examiner]
NO 2017023126A1 · 2017 [cited by applicant]
WO WO2015156580A2 · 2015 [cited by examiner]
CN202010931127.0 First Office Action. [cited by applicant]
CN202010931127.0 Second Office Action. [cited by applicant]
Gao, Y., et al. “Synthesis of electroluminescence combinations containing 1, 3, 4-oxadiazole and triazine Units.” Chemical Research and Application 17.3 (2005): 366. [cited by applicant]