Long-lifetime organic electroluminescent compound and organic electroluminescent device comprising the same

Patent metadata

Field	Value
Publication number	US-12439817-B2
Application number	US-202418688112-A
Country	US
Kind code	B2
Filing date	Jan 31, 2024
Priority date	Jan 16, 2024
Publication date	Oct 7, 2025
Grant date	Oct 7, 2025

Abstract

There is provided a long-lifetime organic electroluminescent compound and an organic electroluminescent device comprising the same. The general structural formula of the organic electroluminescent compound is as shown in Formula I. The organic electroluminescent compound contains a benzonaphthofuran moiety. By means of the benzonaphthofuran structure instead of dibenzofuran, the conjugated length of π electron cloud is prolonged. When the molecule is converted into an anionic state after accepting electrons, the negative charges can be effectively dispersed on the benzonaphthofuran moiety, avoiding excessively high local energy caused by uneven distribution of the negative charges, thus increasing the stability of a material. Furthermore, the benzonaphthofuran moiety has also been found to have a relatively good planarity, and the stability of the material can be significantly improved by means of partial deuteration. In the present invention, by means of deuteration at some sites on the benzonaphthofuran structure, the vibration of carbon-hydrogen bonds can be significantly reduced, the stability of the benzonaphthofuran can be enhanced, and the deuteration cost can be reduced.

First claim

The invention claimed is:

1. A long-lifetime organic electroluminescent compound, characterized in that the general structural formula of the organic electroluminescent compound is shown as Formula I:

wherein D is deuterium and n is an integer selected from 0 to 8;
Ar 1 is selected from any one of phenyl, biphenyl, naphthyl, perinaphthenyl, benzonaphthofuranyl, dinaphthofuranyl, methylnaphthalene, ethylbenzene, deuterated phenyl, and deuterated naphthyl;
L 1 and L 2 are selected from a single bond and a substituted or unsubstituted arylene group with a carbon atom number of 6 to 30;
when any one of L 1 , L 2 , and Ar 1 has substituents, the number of the substituents on the L 1 , L 2 , and Ar 1 may be one or more, and each of the substituents is independently selected from any one of deuterium, an alkyl group with a carbon atom number of 1 to 30, a haloalkyl group with a carbon atom number of 1 to 30, a cycloalkyl group with a carbon atom number of 3 to 30, an aryl group with a carbon atom number of 6 to 30, and a fused aryl group with a carbon atom number of 10 to 30; and
Ar 2 is selected from structures shown in Formula II-111:

any site on the structure shown in Formula II-111 can be bonded to L 2 of Formula I; and
X is selected from O.

2. The organic electroluminescent compound according to claim 1 , characterized in that L 1 and L 2 are selected from any one of a single bond, deuterated or non-deuterated phenylene, and deuterated or non-deuterated biphenylene.

3. The organic electroluminescent compound according to claim 1 , characterized in that the organic electroluminescent compound is selected from any one of the following structures:

4. An organic electroluminescent device, characterized by comprising sequentially a first electrode disposed on a substrate plate, a second electrode disposed opposite to the first electrode, and one or more organic functional layers disposed between the first electrode and the second electrode,
wherein the organic functional layer comprises a luminescent layer comprising one or more organic electroluminescent compounds according to claim 1 .

5. The organic electroluminescent device according to claim 4 , characterized in that the luminescent layer comprises a host material and a doping material, wherein the host material comprises one or more organic electroluminescent compounds according to claim 1 .

Assignees

• Shijiazhuang Chengzhi Yonghua Display Materials Co Ltd

Inventors

• Zheng Zaihao
• Bu Pengjun
• Yue Shiwen
• Liang Feng
• Wei Tianyu

Classifications

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title

• H10K85/6574

  comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes · CPC title

• H10K50/00

  Organic light-emitting devices (integrated devices or assemblies of multiple devices H10K59/00, H10K65/00; organic semiconductor lasers H01S5/36) · CPC title