IP Library Granted Patent US 11,647,671
Granted Patent B2
US 11,647,671 · App. 17/006,932 · Granted May 9, 2023

Compound and organic electro-optical device containing the same

Inventors: Wenjing Xiao (Shanghai, CN); Wei Gao (Shanghai, CN); Lei Zhang (Shanghai, CN); Wenpeng Dai (Shanghai, CN); Quan Ran (Shanghai, CN); Jinghua Niu (Shanghai, CN)
Assignees: WUHAN TIANMA MICRO-ELECTRONICS CO., LTD.; WUHAN TIANMA MICROELECTRONICS CO., LTD. SHANGHAI BRANCH
H01L51/0073C07D307/93C07D405/10C07D407/10C07D409/14C07D471/04C07F5/027C07F9/5325H01L51/0067H01L51/0072H01L51/0074H01L51/5072H01L51/5096
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Quick Facts
Patent No.
US 11,647,671
App. No.
17/006,932
Granted
May 9, 2023
Kind
B2
Abstract

Provided are a compound and an organic electro-optical device containing the same. The compound has a structure represented by Formula I. The organic electro-optical device comprises an anode, a cathode, and at least one organic thin film layer located between the cathode and the anode. The molecule of the compound provided by the present disclosure has higher rigidity, a large conjugated system, a deeper LUMO energy level, a higher triplet energy level and good molecular stability, and is not easy to crystallize, and thus the compound can be used as an electron transport material or a hole blocking material of the organic electro-optical device, facilitating the reduction of the turn-on voltage of the device, the improvement of current efficiency and the increase of service life.

Claims (25)

1. A compound having a structure represented by Formula II:

wherein A is any one selected from the group consisting of a cyano-containing electron acceptor group, a nitrogen heterocycle-containing electron acceptor group, a sulfone-containing electron acceptor group, a carbonyl-containing electron acceptor group, a phosphinyloxy-containing electron acceptor group and a boron-containing electron acceptor group.

2. The compound according to claim 1 , wherein the cyano-containing electron acceptor group is any one selected from the group consisting of the following groups:

wherein R is any one selected from the group consisting of a hydrogen atom, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, C 6 -C 30 aryl and C 2 -C 30 heteroaryl, and #represents a linkage position of groups.

3. The compound according to claim 1 , wherein the nitrogen heterocycle-containing electron acceptor group is any one selected from the group consisting of the following groups:

wherein R 1 is any one selected from the group consisting of C 1 -C 20 alkyl, C 1 -C 20 alkoxy, C 6 -C 30 aryl and C 2 -C 30 heteroaryl, and #represents a linkage position of groups.

4. The compound according to claim 1 , wherein the sulfone-containing electron acceptor group is any one selected from the group consisting of the following groups:

wherein #represents a linkage position of groups.

5. The compound according to claim 1 , wherein the carbonyl-containing electron acceptor group is any one selected from the group consisting of the following groups:

wherein R 2 is any one selected from the group consisting of C 1 -C 20 alkyl, C 1 -C 20 alkoxy, C 6 -C 30 aryl and C 2 -C 30 heteroaryl, and #represents a linkage position of groups.

6. The compound according to claim 1 , wherein the phosphinyloxy-containing electron acceptor group is any one selected from the group consisting of the following groups:

wherein X is O, S,

R 3 to R 12 are each independently any one selected from the group consisting of a hydrogen atom, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, C 6 -C 30 aryl and C 2 -C 30 heteroaryl, Ria is any one selected from the group consisting of C 6 -C 30 aryl and C 2 -C 30 heteroaryl, and #represents a linkage position of groups.

7. The compound according to claim 1 , wherein the boron-containing electron acceptor group is any one selected from the group consisting of the following groups:

wherein Y is O, S,

R 14 to R 22 are each independently any one selected from the group consisting of a hydrogen atom, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, C 6 -C 30 aryl and C 2 -C 30 heteroaryl, and #represents a linkage position of groups.

8. A compound selected from the group consisting of the following compounds P1 to P97:

9. An organic electro-optical device comprising an anode, a cathode and at least one organic thin film layer located between the anode and the cathode;

wherein the at least one organic thin film layer is one selected from the group consisting of a hole injection layer, a hole transport layer, an electron blocking layer, a light emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and a combination of at least two selected therefrom, and comprises a light emitting layer;

at least one of the organic thin film layers comprises at least one of the compounds having a structure represented by Formula II:

wherein A is any one selected from the group consisting of a cyano-containing electron acceptor group, a nitrogen heterocycle-containing electron acceptor group, a sulfone-containing electron acceptor group, a carbonyl-containing electron acceptor group, a phosphinyloxy-containing electron acceptor group and a boron-containing electron acceptor group.

10. The organic electro-optical device according to claim 9 , wherein the organic electro-optical device comprises an anode, a hole injection layer, a hole transport layer, an electron blocking layer, a light emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer and a cathode which are sequentially stacked.

11. The organic electro-optical device according to claim 9 , wherein a material of the electron transport layer comprises one or more said compounds in Formular (II).

12. The organic electro-optical device according to claim 9 , wherein the electron transport layer comprises a host material and a guest material, and the host material of the electron transport layer is one or more said compounds in Formular (II).

13. The organic electro-optical device according to claim 9 , wherein a material of the hole blocking layer is one or more said compounds in Formular (II), and the lowest triplet energy level of a light emitting material of the light emitting layer is lower than the lowest triplet energy level of the compound.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 4, 2022
From: SHANGHAI TIANMA AM-OLED CO.,LTD.
To: WUHAN TIANMA MICRO-ELECTRONICS CO., LTD.; WUHAN TIANMA MICROELECTRONICS CO., LTD. SHANGHAI BRANCH
Reel/Frame 059498/0307 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 31, 2020
From: XIAO, WENJING; GAO, WEI; ZHANG, LEI; DAI, WENPENG; RAN, QUAN; NIU, JINGHUA
To: SHANGHAI TIANMA AM-OLED CO., LTD.
Reel/Frame 053638/0432 →
Priority Claims (1)
CN 202010414303.3 · May 15, 2020 · national
Continuity (1)
Related Publication 20200395554A1 · Dec 17, 2020