Compound, display panel, and display apparatus

Patent metadata

Field	Value
Publication number	US-11437589-B2
Application number	US-202016833892-A
Country	US
Kind code	B2
Filing date	Mar 30, 2020
Priority date	Jan 3, 2020
Publication date	Sep 6, 2022
Grant date	Sep 6, 2022

Abstract

The present disclosure relates provides an compound represented by Chemical Formula 1, in which Ar1, Ar2, Ar3 and Ar4 are C6-C40 aryl, or C5-C40 heteroaryl; R1 and R2 are —C(R)2—, —N(R)—, —O—, or —S—; X1, X2 and X3 are C or N; L1 and L2 are phenylene, naphthylene, or biphenylene; Y1 and Y2 are each an electron-withdrawing group selected from a N-containing heterocyclic group, or a cyano-containing group. The compound of the present disclosure has bipolar characteristics of simultaneously transmitting holes and electrons. The bipolar transmission host is beneficial to charge transmission balance in the light-emitting layer, and can widen the exciton recombination region, to simplify the device structure and improving device efficiency. The present disclosure further provides a display panel and a display apparatus.

First claim

What is claimed is:

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

wherein Ar 1 , Ar 2 , Ar 3 and Ar 4 are each independently one or more selected from the group consisting of hydrogen, deuterium, C1-C20 alkyl, C1-C20 alkoxy, C1-C20 alkylthiol, C3-C20 cycloalkyl, a substituted or unsubstituted C6-C40 aryl, and a substituted or unsubstituted C5-C40 heteroaryl,
n1, n2, n3, and n4 are each an integer independently selected from 0, 1, or 2;
R 1 and R 2 are each independently selected from the group consisting of —C(R) 2 —, —O—, —S—, —N(R)—, and —Si(R) 2 —, wherein R is selected from the group consisting of C1-C20 alkyl, C1-C20 alkoxy, C1-C20 alkylthiol, C3-C20 cycloalkyl, a substituted or unsubstituted C6-C30 aryl, and a substituted or unsubstituted C5-C30 heteroaryl;
X 1 , X 2 and X 3 are each C or N;
L 1 and L 2 are each independently selected from the group consisting of phenylene, naphthylene, anthrylene, phenanthrylene, pyrenylene, and biphenylene;
Y 1 and Y 2 are each an electron-withdrawing group, and Y 1 and Y 2 are each independently selected from an N-heterocyclic group, a cyano-containing group, a carbonyl-containing group, a sulfone-containing group, a phosphoroso- or phosphinothioyl-containing group, or a boron-heterocyclic group.

2. The compound according to claim 1 , wherein Y 1 and Y 2 are identical.

3. The compound according to claim 1 , wherein the compound has the following structure:

4. The compound according to claim 3 , wherein the compound has the following structure:

5. The compound according to claim 1 , wherein the compound has the following structure:

6. The compound according to claim 5 , wherein the compound has any one of the following structures:

7. The compound according to claim 1 , wherein the N-containing heterocyclic group is any one of the following groups:

wherein # indicates a position bonding to the Chemical Formula 1.

8. The compound according to claim 1 , wherein the cyano-containing group is any one of the following groups:

wherein # indicates a position bonding to the Chemical Formula 1.

9. The compound according to claim 1 , wherein the carbonyl-containing group is any one of the following groups:

wherein # indicates a position bonding to the Chemical Formula 1; and
R is C1-C20 alkyl, C1-C20 alkoxy, C1-C20 alkylthiol, C2-C20 alkenyl, C2-C20 alkynyl, C3-C20 cycloalkyl, C6-C40 aryl, or C4-C40 heteroaryl.

10. The compound according to claim 1 , wherein the sulfone-containing group is any one of the following groups:

wherein # indicates a position bonding to the Chemical Formula 1.

11. The compound according to claim 1 , wherein the phosphoroso- or phosphinothioyl-containing group is any one of the following groups:

wherein X is O, S, —BR 41 , —C(R 41 ) 2 , —Si(R 41 ) 2 , or —NR 41 ;
R 30 , R 31 , R 32 , R 33 , R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , and R 41 are each independently selected from the group consisting of hydrogen, a substituted or unsubstituted C1-C20 alkyl, a substituted or unsubstituted C1-C20 alkoxy, a substituted or unsubstituted C1-C20 alkylthiol, a substituted or unsubstituted C3-C20 cycloalkyl, a substituted or unsubstituted C3-C20 heterocyclic group, a substituted or unsubstituted C6-C40 aryl, and a substituted or unsubstituted C2-C40 heteroaryl; and
# indicates a position bonding to the Chemical Formula 1.

12. The compound according to claim 1 , wherein the boron-heterocyclic group is any one of the following groups:

wherein # indicates a position bonding to the Chemical Formula 1.

13. The compound according to claim 1 , wherein at least one of X1, X 2 or X 3 is N.

14. The compound according to claim 1 , wherein R 1 and R 2 are each independently selected from the group consisting of —C(R) 2 —, —N(R)—, and —Si(R)—; and
L 1 and L 2 are each phenylene.

15. The compound according to claim 1 , wherein Ar 1 , Ar 2 , Ar 3 and Ar 4 are each the substituted or unsubstituted C6-C40 aryl, or the substituted or unsubstituted C5-C40 heteroaryl; and
Y 1 and Y 2 are each the N-containing heterocyclic group.

16. The compound according to claim 1 , wherein the compound is any one of the following compounds:

Assignees

• Xiamen Tianma Micro Electronics Co Ltd

Inventors

• Ran Quan
• Zhang Lei
• Gao Wei
• Niu Jinghua
• Dai Wenpeng

Classifications

• H10K85/658

  Organoboranes · CPC title

• H10K59/10

  OLED displays · CPC title

• H10K85/6572

  comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole · CPC title

• H10K85/636 Primary

  comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom · CPC title

• C07D401/14

  containing three or more hetero rings · CPC title