Benzoxazole derivative and electroluminescent application thereof

Patent metadata

Field	Value
Publication number	US-2023139051-A1
Application number	US-202218067737-A
Country	US
Kind code	A1
Filing date	Dec 19, 2022
Priority date	Jul 26, 2022
Publication date	May 4, 2023
Grant date	—

Abstract

In the benzoxazole derivatives provided by the present disclosure, by defining the structure of the benzoxazole group and introducing at least two aromatic groups between the benzoxazole group and the triazine group, the two electron withdrawing groups in the benzoxazole and triazine can be effectively separated, avoiding the energy level drop caused by the proximity of the two electron withdrawing groups, and the triplet energy level of the molecule can be effectively adjusted, and the whole molecule has appropriate HOMO and LUMO values, to effectively improve the electron transport ability, and provide the benzoxazole derivatives with high electron mobility, excellent thermal stability and film stability, which is beneficial to improving luminous efficiency,

First claim

What is claimed is:

1 . A benzoxazole derivative having a structure as shown in formula I:

formula I;
wherein R has any of the following structures:

A is

X 1 , X 2 , X 3 are independently selected from the group consisting of N, O, S or Si;
R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 are independently selected from the group consisting of H, D, halogen, cyano, substituted or unsubstituted aryl or heteroaryl;
L 1 , L 2 , L 3 are independently selected from the group consisting of single bonds, substituted or unsubstituted aryl or heteroaryl, and at least two of L 1 , L 2 , and L 3 are not single bonds;
Ar 1 and Ar 2 are independently selected from the group consisting of substituted or unsubstituted aryl or heteroaryl;
#indicates the linking site.

2 . The benzoxazole derivative according to claim 1 , wherein the substituents of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , L 1 , L 2 , L 3 , Ar 1 and Ar 2 are independently selected from the group consisting of D, halogen, cyano, aryl or heteroaryl.

3 . The benzoxazole derivative according to claim 1 , wherein the X 2 is O, and the X 3 is N.

4 . The benzoxazole derivative according to claim 3 , wherein the R has any of the following structures:

R 11 is selected from the group consisting of H, D, halogen, cyano, substituted or unsubstituted aryl or heteroaryl;
#is the linking site.

5 . The benzoxazole derivative according to claim 4 , wherein the R 11 is selected from the group consisting of H, D, halogen, cyano, substituted or unsubstituted phenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, naphthyl, anthracenyl, phenanthryl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl or 1,5-naphthyridinyl.

6 . The benzoxazole derivative according to claim 1 , wherein the R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 are independently selected from the group consisting of H, D, halogen, cyano, substituted or unsubstituted monocyclic aryl, monocyclic heteroaryl, fused aryl formed by the fusion of 2˜3 aromatic rings, heteroaryl formed by the fusion of 2˜3 aromatic rings and heteroaromatic rings, and heteroaryl formed by the fusion of 2˜3 heteroaromatic rings.

7 . The benzoxazole derivative according to claim 6 , wherein the R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 are independently selected from the group consisting of H, D, halogen, cyano, substituted or unsubstituted phenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, naphthyl, anthracenyl, phenanthryl, 1,10-phenanthrolinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl or 1,5-naphthyridinyl.

8 . The benzoxazole derivative according to claim 1 , wherein the L 1 , L 2 , L 3 are independently selected from the group consisting of single bonds, substituted or unsubstituted monocyclic aryl, monocyclic heteroaryl, fused aryl formed by the fusion of 2˜3 aromatic rings, heteroaryl formed by the fusion of 2˜3 aromatic rings and heteroaromatic rings, and heteroaryl formed by the fusion of 2˜3 heteroaromatic rings, and at least two of L 1 , L 2 , and L 3 are not single bonds.

9 . The benzoxazole derivative according to claim 8 , wherein the L 1 , L 2 , L 3 are independently selected from the group consisting of single bonds, substituted or unsubstituted phenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, naphthyl, anthracenyl, phenanthryl, 1,10-phenanthrolinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl or 1,5-naphthyridinyl, and at least two of L 1 , L 2 and L 3 are not single bonds.

10 . The benzoxazole derivative according to claim 1 , wherein the Ar and Ar 2 are independently selected from the group consisting of substituted or unsubstituted monocyclic aryl, monocyclic heteroaryl, fused aryl formed by the fusion of 2˜3 aromatic rings, heteroaryl formed by the fusion of 2˜3 aromatic rings and heteroaromatic rings, and heteroaryl formed by the fusion of 2˜3 heteroaromatic rings, and at least two of L 1 , L 2 , and L 3 are not single bonds.

11 . The benzoxazole derivative according to claim 10 , wherein the Ar 1 and Ar 2 are independently selected from the group consisting of substituted or unsubstituted phenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, naphthyl, anthracenyl, phenanthryl, 1,10-phenanthrolinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl or 1,5-naphthyridinyl.

12 . The benzoxazole derivative according to claim 1 , wherein it has any of the following structures:

Assignees

• Wuhan Tianma Micro Electronics Co Ltd
• Wuhan Tianma Microelectronics Co Ltd Shanghai Branch

Inventors

• Lu Tingting
• Dai Wenpeng
• Gao Wei
• Liu Yi

Classifications

• C07D471/04

  Ortho-condensed systems · CPC title

• C07D413/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D413/14

  containing three or more hetero rings · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• C07D498/04 Primary

  Ortho-condensed systems · CPC title