Organic electroluminescent compound and organic electroluminescent device containing the same

Patent metadata

Field	Value
Publication number	US-2020207752-A1
Application number	US-201816232638-A
Country	US
Kind code	A1
Filing date	Dec 26, 2018
Priority date	Dec 26, 2018
Publication date	Jul 2, 2020
Grant date	—

Abstract

The present disclosure provides an organic electroluminescent compound represented by the formula (1):

wherein each of R 1 and R 2 is independently an electron-donating group and each of n and m is independently an integer between 1 and 4. The present disclosure further provides an organic light-emitting device and an organic electroluminescent device each comprising the organic electroluminescent compound represented by the formula (I).

First claim

What is claimed is:

1 . An organic electroluminescent compound represented by Formula (I):

wherein each of R 1 and R 2 is independently an electron-donating group and each of n and m is independently an integer between 1 and 4.

2 . The organic electroluminescent compound of claim 1 , wherein each of R 1 and R 2 is independently selected from the group consisting of the electron-donating groups represented by Formula (i), Formula (ii), Formula (iii) and Formula (iv):

wherein each of R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 is independently selected from the group consisting of hydrogen, an aryl group, a heteroaryl group, a C 1 -C 6 alkyl group, a C 1 -C 6 alkenyl group and a C 1 -C 6 alkynyl group; each of p, q, r, s, t, u and v is independently an integer between 1 and 4; X is selected from the group consisting of NR 10 , O, S, CR 11 2 , SiR 12 2 , PR 13 and Se; and each of R 10 , R 11 , R 12 and R 13 is independently selected from the group consisting of hydrogen, an aryl group, a heteroaryl group, a C 1 -C 6 alkyl group, a C 1 -C 6 alkenyl group and a C 1 -C 6 alkynyl group.

3 . The organic electroluminescent compound of claim 2 , wherein the aryl group is a substituted or non-substituted C 4 -C 24 aryl group, and the heteroaryl group is a substituted or non-substituted C 4 -C 24 heteroaryl group.

4 . The organic electroluminescent compound as claimed in claim 1 , wherein the organic compound is represented by Formula (II):

5 . The organic electroluminescent compound as claimed in claim 1 , wherein a difference between an energy level of a singlet excited state of the organic electroluminescent compound represented by Formula (I) and an energy level of a triplet excited state of the organic electroluminescent compound represented by Formula (I) is less than 0.20 eV.

6 . An organic light-emitting device, comprising:
a pair of electrodes; and an electroluminescent element disposed between the pair of electrodes, wherein the electroluminescent element comprises an organic electroluminescent compound represented by Formula (I):

wherein each of R 1 and R 2 is independently an electron-donating group and each of n and m is independently an integer between 1 and 4.

7 . The organic light-emitting device according to claim 6 , wherein the organic light-emitting device emits delayed fluorescent light.

8 . An organic electroluminescent device, comprising:
a cathode; an anode; and an organic layer disposed between the cathode and the anode and comprising an organic electroluminescent compound represented by Formula (I):

wherein each of R 1 and R 2 is independently selected from the group consisting of the electron-donating groups represented by Formula (i), Formula (ii), Formula (iii) and Formula (iv):

wherein each of R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 is independently selected from the group consisting of hydrogen, an aryl group, a heteroaryl group, a C 1 -C 6 alkyl group, a C 1 -C 6 alkenyl group and a C 1 -C 6 alkynyl group; each of p, q, r, s, t, u and v is independently an integer between 1 and 4; X is selected from the group consisting of NR 10 , O, S, CR 11 2 , SiR 12 2 , PR 13 and Se; and each of R 10 , R 11 , R 12 and R 13 is independently selected from the group consisting of hydrogen, an aryl group, a heteroaryl group, a C 1 -C 6 alkyl group, a C 1 -C 6 alkenyl group and a C 1 -C 6 alkynyl group; and
each of n and m is independently an integer between 1 and 4.

9 . The organic electroluminescent device of claim 8 , wherein the organic layer comprises an emitting layer, and the organic electroluminescent compound represented by Formula (I) is a host emitting material.

10 . The organic electroluminescent device of claim 8 , wherein the organic layer comprises an emitting layer, and the organic electroluminescent compound represented by Formula (I) is a dopant.

11 . The organic electroluminescent device of claim 8 , wherein the emission layer emits red light under a bias voltage.

12 . The organic electroluminescent device of claim 8 , further comprising an emitting layer disposed between the cathode and the anode.

13 . The organic electroluminescent device of claim 12 , wherein the organic layer comprises a hole transport layer disposed between the emitting layer and the anode, and the organic electroluminescent compound represented by Formula (I) is a hole transport material.

14 . The organic electroluminescent device of claim 12 , wherein the organic layer comprises an electron transport layer disposed between the emitting layer and the cathode, and the organic electroluminescent compound represented by Formula (I) is an electron transport material.

15 . The organic electroluminescent device of claim 12 , wherein the organic layer comprises a hole-blocking layer disposed between the emitting layer and the cathode, and the organic electroluminescent compound represented by Formula (I) is a hole-blocking material.

16 . The organic electroluminescent device of claim 12 , wherein the organic layer comprises an electron-blocking layer disposed between the emitting layer and the anode, and the organic electroluminescent compound represented by Formula (I) is an electron-blocking material.

17 . The organic electroluminescent device of claim 12 , wherein the organic layer comprises a hole-injecting layer disposed between the emitting layer and the anode, and the organic electroluminescent compound represented by Formula (I) is a hole-injecting material.

18 . The organic electroluminescent device of claim 12 , wherein the organic layer comprises an electron-injecting layer disposed between the emitting layer and the cathode, and the organic electroluminescent compound represented by Formula (I) is an electron-injecting material.

Assignees

• Int Tech Co Ltd

Inventors

• Wei Li-Chen
• Chen Min-Hsien

Classifications

• H10K2101/20

  Delayed fluorescence emission · CPC title

• C07D417/14 Primary

  containing three or more hetero rings · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• H10K2101/10

  Triplet emission · CPC title

• C09K2211/1037

  with sulfur · CPC title