Compound and organic light-emitting display device

Patent metadata

Field	Value
Publication number	US-11312710-B2
Application number	US-201916239546-A
Country	US
Kind code	B2
Filing date	Jan 4, 2019
Priority date	Jul 27, 2018
Publication date	Apr 26, 2022
Grant date	Apr 26, 2022

Abstract

The present disclosure provides a compound having property of thermally activated delayed fluorescence (TADF) and a display device. The compound has a structure represented by Formula (I), in which X is S, O, Se, or C; D is an electron donor, A is an electron acceptor; m is a number of the electron donor D, and the m electron donors D are the same or different; n is a number of the electron acceptor, and the n electron acceptors are the same or different, m and n are integers each independently selected from 1, 2, 3, 4 or 5, and m+n≤6. The above compound provides a high luminescence efficiency. The organic light-emitting display device has advantages of improved luminescence efficiency, lower cost and long service life by using the above compound as a light-emitting material, a host material, or a guest material.

First claim

What is claimed is:

1. A compound, having a structure represented by Formula (I):

wherein X is S, O, Se, or -C(Me) 2 -;
D is a chemical group acting as an electron donor, A is a chemical group acting as an electron acceptor;
m is a number of the electron donors D, and the m electron donors D are the same or different from one another;
n is a number of the electron acceptors A, the n electron acceptors A are the same or different from one another;
m and n are integers each independently selected from 1, 2, 3, 4 or 5, and m+n≤6, and
at least two of the m electron donors D and the n electron acceptors A are bonded to the compound represented by the Formula (I) in an ortho-position,
wherein the electron acceptor A is selected from a group consisting of nitrogenous heterocyclic substituent, triaryl boron substituent, benzophenone substituent, aromatic heterocyclic ketone substituent, and sulfone substituent; or the electron acceptor A is any one of following chemical groups;

wherein # indicates a bonding position selected in alternative,
R is selected from a group consisting of C1-C20 alkyl, C1-C20 alkoxy, C2-C20 alkenyl, C2-C20 alkynyl, C4-C8 cycloalkyl, C6-C40 aryl, and C4-C40 heteroaryl,
wherein the nitrogenous heterocyclic substituent is any one of following chemical groups;

wherein # indicates a bonding position selected in alternative; and
R′ is selected from a group consisting of hydrogen, C1-C20 alkyl, C1-C20 alkoxy, C4-C8 cycloalkyl, C6-C40 aryl, and C4-C40 heteroaryl.

2. The compound according to claim 1 , wherein the electron donor D is any one of following chemical groups:

wherein Y, Y 1 and Y 2 are each independently selected from a group consisting of nitrogen, oxygen, and sulfur;
x and y are integers each independently selected from 0, 1, 2 or 3;
# indicates a bonding position selected in alternative;
when Y is oxygen or sulfur, R 3 is absent;
when Y 1 is oxygen or sulfur, R 3 is absent;
when Y 2 is oxygen or sulfur, R 4 is absent; and
R 1 , R 2 , R 3 and R 4 are each independently selected from a group consisting of hydrogen, C1-C20 alkyl, C1-C20 alkoxy, substituted or unsubstituted C6-C40 aryl, substituted or unsubstituted C4-C40 heteroaryl, substituted or unsubstituted C12-C40 carbazolyl, substituted or unsubstituted C12-C40 diphenylamino, substituted or unsubstituted C3-C40 azine group, and groups represented by Formula (21):

wherein Y 3 is selected from a group consisting of carbon, nitrogen, oxygen, sulfur, and silicon;
R 21 , R 22 and R 23 are each independently selected from a group consisting of hydrogen, C1-C20 alkyl, C1-C20 alkoxy, substituted or unsubstituted C6-C40 aryl, and substituted or unsubstituted C4-C40 heteroaryl;
r and s are integers each independently selected from 0, 1, 2 or 3, and p is 0, 1 or 2;
when Y 3 is oxygen or sulfur, p=0; and
## indicates a bonding position.

3. The compound according to claim 2 , wherein the electron donor D is any one of following chemical groups:

wherein R is selected from a group consisting of C1-C20 alkyl, C1-C20 alkoxy, C2-C20 alkenyl, C2-C20 alkynyl, C6-C40 aryl, and C4-C40 heteroaryl; and
# indicates a bonding position selected in alternative.

4. The compound according to claim 1 , wherein the electron donor D is any one of following chemical groups:

wherein Y, Y 1 and Y 2 are each independently selected from a group consisting of carbon, nitrogen, oxygen, sulfur, and silicon;
# indicates a bonding position;
r and s are integers each independently selected from 0, 1, 2 or 3, and p and q are integers each independently selected from 0, 1 or 2;
when Y is oxygen or sulfur, p=0 or q=0;
when Y is a nitrogen atom, p and q are each independently 1;
when Y is a carbon atom or a silicon atom, p and q are each independently 2; and
R 1 , R 2 , R 3 and R 4 are each independently selected from a group consisting of hydrogen, C1-C20 alkyl, C1-C20 alkoxy, substituted or unsubstituted C6-C40 aryl, substituted or unsubstituted C4-C40 heteroaryl, substituted or unsubstituted C12-C40 carbazolyl, substituted or unsubstituted C12-C40 diphenylamino, substituted or unsubstituted C3-C40 azine group, and groups represented by formula (21):

wherein Y 3 is selected from a group consisting of carbon, nitrogen, oxygen, sulfur, and silicon;
R 21 , R 22 and R 23 are each independently selected from a group consisting of hydrogen, C1-C20 alkyl, C1-C20 alkoxy, substituted or unsubstituted C6-C40 aryl, and substituted or unsubstituted C4-C40 heteroaryl;
r and s are integers each independently selected from 0, 1, 2 or 3, and p is 0, 1 or 2;
when Y 3 is oxygen or sulfur, p=0; and
## indicates a bonding position.

5. The compound according to claim 4 , wherein the electron donor D is any one of following chemical groups:

wherein # indicates a bonding position.

6. The compound according to claim 1 , wherein the electron donor D is any one of following chemical groups:

# indicates a bonding position;
u and v are integers each independently selected from 0, 1, 2 or 3;
R 1 and R 2 are each independently selected from a group consisting of hydrogen, C1-C20 alkyl, C1-C20 alkoxy, substituted or unsubstituted C6-C40 aryl, substituted or unsubstituted C4-C40 heteroaryl, substituted or unsubstituted C12-C40 carbazolyl, substituted or unsubstituted C12-C40 diphenylamino, substituted or unsubstituted C3-C40 azine group, and groups represented by formula (21):

wherein Y 3 is selected from a group consisting of carbon, nitrogen, oxygen, sulfur, and silicon;
R 21 , R 22 and R 23 are each independently selected from a group consisting of hydrogen, C1-C20 alkyl, C1-C20 alkoxy, substituted or unsubstituted C6-C40 aryl, and substi

Assignees

• Shanghai Tianma Am Oled Co Ltd

Inventors

• Gao Wei
• Wang Xiangcheng
• Zhang Lei
• Niu Jinghua
• Liu Ying
• Deng Dongyang
• Luo Xueqiang
• An Ping
• Huang Gaojun

Classifications

• H10K50/181

  Electron blocking layers · CPC title

• H10K2101/20

  Delayed fluorescence emission · CPC title

• C07D491/107

  with only one oxygen atom as ring hetero atom in the oxygen-containing ring · CPC title

• C07F5/027

  Organoboranes and organoborohydrides · CPC title

• C07D401/10

  linked by a carbon chain containing aromatic rings · CPC title