Organic electroluminescent compound and organic photoelectric apparatus thereof

Patent metadata

Field	Value
Publication number	US-2017186972-A1
Application number	US-201615163899-A
Country	US
Kind code	A1
Filing date	May 25, 2016
Priority date	Dec 25, 2015
Publication date	Jun 29, 2017
Grant date	—

Abstract

The present disclosure provides a nitrogen-containing heterocyclic compound having a general formula (I) and an organic photoelectric apparatus thereof. The compound of general formula (I) is:

wherein A 1 , A 2 , A 3 , and A 4 are independently selected from a hydrogen atom, a function group having a general formula (II); A 1 , A 2 , A 3 , and A 4 include at least one function group having the general formula (II); R 1 and R 2 are independently selected from one of hydrogen, deuterium, C 1-30 alkyl group, C 6-30 aromatic group and C 2-30 heterocyclic aromatic group; Y 1 and Y 2 are independently selected from substituted or non-substituted C and N,
the general formula (II) being:

wherein X is selected from one of oxyl group (—O—), sulfhydryl group (—S—), substituted or non-substituted imino group, substituted or non-substituted methylene group, and substituted or non-substituted silicylene group; and R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 are independently selected from one of hydrogen, deuterium, C 1-30 alkyl group, C 6-30 aromatic group, and C 2-30 heterocyclic aromatic group.

First claim

What is claimed is:

1 . A nitrogen-containing heterocyclic compound having a general formula (I):

wherein A 1 , A 2 , A 3 , and A 4 are independently selected from a hydrogen atom, and a function group having a general formula (II); A 1 , A 2 , A 3 , and A 4 include at least one function group having the general formula (II); R 1 and R 2 are independently selected from one of hydrogen, deuterium, C 1-30 alkyl group, C 6-30 aromatic group and C 2-30 heterocyclic aromatic group; Y 1 and Y 2 are independently selected from substituted or non-substituted C and N,
the general formula (II) being:

wherein X is selected from one of oxyl group (—O—), sulfhydryl group (—S—), substituted or non-substituted imino group, substituted or non-substituted methylene group, and substituted or non-substituted silicylene group; and R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 are independently selected from any one of hydrogen, deuterium, C 1-30 alkyl group, C 6-30 aromatic group, and C 2-30 heterocyclic aromatic group.

2 . The nitrogen-containing heterocyclic compound according to claim 1 , wherein:
an energy level difference (ΔE st ) between a lowest singlet state S 1 and a lowest triplet state T 1 is smaller than or equal to approximately 0.30 eV.

3 . The nitrogen-containing heterocyclic compound according to claim 1 , wherein the compound having the general formula (II) comprises one of:
—O—, —S—, —CH 2 —, —C(CH 3 ) 2 —, —CH(CH 3 )—

—SiH 2 —, —Si(CH 3 ) 2 —, —SiH(CH 3 )—,

4 . The nitrogen-containing heterocyclic compound according to claim 1 ,wherein:
R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 are all hydrogen.

5 . The nitrogen-containing heterocyclic compound according to claim 1 , wherein the compound having the general formula (II) is one of:

6 . The nitrogen-containing heterocyclic compound according to claim 1 , comprising one of:

7 . The nitrogen-containing heterocyclic compound according to claim 1 , comprising:
a thermally activated delayed fluorescence performance.

8 . An organic photoelectric apparatus, comprising:
an anode substrate; at least one organic layer formed over the anode substrate; and a cathode layer formed over the organic layer, wherein the at least one organic layer includes at least one nitrogen-containing heterocyclic compound having a general formula (I):

wherein A 1 , A 2 , A 3 , and A 4 are independently selected from a hydrogen atom, a function group having a general formula (II); A 1 , A 2 , A 3 , and A 4 include at least one function group having the general formula (II); R 1 and R 2 are independently selected from one of hydrogen, deuterium, C 1-30 alkyl group, C 6-30 aromatic group and C 2-30 heterocyclic aromatic group; Y 1 and Y 2 are independently selected from substituted or non-substituted C and N,
the general formula (II) being:

wherein X is selected from one of oxyl group (—O—), sulfhydryl group (—S—), substituted or non-substituted imino group, substituted or non-substituted methylene group, and substituted or non-substituted silicylene group; and R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 are independently selected from any one of hydrogen, deuterium, C 1-30 alkyl group, C 6-30 aromatic group, and C 2-30 heterocyclic aromatic group.

9 . The organic photoelectric apparatus according to claim 8 , wherein the organic layer comprises:
at least one light-emitting layer; and the at least one light-emitting layer includes one or at least two nitrogen-containing heterocyclic compounds.

10 . The organic photoelectric apparatus according to claim 9 , wherein:
the one or at least two nitrogen-containing heterocyclic compounds are used as one of a host material, a doping material, and a co-doping material of the at least one light-emitting layer.

11 . The organic photoelectric apparatus according to claim 9 , wherein the organic layer further comprises:
one or at least two of a hole transport layer, a hole injection layer, a hole barrier layer, an electron transport layer, an electron injection layer and an electron barrier layer.

12 . The organic photoelectric apparatus according to claim 11 , wherein:
the nitrogen-containing heterocyclic compound is a host material of the at least one light-emitting layer.

13 . The organic photoelectric apparatus according to claim 8 , wherein:
an energy level difference (AEst) among a lowest singlet state S 1 and a lowest triplet state T 1 of the nitrogen-containing heterocyclic compound is smaller than or equal to approximately 0.30 eV.

14 . The organic photoelectric apparatus according to claim 8 , wherein:
the nitrogen-containing heterocyclic compound has a thermally activated delayed fluorescence performance.

15 . A method for fabricating an organic photoelectric apparatus, comprising:
providing an anode substrate, forming at least one organic layer over the anode substrate; and forming a cathode layer over the organic layer, wherein the at least one organic layer includes at least one nitrogen-containing heterocyclic compound having a general formula (I):

wherein A 1 , A 2 , A 3 , and A 4 are independently selected from a hydrogen atom, a function group having a general formula (II); A 1 , A 2 , A 3 , and A 4 include at least one function group having the general formula (II); R 1 and R 2 are independently selected from one of hydrogen, deuterium, C 1-30 alkyl group, C 6-30 aromatic group and C 2-30 heterocyclic aromatic group; Y 1 and Y 2 are independently selected from substituted or non-substituted C and N
the general

Assignees

• Shanghai Tianma Am-Oled Co Ltd
• Tianma Microelectronics Co Ltd
• Shanghai Tianma Am-Oled Co Ltd

Inventors

• Ren Hongyang
• Wang Xiangcheng
• He Wei

Classifications

• C07D487/14 Primary

  Ortho-condensed systems · CPC title

• H01L51/0072 Primary

  Electricity · mapped topic

• H01L51/0071

  Electricity · mapped topic

• H01L51/5012

  Electricity · mapped topic

• C09K11/06

  containing organic luminescent materials · CPC title