Condensed-cyclic compound, electroluminescent device and method for manufacturing thereof

Patent metadata

Field	Value
Publication number	US-10424738-B2
Application number	US-201715536085-A
Country	US
Kind code	B2
Filing date	May 12, 2017
Priority date	Apr 20, 2017
Publication date	Sep 24, 2019
Grant date	Sep 24, 2019

Abstract

A method for manufacturing a condensed-cyclic compound and an electroluminescent device is provided, the condensed-cyclic compound is represented by the following formula:

wherein —R1, —R2 and —CHO are connected to any one of an unsaturated carbon atom of a naphthalene ring; —R1, —R2 are respectively a hydrogen and any one of an alkane group or a condensed-cyclic aromatic hydrocarbon group. The embodiments provided by the present invention using the above-described manner is able to reduce ACQ phenomenon of the condensed-cyclic compound in aggregate state or solid state.

First claim

What is claimed is:

1. A method of manufacturing an electroluminescent device, comprising the steps of:
providing a substrate;
spin coating or vapor depositing a hole transport layer on the substrate;
vapor depositing a light-emitting layer on the hole transport layer, wherein a material of the light-emitting layer is a condensed-cyclic compound, the condensed-cyclic compound is represented by a following general formula:

wherein —R1, —R2 and —CHO are connected to any one of an unsaturated carbon atom of a naphthalene ring; —R1, —R2 are respectively a hydrogen and any one of an alkane group or a condensed-cyclic aromatic hydrocarbon group, the alkane group is —CnH2n+1, where 1≤n≤12;
the condensed-cyclic aromatic hydrocarbon group is a benzene, a naphthalene, an anthracene, a pyrene, a phenanthrene or a perylene group; and
vapor depositing an electron transport layer and a metal cathode layer on the light-emitting layer sequentially.

2. The method of manufacturing an electroluminescent device according to claim 1 ,
wherein the condensed-cyclic compound is selected from any one of the following compounds:

wherein —R3, —CHO are connected on any one of the unsaturated carbon atom, —R3 is a hydrogen or an alkane group, the alkane group is —CnH2n+1, where 1≤n≤12.

3. The method of manufacturing an electroluminescent device according to claim 1 , wherein the condensed-cyclic compound is derived from a corresponding reactant

via Vilsmeier-Haack reaction.

4. An electroluminescent device comprising a light-emitting layer, wherein the light-emitting layer comprises a condensed-cyclic compound; the condensed-cyclic compound is represented by the following general formula:

wherein —R1, —R2 and —CHO are connected to any one of an unsaturated carbon atom of a naphthalene ring; —R1, —R2 are respectively a hydrogen and any one of an alkane group or a condensed-cyclic aromatic hydrocarbon group.

5. The electroluminescent device according to claim 4 , wherein the alkane group is —CnH2n+1, where 1≤n≤12, the condensed-cyclic aromatic hydrocarbon group is a benzene, a naphthalene, an anthracene, a pyrene, a phenanthrene or a perylene groups.

6. The electroluminescent device according to claim 5 , wherein the condensed-cyclic compound is selected from any one of the following compounds:

wherein —R3, —CHO are connected to any one of the unsaturated carbon atoms, —R3 is a hydrogen or an alkane group, the alkane group is —CnH2n+1, where 1≤n≤12.

7. The electroluminescent device according to claim 4 , wherein the condensed-cyclic compound is derived from a corresponding reactant

via Vilsmeier-Haack reaction.

8. The electroluminescent device according to claim 4 , wherein the device further comprises:
a substrate disposed on a side of the light-emitting layer, serving as an anode of the device;
a hole transport layer disposed between the substrate and the light-emitting layer;
an electron transport layer disposed on another side of the light-emitting layer opposite to the substrate;
a metal cathode layer disposed on a surface of the electron transport layer opposite to the light-emitting layer.

9. The electroluminescent device according to claim 4 , wherein a brightness of the electroluminescent device is 1000 cd/m 2 to 6000 cd/m 2 , with an external quantum efficiency is 1% to 3%, under a current density of 0.5 A/cm 2 to 5 A/cm 2 .

Assignees

• Shenzhen China Star Optoelect
• Shenzhen China Star Optoelectronics Semiconductor Display Tech Co Ltd

Inventors

• Xie Huafei

Classifications

• C09K2211/1011

  Condensed systems · CPC title

• C07C47/546 Primary

  polycyclic · CPC title

• C07C2603/24

  Anthracenes; Hydrogenated anthracenes · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• H01L51/5012

  Electricity · mapped topic