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Biindolyl material, organic electroluminescent device and display device

An electroluminescent and electromechanical technology, applied in the field of organic electroluminescent devices, display devices, and biindole materials, can solve the problems of low utilization rate, high technical content, high thermal stability requirements, etc. The effect of improving luminous efficiency

Inactive Publication Date: 2018-11-13
赵东敏
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the shortcomings of this process are also obvious. On the one hand, the characteristics of the organic material itself determine that thermal evaporation at high temperature for a long time requires high thermal stability of the material; in addition, the long-term stable control of the evaporation rate, Maintaining the uniformity of material distribution on the substrate is also a very important requirement; and high vacuum, high temperature evaporation, high energy consumption; more importantly, because the production process of the OLED material itself is relatively complicated and the technical content is high, so the price is relatively high. Expensive, while the existing process uses evaporation, the utilization rate of OLED materials is low, generally below 10%

Method used

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  • Biindolyl material, organic electroluminescent device and display device
  • Biindolyl material, organic electroluminescent device and display device
  • Biindolyl material, organic electroluminescent device and display device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] The synthesis of embodiment 1 compound P-1:

[0040]

[0041]

[0042] Synthesis of intermediate M-1:

[0043] In a 1000 ml three-necked flask, under nitrogen protection, add 500 ml of tetrahydrofuran, 41.8 g (0.1 mol) of 3,3'-dibromo-1,1'-dimethyl-1H,1'H-2,2 '-Bindole, lower the temperature to -78°C, slowly add 137.5ml (0.22mol) 1.6mol / L n-butyllithium n-hexane solution dropwise, keep at -70~-80°C for 30 minutes, add 47.28 Gram (0.24mol) trimethyl borate, then slowly rise to room temperature, stir for 2 hours, add ammonium chloride solution for hydrolysis, separate the layers, concentrate the organic layer to dryness, recrystallize from ethyl acetate and ethanol mixed solvent to obtain the formula M- The 1,1'-dimethyl-1H,1'H-[2,2'-biindole]-3,3'-diboronic acid shown in 1 was 28.6 grams, and the yield was 82.18%.

[0044] The product shown in the obtained formula M-1 has been carried out nuclear magnetic detection, and the obtained nuclear magnetic analysis data...

Embodiment 2

[0054] Embodiment 2 Synthesis of some compounds of the present invention

[0055] Referring to the synthetic method of compound P-1, only in the preparation process of the second step M-02, 9-bromo-10-chloroanthracene is replaced by the corresponding In the synthesis of the third step P-1, the diphenylamine is replaced by the corresponding for specific reactions The list of mass spectra of the synthesized compounds is as follows:

[0056]

[0057]

[0058]

[0059] The 1-bromo-6-chloropyrene used was purchased from Bailingwei Technology Co., Ltd.

[0060] According to another aspect of the present invention, an organic electroluminescent device is provided, the hole transport material and / or the dye of the organic electroluminescent device is the biindole material according to the present invention.

[0061] The typical structure of an organic electroluminescent device is: substrate / anode / hole injection layer / hole transport layer (HTL) / organic light-emitting lay...

Embodiment 3

[0074] The compound of the present invention is used as the hole transport material in the organic electroluminescent device, and as a comparative organic electroluminescent device, the hole transport material is NPB.

[0075] The structure of the organic electroluminescence device is: ITO / HIL02 (100nm) / HTL (40nm) / EM1 (30nm) / ETL (20nm) / LiF (0.5nm) / Al (150nm).

[0076] In the production of the organic electroluminescent device in this embodiment, a glass substrate is selected, ITO is used as the anode material, HIL02 is used as the hole injection layer, EM1 is used as the main material of the organic light-emitting layer, TAZ is used as the electron transport layer material, and LiF / Al is used as the electron injection layer. layer / cathode material.

[0077] The preparation process of the organic electroluminescent device in this embodiment is as follows:

[0078] The glass substrate coated with the ITO transparent conductive layer (as the anode) is ultrasonically treated in a...

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Abstract

The invention relates to the technical field of display, in particular to a biindolyl material, an organic electroluminescent device and a display device. The compound is shown as formula (1) in the description. The compound provided by the invention is used as a hole-transport material or dye of the organic electroluminescent device, so that the luminous efficiency of the organic electroluminescent device is improved, and the drive voltage of the organic electroluminescent device is reduced.

Description

technical field [0001] The invention relates to the field of display technology, in particular to a biindole material, an organic electroluminescent device and a display device. Background technique [0002] Organic Light Emitting Display (OLED) is a new type of flat-panel display. Compared with Liquid Crystal Display (LCD), it has the advantages of thinness, lightness, wide viewing angle, active luminescence, and continuously adjustable luminous color. , low cost, fast response speed, low energy consumption, low driving voltage, wide operating temperature range, simple production process, high luminous efficiency and flexible display, etc., have attracted great attention from the industrial and scientific circles. [0003] The development of organic electroluminescent devices has promoted the research on organic electroluminescent materials. Compared with inorganic light-emitting materials, organic electroluminescent materials have the following advantages: organic materia...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/14C07D405/14C07D409/14C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D209/14C07D405/14C07D409/14C09K2211/1088C09K2211/1092C09K2211/1029C09K2211/1022C09K2211/1014C09K2211/1007C09K2211/1011H10K85/615H10K85/622H10K85/626H10K85/633H10K85/636H10K85/6572H10K85/6574H10K85/6576H10K50/12H10K50/15
Inventor 赵东敏
Owner 赵东敏
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