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Benzidine compound and organic light-emitting device thereof

An electroluminescent device, benzidine technology, applied in the direction of electric solid-state devices, electrical components, luminescent materials, etc., can solve the problems of changing the internal carrier transport performance, affecting the stability of organic materials, device brightness, efficiency decline, etc. Achieve good hole transport ability, reduce total emission and waveguide effect, and improve transmittance

Inactive Publication Date: 2019-03-01
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, the top-emitting organic electroluminescent device is also limited by its own structure. Due to the existence of its metal cathode, the loss of its external light coupling output efficiency is mainly caused by the plasmonic element effect and the waveguide effect.
The waveguide effect is mainly due to the total reflection between the multi-layer organic films, causing the light to be confined in the organic layer and consumed, resulting in a greatly reduced device efficiency. The accumulation of internal heat will cause a series of adverse effects, such as affecting the stability of organic materials, changing the transport performance of internal carriers, and eventually leading to a serious roll-off of device efficiency and a serious reduction in device life.
In addition, since the organic materials and highly active metal cathodes used inside the OLED are sensitive to water and oxygen in the environment, once water or oxygen invades, when the OLED is powered on, black spots that do not emit light will appear at the eroded position. As time goes by, the black spots will gradually become larger, and the light-emitting area will be compressed step by step, resulting in the decline of device brightness and efficiency, and the reduction of device service life. Therefore, device structure, evaporation technology, and packaging technology also affect device performance. The key factor

Method used

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  • Benzidine compound and organic light-emitting device thereof
  • Benzidine compound and organic light-emitting device thereof
  • Benzidine compound and organic light-emitting device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0093] [Example 1] Synthesis of compound 2

[0094]

[0095] Step1: add aniline (0.93g, 10mmol), 4-bromobiphenyl (2.33g, 10mmol), Pd in ​​the reactor 2 (dba) 3 (0.21g, 0.25mmol), P(t-Bu) 3 (0.18g, 0.84mmol), NaOt-Bu (2.8g, 25mmol), 100mL of toluene solution, reacted at 100°C for 24h, extracted the organic phase with diethyl ether and water after the reaction, and washed the organic layer with MgSO 4 Drying, concentration of organic matter, column chromatography and recrystallization gave intermediate 2-1 (2.09 g, 85%).

[0096] Step2: Add 1,1':3',1" terphenyl-5'-amine (2.45, 10mmol), 3-bromo-N-phenylcarbazole (3.22g, 10mmol), Pd to the reactor 2 (dba) 3 (0.21g, 0.25mmol), P(t-Bu) 3 (0.18g, 0.84mmol), NaOt-Bu (2.8g, 25mmol), 100mL of toluene solution, reacted at 100°C for 24h, extracted the organic phase with diethyl ether and water after the reaction, and washed the organic layer with MgSO 4 Dry, concentrate the organic matter, go through column chromatography, and re...

Embodiment 2

[0099] [Example 2] Synthesis of compound 18

[0100] Compound 18 (7.01 g, 76%) was obtained according to the synthesis method of compound 2 in Example 1.

[0101]

Embodiment 3

[0102] [Example 3] Synthesis of Compound 40

[0103] Compound 40 (7.96 g, 77%) was obtained according to the synthesis method of compound 2 in Example 1.

[0104]

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Abstract

The invention provides a benzidine compound and an organic light-emitting device thereof, and relates to the technical field of organic optoelectronic materials. A carbazole group and a 3, 5-diphenylbenzene group are connected on a benzidine body structure to obtain a benzidine compound, the benzidine compound is high in refracting rate, good in film forming property and heat stability and simpleand easy to synthesize and has good hole transporting capability, the benzidine compound can be applied to the organic light-emitting device to serve as a covering layer and / or hole transporting layerand can effectively solve the problems that light loss and efficiency roll-off are severe, light emitting efficiency is low, device heat is accumulated, service life is short in the organic light-emitting device, and the organic light-emitting device has the advantages of high light-emitting efficiency and long service life.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a benzidine compound and an organic electroluminescent device. Background technique [0002] Organic electroluminescent devices apply voltage across the cathode and anode, inject current, and after electrons and holes pass through the organic functional layers, they combine to form excitons in the light-emitting layer, and the excitons return to a stable ground state to produce radiative luminescence. After more than 30 years of development, the efficiency of organic electroluminescent devices has been greatly improved, and because of its self-illumination, wide viewing angle, full curing, full color, fast response, high brightness, low driving voltage, thin thickness, Due to the characteristics of light weight, large-size and curved panels, organic electroluminescent devices have been more and more used in the display market, and have become the most pote...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/88C07D405/12C07D409/12C07D209/80C07D403/12C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D209/80C07D209/88C07D403/12C07D405/12C07D409/12C09K2211/1092C09K2211/1088C09K2211/1044C09K2211/1022C09K2211/1029C09K2211/1011C09K2211/1007C09K2211/1014H10K85/615H10K85/622H10K85/624H10K85/631H10K85/626H10K85/636H10K85/633H10K85/6574H10K85/6576H10K85/6572H10K50/15H10K50/11
Inventor 董秀芹蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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