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Organophosphorus luminescent compound, preparation method thereof and organic light-emitting device

A technology of luminescent compounds and organophosphorus, applied in organic chemical methods, isotope introduction of organic compounds, organic chemistry, etc., can solve problems such as time-consuming, low lifespan, complex synthesis process, etc.

Active Publication Date: 2021-04-02
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, due to the complex synthesis process of existing organic electroluminescent compounds, which takes a long time and has a low lifespan, it is necessary to choose a more suitable and high-performance electroluminescent compound for the current industrial application requirements of OLED devices and the requirements for optoelectronic characteristics of OLED devices. In order to achieve the comprehensive characteristics of high efficiency, long life and low voltage of the device, the further development of organic phosphorescent compounds is imminent

Method used

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  • Organophosphorus luminescent compound, preparation method thereof and organic light-emitting device
  • Organophosphorus luminescent compound, preparation method thereof and organic light-emitting device
  • Organophosphorus luminescent compound, preparation method thereof and organic light-emitting device

Examples

Experimental program
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Effect test

Embodiment 1

[0073] The synthesis of compound 3, its specific synthetic steps are as follows:

[0074]

[0075] 1. Under nitrogen protection, dissolve raw material A-3 (30.00mmol) and raw material B-3 (30.00mmol) in 120.00ml of toluene, ethanol and water (V toluene: V ethanol: V water = 3:1:1) Add tetrakistriphenylphosphine palladium (0.3mmol) and potassium carbonate (60.00mmol) to the mixed solution, stir evenly, heat up to 90°C, and reflux for 5 hours, after the solution is cooled to room temperature, keep the organic phase, and then use The aqueous phase was extracted with ethyl acetate; after combining the organic phases, they were dried using anhydrous magnesium sulfate, and the solvent was removed using a rotary evaporator to obtain solid organic matter. Use 50ml of dichloromethane to completely dissolve the solid organic matter, then slowly add it dropwise into the petroleum ether solution, stir evenly, a precipitate is precipitated, and the solid is obtained by suction filtratio...

Embodiment 2

[0091] The synthesis of compound 56, its specific synthesis steps are as follows:

[0092]

[0093] 1. Under nitrogen protection, dissolve raw material A-56 (30.00mmol) and raw material B-56 ​​(30.00mmol) in 120.00ml of toluene, ethanol and water (V toluene: V ethanol: V water = 3:1:1) Add tetrakistriphenylphosphine palladium (0.3mmol) and potassium carbonate (60.00mmol) to the mixed solution, stir evenly, heat up to 90°C, and reflux for 5 hours, after the solution is cooled to room temperature, keep the organic phase, and then use The aqueous phase was extracted with ethyl acetate; after combining the organic phases, they were dried using anhydrous magnesium sulfate, and the solvent was removed using a rotary evaporator to obtain solid organic matter. Use 50ml of dichloromethane to completely dissolve the solid organic matter, then slowly add it dropwise into the petroleum ether solution, stir evenly, and a precipitate is precipitated, and the solid is obtained by suction ...

Embodiment 3

[0109] The synthesis of compound 74, its specific synthesis steps are as follows:

[0110]

[0111] 1. Under nitrogen protection, dissolve raw material A-74 (30.00mmol) and raw material B-74 (30.00mmol) in 120.00ml of toluene, ethanol and water (V toluene: V ethanol: V water = 3:1:1) Add tetrakistriphenylphosphine palladium (0.3mmol) and potassium carbonate (60.00mmol) to the mixed solution, stir evenly, heat up to 90°C, and reflux for 5 hours, after the solution is cooled to room temperature, keep the organic phase, and then use The aqueous phase was extracted with ethyl acetate; after combining the organic phases, they were dried using anhydrous magnesium sulfate, and the solvent was removed using a rotary evaporator to obtain solid organic matter. Use 50ml of dichloromethane to completely dissolve the solid organic matter, then slowly add it dropwise into the petroleum ether solution, stir evenly, and a precipitate is precipitated, and the solid is obtained by suction fi...

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Abstract

The invention discloses an organophosphorus luminescent compound, the structural general formula of the organophosphorus luminescent compound is as follows: the organophosphorus luminescent compound is a condensed ring structure which is based on a benzo nitrogen-containing seven-membered heterocyclic compound, has high electronegativity and electron-rich groups, and has rigid characteristics, andthus the compound can promote intermolecular charge transition, is applied to an organic light-emitting device, and the organic light-emitting device prepared from the organophosphorus luminescent compound has high current efficiency, low driving voltage and long phosphorescence lifetime.

Description

technical field [0001] The invention relates to the technical field of luminescent materials, in particular to an organic phosphorous luminescent compound, a preparation method thereof and an organic electroluminescent device. Background technique [0002] Organic electroluminescent diode (hereinafter referred to as OLED), as an important electroluminescent device, does not need a backlight source for its active light emission, high luminous efficiency, large viewing angle, fast response speed, large temperature adaptability range, and low energy consumption. The advantages of small, lighter and thinner, flexible display and huge application prospects have attracted the attention of many researchers. [0003] The most important factor determining the luminous efficiency in an organic EL device is the luminescent material. The luminescent material is required to have the following characteristics: high mobility of electrons and holes, and uniformity and stability of the form...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D498/04C07D513/04C07B59/00C09K11/06H01L51/52H01L51/54H01L51/56
CPCC07D498/04C07D513/04C07B59/002C09K11/06C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1059C09K2211/1055C09K2211/1092C09K2211/1088C09K2211/1033C09K2211/1037C07B2200/05H10K85/636H10K85/626H10K85/633H10K85/615H10K85/631H10K85/654H10K85/6576H10K85/6574H10K85/657H10K50/14H10K50/85H10K71/00Y02E10/549
Inventor 马晓宇汪康黄悦高尚明段小亮顾鑫孙艳春
Owner JILIN OPTICAL & ELECTRONICS MATERIALS