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Material for organic electroluminescence device and organic electroluminescence device thereof

An electroluminescence device and luminescence technology, applied in the direction of electric solid-state devices, organic chemistry, electrical components, etc., can solve the problems of inability to effectively improve the luminous efficiency of the device, the service life of the device, the poor stability of resistance to water and oxygen, and the low refractive index. Good film stability, easy film formation, and high luminous efficiency

Active Publication Date: 2021-03-05
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In order to solve the problems of low refractive index, poor stability, and poor water and oxygen resistance stability of the top-emitting device cover layer material at the present stage, which cannot effectively improve the luminous efficiency of the device and prolong the service life of the device, the invention provides a material for an organic electroluminescent device and Its organic electroluminescent device, the organic electroluminescent device material provided by the present invention has higher refractive index, higher glass transition temperature, good thermal stability, water and oxygen corrosion resistance, good film-forming property, and simple synthesis

Method used

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  • Material for organic electroluminescence device and organic electroluminescence device thereof
  • Material for organic electroluminescence device and organic electroluminescence device thereof
  • Material for organic electroluminescence device and organic electroluminescence device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0097] The synthesis of embodiment 1 compound 1

[0098]

[0099] Under nitrogen atmosphere, add 5-bromo-2-iodopyrimidine (56.98g, 200mmol), potassium phosphate (127.36g, 600mmol), phenylboronic acid (26.82g, 220mmol), dioxane solution (500mL) into the reactor [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride (2.92 g, 4 mmol) dissolved in 10 mL of dioxane was stirred and heated to 120° C. for 20 minutes. HPLC detects reaction, after reaction finishes, add 100mL dichloromethane solution, and filter by diatomaceous earth, concentrate filtrate, cross silica gel column chromatography purification (10:1 hexane and ethyl acetate are eluent), concentrate to obtain Intermediate 1-1 (40.90g, 87%) is a white solid, and the purity of the solid is ≧98.9% by HPLC.

[0100] Under nitrogen atmosphere, intermediate 1-1 (37.62g, 160.0mmol), biboronic acid pinacol ester (81.26g, 320.0mmol), potassium acetate (47.10g, 480.0mmol), dioxane solution were added to the reactor 500 mL of...

Embodiment 2

[0104] The synthesis of embodiment 2 compound 5

[0105]

[0106] Add 400mL of toluene to the reaction flask, followed by adding 2-bromo-9,9-dimethyl-9,10-dihydroacridine (57.64g, 200mmol), phenylboronic acid (26.82g, 220mmol), and 150mL of ethanol , Potassium Carbonate (82.92g, 600mmol) aqueous solution, evacuated and filled with nitrogen three times, put into Pd (pph 3 ) 4 (2.31g, 2mmol), continue to vacuumize and replace with nitrogen three times, reflux and stir at 80°C for 4h, then stop heating, add 240mL of water and stir for 0.5h, cool down to 40°C and filter under reduced pressure, then use water (160mL) Rinse the filter cake with acetone (200mL) to ensure that the filtrate is neutral, dry the filter cake at 100°C, dissolve the filter cake with chloroform, filter through an active silica gel funnel, concentrate the solution to 500mL, add 50mL of ethanol to recrystallize while stirring , and filtered under reduced pressure to obtain intermediate 5-1 (47.37g, 83%), ...

Embodiment 3

[0111] The synthesis of embodiment 3 compound 6

[0112]

[0113] Add 400mL of toluene to the reaction flask, then add 2,7-dibromo-9,9-dimethylacridine (73.42g, 200mmol), phenylboronic acid (53.64, 440mmol), 400mL of ethanol, potassium carbonate (82.92 g, 600mmol) of aqueous solution, evacuated and filled with nitrogen three times, put Pd (pph 3 ) 4 (2.31g, 2mmol), continue to vacuumize and replace with nitrogen three times, reflux and stir at 80°C for 4h, then stop heating, add 240mL of water and stir for 0.5h, cool down to 40°C and filter under reduced pressure, then use water (160mL) Rinse the filter cake with acetone (200mL) to ensure that the filtrate is neutral, dry the filter cake at 100°C, dissolve the filter cake with chloroform, filter through an active silica gel funnel, concentrate the solution to 500mL, add 50mL of ethanol to recrystallize while stirring , and filtered under reduced pressure to obtain intermediate 6-1 (57.84 g, 80%), and the purity of the sol...

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Abstract

The invention provides a material for an organic electroluminescence device and an organic electroluminescence device thereof, and relates to the technical field of organic photoelectric materials. The present invention replaces carbazole with aryl-substituted pyrimidinyl at C-position and with specific heteroaryl at N-position to replace carbazole, and finally forms the material for organic electroluminescent device of the present invention with a dendritic structure, which has a glass It has the characteristics of high melting temperature, good thermal stability, good film formation, high refractive index, water and oxygen corrosion resistance, and simple synthesis. It can be used as a covering layer in organic electroluminescent devices, which can effectively solve the problem of refraction in organic electroluminescent devices. Low efficiency, poor thermal stability, poor water and oxygen resistance stability, low luminous efficiency, and short device life. The organic electroluminescent device has the advantages of high luminous efficiency and long life.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to a material for an organic electroluminescence device and an organic electroluminescence device thereof. Background technique [0002] The research on the electroluminescent (EL) phenomenon of organic materials began in the 1960s. In 1963, researchers such as M. Pope, who was engaged in scientific research at New York University in the United States, discovered the EL phenomenon of anthracene single crystals. In 1987, at that time Dr. Deng Qingyun, who works in the United States, has prepared an organic electroluminescent device with a double-functional layer structure through vacuum thermal evaporation technology. This is a double-layer device structure containing two organic semiconductor materials at the same time. There are holes in the device. The transport layer and the electron transport layer, in addition the electron transport layer also assumes the ro...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D401/14C07D405/14C07D409/14C07D411/14C07D413/14C07D417/14H01L51/54H01L51/50
CPCC07D401/14C07D405/14C07D413/14C07D417/14C07D411/14C07D409/14H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K85/657H10K50/844
Inventor 赵倩刘辉邵钰杰
Owner CHANGCHUN HYPERIONS TECH CO LTD