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Aza-benzoxazole or thiazole compound and organic electroluminescent device thereof

A technology of benzoxazole and compound, applied in the field of organic optoelectronics, can solve the problems such as the inability to achieve an effective balance of hole and electron transport, insufficient properties of the cover layer material, poor film stability and heat resistance, etc., and achieve good application results. and industrialization prospects, improve the efficiency of light extraction, and improve the effect of compounding probability

Active Publication Date: 2021-11-30
CHANGCHUN HYPERIONS TECH CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005]Due to the inconsistency between the hole mobility of the hole transport material and the electron mobility of the electron transport material in the organic electroluminescent device, the transport of holes and electrons cannot reach Effectively balanced, some holes easily pass through the light-emitting layer and recombine with electrons at the interface between the light-emitting layer and the electron transport layer or in the electron transport layer, resulting in reduced device efficiency, part of the energy is converted into heat, and the life is shortened
In order to make electrons and holes better form excitons in the light-emitting layer and stabilize light emission, materials with strong hole blocking ability, such as BCP, are usually introduced, but their lower glass transition temperature leads to poor film stability and heat resistance. Poor, resulting in shortened device life
In addition, at this stage, the properties of the cover layer material are not good enough to achieve the highest light extraction efficiency.

Method used

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  • Aza-benzoxazole or thiazole compound and organic electroluminescent device thereof
  • Aza-benzoxazole or thiazole compound and organic electroluminescent device thereof
  • Aza-benzoxazole or thiazole compound and organic electroluminescent device thereof

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Experimental program
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preparation example Construction

[0150] Preparation of Intermediate 2-3:

[0151] Under the protection of argon, add raw material a-2 (172.00mmol, 62.30g), raw material d-2 (170.03mmol, 53.96g), Pd (PPh 3 ) 4 (1.70mmol, 1.97g), K 2 CO 3 (340.06mmol, 47.00g) and 600mL toluene, 200mL ethanol, 200mL water, stirred the mixture, and the above system was heated to reflux for 2.5 hours; The filter cake was recrystallized with toluene / ethanol=4:1 to obtain intermediate 2-3 (69.94 g, yield 81%); HPLC purity ≥ 99.16%. Mass Spectrum m / z: 506.0428 (Theoretical: 506.0437).

[0152] Preparation of intermediates 2-4:

[0153]Under argon protection, intermediate 2-3 (135.00mmol, 68.56g), raw material b-2 (136.00mmol, 34.54g), Pd(PPh 3 ) 4 (1.20mmol, 1.39g), K 2 CO 3 (270.00mmol, 37.32g), DMF (500mL), then heated to reflux temperature for 4.3 hours, after the reaction, cooled to room temperature, 500mL of water was added thereto, then extracted with ethyl acetate (800mL×3), the organic layer Dry with anhydrous magne...

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Abstract

The invention provides an aza-benzoxazole or thiazole compound and an organic electroluminescent device thereof, and relates to the technical field of organic photoelectricity. The aza-benzoxazole or thiazole compound provided by the invention has high electron mobility, proper HOMO and LUMO energy levels, relatively high triplet state energy level and high refractive index; meanwhile, molecules have asymmetry, relatively high glass-transition temperature and good thermal stability and film-forming property; and when the aza-benzoxazole or thiazole compound is applied to the organic electroluminescent device, the compound provided by the invention can effectively reduce the driving voltage of the organic electroluminescent device, improve the luminous efficiency of the device and prolong the service life of the device, and has good application effect and industrialization prospect in the organic electroluminescent device.

Description

technical field [0001] The invention relates to the field of organic photoelectric technology, in particular to an azabenzoxazole or thiazole compound and an organic electroluminescence device. Background technique [0002] An organic light-emitting diode (Organic Light-Emitting Diode, OLED) is also called an organic light-emitting device (Organic Light-Emitting Device, OLED). Organic electroluminescent devices are devices that use organic materials as active light-emitting layers under the action of an electric field. In 1987, Dr. Deng Qingyun and others from the laboratory of Eastman Kodak in the United States made the first organic light-emitting diode device by vacuum evaporation for the first time. Since then, OLED has attracted attention and developed rapidly. Compared with the traditional liquid crystal display (LCD), OLED has many advantages such as high brightness, high contrast, high definition, wide viewing angle, wide color gamut, low energy consumption, ultra-t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D498/04C07D519/00C07D513/04C07B59/00C09K11/06H01L51/54H01L51/52
CPCC07D498/04C07D519/00C07D513/04C07B59/002C09K11/06C07B2200/05C09K2211/1011C09K2211/1029C09K2211/1044C09K2211/1048C09K2211/1051C09K2211/1062C09K2211/1066C09K2211/1088C09K2211/1092H10K85/615H10K85/622H10K85/624H10K85/626H10K85/654H10K85/657H10K85/6576H10K85/6572H10K85/6574H10K50/85Y02E10/549
Inventor 陆影苗玉鹤孙敬
Owner CHANGCHUN HYPERIONS TECH CO LTD
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