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Organic compound, organic electroluminescent material and application thereof

An organic compound, selected technology, applied in the field of organic compounds and organic electroluminescent materials, can solve problems such as inability to meet application requirements

Active Publication Date: 2020-10-23
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Currently, CN107531716A, CN103304540A and CN106045977A disclose phosphorescent host materials and electroluminescent devices containing them, but the existing phosphorescent host materials are limited in terms of luminescence performance, use There are still many shortcomings in terms of stability and processing performance, which cannot meet the application requirements of it as a light-emitting material in display devices. There is still a lot of room for improvement in the improvement and balance of comprehensive performance of phosphorescent host materials.

Method used

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  • Organic compound, organic electroluminescent material and application thereof
  • Organic compound, organic electroluminescent material and application thereof
  • Organic compound, organic electroluminescent material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0106]This embodiment provides an organic compound with the following structure:

[0107]

[0108] The preparation method of this organic compound H008 comprises the steps:

[0109] (1)

[0110] In a 250 mL round bottom flask, compound A (15 mmol) and potassium acetate (KOAc, 40 mmol) were mixed with dry 1,4-dioxane (60 mL), bis(triphenylphosphine)palladium chloride Pd(PPh 3 ) 2 Cl 2 (0.4mmol) and diboronic acid pinacol ester (25mmol) were mixed, stirred at 90°C under nitrogen atmosphere for 48h. The resulting intermediate was cooled to room temperature, added to water, and filtered through a pad of celite. The filtrate was extracted with dichloromethane, washed with water, and dried over anhydrous magnesium sulfate. After filtration and evaporation, the crude product was purified by silica gel column chromatography. The product yielded intermediate H008-1.

[0111] (2)

[0112] In a 250mL round bottom flask, the intermediate product H008-1 (12mmol), 1-chloro-2-br...

Embodiment 2

[0119] This embodiment provides an organic compound with the following structure:

[0120]

[0121] The preparation method of this organic compound H009 comprises the steps:

[0122]

[0123] Add the intermediate product H008-2 (10mmol, the same preparation method as in Example 1) to a 250mL round bottom flask, replace the air with nitrogen three times, add tetrahydrofuran (50mL), place under a dry ice-ethanol bath and stir for half an hour, add t -BuLi(30mmol) was stirred for half an hour, then added (MeO) 3 B (25mmol), continue stirring for 1h. Take another single-necked bottle, add compound C (22mmol), tetrahydrofuran (50mL), place it in an ice-water bath and stir for 1h, add i-PrMgCl·LiCl tetrahydrofuran solution (80mmol) and stir for 1h, (MeO) 3 A solution of B in THF was added to the reaction. Stir for 2 h, add distilled water, concentrate, and use dichloromethane to extract the organic matter three times. The organic phases were combined and concentrated, and ...

Embodiment 3

[0128] This embodiment provides an organic compound with the following structure:

[0129]

[0130] The preparation method of this organic compound H020 comprises the steps:

[0131] (1)

[0132] In a 250 mL round bottom flask, Compound D (15 mmol) and KOAc (40 mmol) were mixed with dry 1,4-dioxane (70 mL), Pd(PPh 3 ) 2 Cl 2 (0.4mmol) and diboronic acid pinacol ester (25mmol) were mixed, stirred at 90°C under nitrogen atmosphere for 48h. The resulting intermediate was cooled to room temperature, added to water, and filtered through a pad of celite. The filtrate was extracted with dichloromethane, washed with water, and dried over anhydrous magnesium sulfate. After filtration and evaporation, the crude product was purified by silica gel column chromatography. The product yielded intermediate H020-1.

[0133] (2)

[0134] In a 250mL round bottom flask, the intermediate product H020-1 (12mmol), 1-chloro-2-bromobenzene (10mmol) and Pd(PPh 3 ) 4 (0.3mmol) was added t...

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Abstract

The invention provides an organic compound, an organic electroluminescent material and application thereof. The organic compound has a structure as shown in a formula I. Through the special design ofa mother nucleus structure and a substituent group, the organic compound has a high triplet state energy level ET, a large molecular density, a high glass transition temperature and high molecular thermal stability, effectively improves carrier balance migration, broadens an exciton recombination region, improves the light extraction efficiency and substantially improves the luminescence efficiency and service life of an electroluminescent device. The organic compound can be used in a light-emitting layer or an electron transport layer of an OLED device, is especially suitable for being applied to the light-emitting layer of the OLED device as a phosphorescent host material, can significantly improve the light-emitting efficiency and chromaticity of the device, reduces the turn-on voltageand energy consumption of the device, and prolongs the service life of the device.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescent materials, and in particular relates to an organic compound, an organic electroluminescent material and applications thereof. Background technique [0002] The phenomenon of organic electroluminescence has been discovered as early as 1963, but it did not attract people's attention at that time; until 1987, the Tang research group of Kodak Company of the United States published a DC low-voltage drive device made of organic fluorescent materials and hole materials. Only after the discovery of high-brightness, high-efficiency thin-film organic electroluminescent devices (OLEDs) did the technology regain attention and open up a whole new field of research. [0003] Compared with other display technologies, OLED technology has outstanding advantages, such as low power consumption, fast response speed, easy bending, wide viewing angle, large-area display, full-color emission, etc., an...

Claims

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Application Information

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IPC IPC(8): C07F5/02C09K11/06H01L51/50H01L51/54H01L27/32
CPCC07F5/027C09K11/06C09K2211/1055C09K2211/107C09K2211/1029C09K2211/1037H10K59/10H10K85/631H10K85/636H10K85/657H10K85/6572H10K50/12H10K50/16H10K50/11Y02E10/549
Inventor 刘营代文朋李杨邓东阳张磊高威牛晶华
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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