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Organic compound and application thereof

An organic compound, selected technology, applied in the direction of organic chemistry, compounds of Group 5/15 elements of the periodic table, chemical instruments and methods, etc., can solve the problem that the photoelectric performance cannot meet the requirements of high-performance OLED devices, etc., to achieve improved luminescence Effects of brightness and external quantum efficiency, reduced efficiency roll-off, and broadened exciton recombination region

Active Publication Date: 2020-02-28
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] At present, CN107531716A, CN104073246A, CN109535141A, etc. have disclosed phosphorescent host materials and their applications, but the photoelectric properties of the phosphorescent host materials that have been found so far still cannot meet people's requirements for high-performance OLED devices

Method used

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  • Organic compound and application thereof
  • Organic compound and application thereof
  • Organic compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0081] This embodiment provides an organic compound with the following structure:

[0082]

[0083] The synthetic route is as follows:

[0084]

[0085] Concrete preparation method specifically comprises the following steps:

[0086] (1) In a 250mL round bottom flask, the raw material M2-1 (15mmol) and Br 2 (35mmol) was added into dry carbon tetrachloride (100mL), and reacted at room temperature under a nitrogen atmosphere for 24h; the obtained intermediate mixed solution was added to water, then filtered through a diatomaceous earth pad, and the filtrate was extracted with dichloromethane, After washing with water and drying over anhydrous magnesium sulfate, after filtration and evaporation, the crude product was purified by silica gel column chromatography to obtain intermediate M2-2.

[0087] (2) In a 250mL round bottom flask, intermediate M2-2 (15mmol) and 1,2-bis(diphenylphosphine)ethane nickel chloride (NidppeCl 2 , 10%, 1.5mmol) was added into dry tetrahydrofur...

Embodiment 2

[0094] This embodiment provides an organic compound with the following structure:

[0095]

[0096] The synthetic route is as follows:

[0097]

[0098] Concrete preparation method specifically comprises the following steps:

[0099] (1) 5H dibenzo[b,f]azepine (10mmol), 2-bromodiphenylfuran (12mmol), tridibenzylideneacetone dipalladium Pd 2 (dba) 3 (0.05mmol), sodium tert-butoxide (14mmol), tri-tert-butylphosphorus P(t-Bu) 3 (0.2mmol) was put into a 50mL three-necked flask, and the degassing and nitrogen replacement were repeated 3 times rapidly while stirring, and 20mL of toluene was added through a syringe; the mixture was heated to reflux under nitrogen flow for 3h; Add water to the mixture, extract with dichloromethane, wash with saturated brine, dry the organic layer with anhydrous sodium sulfate, distill off the solvent, and use column chromatography for purification to obtain intermediate M12-1 .

[0100] (2) In a 250mL round bottom flask, intermediate M12-1 ...

Embodiment 3

[0108] This embodiment provides an organic compound with the following structure:

[0109]

[0110] The synthetic route is as follows:

[0111]

[0112] Concrete preparation method specifically comprises the following steps:

[0113] (1) 1,4-dihydroquinoxaline (10mmol), 1-bromonaphthalene (24mmol), tridibenzylideneacetone dipalladium Pd 2 (dba) 3 (0.05mmol), sodium tert-butoxide (14mmol), tri-tert-butylphosphorus P(t-Bu) 3 (0.2mmol) was put into a 50mL three-necked flask, and the degassing and nitrogen replacement were repeated 3 times rapidly while stirring, and 20mL of toluene was added through a syringe; the mixture was heated to reflux under nitrogen flow for 3h; Add water to the mixture, extract with dichloromethane, wash with saturated brine, dry the organic layer with anhydrous sodium sulfate, distill off the solvent, and use column chromatography for purification to obtain intermediate M36-1 .

[0114] (2) In a 250mL round bottom flask, intermediate M36-1 (1...

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Abstract

The invention provides an organic compound and application thereof, and the organic compound has a structure as shown in formula I, has bipolar characteristics, and realizes higher triplet state energy level ET, higher molecular density and stronger intramolecular charge transport. The organic compound is used as a luminescent layer material of an OLED device, and can be used as a host material, aguest material or a co-doped material. The organic compound provided by the invention, as a luminescent layer material, has relatively high glass transition temperature and molecular thermal stability; meanwhile, the bipolar characteristic of the organic compound is beneficial to electron and hole transmission, the efficiency roll-off of a blue light material can be reduced, the luminance and theexternal quantum efficiency are improved, the turn-on voltage is reduced, the luminous efficiency of the OLED device is remarkably improved, and the service life of the OLED device is remarkably prolonged.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescent materials, and in particular relates to an organic compound and its application. Background technique [0002] Organic Light-Emitting Diodes (OLED), as a new generation of display technology, has ultra-thin, self-luminous, wide viewing angle, fast response, high luminous efficiency, good temperature adaptability, simple production process, low driving voltage, Due to the advantages of low energy consumption, it has been widely used in industries such as flat panel display, flexible display, solid state lighting and vehicle display. [0003] Organic electroluminescent materials can be divided into electroluminescent materials and electrophosphorescent materials according to their light-emitting mechanism. Light. According to the spin quantum statistical theory, the formation probability ratio of singlet excitons and triplet excitons is 1:3. The internal quantum efficiency of e...

Claims

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Application Information

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IPC IPC(8): C07F9/6568C09K11/06H01L51/54
CPCC07F9/65685C09K11/06C09K2211/1055C09K2211/104C09K2211/1059C09K2211/1007C09K2211/1044C09K2211/1029C09K2211/1092C09K2211/1051C09K2211/1048C09K2211/1074C09K2211/1037C09K2211/1011C09K2211/1096H10K85/6565H10K85/655H10K85/626H10K85/615H10K85/654H10K85/6572H10K85/657Y02E10/549
Inventor 代文朋牛晶华高威张磊
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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