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Organic compound and organic electroluminescent device thereof

A technology of organic compounds and compounds, applied in organic chemistry, electrical solid devices, electrical components, etc., can solve the problems of low efficiency and low electron mobility of organic electroluminescent devices, and achieve good blue light emission, high electron mobility, The effect of improving compound efficiency

Active Publication Date: 2020-11-06
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In order to solve the problem of low efficiency of organic electroluminescent devices caused by the low electron mobility of electron transport materials existing in the prior art, the invention provides an organic compound and its organic electroluminescent device

Method used

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  • Organic compound and organic electroluminescent device thereof
  • Organic compound and organic electroluminescent device thereof
  • Organic compound and organic electroluminescent device thereof

Examples

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preparation example Construction

[0099] The preparation method of the organic compound of the present invention can be prepared through the following synthetic route, but the present invention is not limited thereto:

[0100]

[0101] where the R 1 , R 2 , L 1 , L 2 、Ar 1 、Ar 2 The definition of is the same as defined in Chemical Formula 1.

[0102] The present invention also provides an organic electroluminescent device, comprising a first electrode, a second electrode, and an organic layer between the first electrode and the second electrode; the organic layer comprises the of organic compounds.

[0103] The organic layer of the organic electroluminescent device of the present invention may include a hole injection layer, a hole transport layer, a hole blocking layer, an electron injection layer, an electron transport layer, an electron blocking layer, a light emitting layer, and the like.

[0104] Preferably, the electron transport layer comprises the organic compound described in the present inv...

Embodiment 1

[0132] [Example 1] Synthesis of Intermediate B

[0133]

[0134] Add bisphenol A (100g, 438mmol) and methanesulfonic acid (500mL) into the reaction flask, stir to dissolve, and stir at room temperature for 4 days. After the reaction is terminated, add 600g of crushed ice to the reactant, stir to room temperature and filter , the resulting solid was washed with water. Dissolve the solid with ethanol under reflux, add 50 degrees of hot water until no solid precipitates out, filter while it is hot, wash the filter cake with hot water, and dry to obtain a white flocculent solid, which is Intermediate A (40.49g , 90%), HPLC detection solid purity ≥ 99.9%.

[0135] Intermediate A (20g, 64.9mmol) was dissolved in 600mL of dichloromethane, cooled in an ice bath at 0°C under stirring, trifluoromethanesulfonic anhydride (15.4mL) was added dropwise, the system was slowly warmed to room temperature, and the reaction was stirred for 1h , the reaction solution was diluted with ether, t...

Embodiment 2

[0137] [Example 2] Synthesis of Compound 7

[0138]

[0139] In the reaction flask, add intermediate B (17.16g, 30mmol), intermediate 7-1 (12.02g, 60.4mmol), toluene solvent (300mL), add potassium carbonate solution (12.44g, 90mmol) in the system, and then Then add tetrakis triphenylphosphine palladium [Pd(PPh 3 ) 4 ] (0.35g, 0.3mmol), after vacuuming and replacing nitrogen three times, heating and stirring, reflux reaction for 8 hours, after the reaction stopped, the temperature of the system was down to room temperature, filtered, concentrated filtrate, combined filter cake after filtering, washed with distilled water Three times, toluene solvent was added to the obtained solid for recrystallization to finally obtain compound 7 (13.1 g, 75%), and the purity of the solid was detected by HPLC to be ≥99.9%.

[0140] Mass Spectrum m / z: 582.28 (Theoretical: 582.79). Theoretical element content (%)C 43 h 38 N 2 : C, 88.62; H, 6.57; N, 4.81. Measured element content (%): ...

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Abstract

The invention provides an organic compound and an organic light-emitting device thereof, and relates to the technical field of organic photoelectric materials. According to the invention, the organiccompound provided by the invention is obtained by introducing an electron withdrawing group into a tetramethylspiroindane structure; the organic compound with the tetramethyl spiroindane structure ishigh in glass transition temperature and molecular thermal stability, and is not easily crystallized in a film state; electron withdrawing groups such as pyridine, pyrimidine, triazine, imidazole, quinoline and the like are introduced into the structure, so that the electron mobility of the material is effectively improved; and when the organic compound provided by the invention is applied to an electron transport layer of an organic light-emitting device, the recombination efficiency of electrons and holes in a light-emitting layer can be effectively improved, so that the light-emitting efficiency of the device is improved, and the service life of the device is prolonged.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an organic compound and an organic electroluminescent device. Background technique [0002] Organic electroluminescent (OLED) devices, as a new generation of display technology, have the advantages of self-illumination, wide viewing angle, low power consumption, high response rate, full color, etc., have extremely high research and development value and broad application prospects. [0003] A general organic light-emitting device is composed of a cathode, an anode and an organic functional layer between the cathode and the anode. The composition of the device includes transparent ITO anode, hole injection layer (HIL), hole transport layer (HTL), light emitting layer (EL), hole blocking layer (HBL), electron transport layer (ETL), electron injection layer (EIL) ), cathode, etc. The principle of light emission of organic electroluminescent devices is to in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/06C07D213/22C07D239/26C07D401/14C07D251/24C07D233/58C07D249/08C07D215/06C07D235/18C07D263/57C07D277/66C07D235/02C07D471/04C07D519/00C07D217/02C07D239/74C07D241/42C07D403/10C07D401/10C07D413/10C07D417/10C07D277/60H01L51/50H01L51/54
CPCC07D213/06C07D213/22C07D239/26C07D401/14C07D251/24C07D233/58C07D249/08C07D215/06C07D235/18C07D263/57C07D277/66C07D277/60C07D235/02C07D471/04C07D519/00C07D217/02C07D239/74C07D241/42C07D403/10C07D401/10C07D413/10C07D417/10H10K85/622H10K85/626H10K85/654H10K85/6572H10K85/657H10K50/16
Inventor 刘喜庆韩春雪苗玉鹤
Owner CHANGCHUN HYPERIONS TECH CO LTD
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