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Compound for organic electroluminescence device and organic electroluminescence device thereof

A technology of electroluminescent devices and compounds, applied in organic chemistry, electric solid devices, luminescent materials, etc., can solve the problems of single type, etc., and achieve the effects of increasing service life, improving transmittance, and improving light extraction efficiency

Active Publication Date: 2020-10-13
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the types of covering materials are relatively single at present, so the development of new covering materials has very important practical application value.

Method used

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  • Compound for organic electroluminescence device and organic electroluminescence device thereof
  • Compound for organic electroluminescence device and organic electroluminescence device thereof
  • Compound for organic electroluminescence device and organic electroluminescence device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0107] Embodiment 1: the preparation of compound 2

[0108]

[0109] Under nitrogen protection, compound a-1 (7.53g, 35.35mmol), compound b-1 (6.23g, 35mmol), K 2 CO 3 (14.51g, 105mmol), stirred with 300mL of toluene solvent. Add catalyst Pd(PPh 3 ) 4 (0.40g, 0.35mmol), distilled water 60mL, the temperature was raised to reflux, and the reaction was stirred for 10h. After fully reacting, 80 mL of distilled water was added to terminate the reaction. The crude intermediate A-1 was obtained by filtration under reduced pressure, washed three times with distilled water, and then recrystallized with toluene and ethanol (10:1) to obtain 6.90 g of the target compound A-1 with a yield of 74%.

[0110] Under nitrogen protection, intermediate A-1 (5.85g, 22mmol), 4-bromobiphenyl (20.72g, 88.90mmol), sodium tert-butoxide (4.81g, 50mmol) were dissolved in 200ml dehydrated toluene, and stirred A toluene solution of palladium acetate (0.07 g, 0.33 mmol) and tri-tert-butylphosphine (...

Embodiment 2

[0112] Embodiment 2: the preparation of compound 4

[0113]

[0114] Under nitrogen protection, compound a-1 (43.0g, 202mmol), iodobenzene (22.25ml, 200mmol), sodium tert-butoxide (38.45g, 400mmol) were dissolved in 1800ml dehydrated toluene, and palladium acetate (0.45g , 2mmol), a toluene solution of tri-tert-butylphosphine (1.6g, 8mmol), and reflux for 8 hours. After cooling, filter through a diatomaceous earth / silica gel funnel, the filtrate is distilled under reduced pressure to remove the organic solvent, and the concentrated solution is recrystallized with toluene and ethanol (10:1), and filtered to obtain (45.1g, 156mmol) intermediate B- 1. The yield is 78%.

[0115] Under the protection of nitrogen, the intermediate B-1 (40.5g, 140mmol), 1-iodonaphthalene (20.6ml, 141mmol), sodium tert-butoxide (40.35g, 420mmol) were dissolved in 1500ml dehydrated toluene, and palladium acetate was added under stirring (0.30g, 1.4mmol), tri-tert-butylphosphine (1.15g, 5.6mmol) in...

Embodiment 3

[0119] Embodiment 3: the preparation of compound 18

[0120]

[0121] The synthesis of intermediate B-1 and intermediate C-2 is the same as in Example 2, except that 1-iodonaphthalene in Example 2 is replaced by 4-iodobiphenyl.

[0122] Under nitrogen protection, intermediate C-2 (26.74g, 60.60mmol), D-2 (4.97g, 30mmol), K 2 CO 3 (12.44g, 90mmol), stirred with 300mL of toluene solvent. Add catalyst Pd(PPh 3 ) 4 (0.35g, 0.30mmol), distilled water 70mL, the temperature was raised to reflux, and the reaction was stirred for 10h. After fully reacting, 80 mL of distilled water was added to terminate the reaction. The crude compound 18 was obtained by filtration under reduced pressure, washed three times with distilled water, and then recrystallized with toluene and ethanol (10:1) to obtain 17.25 g of the target compound 18 with a yield of 72%.

[0123] Mass Spectrum m / z: 798.44 (calculated: 798.30). Theoretical element content (%)C 56 h 38 N 4 o 2 : C, 84.19; H, 4.79;...

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Abstract

The present invention provides a compound for the use of mechanical and electrical luminous devices and its organic electrical lighting devices, involving the technology field of organic optoelectronics materials.The compounds provided by the present invention, by introducing two benzene and / or phenylzole groups in the structure to make it have a high refractive index and the refractive index can reach 2.00.Through the rate, adjust the direction of light and improve the efficiency of light.In addition, the compound provided by the present invention optimizes the structure of the structure by introducing a specific replacement base, which improves the glass transformation temperature and has excellent stability. When the covering layer material for the mechanical electrical light emitting device, it can effectively improve the device to effectively improve the deviceLife life.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a compound for an organic electroluminescence device and an organic electroluminescence device thereof. Background technique [0002] Organic Light-Emitting Diode (OLED) is an all-solid-state light-emitting device with high brightness, high contrast, high definition, wide viewing angle, wide color gamut, ultra-thin, ultra-light, low power consumption, wide Temperature, self-illumination, high luminous efficiency, short response time, transparency, flexibility, etc., have been commercially used in mobile phones, TVs, micro-displays and other fields, and are called "fantastic displays" by industry insiders. Potential new display technology. [0003] Since total reflection occurs at the interface between the ITO thin film of the organic light-emitting diode and the glass substrate or the interface between the glass substrate and the air, only 20% of the emit...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D263/58C07D277/82C07D417/04C07D417/10C09K11/06H01L51/50H01L51/54
CPCC07D263/58C07D277/82C07D417/04C07D417/10C09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1022C09K2211/1033C09K2211/1037H10K85/615H10K85/631H10K85/636H10K85/633H10K85/657H10K50/00
Inventor 杜明珠刘辉赵倩王英雪
Owner CHANGCHUN HYPERIONS TECH CO LTD