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A kind of electron transport material and its preparation and device

A technology of electron transport and compounds, applied in the direction of electric solid devices, electrical components, luminescent materials, etc., can solve the problem that carbazole-based luminescent materials cannot meet the requirements of OLED, and meet the needs of industrial development, good planar structure and common Yoke system, effect of improving luminance

Active Publication Date: 2017-02-15
SHANGHAI SHINSEE OPTOELECTRONICS TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The present invention provides a carbazole-imidazole electron transport material with simple preparation method and high luminous efficiency, organic electroluminescent Materials and their preparation methods and applications

Method used

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  • A kind of electron transport material and its preparation and device
  • A kind of electron transport material and its preparation and device
  • A kind of electron transport material and its preparation and device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037]

[0038]Put 0.3100mol of iodobenzene, 0.2400mol of carbazole, 0.0218mol of o-phenanthroline, 0.0218mol of cuprous iodide, and 0.3600mol of cesium carbonate into a 1000ml three-necked flask, add 300ml of DMF to dissolve, vacuum-purge three times with nitrogen, and heat up to React overnight at 150°C, pass the reaction solution through a silica gel funnel, rinse with dichloromethane until no product dissolves, spin to about 400ml, wash with 500ml of water, separate liquids, take the dichloromethane phase, wash with water three times, spin dry, add 100ml to dissolve , adding 500ml of ethanol, a large amount of solids precipitated out, suction filtered, and vacuum dried at 55°C to obtain 0.2096mol of N-phenyl-9H-carbazole with a yield of 87.63%. The mass spectrum of the obtained product: The theoretical value is 243.30; the tested value is 243.20. Elemental analysis: The theoretical value is C: 88.86; H: 5.39; N: 5.76; the test value is C: 88.84; H: 5.40; N: 5.77.

[00...

Embodiment 2

[0043]

[0044] Put 0.2600mol of p-methyliodobenzene, 0.2400mol of carbazole, 0.0218mol of o-phenanthroline, 0.0218mol of cuprous iodide, and 0.3600mol of cesium carbonate into a 1000ml three-necked flask, add 300ml of DMF to dissolve, vacuumize and blow nitrogen three times , heated up to 151°C, and reacted overnight. Pass the reaction solution through a silica gel funnel, rinse with dichloromethane until no product dissolves, spin to about 400ml, wash with 500ml of water, separate the liquid, take the dichloromethane phase, wash with water three times; spin dry, add 100ml to dissolve, add 500ml of ethanol to have a large amount A solid precipitated out, was filtered with suction, and dried under vacuum at 55°C. 0.2088 mol of 9-p-methylphenyl-9H-carbazole was obtained with a yield of 87.00%. The mass spectrum of the product obtained: The theoretical value is 257.33; the measured value is 257.30. Elemental analysis: The theoretical value is C: 88.68; H: 5.88; N: 5.44; the...

Embodiment 3

[0049]

[0050] Put 0.288mol of 3,4-dimethyliodobenzene, 0.24mol of carbazole, 0.02mol of phenanthroline, 0.02mol of cuprous iodide, and 0.384mol of cesium carbonate into a 1000ml three-necked flask, add 300ml of DMF to dissolve, and vacuumize - Pass nitrogen three times, heat up to 152° C., and react overnight. Pass the reaction solution through a silica gel funnel, rinse with dichloromethane until no product dissolves; spin to about 400ml, wash with 500ml of water, separate liquids, take the dichloromethane phase, wash with water three times; spin dry, add 100ml to dissolve, add 500ml of ethanol to have a large amount A solid precipitated out, was filtered with suction, and dried under vacuum at 55°C. 0.2136 mol of 9-(3,4-dimethylbenzene)-9H-carbazole was obtained with a yield of 89.00%. The mass spectrum of the obtained product: the theoretical value is 271.36; the tested value is 271.34. Elemental analysis: The theoretical value is C: 88.52; H: 6.31; N: 5.16; the test...

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Abstract

The carbazole-imidazole electron transport material provided by the present invention is based on triphenylimidazole and carbazole, on this basis, benzene with different substituents is connected to form a class of classic compounds, and the preparation method is based on the current method It is improved on the basis of , and after repeated verification, its synthesis and purification process is relatively simple, the cost is low, and it can meet the needs of industrialization development. And the device prepared by using the material has high luminous efficiency.

Description

technical field [0001] The invention relates to the field of organic photoelectric materials, in particular to a carbazole-imidazole electron transport material and its preparation and device. Background technique [0002] Organic electroluminescent devices have attracted widespread attention due to their advantages of thin body, large area, full curing, and flexibility. research hotspot. [0003] As early as the 1950s, Bernanose.A et al. started research on organic electroluminescent devices (OLEDs). The material initially studied was an anthracene single wafer. Due to the problem of the large thickness of a single wafer, the required driving voltage is very high. Until 1987, Deng Qingyun (C.W.Tang) and Vanslyke of Eastman Kodak Company in the United States reported the structure as: ITO / Diamine / Alq 3 / Mg:Ag organic small molecule electroluminescence device, the brightness of the device can reach 100cd / m2 at a working voltage of 10 volts 2 , the external quantum effici...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D403/14C09K11/06H01L51/54
CPCC09K11/06C07D403/14C09K2211/1044C09K2211/1029C09K2211/1007H10K85/654H10K85/6572
Inventor 高春吉王永光李文军毕岩
Owner SHANGHAI SHINSEE OPTOELECTRONICS TECH CO LTD