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Phenanthreneopyrazine derivative luminescent material and application thereof in electroluminescent device

A technology of phenanthropyrazine and luminescent material, applied to phenanthropyrazine derivative luminescent material and its application in organic electroluminescent devices, can solve the problems of limited application, large efficiency roll-off and the like

Active Publication Date: 2015-08-12
JILIN YUANHE ELECTRONICS MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, its device has a large efficiency roll-off under high brightness, which limits its application in full-color display and white lighting

Method used

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  • Phenanthreneopyrazine derivative luminescent material and application thereof in electroluminescent device
  • Phenanthreneopyrazine derivative luminescent material and application thereof in electroluminescent device
  • Phenanthreneopyrazine derivative luminescent material and application thereof in electroluminescent device

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Embodiment 1: the synthesis of compound 3,6-DBrDCPP:

[0031]

[0032] 3,6-dibromophenanthrenequinone (12mmol), diaminomaleonitrile (12mmol), acetic acid (50mL) were added in the two-necked flask, N 2 Under protection, heat and reflux in an oil bath at 125°C for 8 hours to stop the reaction, pour the reaction mixture into distilled water, stir and filter, the resulting gray filter cake is washed with water and ethanol in sequence, and dried to obtain a gray powder, which is then separated by column chromatography (silica gel, dichloromethane) to give the target product as light yellow powder.

Embodiment 2

[0033] Embodiment 2: the synthesis of compound 2,7-DBrDCPP:

[0034]

[0035] 2,7-dibromophenanthrenequinone (12mmol), diaminomaleonitrile (12mmol), acetic acid (50mL) were added in the two-necked flask, N2 Under protection, heat and reflux in an oil bath at 125°C for 8 hours to stop the reaction, pour the reaction mixture into distilled water, stir and filter, the resulting gray filter cake is washed with water and ethanol in sequence, and dried to obtain a gray powder, which is then separated by column chromatography (silica gel, dichloromethane) to give the target product as light yellow powder.

Embodiment 3

[0036] Embodiment 3: the synthesis of compound 3,6-DBrDCPPP:

[0037]

[0038] Add 3,6-dibromophenanthrenequinone (12mmol), 4,5-diamino-phthalonitrile (12mmol), acetic acid (50mL) into the two-necked flask, N 2 Under protection, heat and reflux in an oil bath at 125°C for 8 hours to stop the reaction, pour the reaction mixture into distilled water, stir and filter, the resulting gray filter cake is washed with water and ethanol in sequence, and dried to obtain a gray powder, which is then separated by column chromatography (silica gel, dichloromethane) to give the target product as light yellow powder.

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Abstract

The invention discloses an organic luminescent material based on a phenanthreneopyrazine derivative and an electroluminescent device thereof, belonging to the technical field of organic electroluminescence. The structural general formula of the luminescent material is shown in the specification, wherein R refers to triphenylamine group or derivatives thereof, diphenylamine group or derivatives thereof, carbazolyl or derivatives thereof, N-phenylcarbazyl or derivatives thereof, phenothiazine or derivatives thereof, or phenoxazine or derivatives thereof. The phenanthreneopyrazine derivative can serve as a luminescent material and is used for preparing a high-performance electroluminescent device. The compound disclosed by the invention has the advantages that the preparation process is simple, and the prepared electroluminescent device is high in efficiency and long in service life, and the like. The device can be applied to the fields of panel display, illumination and light sources.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescence, and specifically relates to a class of phenanthrenopyrazine derivative light-emitting materials and their application in organic electroluminescence devices. Background technique [0002] In the early 1960s, Pope et al. first reported the phenomenon of organic electroluminescence. When they applied a high voltage of 400 volts on both sides of anthracene single crystal, they observed the blue light emitted by anthracene (see M.Pope, H.Kallmann and P. Magnante, J. Chem. Phys., 1963, 38, 2042). However, due to the difficulty of growing single crystals and the high driving voltage of the device, the process they used has little practical use. Until 1987, C.W.Tang et al. of Kodak Corporation of the United States used ultra-thin film technology to use aromatic amines with better hole transport effects as the hole transport layer, aluminum complexes of 8-hydroxyquinoline as the ligh...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D241/36C07D403/14C07D413/14C07D417/14H01L51/54
Inventor 王悦
Owner JILIN YUANHE ELECTRONICS MATERIALS CO LTD
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