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Electroluminescent material based on phenanthrenequinone derivative, and preparation method and application thereof

A technology of electroluminescent materials and derivatives, applied in the directions of luminescent materials, chemical instruments and methods, circuits, etc., to achieve the effect of good electrochemical response and strong red fluorescence

Inactive Publication Date: 2018-06-15
JIANGYIN JIANGHUA MICROELECTRONICS MATERIAL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among the many materials containing phenanthrene[9,10-d]imidazole groups used in the field of optoelectronics, most of them are used in the research of blue light-emitting materials, and few of them are involved in the research of red light-emitting materials.

Method used

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  • Electroluminescent material based on phenanthrenequinone derivative, and preparation method and application thereof
  • Electroluminescent material based on phenanthrenequinone derivative, and preparation method and application thereof
  • Electroluminescent material based on phenanthrenequinone derivative, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Add 10 mmol each of the compounds of formula (II) and formula (III) and 20 mL of acetonitrile into the reaction flask, stir, and heat to reflux, followed by TLC. After reacting for 10 hours, cool down, and spin dry the solvent to precipitate a large amount of solids. The thick silica gel is adsorbed and spin-dried, and the column is passed. The eluent is ethyl acetate:petroleum ether=1:5 (v / v), and the compound of formula (I) is obtained as red Solid, yield 58.7%.

Embodiment 2

[0045] Add 10 mmol each of the compounds of formula (II) and formula (III), 0.1 mmol of triethylamine, and 20 mL of acetonitrile into the reaction flask, stir, and heat to reflux, followed by TLC. After reacting for 10 h, it was cooled and passed through the column. The eluent was ethyl acetate:petroleum ether=1:5 (v / v), and the compound of formula (I) was obtained as a red solid with a yield of 62.5%.

Embodiment 3

[0047]Add 10 mmol each of the compounds of formula (II) and formula (III), 0.1 mmol of hexahydropyridine, and 20 mL of acetonitrile into the reaction flask, stir, and heat to reflux, followed by TLC. After reacting for 10 hours, it was cooled and passed through the column. The eluent was ethyl acetate:petroleum ether=1:5 (v / v), and the compound of formula (I) was obtained as a red solid with a yield of 68.4%.

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Abstract

The invention discloses an electroluminescent material based on a phenanthrenequinone derivative. The electroluminescent material has a chemical name of (E)-2-3-(4-(1H-phenanthro[9,10-d]imidazole-2-yl)styryl)-5,5-dimethylcyclohex-2-en-1-ylidene)malononitrile, and a molecular formula of C34H26N4. According to the invention, through introduction of a malononitrile derivative for construction of a red luminescent molecule, the disadvantage of the design of a compound containing a phenanthro[9,10-d]imidazole group in the red luminescent molecule is made up, and the compound has strong red fluorescence and good electrochemical response; under the action of an applied voltage of +1.47 V, the compound can realize electroluminescence (ECL); and under the multiplication of 800 V, the compound has luminescent intensity of about 1900 and is extremely stable. The invention also discloses a preparation method for the electroluminescent material and an application of the electroluminescent materialin preparation of organic electroluminescent devices.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescent materials, in particular to an electroluminescent material based on a phenanthrenequinone derivative, a preparation method and an application. Background technique [0002] Compared with traditional liquid crystals, organic light-emitting diodes (OLEDs) have become a new generation of display technology due to their many advantages such as self-illumination, wide viewing angle, fast response speed, and flexible display. Big attention. With the continuous development of technology, a variety of products based on OLED technology have been industrialized, taking the lead in OLED products. However, problems such as short life and low efficiency still exist and need to be further resolved. Materials used in organic electroluminescent devices mainly include electrode materials, carrier transport materials, and luminescent materials, among which luminescent materials occupy the primar...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D235/02C09K11/06H01L51/54
CPCC09K11/06C07D235/02C09K2211/1044C09K2211/1007H10K85/6572
Inventor 江玉亮殷福华朱龙
Owner JIANGYIN JIANGHUA MICROELECTRONICS MATERIAL
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