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Organic light-emitting material with distorted molecular structure, and application thereof to organic electroluminescence device

A technology of electroluminescent devices and molecular structures, applied in the direction of luminescent materials, electric solid devices, organic chemistry, etc., can solve the problems of production cost reduction

Inactive Publication Date: 2018-11-30
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, as a new display technology, OLED still inevitably has some shortcomings. Its device life and yield rate need to be further improved, and the production cost also needs to be further reduced.

Method used

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  • Organic light-emitting material with distorted molecular structure, and application thereof to organic electroluminescence device
  • Organic light-emitting material with distorted molecular structure, and application thereof to organic electroluminescence device
  • Organic light-emitting material with distorted molecular structure, and application thereof to organic electroluminescence device

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Embodiment 1: the synthesis of compound 1:

[0026]

[0027] Add phenanthrenequinone (0.42g, 2mmol), biphenyl-2,2'-dicarbaldehyde (0.42g, 2mmol), aniline (0.77g, 10mmol), ammonium acetate (0.62g, 8mmol), and acetic acid (10mL) into three ports bottle, N 2Under protection, heat and reflux in an oil bath at 130°C for 3 hours to stop the reaction, pour the reaction mixture into distilled water, stir and filter, the obtained gray filter cake is washed with water, glacial acetic acid, and ethanol in sequence, and after drying, an off-white powder is obtained, which is then analyzed by column chromatography Method separation (silica gel, dichloromethane) gave the target product 1 (1.27 g, yield 86%) as a white powder. The molecular ion mass determined by mass spectrometry is: 738.42 (calculated value: 738.28); theoretical element content (%) C 54 h 34 N 4 : C, 87.78; H, 4.64; N, 7.58, measured element content (%): C, 87.89; H, 4.60; N, 7.53. The above analysis results...

Embodiment 2

[0028] Embodiment 2: the synthesis of compound 2:

[0029]

[0030] According to the synthesis of compound 1, the steps are the same, and compound aniline is replaced by compound 4-methoxyaniline to obtain white powder compound 2 (1.33g, yield 83%), and the molecular ion mass determined by mass spectrometry is: 798.52 (calculated value For: 798.30); theoretical element content (%) C 56 h 38 N 4 o 2 : C, 84.19; H, 4.79; N, 7.01; Measured element content (%): C, 84.25; H, 4.85; N, 6.95. The above analysis results indicated that the obtained product was the expected product.

Embodiment 3

[0031] Embodiment 3: the synthesis of compound 3:

[0032]

[0033] According to the synthesis of compound 1, the steps are the same, and compound aniline is replaced by compound 3-methoxyaniline to obtain white powder compound 3 (1.28g, yield 80%), and the molecular ion mass determined by mass spectrometry is: 798.48 (calculated value For: 798.30); theoretical element content (%) C 56 h 38 N 4 o 2 : C, 84.19; H, 4.79; N, 7.01; Measured element content (%): C, 84.23; H, 4.83; N, 6.96. The above analysis results indicated that the obtained product was the expected product.

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Abstract

The invention discloses an organic light-emitting material with a distorted molecular structure, and application thereof to an organic electroluminescence device, and belongs to the technical field oforganic electroluminescence. The general molecular formula of the organic light-emitting material is shown as follows: two phenanthro[9,10-d]-imidazole groups are connected to 2 and 2' positions of biphenyl. In the category of molecule, the whole molecule presents a high distortion structure, and the special modular structure causes the organic light-emitting material to have a high triple excited state energy level. The di-phenanthro[9,10-d]-imidazole-biphenyl derivative can be used as a main material for preparing a light emitting layer doped with the electroluminescence device which emitsdark blue light. The above device can be used for preparing organic electroluminescence devices or organic electroluminescence illumination light sources. (The formula is shown in the description.).

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescence, and specifically relates to a class of organic light-emitting materials with distorted molecular structures and their application in organic electroluminescence devices. Background technique [0002] The phenomenon of organic electroluminescence was first discovered in the 1960s. In 1963, Pope et al. of New York University found that a weak blue light emission of anthracene could be observed by applying a voltage of hundreds of volts to an organic aromatic anthracene crystal. However, due to the high driving voltage and low luminous efficiency, it was not taken seriously at that time. Until 1987, C.W.Tang of Kodak used vacuum evaporation for the first time, using 4,4'-cyclohexylbis[N,N-bis(4-methylphenyl)aniline] (TAPC) as the hole transporter. layer, tris(8-hydroxyquinoline)aluminum (AlQ 3 ) as the electron transport layer and light-emitting layer, a double-layer device wa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D235/02C09K11/06H01L51/54
CPCC09K11/06C07D235/02C09K2211/1007C09K2211/1044H10K85/6572
Inventor 李成龙王悦
Owner JILIN UNIV
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