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Organic Electroluminescent Materials and Their Applications

A reaction and compound technology, applied in the field of organic electroluminescence display, can solve the problems of difficult to improve luminous efficiency and small luminous contribution

Active Publication Date: 2017-02-08
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Usually, the generation ratio of singlet excitons and triplet excitons is 1:3, and according to the prohibition effect of quantum statistics, triplet excitons mainly undergo non-radiative attenuation, which contributes very little to luminescence, and only singlet excitons Therefore, for organic / polymer electroluminescent devices, the fundamental reason why the luminous efficiency is difficult to improve is that the luminescence process is the luminescence of singlet excitons

Method used

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  • Organic Electroluminescent Materials and Their Applications
  • Organic Electroluminescent Materials and Their Applications
  • Organic Electroluminescent Materials and Their Applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0076] The preparation of embodiment 1 compound Slic-CJH-DB011-I01

[0077]

[0078] The first step: preparation of compound Slic-CJH-1

[0079]

[0080] 15.8g of 2-bromopyridine was dissolved in 250ml of toluene, 120ml of water was added, and under nitrogen protection, 16g of 3-methyl-4-fluorophenylboronic acid and 42.5g of sodium carbonate and 578mg of Pd(PPh 3 ) 4 , after stirring for 8 hours to raise the temperature and reflux for reaction, drop to room temperature, separate the organic phase, extract the aqueous phase with ethyl acetate, dry the organic phase with anhydrous sodium sulfate, filter, and concentrate under reduced pressure to dryness to obtain 17g of colorless liquid. Let it solidify.

[0081] The second step: the preparation of compound Slic-CJH-2

[0082]

[0083] Mix 10g of Slic-CJH-1 with 250ml of water, add 3.2g of sodium hydroxide, raise the temperature to reflux, add potassium permanganate in batches, continue the reflux reaction for 4 hour...

Embodiment 2

[0100] Preparation of Example 2 Compound Slic-CJH-DB011-II02

[0101]

[0102] The first step: preparation of compound Slic-CJH-1

[0103]

[0104] Referring to the first step of Example 1, the 3-methyl-4-fluorophenylboronic acid in the first step of Example 1 was replaced with 2,4-difluoro-3-methylphenylboronic acid to obtain a white solid.

[0105]The second step: the preparation of compound Slic-CJH-2

[0106]

[0107] Referring to the second step of Example 1, replace the 2-(4-fluoro-3-methylphenyl)pyridine in the second step of Example 1 with 2-(2,4-difluoro-3-methylphenyl) Pyridine, a white solid was obtained.

[0108] The third step: the preparation of compound Slic-CJH-4

[0109]

[0110] Dissolve 5 g of raw material Slic-CJH-2 in 50 ml of dry DMF, add 4.3 g of diphenylamine and 5.5 g of triethylamine, then add 0.5 g of 1-hydroxybenzotriazole and 4.9 g of 1-ethylamine Base-(3-dimethylaminopropyl) carbodiimide hydrochloride, under the protection of nitro...

Embodiment 3

[0121] Preparation of Example 3 Compound Slic-CJH-DB011-III08

[0122]

[0123] Referring to the first step to the fourth step of Example 2, the diiridium bridged compound Slic-CJH-5 was prepared as a yellow solid. Referring to the sixth step of Example 1, the acetylacetone complex Slic-CJH-DB011-I08 was prepared as a yellow solid.

[0124]

[0125] 435mg of compound Slic-CJH-DB011-I08 and 290mg of N,N-diethyl-2,6-difluoro-3-(pyridin-2-yl)benzamide and 20ml of glycerol were heated to 180°C, Stir the reaction for 8 hours, cool to room temperature, pour the reaction solution into 200ml of 1N dilute hydrochloric acid, filter with suction, wash the filter cake with water, separate and purify the obtained solid with a silica gel column to obtain 340mg of Slic-CJH-DB011-III08, yellow solid.

[0126] Experimental data:

[0127] (1) Glass transition temperature (DSC): 305.66°C;

[0128] (2) UV maximum absorption wavelength (DCM): 325nm, 355nm;

[0129] (3) Phosphorescence e...

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Abstract

The invention discloses a compound shown in a formula of Slic-CJH-DB011 and also provides a method for preparing the compound, an application of the compound in preparation of an electroluminescent device and the prepared electroluminescent device. The organic light-emitting device doped with the compound has high power efficiency, and the light color is blue.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescence display and relates to a metal ligand OLED material. Background technique [0002] Organic electroluminescence (referred to as OLED) and related research As early as 1963, pope et al. first discovered the electroluminescence phenomenon of organic compound single crystal anthracene. In 1987, Kodak Corporation of the United States made an amorphous film device by evaporating organic small molecules, which reduced the driving voltage to less than 20V. This type of device is ultra-thin, fully cured, self-illuminating, high brightness, wide viewing angle, fast response speed, low driving voltage, low power consumption, bright color, high contrast, simple process, good temperature characteristics, and can realize flexible display. And other advantages, can be widely used in flat panel displays and surface light sources, so it has been widely researched, developed and used. [0003]...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C07D401/10C07D213/56C07D213/74C07F19/00C09K11/06H01L51/54
Inventor 曹建华逄辉黄红亮华瑞茂
Owner SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD