Conjugated Derivatives and Their Applications as Electroluminescent Materials

An electroluminescent material and electroluminescent technology, which are applied in the preparation of luminescent materials, organic compounds, hydrocarbons, etc., can solve the problems of not being able to fully satisfy full-color display, not being able to satisfy industrialization, and complex synthesis methods, etc. It is beneficial to vacuum evaporation film formation, improving electron migration ability and high luminous efficiency.

Active Publication Date: 2016-08-17
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Compared with green organic electroluminescent devices, blue organic electroluminescent devices cannot fully meet the requirements of full-color display
At present, blue-light organic light-emitting materials are mainly concentrated in some classic compound systems such as triarylamine systems, anthracene derivatives, carbazole derivatives, and metal complexes. However, these existing blue-light organic light-emitting materials are still facing difficulties in application, such as The life, brightness, and efficiency are low, which cannot meet the needs of industrialization; moreover, the synthesis methods of these materials are complicated, the purification is difficult, and relatively toxic raw materials are used in the synthesis process

Method used

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  • Conjugated Derivatives and Their Applications as Electroluminescent Materials
  • Conjugated Derivatives and Their Applications as Electroluminescent Materials
  • Conjugated Derivatives and Their Applications as Electroluminescent Materials

Examples

Experimental program
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Effect test

Embodiment

[0022] Example: Synthesis of Compound 001

[0023] The specific synthetic route is shown in the following formula:

[0024]

[0025] (1) Weigh 18.9 g of tetrabenzotriphenyl, dissolve it in 200 mL of dichloromethane, add 19.58 g of NBS, raise the temperature to 40°C, stir and react for 24 hours, spin dry the organic solvent, and separate the obtained crude product into the column layer. (Petroleum ether / dichloromethane=1:1), as a result, 20.92 g of light yellow solid 6,13-dibromotetrabenzotriphenyl was obtained.

[0026] (2) Dissolve 6,13-dibromotetrabenzotriphenyl, 19.63 g of phenothiazine, 10.94 g of potassium tert-butoxide, 0.09 g of palladium (II) acetate, and 0.08 g of tri-tert-butylphosphorus in 150 ml of toluene, Under nitrogen protection, the reaction was carried out at 100°C for 20 hours. The reaction solution was filtered, the obtained crude product was purified by silica gel chromatography, the obtained solid was recrystallized with toluene, and dried to obtain ...

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Abstract

The invention relates to a tetrabenzotriphenyl organic light-emitting material which can be used in an organic electroluminescent device structure; the series of derivatives take tetrabenzotriphenyl compounds as a basis; a molecular conjugated system is increased by introducing a substituent, the charge mobility of the tetrabenzotriphenyl derivatives is improved, and thus the electron transport ability of the whole compounds is improved. The compounds form a certain distortion degree in a three-dimensional space, the film forming property of the compounds can be improved, the molecular weight is increased, the glass transition temperature of the compounds is facilitated to be increased, at the same time, the molecular planarity is also decreased, and vacuum evaporation film forming is facilitated. By optimizing reaction conditions, a reaction solvent is changed into a common solvent, operation is convenient, purification is easy, the yield is greatly increased, and the cost is reduced; the compounds prepared by the method have relatively high light-emitting efficiency, the light-emitting efficiency in a dilute solution is about 98%, the light-emitting efficiency in a thin film can reach about 63%, and the compounds have relatively good prospects in the application of organic light-emitting devices.

Description

technical field [0001] The invention belongs to the field of organic optoelectronic materials, and particularly relates to a tetrabenzotriphenyl organic light-emitting material and a preparation method and application thereof. Background technique [0002] Organic electroluminescence (hereinafter referred to as OLED) and the corresponding research began as early as the 1960s. In 1963, P. Pope et al. first discovered the electroluminescence phenomenon of organic single crystal anthracene, but due to the limitation of technical conditions, its driving voltage was as high as 400V, which failed to attract widespread attention. In 1987, C.W.Tang et al. of Kodak Company in the United States used vapor deposition Alq 3 And HTM-2 made an amorphous film device, the driving voltage was reduced to less than 20v, OLED only attracted the attention of the world (US4356429). Due to their high brightness, wide viewing angle, fast photoelectric response, low voltage, low power consumption,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C07D279/22C07D235/18C07C211/61C07C209/10C07D209/86C07C15/27C07C1/32C07C13/567C07C15/24C07D215/04
Inventor 马晓宇李文军张英
Owner JILIN OPTICAL & ELECTRONICS MATERIALS
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