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Blue-ray organic electroluminescent material, as well as preparation method and organic electroluminescent device thereof

An electroluminescence and electromechanical technology, applied in the fields of luminescent materials, electro-solid devices, organic chemistry, etc., can solve the problems of low carrier transport performance, low glass transition temperature, complicated preparation, etc. The effect of good stability and cheap and easy-to-obtain raw materials

Inactive Publication Date: 2015-05-20
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The performance of an organic molecule depends on its structure, and its carrier transport properties are related to the conjugated system of the molecule. Polyaromatic hydrocarbon conjugated systems often have electron transport properties, while triarylamine molecules have hole transport capabilities. Molecular design, to obtain a wide variety of organic light-emitting molecular materials with different properties, but there are problems such as high price, complicated preparation, glass transition temperature (T g ) is low, the carrier transport performance is not high, etc.

Method used

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  • Blue-ray organic electroluminescent material, as well as preparation method and organic electroluminescent device thereof
  • Blue-ray organic electroluminescent material, as well as preparation method and organic electroluminescent device thereof
  • Blue-ray organic electroluminescent material, as well as preparation method and organic electroluminescent device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Example 1: The blue-light organic electroluminescent material of this example, that is, 2,2'-(4,4'-(2-tert-butylanthracene-9,10-diyl)bis(4,1-phenylene )) two (1-phenyl-1H-phenanthrene [9,10-d] imidazole), the preparation steps are as follows:

[0036]

[0037] Under argon protection, 9,10-dibromo-2-tert-butylanthracene (78 mg, 0.2 mmol), 2-(4-pinacol borate phenyl)-1-phenyl-1H-phenanthrene Add [9,10-d]imidazole (198mg, 0.4mmol) into a flask containing 10ml of toluene solvent, and after fully dissolving, add potassium carbonate (2mL, 2mol / L) solution into the flask, vacuumize and deoxygenate and fill with Infuse argon, then add bistriphenylphosphinepalladium dichloride (5.6mg, 0.008mmol); heat the flask to 120°C for Suzuki coupling reaction for 24h. The reaction was stopped and cooled to room temperature, the reaction solution was extracted with dichloromethane several times and the organic phase was combined. After the organic phase was dried over anhydrous magnesiu...

Embodiment 2

[0039] Example 2: The blue-light organic electroluminescent material of this example has a structure of 2,2'-(4,4'-(2-tert-butylanthracene-9,10-diyl)bis(4,1- phenylene)) two (1-phenyl-1H-phenanthrene [9,10-d] imidazole), the preparation steps are as follows:

[0040]

[0041]Under the protection of mixed gas of nitrogen and argon, 9,10-dibromo-2-tert-butylanthracene (118 mg, 0.3 mmol), 2-(4-pinacol borate phenyl)-1-phenyl- Add 1H-phenanthrene[9,10-d]imidazole (327mg, 0.66mmol) and 15mL tetrahydrofuran into a 50mL two-neck flask, fully dissolve, and then pass in a mixture of nitrogen and argon to exhaust the air for about 20min, then place the four Triphenylphosphine palladium (4mg, 0.003mmol) was added to it, and after fully dissolved, sodium bicarbonate (3mL, 2mol / L) solution was added. Then, the mixed gas of nitrogen and argon was exhausted for about 10 minutes, and the two-neck flask was added to 70°C for Suzuki coupling reaction for 48 hours. The reaction was stopped ...

Embodiment 3

[0042] Example 3: The blue-light organic electroluminescent material of this example has a structure of 2,2'-(4,4'-(2-tert-butylanthracene-9,10-diyl)bis(4,1- phenylene)) two (1-phenyl-1H-phenanthrene [9,10-d] imidazole), the preparation steps are as follows:

[0043]

[0044] Under nitrogen protection, 9,10-dibromo-2-tert-butylanthracene (118 mg, 0.3 mmol), 2-(4-pinacol borate phenyl)-1-phenyl-1H-phenanthrene[ 9,10-d] imidazole (342mg, 0.69mmol), palladium acetate (3.5mg, 0.015mmol) and tris (o-methylphenyl) phosphine (21mg, 0.06mmol) were added to 12mL of N,N-di In the methylformamide flask, add potassium carbonate (3mL, 2mol / L) solution after fully dissolving, then blow nitrogen into the flask and exhaust the air for about 30min; heat the flask to 130°C for Suzuki coupling reaction for 12h. The reaction was stopped and cooled to room temperature, the reaction solution was extracted with dichloromethane several times and the organic phase was combined. After the organic p...

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Abstract

The invention belongs to the field of organic electroluminescent materials, and discloses a blue-ray organic electroluminescent material, as well as a preparation method and an organic electroluminescent device thereof. The material has a structural formula as shown in the specification. In the blue-ray organic electroluminescent material, imidazole is a relatively good electron transmission unit and has good thermal stability, anthracene and phenanthrene have relatively high fluorescence quantum yield, and the luminescence efficiency of the organic electroluminescent device can be improved by using the material as a luminescent layer material.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to a blue-light organic electroluminescent material and a preparation method thereof. The invention also relates to an organic electroluminescence device using the blue light organic electroluminescence material as a main material of a light-emitting layer. Background technique [0002] Organic electroluminescence has the characteristics of low-voltage DC drive, high brightness, and wide viewing angle, and is considered to be one of the most promising flat-panel display technologies for the next generation (C.W.Tang and S.A.Vanslyke.Appl.Phys.Lett.,1987,51 (12):913-915). Organic molecular electroluminescent devices are mostly composed of two or more layers of organic molecular films, which have electron and hole transport properties respectively. Organic polymer electroluminescent devices only require a single layer of organic thin film (J.H.Burroughes, D.D.C. B...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D235/02H01L51/54
Inventor 周明杰张振华王平黄辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD