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Blue light organic electroluminescent material, preparation method and applications thereof

A luminescent and electromechanical technology, applied in luminescent materials, organic chemistry, chemical instruments and methods, etc., to achieve the effects of easy availability of raw materials, good thermal stability, high decomposition temperature and glass transition temperature

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

Although many blue light materials have been reported, there are still few materials with high efficiency and stable emission performance.

Method used

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  • Blue light organic electroluminescent material, preparation method and applications thereof
  • Blue light organic electroluminescent material, preparation method and applications thereof
  • Blue light organic electroluminescent material, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Example 1: The blue-light organic electroluminescent material of this example, that is, 3,7-bis(10-(5-phenylbiphenyl)anthracen-9-yl)thiofluorene dioxide, the preparation steps are as follows:

[0032]

[0033] Under argon protection, 3,7-dibromodioxythiofluorene (75mg, 0.2mmol), 10-(5-phenylbiphenyl) anthracene-9-pinacol borate (213mg, 0.4mmol) were added In the flask filled with 10ml of toluene solvent, after fully dissolving, potassium carbonate (2mL, 2mol / L) solution was added into the flask, vacuumized to deoxygenate and filled with argon, then added bistriphenylphosphine palladium dichloride ( 5.6mg, 0.008mmol); the flask was heated 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 magnesium sulfate and spin-dried, the crude product was obtained, and the c...

Embodiment 2

[0035] Example 2: The blue-light organic electroluminescent material of this example has a structure of 3,7-bis(10-(5-phenylbiphenyl)anthracen-9-yl)thiofluorene dioxide, and the preparation steps are as follows:

[0036]

[0037] Under the protection of mixed gas of nitrogen and argon, 3,7-dibromodioxythiofluorene (112mg, 0.3mmol), 10-(5-phenylbiphenyl)anthracene-9-pinacol borate (351mg, 0.66mmol) and 15mL tetrahydrofuran were added to a 50mL two-necked bottle, fully dissolved, and then a mixture of nitrogen and argon was introduced to exhaust the air for about 20 minutes, and then tetrakistriphenylphosphine palladium (4mg, 0.003mmol) was added to it, fully After dissolving, add sodium bicarbonate (3mL, 2mol / L) solution. 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 and cooled to room temperature, the reaction solution was extracted w...

Embodiment 3

[0038] Example 3: The blue-light organic electroluminescent material of this example has a structure of 3,7-bis(10-(5-phenylbiphenyl)anthracen-9-yl)thiofluorene dioxide, and the preparation steps are as follows:

[0039]

[0040] Under nitrogen protection, 3,7-dibromodioxythiofluorene (112mg, 0.3mmol), 10-(5-phenylbiphenyl) anthracene-9-pinacol borate (383mg, 0.72mmol), acetic acid Palladium (3.5mg, 0.015mmol) and tri(o-methylphenyl)phosphine (21mg, 0.06mmol) were added into a flask filled with 12mL of N,N-dimethylformamide, and potassium carbonate ( 3mL, 2mol / L) solution, and then blow nitrogen into the flask to 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 phase was dried over anhydrous magnesium sulfate and spin-dried, the crude product was obtai...

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Abstract

The invention belongs to the field of organic electroluminescent materials, and discloses a blue light organic electroluminescent material, a preparation method and applications thereof, wherein the structure formula of the material is defined in the instruction. According to the blue light organic electroluminescent material of the present invention, anthracene has high fluorescence quantum yield, and dibenzothiophene sulfone has a large plane rigid structure and is a good electron transmission unit, such that the carrier transmission balance is easily achieved, and the luminous efficiency is substantially improved.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to a blue-light organic electroluminescent material and its preparation method and application. Background technique [0002] Since the first report of organic light-emitting diodes (OLEDs) by C.W. Tang et al., both small-molecule and polymer-based LEDs, great progress has been made. Its potential applications are full-color flat-panel displays and solid-state white lighting. Among the three primary colors, red and green diodes are close to the requirements of practical applications, but blue materials have larger carrier injection due to their wider band gap and lower highest occupied orbital (HOMO) energy level. At the same time, due to the high emission energy, instability, and easy energy transfer, the emission color is impure, so the development is relatively slow. It is still a difficult problem to develop blue light emitting materials with high efficiency...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D333/76H01L51/54
Inventor 周明杰张振华王平钟铁涛
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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