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Preparation method of aggregation-induced emission molecule

A technique of aggregation-induced luminescence and molecules, applied in luminescent materials, chemical instruments and methods, and the preparation of amino compounds from amines, etc., can solve problems such as complex synthesis processes, achieve high fluorescence quantum yield, high yield, and good thermal stability sexual effect

Inactive Publication Date: 2014-12-17
WUHAN UNIV
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Problems solved by technology

In addition, luminescent materials exist in electroluminescent devices in the form of thin films, and most fluorescent materials have the problem of "aggregation-induced fluorescence quenching" (ACQ) due to intramolecular π-π interactions.
Although scientists have used various physical or chemical methods to reduce or prevent the aggregation of fluorescent molecules, such as using host-guest doping systems and blending with transparent polymers to disperse luminescent molecules, or modifying the structure of luminescent molecules. A bulky spacer group, etc., but these methods usually bring high cost device fabrication and complicated synthesis process

Method used

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  • Preparation method of aggregation-induced emission molecule

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Embodiment 1

[0020] The synthesis of embodiment 1 compound 9-16

[0021] Synthetic roadmap as figure 1 shown.

[0022] (1) Under nitrogen or argon atmosphere, 1,4-dibromobenzene (4.72g, 20.0mmol) was dissolved in 60mL of anhydrous tetrahydrofuran (THF) and cooled at -78°C for half an hour. To the above solution, 9.2 mL of n-butyl lithium in n-hexane (n-BuLi, 2.3 M) was added dropwise. After low-temperature reaction for 1 hour, 50 mL of fluorenone (3.61 g, 20 mmol) in tetrahydrofuran (THF) was added, and the low-temperature reaction was continued for 3 hours, then it was allowed to rise to room temperature naturally, and stirred overnight. After the reaction, water was added to the reaction liquid, extracted with chloroform, and the organic phase was collected and dried over anhydrous sodium sulfate. Using petroleum ether and chloroform (v / v, 4 / 1) as the eluent, the product was chromatographed on a silica gel column, separated and purified, and dried in vacuo to obtain a pale yellow oil ...

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Abstract

The invention discloses an aggregation-induced emission molecule as well as a preparation method and a use thereof. The aggregation-induced emission molecule has a structural formula (shown in the description), wherein when Ar1 and Ar2 are same groups, Ar2 is one of a formula, a formula, a formula or a formula (shown in the description); and when Ar2 is hydrogen, Ar1 is one of a formula, a formula, a formula or a formula (shown in the description). The preparation method comprises the steps of: starting from a formula (shown in the description, wherein X=br, and Y=H or X=H, and Y=Br) and tetraphenyl ethylene boric acid ester, obtaining derivatives of fluorene containing toluene and triphenylamine units by utilizing an acid-induced intramolecular dehydration reaction, linking tetraphenyl ethylene to a ninth site of the fluorine in a conjugated manner by utilizing a Suzuki reaction, and finally obtaining a target compound. According to the compound disclosed by the invention, the heat stability and the aggregation-induced emission property are good, the solid fluorescence quanta of the compound are high in yield and are emitted by blue lights, and the compound can be applied to a luminescent layer material of a blue-light inorganic light emitting diode; and the reaction conditions of the preparation method are mild, and the yield is high.

Description

technical field [0001] The invention relates to a preparation method of aggregation-induced luminescent molecules. Background technique [0002] Since Dr. Deng Qingyun of Kodak Company invented the organic light-emitting diode with multilayer structure for the first time in the 1980s, the research work of high-efficiency organic electroluminescent materials has entered a new era. In order to realize full-color display and solid-state lighting, red, green and blue light materials with high efficiency, stability and high color purity are indispensable. After more than 20 years of development, red and green light-emitting materials have been able to meet the needs of commercialization, but blue-light materials with excellent performance are still scarce, because the large energy gap of blue-light-emitting materials has a large energy gap for carriers to go to the light-emitting layer. Injection and transmission are detrimental. Therefore, how to obtain blue light materials wi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C07C13/567C07C1/32C07C209/68C07C211/54H01L51/54
Inventor 李振黄静秦金贵
Owner WUHAN UNIV
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