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Aggregation-induced luminescence molecules based on tetraphenylethylene, preparation method and application thereof

A technology of aggregation-induced luminescence and tetraphenylethylene, which is applied in the fields of luminescent materials, chemical instruments and methods, semiconductor/solid-state device manufacturing, etc., to achieve the effects of increasing transmission capacity, increasing thermal stability, and simple preparation

Inactive Publication Date: 2016-03-30
WUHAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As far as a single tetraphenylethylene is concerned, although it can emit strong blue light in the solid state, the current efficiency of the OLED device constructed with it as the light-emitting layer is only 0.45cd / A

Method used

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  • Aggregation-induced luminescence molecules based on tetraphenylethylene, preparation method and application thereof
  • Aggregation-induced luminescence molecules based on tetraphenylethylene, preparation method and application thereof
  • Aggregation-induced luminescence molecules based on tetraphenylethylene, preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0027] Example 1 Synthesis of Py-4MethylTPE

[0028] Under the protection of nitrogen, add compound 1 (260mg, 0.5mmol) and compound 2 (1.166g, 2.47mmol), potassium hydroxide (560mg, 10mmol) and Pd(PPh) to the Schlenk tube 3 ) 4 (0.20g, 0.08mmol), then add 30mL toluene and 10mL deoxygenated water, reflux at 80°C for 3 days for full reaction. After the reaction is complete, cool the product to room temperature, then extract with chloroform, collect the organic phase, and then use anhydrous Na 2 SO 4 Dry and spin dry to obtain a crude product. Using petroleum ether and chloroform (v / v, 1 / 1) as eluents, the product was preliminarily separated and purified by silica gel column chromatography, and finally dichloromethane and petroleum ether (v / v, 1 / 10) Perform reprecipitation to obtain a white solid (230mg, yield 29%), and use 1 The structure was characterized by HNMR and MS, and it was confirmed that the white solid was compound Py-4MethylTPE. 1 HNMR(300MHz, CDCl 3 δ): 7.70 (s, 2H), ...

Embodiment 2

[0029] Example 2 Synthesis of Py-4mTPE

[0030] Under the protection of nitrogen, add compound 1 (260mg, 0.5mmol) and compound 3 (940mg, 2.05mmol), potassium carbonate (1.38g, 10mmol) and Pd(PPh) to the Schlenk tube 3 ) 4 (0.20 g, 8% mmol), then add 30 mL of toluene and 10 mL of deoxygenated water, and reflux at 80° C. for 3 days to fully react. After the reaction is complete, cool the product to room temperature, then extract with chloroform, collect the organic phase, and then use anhydrous Na 2 SO 4 Dry and spin dry to obtain a crude product. Using petroleum ether and chloroform (v / v, 1 / 1) as eluents, the product was preliminarily separated and purified by silica gel chromatography, and finally it was purified with dichloromethane and petroleum ether (v / v, 1 / 10) reprecipitation to obtain a yellow solid (350mg, yield 46%), and use 1 HNMR, 13 The structure was characterized by CNMR, MS and EA, and it was confirmed that the yellow solid was compound Py-4mTPE. 1 HNMR (300MHz, CDCl...

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Abstract

The invention discloses an aggregation-induced light-emitting molecule based on tetraphenylethylenes and a preparation method and a use thereof. The aggregation-induced light-emitting molecule based on tetraphenylethylenes has a structure represented by the formula I or II. Through a Suzuki reaction, a pyrene nucleus is modified by applying four tetraphenylethylenes or derivatives thereof to obtain the target product. Pyrene and tetraphenylethylenes are in meta-position connection or methyl is added between pyrene and tetraphenylethylenes, to make a torsion angle between pyrene and tetraphenylethylenes increased, so that the degree of conjugation between pyrene and tetraphenylethylenes is reduced, and a spectrum is subjected to blue shift. The aggregation-induced light-emitting molecule based on tetraphenylethylenes has a good aggregation-induced light-emitting property, moreover, emits blue light, can be used as a blue-light organic light-emitting diode light-emitting layer material, and is simple in preparation.

Description

Technical field [0001] The invention relates to a blue light material, in particular to a tetrastyrene-based aggregation inducing light-emitting molecule, a preparation method thereof, and use as a light-emitting layer material of a blue organic light-emitting diode. Background technique [0002] Organic Light Emitting Diode (OLED) was first invented in 1987 by Dr. Qingyun Deng of Eastman Kodak Company in the United States. It has no backlight source, high contrast, thin thickness, wide viewing angle, fast response speed, and can be used for flexible Excellent features such as flexible panels are considered to be the next generation of emerging application technologies for flat full-color displays. Among the three primary colors (red, green and blue) organic light-emitting materials, red light materials and green light materials have been able to meet commercial requirements, but high-efficiency and stable blue light materials are still very scarce, because the high energy gap of...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C07C15/62C07C1/32H01L51/54
Inventor 李振杨杰黄静李倩倩
Owner WUHAN UNIV
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