Aggregation-induced light-emitting molecule based on tetraphenylethylenes and preparation method and use 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 high efficiency, simple preparation, and increased transmission capacity

Inactive Publication Date: 2015-01-21
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 light-emitting molecule based on tetraphenylethylenes and preparation method and use thereof
  • Aggregation-induced light-emitting molecule based on tetraphenylethylenes and preparation method and use thereof
  • Aggregation-induced light-emitting molecule based on tetraphenylethylenes and preparation method and use thereof

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Experimental program
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Embodiment 1

[0027] The synthesis of embodiment 1Py-4MethylTPE

[0028] Under nitrogen protection, compound 1 (260 mg, 0.5 mmol) and compound 2 (1.166 g, 2.47 mmol), potassium hydroxide (560 mg, 10 mmol) and Pd(PPh 3 ) 4 (0.20g, 0.08mmol), then add 30mL toluene and 10mL deoxygenated water, and reflux at 80°C for 3 days to fully react. After the reaction was completed, the product was cooled to room temperature, then extracted with chloroform, the organic phase was collected, and then extracted with anhydrous Na 2 SO 4 Dried and spin-dried to obtain a crude product. Using petroleum ether and chloroform (v / v, 1 / 1) as eluent, the product is carried out preliminary separation and purification with silica gel column chromatography, and finally dichloromethane and petroleum ether (v / v, 1 / 1 10) reprecipitate to obtain a white solid (230mg, yield 29%), and use 1 The structure was characterized by H NMR and MS, which confirmed that the white solid was the compound Py-4MethylTPE. 1 H NMR (300M...

Embodiment 2

[0029] The synthesis of embodiment 2Py-4mTPE

[0030] Under nitrogen protection, compound 1 (260 mg, 0.5 mmol) and compound 3 (940 mg, 2.05 mmol), potassium carbonate (1.38 g, 10 mmol) and Pd(PPh 3 ) 4 (0.20 g, 8% mmol), and 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 was completed, the product was cooled to room temperature, then extracted with chloroform, the organic phase was collected, and then extracted with anhydrous Na 2 SO 4 Dried and spin-dried to obtain a crude product. Using sherwood oil and chloroform (v / v, 1 / 1) as eluent, the product is initially separated and purified by silica gel column chromatography, and finally it is washed with dichloromethane and sherwood oil (v / v, 1 / 10) was reprecipitated to obtain a yellow solid (350mg, yield 46%), and 1 H NMR, 13 The structure was characterized by C NMR, MS and EA, which confirmed that the yellow solid was the compound Py-4mTPE. 1 H...

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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 tetraphenylethylene-based aggregation-induced luminescence molecule, a preparation method thereof, and an application as a light-emitting layer material of a blue light 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 of the United States. Excellent features such as curved 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 and green materials have been able to meet the needs of commercialization, but efficient and stable blue materials are still very scarce, because the high energy gap of blue materials is not suitable for loading. The injection and transport of carriers into the light-emitting layer is unfavorable. ...

Claims

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Application Information

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Patent Type & Authority Applications(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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