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Fluorescent probe based on tetraphenylethylene derivative as well as preparation method and application of fluorescent probe

A technology of tetraphenylethylene and fluorescent probe, which is applied in the field of fluorescence spectrum analysis, can solve the problems that the compound has not been researched and developed, and achieve the effect of low price, good stability and considerable yield

Active Publication Date: 2021-01-05
YANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the current research on tetraphenylethylene (TPE) and its derivatives is still very limited, and many compounds have not yet been researched and developed.

Method used

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  • Fluorescent probe based on tetraphenylethylene derivative as well as preparation method and application of fluorescent probe
  • Fluorescent probe based on tetraphenylethylene derivative as well as preparation method and application of fluorescent probe
  • Fluorescent probe based on tetraphenylethylene derivative as well as preparation method and application of fluorescent probe

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] The synthesis of fluorescent probe 1 is carried out as follows:

[0052] (1) Weigh 3.2g of zinc powder (48mmol) and add it into a 100mL pressure bottle containing 50mL of anhydrous THF, and fill it with nitrogen for protection; then cool the mixture to 0°C, and slowly add 2.6mL of titanium tetrachloride ( 12mmol), the temperature was controlled below 10°C, the suspension mixture was heated to room temperature and stirred for 0.5h, then heated to reflux for 2.5h, then the mixture was cooled to 0°C, 0.5mL pyridine (6mmol) was added and stirred for 10 minutes, then weighed 0.88 g of benzophenone (4.8 mmol) and 0.81 g of 4-hydroxy-benzophenone (4.8 mmol) were added into 15 mL of anhydrous THF to dissolve, then added dropwise to the mixture, and refluxed for 10-12 hours. The reaction solution was then added to 25 mL of 10% K 2 CO 3 To quench the reaction, and extracted three times with dichloromethane, the organic layer was dried with anhydrous magnesium sulfate, filtered,...

Embodiment 2

[0058] The synthesis of fluorescent probes 2 and 3 was carried out as follows:

[0059] (1) Weigh 1g of zinc powder (15.3mmol) and add it to a pressure bottle containing 25mL of anhydrous THF under nitrogen protection, cool the mixture to -5°C and add 1.1mL of TiCl dropwise with a syringe 4 , Refluxed at 75°C for 2h, then weighed 1.05g of 4-hydroxy-benzophenone (5mmol), dissolved it in 20mL of anhydrous THF, and slowly added it to the mixture, and refluxed at 75°C for 10-12h. The reaction solution was then added to 15 mL of 10% K 2 CO 3 To quench the reaction, and extract three times with dichloromethane, the organic layer was dried with anhydrous magnesium sulfate, filtered, the system was distilled under reduced pressure to spin dry the organic solvent, and the column chromatography [silica; ethyl acetate / petroleum ether; 1:4 (v / v)] isolated to obtain purified products, 1,2-bis(4-hydroxybenzene)-1,2-stilbene, 1,1-diphenyl-2,2-bis(4-hydroxyphenyl ) ethylene. Its reaction ...

Embodiment 3

[0066] Emission Spectra of Fluorescent Probes in Different Viscosity Systems

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PUM

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Abstract

The invention relates to a fluorescent probe based on a tetraphenylethylene derivative, and a preparation method and application thereof, belonging to the technical field of fluorescence spectrum analysis. The fluorescent probe is one of 2-(4-(2-(2-(2-methoxyethoxy)ethoxy)phenyl)-1,1,2-triphenylethylene, (E)-1,2-bis-(4-(2-(2-(2-(2-methoxyethoxy)ethoxy)phenyl)-1,2-toluylene and (Z)-1,2-bis(4-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)phenyl)1,2-toluylene. The synthesis method has the advantages of simple steps, convenient purification and good product stability. The fluorescent probe can be used for detecting the viscosity of the fluid, and has high sensitivity, good optical stability and specific response to the viscosity.

Description

technical field [0001] The invention relates to the fluorescence spectrum analysis technology. By synthesizing a brand-new fluorescent molecule, we realize the qualitative and quantitative detection and analysis of liquid viscosity. Background technique [0002] 1. Fluorescence: When a substance at room temperature is irradiated by incident light of a certain wavelength (usually ultraviolet rays or X-rays), it enters an excited state after absorbing light energy, and immediately de-excites and emits outgoing light with a wavelength longer than the incident light ( Usually the wavelength is in the visible light band); once the incident light of many fluorescent substances stops, the luminescence phenomenon will disappear immediately. The outgoing light with this property is called fluorescence. [0003] 2. Fluorescence analysis: Fluorescence analysis refers to the use of certain substances in an excited state after being irradiated by ultraviolet light, and the fluorescence ...

Claims

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Application Information

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IPC IPC(8): C07C43/205C07C41/01C09K11/06G01N21/64
CPCC07C43/2055C09K11/06G01N21/643C09K2211/1007G01N2021/6432
Inventor 崇辉王娜王赪胤
Owner YANGZHOU UNIV
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