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Preparation and application of fluorescent compound having sensing function on methamphetamine and methamphetamine analogues and preparation and application of fluorescent sensing thin film

A technology of fluorescent compounds and analogues, applied in the direction of fluorescence/phosphorescence, organic chemistry, luminescent materials, etc., can solve the problems of sensitivity, response speed, insufficient selectivity, high specific surface area of ​​nano-film sensors, and limited instrumentation applications, etc., to achieve High sensitivity, good photochemical stability, and controllable microscopic morphology

Active Publication Date: 2015-09-09
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, because the film prepared by this method does not have the advantages of high specific surface area of ​​nano-film sensor, the sensitivity, response speed, selectivity and other aspects of this method are still insufficient, thus limiting its instrumentation and on-site drug detection work. Applications

Method used

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  • Preparation and application of fluorescent compound having sensing function on methamphetamine and methamphetamine analogues and preparation and application of fluorescent sensing thin film
  • Preparation and application of fluorescent compound having sensing function on methamphetamine and methamphetamine analogues and preparation and application of fluorescent sensing thin film
  • Preparation and application of fluorescent compound having sensing function on methamphetamine and methamphetamine analogues and preparation and application of fluorescent sensing thin film

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] 1) Under the protection of argon, dissolve 0.43g of ethanolamine in 10mL of chloroform, stir at room temperature until the solution is uniform and transparent, then dropwise add cholesterol chloroformate tris Chloromethane (2.72g dissolved in 60mL chloroform) solution, after the dropwise addition, continued to stir and react for 24 hours, washed three times with water after the reaction, washed three times with dilute acid, washed three times with water, and dried to prepare a white solid, namely Cholesterol Ethanolamine. Among them, the ratio of cholesterol chloroformate, ethanolamine, and chloroform is 1:1.2:147. Among them, the value of m is 2.

[0065] 2) Under the protection of argon, add 2.46g of perylene anhydride and 2.86g of 12-aminododecanoic acid into 25mL of N-methylpyrrolidone, reflux at 110°C for 24 hours, filter after the reaction, and filter the cake in turn with methanol , acetic acid, methanol, and finally washed with ether, and dried in vacuum at 50...

Embodiment 2

[0073] Taking the preparation of ethanolamine and 12-aminododecanoic acid as an example of a fluorescent sensing film of perylene diimide N-cholesteryl ethanolamine derivatives as connecting arms, the preparation method is as follows:

[0074] 1) Under the protection of argon, dissolve 0.37g of ethanolamine in 10mL of chloroform, stir at room temperature until the solution is uniform and transparent, then dropwise add cholesterol chloroformate tris Chloromethane (2.72g dissolved in 60mL chloroform) solution, after the dropwise addition, continued to stir and react for 24 hours, washed three times with water after the reaction, washed three times with dilute acid, washed three times with water, and dried to prepare a white solid, namely Cholesterol Ethanolamine. Among them, the ratio of cholesterol chloroformate, ethanolamine, and chloroform is 1:1:147. Its reaction equation is as follows:

[0075]

[0076] Among them, the value of m is 2.

[0077] 2) Under the protection...

Embodiment 3

[0091] 1) Under the protection of argon, dissolve 0.74g of ethanolamine in 10mL of chloroform, stir at room temperature until the solution is uniform and transparent, then dropwise add cholesterol chloroformate tris Chloromethane (2.72g dissolved in 60mL chloroform) solution, after the dropwise addition, continued to stir and react for 24 hours, washed three times with water after the reaction, washed three times with dilute acid, washed three times with water, and dried to prepare a white solid, namely Cholesterol Ethanolamine. Among them, the ratio of cholesterol chloroformate, ethanolamine, and chloroform is 1:2:147. Among them, the value of m is 2.

[0092] 2) Under the protection of argon, add 2.46g of perylene anhydride and 4.05g of aminoalkanoic acid into 30mL of N-methylpyrrolidone, reflux at 110°C for 24 hours, filter after the reaction, and wash the filter cake with methanol, acetic acid, Methanol, finally washed with ether, and vacuum-dried at 50°C for 24 hours to...

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Abstract

The invention discloses preparation and an application of a fluorescent compound having a sensing function on methamphetamine and methamphetamine analogues and preparation and an application of a fluorescent sensing thin film, and belongs to the technical field of fluorescent compound preparation. The fluorescent compound contains a cholesterol fragment and a 3,4,9,10-perylenetetracarboxylic acid anhydride unit, the cholesterol fragment has the advantages of rigid skeleton, multiple chiral centers and strong van der Waals effect and the like, 3,4,9,10-perylenetetracarboxylic acid anhydride has high fluorescence quantum yield, good photochemistry stability and strong pi-pi stacking interaction, and the construction units make the prepared fluorescent compound have supramolecular characteristics and extremely rich assembly behaviors simultaneously. The prepared sensing thin film has the advantages of controllable micro-morphology, good stability and high sensitivity, and can be used repeatedly; through device formation and combining development with a dedicated fluorescence detection platform, the sensing thin film is expected to be used for a dedicated detector for super sensitive gas-phase detection of methamphetamine and the methamphetamine analogues, and provides a technical support for drug investigation detective works.

Description

technical field [0001] The invention belongs to the technical field of preparation of a fluorescent compound and a sensing thin film thereof, and in particular relates to the preparation and application of a fluorescent compound capable of sensing methamphetamine and methamphetamine analogues and a fluorescent sensing thin film. Background technique [0002] Under the pressure of the international drug control trend, traditional drugs such as heroin have gradually shrunk from the plantation to the consumer market, but the "sudden emergence" of new drugs such as methamphetamine has brought new challenges to the drug control work. So far, methamphetamine has become one of the most widely abused drugs in the 21st century, seriously endangering social stability and personal physical and mental health. Meth is a kind of addictive stimulant drug, which can directly stimulate and destroy the central nervous system of the human brain, and destroy the brain tissue of the human body. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/06C09K11/06G01N21/64
CPCC07D471/06C09K11/06C09K2211/1029G01N21/6428
Inventor 房喻贺美霞王刚彭浩南刘科常兴茂祁彦宇
Owner SHAANXI NORMAL UNIV
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