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Light-up fluorescent probe for detecting polyazole heterocyclic compounds and preparation method thereof

A technology of heterocyclic compounds and fluorescent probes, which is applied in the field of fluorescent chemical sensors, can solve problems such as unfavorable practical application, inability to realize polyazole detection, etc., and achieve the effects of good specific selectivity, simple preparation method and convenient operation.

Inactive Publication Date: 2020-09-11
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this MOF material can only achieve light-up detection for NTO, that is, it has strong specificity, and cannot detect polyazoles, which is not conducive to practical applications.

Method used

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  • Light-up fluorescent probe for detecting polyazole heterocyclic compounds and preparation method thereof
  • Light-up fluorescent probe for detecting polyazole heterocyclic compounds and preparation method thereof
  • Light-up fluorescent probe for detecting polyazole heterocyclic compounds and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] A kind of preparation steps of the light-up type fluorescent probe that detects polyazole heterocyclic compound is as follows:

[0054] (1) Add 2.00mmol 4-formylphenylboronic acid, 2.00mmol toluene, 0.05mmol palladium acetate, 2.00mmol silver carbonate, 4.5mL n-propanol and 0.5mL water into a 25mL three-necked flask, and blow in nitrogen, After stirring and reacting at 120°C for 60 min, suction filtration and spin-drying of the filtrate gave the crude product I; the crude product I was dissolved in 5 mL of dichloromethane, and petroleum ether and dichloromethane were used as eluents (m 石油醚 :m 二氯甲烷 =1:2.5), separated and purified by column chromatography to obtain yellow product I;

[0055] (2) Add 0.1mmol of product I and 0.24mmol of indandione into a 25mL three-necked flask, then add 10mL of absolute ethanol, reflux at 80°C for 5h under stirring, filter with suction, and rinse the collected solid matter with absolute ethanol , to obtain red solid HPB-ID;

[0056] (3...

Embodiment 2

[0058] A kind of preparation steps of the light-up type fluorescent probe that detects polyazole heterocyclic compound is as follows:

[0059] (1) Add 2.00mmol 4-formylphenylboronic acid, 2.00mmol toluene, 0.05mmol palladium acetate, 2.00mmol silver carbonate, 4.5mL n-propanol and 0.5mL water into a 25mL three-necked flask, and blow in nitrogen, After stirring and reacting at 120°C for 60 min, suction filtration and spin-drying of the filtrate gave the crude product I; the crude product I was dissolved in 5 mL of dichloromethane, and petroleum ether and dichloromethane were used as eluents (m 石油醚 :m 二氯甲烷 =1:2.5), separated and purified by column chromatography to obtain yellow product I;

[0060] (2) Add 0.1mmol product I and 0.24mmol indandione into a 25mL three-necked flask, then add 10mL absolute ethanol and 0.05mL triethylamine, reflux reaction at 70°C for 2h under stirring, suction filter, and use anhydrous The collected solid matter was rinsed with ethanol to obtain a ...

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Abstract

The present invention relates to a fluorogenic probe for detecting a polyazole heterocyclic compound and a preparation method therefor, relating to the technical field of fluorescent chemical sensors. The fluorogenic probe is prepared from HPB-ID, an organic solvent, and water. The fluorogenic probe lights up in response to a polyazole heterocyclic compound having three or more nitrogen atoms and having a 5-membered ring structure, and achieves detection limits to the ng level. Further, the fluorogenic probe has good specific selectivity for polyazole heterocyclic compounds having three or more nitrogen atoms and having 5-membered ring structures, and can exclude interference from other common explosive substances and diazole compounds. The fluorogenic probe of the present invention has the advantages of a simple preparation method, convenient detection operation, strong practicability, and easy promotion.

Description

technical field [0001] The invention relates to a fluorescent probe for detecting high energy density materials, in particular to a light-up fluorescent probe for detecting polyazole heterocyclic compounds with high energy density and a preparation method thereof, belonging to fluorescent chemical sensors technology field. Background technique [0002] High energy density material (HEDM) is composed of high-energy components, which refers to substances with high potential per unit volume / mass, that is, energetic materials with high energy density, which can be used to manufacture explosives, propellants or pyrotechnics Taste. Due to the high nitrogen content of polyazole heterocyclic compounds, the molecules contain a large number of high-energy chemical bonds such as N-N bonds and N-C bonds, which have the advantages of high heat of formation, high density, and easy to achieve zero oxygen balance, and the decomposition products pollute low level. Therefore, polyazole het...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C45/68C07C49/67C09K11/06G01N21/64
CPCC07C45/68C07C49/67C09K11/06C09K2211/1007C09K2211/1011G01N21/64G01N2021/6417C09B23/148
Inventor 董宇平张亚会许卫权佟斌石建兵
Owner BEIJING INSTITUTE OF TECHNOLOGYGY