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Method for detecting permanganate radicals by coumarin-based probe

A permanganate and coumarin-based technology is used in the field of environmental and non-standard explosive detection, which can solve the problems of time delay of oxidation reaction, low molar absorption coefficient, poor anti-interference and other problems, and achieves simple production, obvious signal, and cost. low cost effect

Active Publication Date: 2021-06-11
XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most fluorescent probes still have disadvantages such as poor detection limit, low quantum yield, low molar absorptivity, delayed oxidation reaction time, and poor anti-interference.

Method used

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  • Method for detecting permanganate radicals by coumarin-based probe
  • Method for detecting permanganate radicals by coumarin-based probe
  • Method for detecting permanganate radicals by coumarin-based probe

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Synthesis of probe molecule 2-oxo-2hydro-chromene-7-acrylate:

[0032] a, 7-hydroxybenzopyran-2-one (5mmol, 0.81g) was dissolved in 50mL tetrahydrofuran, added to a 200mL three-necked round-bottomed flask, then added organic base pyridine (5mmol, 0.402mL) and stirred, and Nitrogen protection, ice bath to 0°C, slowly dropwise add acryloyl chloride (5mmol, 0.398mL) to react for 2h, warm up to room temperature for 1h, stop the reaction;

[0033] b. After the reaction is finished, wash with deionized water to neutrality, then extract water with dichloromethane, wash with sodium chloride, dry over anhydrous magnesium sulfate, suction filter, and spin dry to obtain a crude product;

[0034] c. Gradient elution of the obtained crude product with a forward silica gel chromatography column, the eluent is ethyl acetate / petroleum ether, the ratio of the eluent is gradually increased from 0:7 to 2:7, and a white color is obtained after separation and purification The solid is the ...

Embodiment 2

[0036] Synthesis of probe molecule 2-oxo-2hydro-chromene-7-acrylate:

[0037] a. Dissolve 7-hydroxybenzopyran-2-one (5mmol, 0.81g) in 50mL of chloroform, add it to a 200mL three-necked round-bottomed flask, and then add organic base triethylamine (25.5mmol, 3.55mL ) and stir. Nitrogen protection, ice bath to 0°C, slowly dropwise add acryloyl chloride (25mmol, 1.99mL) to react for 2h, warm up to room temperature for 24h, stop the reaction;

[0038] b. After the reaction is finished, wash with deionized water to neutrality, then extract water with dichloromethane, wash with sodium chloride, dry over anhydrous magnesium sulfate, suction filter, and spin dry to obtain a crude product;

[0039] c. Gradient elution of the obtained crude product with a forward silica gel chromatography column, the eluent is ethyl acetate / petroleum ether, the ratio of the eluent is gradually increased from 0:7 to 2:7, and a white color is obtained after separation and purification The solid is the pro...

Embodiment 3

[0041] Synthesis of probe molecule 2-oxo-2hydro-chromene-7-methacrylate:

[0042] a, 7-hydroxybenzopyran-2-one (5mmol, 0.81g) was dissolved in 50mL tetrahydrofuran, added to a 200mL three-necked round-bottomed flask, then added organic base pyridine (5mmol, 0.402mL) and stirred, and Nitrogen protection, ice bath to 0°C, slowly dropwise add methacryloyl chloride (5mmol, 0.484mL) to react for 2h, raise the temperature to room temperature for 1h, stop the reaction;

[0043] b. After the reaction is finished, wash with deionized water to neutrality, then extract water with dichloromethane, wash with sodium chloride, dry over anhydrous magnesium sulfate, suction filter, and spin dry to obtain a crude product;

[0044] c. Gradient elution of the obtained crude product with a forward silica gel chromatography column, the eluent is ethyl acetate / petroleum ether, the ratio of the eluent is gradually increased from 0:7 to 2:7, and a white color is obtained after separation and purificat...

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Abstract

The invention provides a method for detecting permanganate radicals by a coumarin-based probe. The coumarin-based probe is 2-oxo-2hydrogen-benzopyran-7-R acid ester, the coumarin-based probe is obtained by condensation of 7-hydroxybenzopyran-2-ketone and acyl chloride, and the response group of the probe to the permanganate radicals is double bonds. The single probe has no fluorescence in a mixed solution of an organic solvent and water, and shows obvious fluorescence lightening response when being used for detecting the permanganate radicals, the response time is less than 3 seconds, and real-time detection of the permanganate radicals can be realized; and the detection sensitivity is high, and the detection limit is as low as 0.95 nmol / L. The method has high selectivity on the permanganate radicals, and the content of the permanganate radicals in a water sample and a non-standard explosive raw material in the environment can be accurately measured by utilizing a standard curve. The method has excellent selectivity and sensitivity, can be used for rapidly detecting the permanganate radicals on site, and has a wide application prospect.

Description

technical field [0001] The invention belongs to the field of detection of environment and non-standard explosives, and provides a method for detecting permanganate with a coumarin-based probe. The probe has low detection limit, strong anti-interference and short reaction time, and can realize the purpose of low-cost and real-time fluorescence detection of permanganate. Background technique [0002] Due to the strong oxidation of permanganate, it is widely used as an oxidizing agent in chemical production, as a preservative, disinfectant, deodorant and antidote in medicine, and as a water treatment agent in water purification and wastewater treatment. It is also used as a bleaching agent for special fabrics, waxes, greases and resins, as an adsorbent for gas masks, as a coloring agent for wood and copper, etc. Studies have shown that high concentrations of KMnO 4 Release into water bodies can cause water pollution, and ingestion of permanganate can cause coagulative necrosi...

Claims

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Application Information

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IPC IPC(8): G01N21/64C09K11/07
CPCG01N21/643C09K11/07C09K2211/1088Y02A20/20
Inventor 窦新存万知欣蔡珍珍
Owner XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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