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A kind of method for detecting permanganate with coumarin-based probe

A permanganate and coumarin-based technology is applied 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, low quantum yield, etc., and achieves simple production, obvious signal, Sensitive effect

Active Publication Date: 2022-07-05
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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  • A kind of method for detecting permanganate with coumarin-based probe
  • A kind of method for detecting permanganate with coumarin-based probe
  • A kind of method for detecting permanganate with coumarin-based probe

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

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

[0032] a. Dissolve 7-hydroxybenzopyran-2-one (5mmol, 0.81g) in 50mL of tetrahydrofuran, add it to a 200mL three-necked round-bottomed flask, add organic base pyridine (5mmol, 0.402mL) and stir, pass through Under nitrogen protection, ice bath to 0°C, slowly add acryloyl chloride (5 mmol, 0.398 mL) dropwise for 2 h, warm to room temperature for 1 h, and stop the reaction;

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

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

Embodiment 2

[0036] Synthesis of probe molecule 2-oxo-2hydro-benzopyran-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. Pass nitrogen protection, ice bath to 0 °C, slowly add acryloyl chloride (25 mmol, 1.99 mL) dropwise for 2 h, warm to room temperature for 24 h, and stop the reaction;

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

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

Embodiment 3

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

[0042] a. Dissolve 7-hydroxybenzopyran-2-one (5mmol, 0.81g) in 50mL of tetrahydrofuran, add it to a 200mL three-necked round-bottomed flask, add organic base pyridine (5mmol, 0.402mL) and stir, pass through Under nitrogen protection, ice bath to 0°C, slowly add methacryloyl chloride (5 mmol, 0.484 mL) dropwise for 2 h, warm to room temperature for 1 h, and stop the reaction;

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

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

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Abstract

The invention provides a method for detecting permanganate with a coumarin-based probe. The coumarin-based probe described in the invention is a 2-oxo-2hydro-benzopyran-7-R base , which is obtained by condensation of 7-hydroxybenzopyran-2-ketone and acid chloride, and the response group of the probe to permanganate is a double bond. The single probe has no fluorescence in the mixed solution of organic solvent and water. When it is used for the detection of permanganate, it shows an obvious fluorescence light-on response, and the response time is less than 3 s, which can realize the real-time detection of permanganate; The detection sensitivity is high, and the detection limit is as low as 0.95 nmol / L; it has high selectivity for permanganate, and the standard curve can be used to accurately determine the permanganate content in water samples and non-standard explosive raw materials in the environment. It has excellent selectivity and sensitivity, can be used for rapid detection of permanganate on site, and has broad application prospects.

Description

technical field [0001] The invention belongs to the field of environmental and non-standard explosive detection, 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, real-time fluorescence detection of permanganate. Background technique [0002] Due to the strong oxidizing properties of permanganate, it is widely used as an oxidant in chemical production, as a preservative, disinfectant, deodorant and antidote in medicine, as a water treatment agent in water purification and wastewater treatment, It is also used as a bleaching agent for special fabrics, waxes, oils and resins, an adsorbent for gas masks, and a colorant for wood and copper. Studies have shown that high concentrations of KMnO 4 Release into water bodies can cause water pollution, and ingestion of permanganate can cause coagulative necrosis and damage, resultin...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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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