Coumarin hydrazine hydrate fluorescent probe and preparation method thereof

A fluorescent probe and coumarin-based technology, applied in the direction of fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of complex probe synthesis, limited number of fluorescent probes, and the influence of interfering ions, etc., to achieve synthesis Simple, low cost, good stability

Active Publication Date: 2019-09-06
FUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the number of reports on fluorescent probes for the detection of hydrazine hydrate is limited, and many probes are complex to synthesize and are easily affected by interfering ions.

Method used

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  • Coumarin hydrazine hydrate fluorescent probe and preparation method thereof
  • Coumarin hydrazine hydrate fluorescent probe and preparation method thereof
  • Coumarin hydrazine hydrate fluorescent probe and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Dissolve 263 mg (1.5 mmol) 7-hydroxy-4-methylcoumarin and 218 mg (1.5 mmol) thiophene-2-formyl chloride in 25 mL of acetone, add 30 mg (0.3 mmol) triethylamine dropwise, at room temperature (25 ℃) under reflux and stirring for 30 min; after the reaction was completed, distilled under reduced pressure to obtain a white crude product; after drying, it was separated by column chromatography with dichloromethane / petroleum ether system (v / v, 1:1) to obtain pure probe .

Embodiment 2

[0029] Dissolve 263 mg (1.5 mmol) 7-hydroxy-4-methylcoumarin and 271 mg (1.5 mmol) 5-chlorothiophene-2-formyl chloride in 30 mL of acetone, add 30 mg (0.3 mmol) triethylamine dropwise , stirred under reflux at room temperature (25 ℃) for 1 h; after the reaction was completed, distilled under reduced pressure to obtain a white crude product; after drying, it was separated by column chromatography with dichloromethane / petroleum ether system (v / v, 1:1) to obtain pure product probe.

Embodiment 3

[0031] Dissolve 526 mg (3 mmol) 7-hydroxy-4-methylcoumarin and 542 mg (3 mmol) 5-chlorothiophene-2-formyl chloride in 25 mL of acetone, add 48 mg (0.48 mmol) triethylamine dropwise, Reflux and stir at room temperature (25 °C) for 30 min; distill under reduced pressure after the reaction to obtain a white crude product; after drying, perform column chromatography with dichloromethane / petroleum ether system (v / v, 1:1) to obtain pure product probe.

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PUM

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Abstract

The invention belongs to the technical field of fluorescent probe preparation, and particularly relates to a coumarin fluorescent probe and a preparation method thereof. The invention uses 7-hydroxy-4-methyl coumarin and acyl chloride thiophene as raw materials to react under the catalysis of triethylamine to obtain a fluorescent probe compound. Under the excitation of ultraviolet light, the probecompound does not have fluorescence, when it reacts with hydrazine hydrate, the lipid bond is broken, and the probe emits blue fluorescence, thus realizing the detection of hydrazine hydrate. The probe has strong selectivity and high sensitivity to hydrazine hydrate, can realize response to hydrazine hydrate in a complex environment, is an excellent ''turn-on'' type fluorescent probe, and has good application prospect.

Description

technical field [0001] The invention belongs to the technical field of fluorescent probe preparation, and in particular relates to a coumarin-based fluorescent probe and a preparation method thereof. Background technique [0002] Hydrazine hydrate (N 2 h 4 ) is an inorganic diamine, a colorless liquid with an ammonia odor. As a reducing agent and weak base with high reactivity, hydrazine hydrate plays an important role in pharmaceuticals, insecticides, textile dyes, and chemical engineering. Because hydrazine hydrate is flammable, explosive, and has high combustion enthalpy, it is usually used in rocket and missile propulsion systems. Hydrazine hydrate is widely used as an important industrial raw material, but it is a highly toxic chemical substance, which is likely to cause environmental pollution and human injury during operation, use, and disposal. As a neurotoxin and carcinogen, hydrazine hydrate can cause damage to the kidneys, lungs, liver, and central nervous sys...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D409/12C09K11/06G01N21/64
CPCC07D409/12C09K11/06G01N21/6428C09K2211/1092C09K2211/1088
Inventor 侯琳熙姜行宗郭英雄卢振上官明沁
Owner FUZHOU UNIV
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