N'-(quinoiline-2-methylene)-7-diethylamine coumarin-3-formylhydrazine and preparation method and application thereof

By developing N'-(quinolin-2-methylene)-7-diethylaminocoumarin-3-carboxylhydrazide compound, the sensitivity of coumarin compounds in detecting metal ions in the existing technology has been solved. and the problem of insufficient selectivity, achieving high-sensitivity detection of Cu2+ in water-soluble media, especially good recognition performance of copper ions in a multi-metal ion environment, and the process is simple and environmentally friendly.

CN105315264AInactive Publication Date: 2016-02-10SHANXI DATONG UNIV
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Patent Information

Application Number
CN201510824122.7
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2015-11-24
Publication Date
2016-02-10
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

Existing coumarin compounds lack sensitivity and selectivity when detecting metal ions, and are difficult to effectively apply in water-soluble media.

Method used

An N'-(quinolin-2-methylene)-7-diethylaminocoumarin-3-carboxylic acid hydrazide was developed. The compound was prepared through a specific synthesis method and incubated in 80% acetone/H2O. It is used as a fluorescent reagent in the medium for the detection of Cu2+, using its "push-pull" electronic system to enhance the fluorescence reaction and achieve high sensitivity and selective recognition of a variety of metal ions.

Benefits of technology

It achieves high sensitivity and selective fluorescence detection of Cu2+ in water-soluble media, and shows good recognition performance in multi-metal ion environments, especially good fluorescence quenching effect on copper ions, with simple process and equipment. The requirements are low, the preparation conditions are environmentally friendly, and the reaction yield is high.

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Abstract

The invention belongs to the technical field of chemical sensing, particularly relates to a coumarin compound N'-(quinoiline-2-methylene)-7-diethylamine coumarin-3-formylhydrazine with metal ion recognizing groups and a preparation method and application of the coumarin compound, and aims at providing the coumarin compound N'-(quinoiline-2-methylene)-7-diethylamine coumarin-3-formylhydrazine high in sensitivity, selectivity and water solubility. The compound is obtained by introducing a diethylamino group to the 7th site of a coumarin mother nucleus benzopyran structure to serve as the electron donating group and introducing an aldehyde quinoline structure with copper iron specificity combining capacity to the 3rd site of the coumarin mother nucleus benzopyran structure through the Schiff's base reaction. The compound can be used as a fluorescent agent for fluorescent detection of metal ions and particularly used for fluorescent detection of Cu2+.
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