Stokes shift adjustable fluorescent probe for detecting hypochlorite as well as construction and application of Stokes shift adjustable fluorescent probe

By designing a fluorescent probe with D-π-A structure, using electron acceptors and carbon-carbon double bonds to identify hypochlorite, and regulating the electron donor capability of aniline groups, the existing hypochlorite detection methods have solved the problems of low sensitivity and slow response speed, and achieved fast and highly sensitive hypochlorite detection.

CN119775237APending Publication Date: 2025-04-08XINJIANG TECH INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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Patent Information

Application Number
CN202411979896.2
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-12-31
Publication Date
2025-04-08

AI Technical Summary

Technical Problem

The existing hypochlorite detection method has the disadvantages of low molar absorption coefficient, narrow Stokes displacement, complex synthesis steps, low sensitivity, and slow response speed to target analytes, which limits its application in actual complex environments.

Method used

A fluorescent probe with D-π-A structure was designed, using 2-(3-cyano-4,5,5-trimethylfuran-2(5H)-ethyl)malonitrile as the electron acceptor and carbon-carbon double bonds as the recognition site of hypochlorite. By regulating the electron donor capacity of aniline groups, the control of Stokes displacement is achieved.

Benefits of technology

It realizes fast and highly sensitive detection of hypochlorite, has a large degree of spectral displacement, low detection limit and fast response speed, and is suitable for on-site detection in environmental and non-standard explosive raw materials.

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Abstract

The invention relates to a Stokes shift adjustable fluorescent probe for detecting hypochlorite and construction and application of the Stokes shift adjustable fluorescent probe, the Stokes shift adjustable fluorescent probe is characterized in that multi-cyano furan is used as an electron acceptor, carbon-carbon double bonds are introduced based on a Knoevenagel reaction to serve as recognition sites, and the Stokes shift of the probe is regulated and controlled through an electron donor, the stokes shifts of the probe E)-2-(4-(4-amino) styryl-3-cyano-5, 5-dimethylfuran-2 (5H)-subunit) malononitrile, 2-(3-cyano-5, 5-dimethyl-4-(3-(phenylamino) styryl) furan-2 (5H)-subunit) malononitrile and 2-(3-cyano-4-(4-(diphenylamino) styryl)-5, 5-dimethylfuran-2 (5H)-subunit) malononitrile are respectively 85 nm, 127 nm and 201 nm; the three probes are dissolved in tetrahydrofuran, and fluorescence phenomena after the three probes react with hypochlorite are that pink purple fluorescence is quenched, weak light green fluorescence appears while purple fluorescence is quenched, and strong yellow green fluorescence appears while dark purple fluorescence disappears. The detection limits are respectively 300 nM, 45 nM and 11.25 nM, and the response time is respectively within 5 seconds.
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