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Issue 12, 2017
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A smart ratiometric red fluorescent chemodosimeter for fluoride based on anthraquinone nosylate

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Abstract

The present work reports a smart design of a chemodosimeter, namely 4-(6,11-dihydro-6,11-dioxo-1H-anthra[1,2-d]imidazol-2-yl)phenyl-4-nitrobenzenesulfonate (AH), which recognises F specifically through a naked eye colour change from light yellow to light orange and remarkable ratiometric fluorescence from green to red from the matrix of a large number of similar anions in acetonitrile solution. The sensing mechanism was worked out as fluoride-triggered deprotonation of imidazole accompanied by deprotection of nosylate group (p-nitrobenzenesulfonate group). AH was fully characterized through single crystal X-ray diffraction studies along with FT-IR, 1H and 13C NMR and ESI-MS. The detection limit calculated through fluorescent titration was found to be 3.45 × 10−10 M. Theoretical calculations at density functional level were in agreement with experimental observations. AH also showed its practical applicability in the form of test paper strips.

Graphical abstract: A smart ratiometric red fluorescent chemodosimeter for fluoride based on anthraquinone nosylate

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Publication details

The article was received on 09 May 2017, accepted on 15 May 2017 and first published on 16 May 2017


Article type: Paper
DOI: 10.1039/C7NJ01575E
Citation: New J. Chem., 2017,41, 5098-5104
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    A smart ratiometric red fluorescent chemodosimeter for fluoride based on anthraquinone nosylate

    Shweta, A. Kumar, Neeraj, S. K. Asthana and K. K. Upadhyay, New J. Chem., 2017, 41, 5098
    DOI: 10.1039/C7NJ01575E

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