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Dual Naked-Eye Optical Sensor Based on Imidazolium Cation and Napthalamide for Specific Detection of Fluoride

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Abstract

A novel naked eye fluorescence sensor (ANI) based on naphthalimide and imidazolium moieties for fluoride detection has been designed and synthesized by multiple step synthesis. The fluorescence response of ANI sensor was significantly quenched in the presence of fluoride ion upon the interaction between an acidic amide proton and acidic C2 proton (-C(2)H-) of imidazolium compound. The binding behavior of ANI and F− ion was extensively explored by using NMR titration. Comparison of binding ability of ANI and AN sensors addressed the dominant electrostatic and hydrogen bonding interaction with F− ion. Consequently, ANI sensor highlights a strong binding with F− ions with a high selectivity over AN. Interestingly, ANI demonstrated a naked-eye response with colorimetric and fluorometric assay.

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Acknowledgments

This work is financial supported from Thailand Research Fund (RSA6080012 and RTA6080005) and J.K. gratefully acknowledges the scholarship from the Graduate School, Chulalongkorn University to commemorate 72nd anniversary of his Majesty King Bhumibala Aduladeja.

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Authors and Affiliations

  1. Supramolecular Chemistry Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Phayathai Road, Patumwan, Bangkok, 10330, Thailand

    Jaturong Kongwutthivech, Thawatchai Tuntulani & Boosayarat Tomapatanaget

  2. School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology (VISTEC), Wangchan, Rayong, 21210, Thailand

    Vinich Promarak

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  1. Jaturong Kongwutthivech
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  2. Thawatchai Tuntulani
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  3. Vinich Promarak
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  4. Boosayarat Tomapatanaget
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Correspondence to Boosayarat Tomapatanaget.

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Kongwutthivech, J., Tuntulani, T., Promarak, V. et al. Dual Naked-Eye Optical Sensor Based on Imidazolium Cation and Napthalamide for Specific Detection of Fluoride. J Fluoresc 30, 259–267 (2020). https://doi.org/10.1007/s10895-020-02494-2

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  • DOI: https://doi.org/10.1007/s10895-020-02494-2

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