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Mannich Base Based (β-Amino Carbonyl Compound) Receptor for Efficient and Selective Sensing of Fluoride Ions

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Abstract

Mannich Base (MB) based (β-Amino carbonyl compound) (4) was synthesized by adopting one pot Mannich reaction by taking 3,4-dihydroxybenzaldehyde, aniline and acetophenone as starting materials and the product was characterized using analytical techniques such as FT-IR, NMR, mass spectrometry, UV-Visible spectroscopy. The compound 4 utilized as colorimetric sensor for selective sensing of F− ions. The particular sensing of F− is obviously noticeable to the naked eye with a dissimilar colour variation. The F− detection mechanism has been examined by UV-visible and 1H NMR titration experimentations. The 1H NMR titration data describes the deprotonation of OH and N-H protons by F− as a noticeable stage in the detection. Furthermore, the studies was also carried out for reproduction of deprotonated 4 using trifluoroacetic acid as protonating agent. In addition, Boolean logic gates were fabricated for demonstrating the fluoride sensing mechanism and compound 4 in methyl cellulose biofilm was also been made and effectively used for film based detection of fluoride ion.

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Acknowledgements

The authors thank to DST SERB (EMR/2016/000534) for financial support for our research and the authors also thanks to department of chemistry, Anna University for continues encouragement.

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  1. Department of Chemistry, Anna University, -25, Chennai, Tamil Nadu, India

    P. Nagaraaj & V. Vijayakumar

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  1. P. Nagaraaj
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  2. V. Vijayakumar
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Correspondence to P. Nagaraaj.

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Nagaraaj, P., Vijayakumar, V. Mannich Base Based (β-Amino Carbonyl Compound) Receptor for Efficient and Selective Sensing of Fluoride Ions. J Fluoresc 29, 993–999 (2019). https://doi.org/10.1007/s10895-019-02412-1

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  • DOI: https://doi.org/10.1007/s10895-019-02412-1

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