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Coumarin Based Fluorescent Probe for Colorimetric Detection of Fe3+ and Fluorescence Turn On-Off Response of Zn2+ and Cu2+

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Abstract

A new coumarin based Schiff-base chemosensor-(E)-7-(((8-hydroxyquinolin-2-yl)methylene) amino)-4-methyl-2H-chromen-2-one (H 11 L) was synthesized and evaluated as a colorimetric sensor for Fe3+ and fluorescence “turn on-off” response of Zn2+ and Cu2+ using absorption and fluorescence spectroscopy. Upon treatment with Fe3+ and Zn2+, the absorption intensity as well as the fluorescence emission intensity increases drastically compared to other common alkali, alkaline earth and transition metal ions, with a distinct color change which provide naked eye detection. Formation of 1:1 metal to ligand complex has been evaluated using Benesi-Hildebrand relation, Job’s plot analyses, 1H NMR titration as well as ESI-Mass spectral analysis. The complex solution of H 11 L with Zn2+ ion exhibited reversibility with EDTA and regenerate free ligand for further Zn2+ sensing. H 11 L exhibits two INHIBIT logic gates with two different chemical inputs (i) Zn2+ (IN1) and Cu2+ (IN2) and (ii) Zn2+ (IN1) and EDTA (IN2) and the emission as output. Again, an IMPLICATION logic gate is obtained with Cu2+ and EDTA as chemical inputs and emission as output mode. Both free ligand as well as metal-complexes was optimized using density functional theory to interpret spectral properties. The corresponding energy difference between HOMO-LUMO energy gap for H 11 L, H11L-Zn2+ and H11L-Cu2+ are 2.193, 1.834 and 0.172 eV, respectively.

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Acknowledgements

Financial support through Start-Up Research Grant (Chemical Sciences) project No. SB/FT/CS-064/2012 from Science and Engineering Research Board (SERB), Government of India were gratefully acknowledged by Dr. T. Sanjoy Singh. The authors are indebted to Dr. S. itra and his research scholars for their help in TCSPC measurements. The authors are also highly acknowledged to CIF, IIT Guwahati for providing NMR and Mass spectra.

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  1. Department of Chemistry, Assam University, Silchar, Assam, 788 011, India

    Nayan Roy, Abhijit Dutta, Paritosh Mondal, Pradip C. Paul & T. Sanjoy Singh

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Roy, N., Dutta, A., Mondal, P. et al. Coumarin Based Fluorescent Probe for Colorimetric Detection of Fe3+ and Fluorescence Turn On-Off Response of Zn2+ and Cu2+ . J Fluoresc 27, 1307–1321 (2017). https://doi.org/10.1007/s10895-017-2065-7

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