New [5]helicene derivatives with large Stokes shifts for Hg2+ determination and their application in drinking water, river water and tuna fillet

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Published: Apr 30, 2020
DOI: https://doi.org/10.14456/sehs.2020.4
Keywords:
mercury ion fluorescence sensor selectivity [5]helicene

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Anuwut Petdum
Department of Chemistry, Faculty of Science, Silpakorn University, Thailand
Jitnapa Sirirak
Department of Chemistry, Faculty of Science, Silpakorn University, Thailand
Vannajan Sanghiran Lee
Department of Chemistry, Centre for Theoretical and Computational Physics, Faculty of Science, University of Malaya, Malaysia
Hubert A. Nienaber
Strem Chemicals Inc., Newburyport MA 01950, USA
Waraporn Panchan
National Metal and Materials Technology Center (MTEC), Thailand
Thanasat Sooksimuang
National Metal and Materials Technology Center (MTEC), Thailand
Nantanit Wanichacheva
Department of Chemistry, Faculty of Science, Silpakorn University, Thailand. Corresponding author's e-mail: [email protected]

Abstract

Two novel [5]helicene-based fluorescence sensors, H1 (2,2'-((propane-1,3-diylbis(sulfanediyl))bis(ethane-2,1-diyl))bis(7,12-dimethoxy-4,5,14,15-tetrahydro-1H-dinaphtho[2,1-e:1',2'-g]isoindole-1,3(2H)-dione) and H1A (2,2'-((propane-1,3-diylbis(sulfanediyl))bis(ethane-2,1-diyl))bis(7,12-dimethoxy-1H-dinaphtho[2,1-e:1',2'g]isoindole-1, 3(2H)-dione) were successfully prepared and characterized for their application in the determination of Hg2+ ions. The syntheses of H1 and H1A involved simple reactions including alkylation and imide formation. The spectroscopic results of H1 and H1A showed strong fluorescence in the visible region and large Stokes shifts (150-200 nm). Sensors provided Hg2+-selective fluorescence quenching by discriminating interfering ions including Cd2+, Co2+, Zn2+ Pb2+, Ag+ and Cu2+. The binding mode of the sensors was also explored using molecular modeling, In addition, H1 showed the potential to determine Hg2+ in real samples such as drinking water, river water and tuna fillet.

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How to Cite
Petdum, A., Sirirak, J., Lee, V. S., Nienaber, H. A., Panchan, W., Sooksimuang, T., & Wanichacheva, N. (2020). New [5]helicene derivatives with large Stokes shifts for Hg2+ determination and their application in drinking water, river water and tuna fillet. Science, Engineering and Health Studies, 14(1), 32–46. https://doi.org/10.14456/sehs.2020.4
Issue
Volume 14, Number 1 (January - April), 2020
Section
Research Articles

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