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Synthesis and Sensor Activity of a PET-based 1,8-naphthalimide Probe for Zn2+ and pH Determination

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Abstract

A novel blue-emitting 1,8-naphthalimide fluorophore designed as a molecular PET-based probe for determination of pH and detection of transition metal ions in the environment was successfully synthesized. Novel compound was configured on the “fluorophore-spacer-receptor” format. Due to the tertiary amine receptor the novel system showed “off-on” switching properties under the transition from alkaline to acid media (FE = 3.2) and in the presence of Zn2+ ions (FE = 2.5). The results obtained illustrate the high potential of the synthesized blue-emitting 1,8-naphthalimide fluorophore as an efficient pH chemosensing material and a selective probe for Zn2+ ions.

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Abbreviations

PET:

Photoinduced electron transfer

ICT:

Internal charge transfer

FE:

Fluorescence enhancement

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Acknowledgments

This work was supported by the National Science Foundation of Bulgaria (project DDVU-02/97). Authors also acknowledge the Science Foundation at the University of Chemical Technology and Metallurgy (Sofia, Bulgaria).

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Authors and Affiliations

  1. Department of Organic Synthesis, University of Chemical Technology and Metallurgy, 8 Kliment Ohridsky Bulv, 1756, Sofia, Bulgaria

    Stefan M. Dimov, Nikolai I. Georgiev & Vladimir B. Bojinov

  2. Chemistry Department, Faculty of Sciences, King Abdulaziz University, P.O. Box 80203, Jeddah, 21589, Saudi Arabia

    Abdullah M. Asiri & Vladimir B. Bojinov

  3. Center of Excellence for Advanced Materials Research (CEAMR), King Abdulaziz University, Jeddah, 21589, P.O. Box 80203, Saudi Arabia

    Abdullah M. Asiri

Authors
  1. Stefan M. Dimov
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  2. Nikolai I. Georgiev
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  3. Abdullah M. Asiri
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  4. Vladimir B. Bojinov
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Correspondence to Vladimir B. Bojinov.

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Dimov, S.M., Georgiev, N.I., Asiri, A.M. et al. Synthesis and Sensor Activity of a PET-based 1,8-naphthalimide Probe for Zn2+ and pH Determination. J Fluoresc 24, 1621–1628 (2014). https://doi.org/10.1007/s10895-014-1448-2

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  • DOI: https://doi.org/10.1007/s10895-014-1448-2

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