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Solvatochromism and Optoelectronic Properties of Thiosemicarbazone Derivatives Having π-Conjugated Systems

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Abstract

The electronic structures, solvatochromism, and LSER (Linear Solvation Energy Relationship) properties of thiosemicarbazone derivatives having five different π-conjuged systems have been investigated. UV–Vis absorption spectra of TSC (Thiosemicarbazone) derivatives have been measured in 18 solvent media with different polarities. The global electronic transition in these compounds is described as π−π* electronic transition resulting from the resonance in the thiosemicarbazone group. The other lower wavelength maxima are denoted to the π−π* electronic transition in the indole ring and the n−π* electronic transition in the carboxyl group. To determine as analytical solvent–solute interactions of global electronic transitions has been studied with using LSERs with using Kamlet–Taft and Catalán parameters. The solvatochromic models between electronic transition wavenumbers with Reichardt parameter, and Marcus solvent function have been generated. Optoelectronic properties have been investigated using the Moss, Ravindra, Herve-Vándamme, Kumar, Singh, and Reddy relationships. According to Eg (molecular energy gap) values, the investigated compounds can be considered organic semiconductor materials.

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Acknowledgements

The authors thanks Bitlis Eren University for their support to the BEBAP2013.04 and BEBAP2014.05 projects.

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Authors and Affiliations

  1. Department of Physics, Graduate Education Institute, Bitlis Eren University, Bitlis, Turkey

    Yunus Emre Kara

  2. Department of Physics, Faculty of Arts and Science, Bitlis Eren University, Bitlis, Turkey

    Yadigar Gülseven Sıdır & İsa Sıdır

  3. Department of Biomedical Engineering, Faculty of Engineering and Architecture, Kastamonu University, Kastamonu, Turkey

    Fatma Kandemirli

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Kara, Y.E., Sıdır, Y.G., Sıdır, İ. et al. Solvatochromism and Optoelectronic Properties of Thiosemicarbazone Derivatives Having π-Conjugated Systems. J Solution Chem 52, 570–587 (2023). https://doi.org/10.1007/s10953-023-01248-5

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