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Molecular Modelling, Optical and Electrochemical Properties of Novel 3-Arylazo-thieno[3,2-b]pyranone for Photovoltaic Application

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Abstract

Three 3-arylazo-thieno[3,2-b]pyranone dyes HTM1–3 have been synthesized by cyclocondensation of ethyl 2-arylazo-(2-phenylthiocarbamoyl)acetate derivatives with ethyl 4-chloro-3-oxobutanoate in ethanolic sodium ethoxide solution. IR, 1H and, 13C NMR, and mass spectra have confirmed the structure of dyes. The impact of substituents (methyl, methoxy and chloride) on physical, chemical and optoelectronic properties of the synthesized dyes has been studied. Optical properties such as extinction coefficient, photoluminescence and optical bandgap of thin films have been studied. The optical energy gap has been computed in the range of 1.97– 2.18 eV. Thermal analysis, molecular modelling and electronic energy levels have been investigated. Typically, these small molecules exhibit promising charge carrier mobility and are proposed to be strong candidates for p-type semiconductors (hole transport layer). Overall, because of their excellent optical absorption, appropriate energy-level alignment and favorable molecule packing, the prepared thienopyran materials could be a good choice for solar cell applications and light-harvesting capacity.

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ACKNOWLEDGMENTS

Taif University Researchers Supporting Project number (TURSP-2020/165), Taif University, Taif, Saudi Arabia.

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Authors and Affiliations

  1. Electronic and Magnetic Materials Department, Advanced Materials Institute, Central Metallurgical Research and Development Institute (CMRDI), Helwan, P.O. Box 87, 11421, Cairo, Egypt

    Ahmed M. Elseman & Mohamed M. Rashad

  2. Department of Sciences and Technology, Ranyah University College, Taif University, P. O. Box 11099, 21944, Taif, Saudi Arabia

    Ahmed S. Radwan & Mohamed M. Makhlouf

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  1. Ahmed M. Elseman
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  2. Ahmed S. Radwan
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Correspondence to Ahmed S. Radwan or Mohamed M. Makhlouf.

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Elseman, A.M., Radwan, A.S., Makhlouf, M.M. et al. Molecular Modelling, Optical and Electrochemical Properties of Novel 3-Arylazo-thieno[3,2-b]pyranone for Photovoltaic Application. Russ J Gen Chem 92, 1121–1128 (2022). https://doi.org/10.1134/S1070363222060251

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