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Design, Synthesis and Application of Imidazole-Based Organic Dyes in Dye Sensitized Solar Cells

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Abstract

Metal-free D–D–π–A type dyes (i.e., Car-Cy, Car-Rh, Dpa-Cy, and Dpa-Rh) were designed and synthesized for dye-sensitized solar cells (DSSCs). In the structure of the sensitized dyes, an imidazole ring is connected to a carbazole or diphenylamine moiety as a donor while cyanoacetic acid or rhodanine-3-acetic acid was introduced as an acceptor/anchor. The molecular structures of D–D–π–A type dyes were characterized using IR, NMR and MS spectral data. The optical, electrochemical, theoretical, light harvesting property, HOMO/LUMO levels, redox behavior, and photovoltaic properties of the synthesized dyes were evaluated. Among the fabricated photovoltaic devices based on the prepared dye, Dpa-Cy dye containing diphenylamine as a donor and cyanoacetic acid as an acceptor exhibited a high-power conversion efficiency of 1.70% with a short-circuit current density (JSC) of 4.48 mA cm−2, an open-circuit photovoltage (VOC) of 0.53 V and a fill factor of 72% under AM1.5 illumination (85 mW cm−2) in comparison with other dyes. Plane-wave calculations indicate that the dye binds reasonably strongly to the TiO2 surface, and the generated DOS picture shows an overlap of the molecular orbitals of the dye and the TiO2 bands. We conclude that the dyes have a promising role as sensitizers in DSSCs.

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Acknowledgments

We gratefully acknowledge the Iran National Science Foundation: INSF and the University of Mazandaran for the support of this work.

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Authors and Affiliations

  1. Faculty of Chemistry, University of Mazandaran, Babolsar, 47416-95447, Iran

    Seyed Mohammad Javad Nabavi, Heshmatollah Alinezhad, Behzad Hosseinzadeh & Mahmood Tajbakhsh

  2. Department of Physics, Sharif University of Technology, Tehran, Iran

    Raheleh Ghahary

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  1. Seyed Mohammad Javad Nabavi
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  2. Heshmatollah Alinezhad
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Correspondence to Mahmood Tajbakhsh.

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Nabavi, S.M.J., Alinezhad, H., Hosseinzadeh, B. et al. Design, Synthesis and Application of Imidazole-Based Organic Dyes in Dye Sensitized Solar Cells. J. Electron. Mater. 49, 3735–3750 (2020). https://doi.org/10.1007/s11664-020-08077-y

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  • DOI: https://doi.org/10.1007/s11664-020-08077-y

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