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Synthesis and Photophysical Characterizations of Thermal -Stable Naphthalene Benzimidazoles

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Abstract

Microwave-assisted synthesis, photophysical and electrochemical properties of thermal-stable naphthalene benzimidazoles and naphthalimides are studied in this paper. Microwave-assisted synthesis of naphthalene benzimidazoles provide higher yields than the conventional thermal synthesis. Comparative photophysical properties of naphthalene benzimidazoles and naphthalimides are revealed that conjugation of electron-donating group onto naphthalimide moiety increases fluorescence quantum yields. Fluorophore-solvent interactions are also investigated using Lippert-Mataga equation for naphthalimides and naphthalene benzimidazoles. Thermal stabilities of naphthalene benzimidazoles are better than naphthalimides due to increased aromaticity. The experimental ELUMO levels of naphthalene benzimidazoles are found to be between 3.15 and 3.28 eV. Therefore, naphthalene benzimidazole derivatives consisting of anchoring groups are promising materials in organic dye sensitized solar cells.

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Acknowledgements

We acknowledge financial support from Scientific and Technological Research Council of Turkey, TUBITAK, TBAG_106T061 and the Alexander von Humboldt Foundation of Germany and European Science Foundation (ESF) for research supports. I thank Mechanical Engineer DI. Cagatay Ela for proofreading.

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Authors and Affiliations

  1. Ege University, Solar Energy Institute, 35100, Bornova, Izmir, Turkey

    Sule Erten-Ela & Esin Eren

  2. Chemistry Department, Izmir Institute of Technology, Urla, 35430, Izmir, Turkey

    Serdar Ozcelik

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  1. Sule Erten-Ela
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  2. Serdar Ozcelik
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  3. Esin Eren
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Correspondence to Sule Erten-Ela.

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Erten-Ela, S., Ozcelik, S. & Eren, E. Synthesis and Photophysical Characterizations of Thermal -Stable Naphthalene Benzimidazoles. J Fluoresc 21, 1565–1573 (2011). https://doi.org/10.1007/s10895-011-0845-z

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  • DOI: https://doi.org/10.1007/s10895-011-0845-z

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