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 ELUMOlevels 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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Keywords

Naphthalene benzimidazole, Naphthalimide, Absorption, Emission, Cyclic voltammetry, TGA curves, Cyclic voltammetry, Molecular Structure, TGA curves, Temperature, Stereoisomerism, Naphthalenes, 540, Photochemical Processes, Naphthalimide, Fluorescence, Absorption, Emission, Naphthalimides, Electrochemistry, Benzimidazoles, Microwaves, Naphthalene benzimidazole

Fields of Science

01 natural sciences, 0104 chemical sciences

Citation

Erten Ela, Ş., Özçelik, S., and Eren, E. (2011). Synthesis and Photophysical Characterizations of Thermal -Stable Naphthalene Benzimidazoles. Journal of Fluorescence, 21(4), 1565-1573. doi:10.1007/s10895-011-0845-z

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21

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4

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1565

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1573
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