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Effect of the change of heteroatom on phenyl capped benzazole: Photophysical and electrochemical properties from the structural viewpoint

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Abstract Donor-acceptor-donor type phenyl capped benzazoles were synthesized and their photophysical properties were studied. By changing the heteroatom (N, O, S and Se) of central acceptor benzazole unit, the emission… Click to show full abstract

Abstract Donor-acceptor-donor type phenyl capped benzazoles were synthesized and their photophysical properties were studied. By changing the heteroatom (N, O, S and Se) of central acceptor benzazole unit, the emission color was varied from blue to green. Phenyl capped benzotriazole (1) and benzooxadiazole (2) were characterized by single crystal X-ray crystallography. The absolute solid state fluorescence quantum yields of these compounds were obtained in the range of 0.05–0.93 by a calibrated integrating sphere method. High solid state quantum yield can be attributed to the non-planarity and absence of strong intermolecular interactions in the solid state. Except phenyl capped benzotriazole (1), all compounds showed reversible reduction peak in cyclic voltammetry experiments which reflects the considerable n-type nature.

Keywords: solid state; change heteroatom; phenyl; heteroatom phenyl; effect change; phenyl capped

Journal Title: Journal of Luminescence
Year Published: 2018

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