Abstract
The fluorescence properties of 4-aminonaphthalimide were studied in relation to the size of the heterocycle incorporating the amine nitrogen atom, the temperature, and the polarity of the medium. Increases in the temperature, polarity of the medium, and heterocycle size increase the efficiency of the nonradiative deactivation and insignificantly affect the fluorescence rate. The low efficiency of fluorescence of 4-aminonaphthalimides in polar solvents is associated with formation of a nonfluorescing charge-transfer state. The efficiency of fluorescence of 4-aminonaphthalimides is directly associated with the inversion barrier of the amine nitrogen atom, which, in turn, is determined by the structure of the heterocyclic amine substituent.
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Translated from Zhurnal Obshchei Khimii, Vol. 74, No. 11, 2004, pp. 1858–1863.
Original Russian Text Copyright © 2004 by Mednykh, Manaev, Volchkov, Uzhinov.
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Mednykh, Y.A., Manaev, Y.A., Volchkov, V.V. et al. Influence of the configuration of the amine nitrogen atom on the efficiency of fluorescence of 4-aminonaphthalimide derivatives. Russ J Gen Chem 74, 1728–1733 (2004). https://doi.org/10.1007/s11176-005-0091-7
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DOI: https://doi.org/10.1007/s11176-005-0091-7