Novel 4-(2,2,6,6-tetramethylpiperidin-4-ylamino)-1,8-naphthalimide based yellow-green emitting fluorescence sensors for transition metal ions and protons |
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| Authors: | Vladimir B Bojinov Ionka P Panova |
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| Affiliation: | 1. Process Engineering Laboratory, DTRA, State University of Bahia Southwest, Rodovia BR-415 km 03, Itapetinga 45700-000, BA, Brazil;2. Department of Food Technology (DTA), Federal University of Viçosa – UFV, Av. P. H. Rolfs, s/n, Campus Universitário, Viçosa 36570-000, MG, Brazil;3. Department of Chemistry (DEQ), Federal University of Viçosa – UFV, Av. P. H. Rolfs, s/n, Campus Universitário, Viçosa 36570-000, MG, Brazil;1. Department of Organic Synthesis, University of Chemical Technology and Metallurgy, 8 Kliment Ohridsky Street, 1756 Sofia, Bulgaria;2. Chemistry Department, Faculty of Sciences, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia;3. Center of Excellence for Advanced Materials Research (CEAMR), King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia;1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanska 5, Kyiv-94 02660, Ukraine;2. Fakultät für Chemie der Universität Bielefeld, Postfach 100131, Bielefeld 33501, Germany;3. State Scientific Institution “Institute for Single Crystals”, National Academy of Sciences of Ukraine, Lenin ave. 60, Kharkiv 61001, Ukraine;4. Department of Inorganic Chemistry, V. N. Karazin Kharkiv National University, 4 Svobody sq., Kharkiv 61202, Ukraine |
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| Abstract: | Two novel yellow-green emitting 1,8-naphthalimides, containing a 4-amino-2,2,6,6-tetramethylpiperidinyl moiety, were configured as “fluorophore–spacer–receptor” systems. The photophysical characteristics of the dyes were investigated in both DMF and water/DMF (4:1, v/v) solutions. The ability of the new compounds to detect cations was evaluated by means of the changes in their fluorescence intensity imparted by the presence of transition metal ions (Cu2+, Pb2+, Zn2+, Ni2+) and protons. The presence of metal ions and protons was found to disallow photoinduced electron transfer resulting in enhanced fluorescence intensity. The results clearly show that only Cu2+ ions and protons were effectively detected, indicating the potential of the novel compounds as highly efficient “off–on” switchers for Cu2+ ions and protons. |
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