Journal
DYES AND PIGMENTS
Volume 47, Issue 1-2, Pages 91-105Publisher
ELSEVIER SCI LTD
DOI: 10.1016/S0143-7208(00)00067-X
Keywords
fluorescence; naphthalimide; PET; solvent effects; exciplex
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The fluorescence properties of 4-(2'-N,N-dimethylaminoethyl)amino-9-butyl-naphthalimide (1) are so strongly affected by the nature of the solvent medium in which the molecule is situated that the emission can be considered to be switched off when a certain solvent polarity is reached. The mechanism appears to involve the formation of an exciplex between the naphthalimide ring and the distal dimethylamino group which is stabilised by electron transfer. Kinetic parameters for the exciplex formation in I and its N,N-dimethylaminopropyl analogue are derived in a range of solvents. The fluorescence can be switched on again by metal ions and protons. (C) 2000 Elsevier Science Ltd. All rights reserved.
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