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J Phys Chem A ; 109(27): 5978-83, 2005 Jul 14.
Article in English | MEDLINE | ID: mdl-16833932

ABSTRACT

A new fluorochromic dye was obtained from the reaction of 9-aminoacridine with ethyl-2-cyano-3-ethoxyacrylate. It displays complex fluorescence that is ascribed to normal emission from the acridine chromophore in addition to excited-state intramolecular charge transfer (ESICT) formed upon light excitation. The analysis of the fluorescence decays in different solvents reveals two short-lived components in the range of 80-450 ps and 0.7-3.2 ns, ascribed to the formation and decay of the intramolecular charge transfer (ICT) state, in addition to a third component of about 9.0 ns, which is related to the normal emission from the acridine singlet excited state, probably in an enol-imine tautomeric form. The ICT emission is readily quenched by water addition to polar solvents, and this effect is ascribed to changes in the keto-amine/enol-imine equilibrium of this fluorochromic dye.


Subject(s)
Aminacrine/chemistry , Energy Transfer , Fluorescence , Fluorescent Dyes/chemistry , Photochemistry , Solvents/chemistry , Chromatography, Liquid , Hydrogen Bonding , Magnetic Resonance Spectroscopy , Mass Spectrometry , Molecular Structure , Spectroscopy, Fourier Transform Infrared
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