Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Ultraviolet Studies and Fluorescence Quenching of Some Aromatic Primary Amines
Samaresh Mukherjee
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1987 Volume 60 Issue 3 Pages 1119-1123

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Abstract

The fluorescence quenching of o-aminobenzoic acid, 1-naphthylamine, aniline, p-toluidine, m-toluidine, and N,N-dimethylaniline by 2-hydroxy-5-methyl-1,3-benzenedicarbaldehyde (VII) was studied. The equilibrium constant of hydrogen bonding in the ground state was evaluated from the absorption spectral change for various donor–acceptor (D–A) pairs. The rate constants of hydrogen-bond formation as well as decomposition in the excited state were evaluated in the case of several donor–acceptor pairs from fluorescence intensity measurements. In addition, the mechanism of fluorescence quenching and absorption spectral shift when VII acted as a quencher/proton donor (D) was discussed on the basis of charge-transfer and hydrogen-bond interaction.

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