Fluorescence switching in 4-amino-1,8-naphthalimides: "on-off-on" operation controlled by solvent and cations

被引：133

作者：

Poteau, X

Brown, AI

Brown, RG

Holmes, C

Matthew, D

机构：

[1] Univ Cent Lancashire, Dept Chem, Preston PR1 2HE, Lancs, England

[2] BNFL Plc, Preston, Lancs, England

来源：

DYES AND PIGMENTS | 2000年 / 47卷 / 1-2期

基金：

英国工程与自然科学研究理事会;

关键词：

fluorescence; naphthalimide; PET; solvent effects; exciplex;

D O I：

10.1016/S0143-7208(00)00067-X

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

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.

引用

页码：91 / 105

页数：15

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[1] SPECTROCHEMICAL INVESTIGATIONS OF PREFERENTIAL SOLVATION - FLUORESCENCE EMISSION BEHAVIOR OF SELECT POLYCYCLIC AROMATIC HYDROCARBON SOLUTE PROBES DISSOLVED IN MIXED-SOLVENTS [J].