Facile synthesis, sensor activity and logic behaviour of 4-aryloxy substituted 1,8-naphthalimide

被引:45
作者
Marinova, Nevena V. [1 ]
Georgiev, Nikolai I. [1 ]
Bojinov, Vladimir B. [1 ]
机构
[1] Univ Chem Technol & Met, Dept Organ Synth, BU-1756 Sofia, Bulgaria
基金
美国国家科学基金会;
关键词
1,8-Naphthalimide; Fluorescence; Fluorescent sensor; Photoinduced electron transfer (PET); Molecular logic; PHOTOINDUCED ELECTRON-TRANSFER; TRANSITION-METAL IONS; BLUE; DERIVATIVES; CHEMOSENSOR; DESIGN; DYES; NAPHTHALIMIDE; SWITCH; GREEN;
D O I
10.1016/j.jphotochem.2013.01.008
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of 4-phenoxy- and 4-alkoxy-1,8-naphthalimide fluorophores have been synthesized in high yields at room temperature applying novel facile synthesis. One of the compounds was designed as a fluorescent PET sensor according to the "fluorophore-spacer-receptor" model. The ability of this molecule to detect protons and transition metal cations with pronounced selectivity towards Fe3+ was demonstrated. Moreover the 4-phenoxy substituted 1,8-naphthalimides were highly solvent sensitive and able to detect small quantities of water. The potential of the 1,8-naphthalimide sensor to execute INHIBIT logic function at molecular level was also demonstrated. (C) 2013 Elsevier B.V. All rights reserved.
引用
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页码:54 / 61
页数:8
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