Synthesis, chemosensing properties and logic behaviour of a novel ratiometric 1,8-naphthalimide probe based on ICT and PET

被引:59
作者
Georgiev, Nikolai I. [1 ]
Dimitrova, Margarita D. [1 ]
Todorova, Yoana D. [1 ]
Bojinov, Vladimir B. [1 ]
机构
[1] Univ Chem Technol & Met, Dept Organ Synth, 8 Kliment Ohridsky Str, BU-1756 Sofia, Bulgaria
基金
美国国家科学基金会;
关键词
1,8-Naphthalimide; Photoinduced electron transfer (PET); Internal charge transfer (ICT); Ratiometric fluorescence probe; Three input disabled-XNOR; Disabled-INHIBIT and disabled-IMPLICATION logic gates; Two output combinatorial logic circuit; SENSOR ACTIVITY; FLUORESCENT-PROBE; ELECTRON-TRANSFER; PH PROBE; PHOTOPHYSICAL PROPERTIES; RHODAMINE; 6G; METAL-IONS; DESIGN; FRET; ZN2+;
D O I
10.1016/j.dyepig.2016.03.051
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A novel fluorescence sensing 1,8-naphthalimide designed on the "receptor(1)-fluorophore-spacer-receptor(2)" model is synthesized and investigated. The novel probe comprising aminotriazole and hydroxyphenyl substituents is capable to operate simultaneously via ratiometric ICT and PET signalling mechanism. The synthesized compound shows excellent signalling properties towards protons, hydroxyl anions and Cu2+ ions. Due to the remarkable fluorescence changes in the presence of these analytes the system is able to act as a two output combinatorial logic circuit with three chemical inputs. Input(3)-Disabled XNOR, INHIBIT and IMPLICATION logic gates were obtained. Because of the parallel action of disabled-XNOR and disabled-INHIBIT gates a magnitude digital comparator with disable capability is achievable. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:9 / 17
页数:9
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