Development of Coumarin Derivatives in Fluorescent and Nanoparticle-based Sensing Materials
Date Issued
2004
Date
2004
Author(s)
Yu, Ting-Bin
DOI
zh-TW
Abstract
In recently, the need for selective and sensitive sensors able to monitor in real-time and real-space is nowadays generally accepted. Because metal ions play a important role in our daily life. In our study, we synthesized a series of coumarin-derivatives for sensing heavy metal ions. We designed coumarin group as signal readout unit, and combined different positions and sizes of recognition sites: “crown-ether”. They displayed a highly specificity and fluorescence-enhancement to the hard metal ions: lead ion. In the titration experiment of NMR and IR spectroscopy, we can understand how sensors binding with metal ions: the two carbonyl group and crown ether group cooperated in binding with metal ions. Furthermore, by altering the “oxygen” atoms of crown ether to “sulfur”, we can change the binding affinity to the soft metal: cupper. It shows 60-fold enhancement of fluorescence.
According to the high specificity and multivalent binding to the lead ions, we synthesized compound 3, 4, 5 with alkyl-chain thiol and alkyl-chain triethoxysilane group. By modifying them to the different carriers, gold and silica nanoparticles, we can develope new materials for sensing metal ions.
Subjects
材料
香豆素
螢光 感測分子
奈米
Sensor
Fluorescent
Coumarin
Nanoparticle
Type
thesis
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