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Synthesis And Ion Recognition Research Of Optical Chemosensors Based On Binaphthol Derivatives

Posted on:2015-01-18Degree:MasterType:Thesis
Country:ChinaCandidate:J ZhaoFull Text:PDF
GTID:2268330428973859Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Optical chemosensors are widely used in the analysis and detections of variousmetal cations, anions and small molecules, because chemosensors have someadvantages such as high selectivity, sensitivity, fast response, low cost, simple operation,and in-situ real-time detection, etc. The magnitude of plane angle can be adjustedbetween the two naphthalene rings in binaphthol and its derivatives, and much attentionhas been paid to constructing ion receptors with binapthol as a structural unit. In thispaper, we designed and synthesized some optical chemosensors based on binaphtholskeleton, and applied them to recognize Zn2+, Cu2+, Hg2+and malonate. At the sametime, we investigated the spectral properties and abtained some meaningful results. Thedetails are as follows:1. The concept and design idea of optical chemosensors were briefly introduced.Some optical chemosensors for the detection and identification of ions and smallmolecules were summarized in recent years.2. A new fluorescent chemosensor L1based on binaphthol connected with8-aminoquinoline was synthesized and applied to relay recognition of Zn2+and Cu2+inHEPES-buffered CH3OH/H2O (9/1, v/v, pH=7.4) solution. Meanwhile, the bindingmodes of Zn2+and Cu2+with L1were described through the crystal structure ofL1-Zn2+and L1-Cu2+complexes.3. Dinuclear copper complex L2based on binaphthol skeleton was designed andsynthesized, which was used as dicarboxylate receptor. A chemosensing ensemble wasconstructed by L2and chromeazurol S. The dicarboxylate recognition properties of thechemosensing ensemble was examined in water solution (HEPES10mM, pH=7.0)through indicator displacement assays. The chemosensing ensemble exhibits a high selectivity toward malonate and the recognition process is barely interfered by othercoexisting dicarboxylates.4. Two simple structure fluorescent chemosensors L3and L4were designed andsynthesized. The receptor L3to Hg2+and L4to Cu2+exhibit high selectivity andsensitivity in HEPES-buffered CH3OH/H2O (1:1, v/v, HEPES10mM, pH=7.4)solution.
Keywords/Search Tags:Optical chemosensor, Binaphthol, Zinc ion, Copper ion, Mercury ion, Dicarboxylate
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