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The Fabrication Of Functional Calix[4]Arenes Surface And Research On Its Wettability Properties

Posted on:2014-09-23Degree:MasterType:Thesis
Country:ChinaCandidate:N M FengFull Text:PDF
GTID:2251330398487413Subject:Organic Chemistry
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The achievements of these materials had deep effects on modern medicine, military, daily life of people and so on. Self-assembled molecular membranes (SAMs) can provide a good basis of molecules for smart surfaces; the flexible combination between of functional molecules and the physical&chemical effect interface is valuable in the production and living of people. And we used the wettability as the main means of characterization to recognize and detect of molecules with high selectivity. Thus, the main contents in this paper are that used the clicking surface modified calixarene with hydrophobic and rich pi electron cavity to finish some reactions and control release based on molecular recognition by wettability.Firstly, according to structures of organic ion pair, a new calix[4]azacrown is synthesized from1,3-dipropynyloxy calix[4]arene at a good yield of85%, and was modified on a silicon surface via click chemistry, to be a switchable wettability sensor for ion pairs ([C4mim]Cl). A cooperative mechanism involving supramolecular interactions is proposed by UV and1H NMR.Secondly, we have now developed a fluorescent dianthracene calix[4]arene self assembled monolayer(SAM), covalently bound to silica surfaces by click reaction. The wettability of the C4DA-based surface can be modulated reversibly in the presence/absence of tryptophan (Trp) between super-hydrophobic and high hydrophilic states. Even more interesting is that the fluorescence was quenched under the presence of Trp. Calixarene-based wettability/fluorescence surface find potential applications as in the biomaterials, nanodevices, bio/chemsensors, intelligent microfluidic switching and analytical fields.Thirdly, according to the structural features of carbaryl, we designed calix[4] crown-5(C4C5), and prepared the surface modified C4C5(C4C5SAMs). And we used we used the wettability as the main means of characterization to execute the process of control release of carbaryl. An interacting mode of control release of carbaryl by and NMR and caculation.Finally, according to the structural features of organic phosphate pesticide, we designed calix[4]arene with pyridine that was alkalic(C4DP), and prepared the surface modified C4DP (C4DP SAMs). And we used the wettability as the main means of characterization to hydrolyze parathion-methyl efficiently. The results show that C4DP SAMs can rapidly hydrolyze parathion-methyl and1H NMR also proves this process.
Keywords/Search Tags:Calix[4]arene, Molecular recognition, Functional Surface, SAMs, Wettability
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