Summary: | 碩士 === 國立交通大學 === 應用化學系所 === 92 === In this work, we focused on the synthesis and applications of calix[4]arene derivatives with triester on its lower rim and three types of functional groups on the upper rim which include p-methoxyphenylazo-calix[4]arenes (29), monoisoxazoline methyl-calix[4]arenes (32a-c), propylthiol-calix[4]arenes (34) and silicon-based calix[4]arenes (36).
Firstly, we observed azo-calix[4]arene (29) complex with several metal ions (Li+、Na+、Ca2+、Ba2+、Mg2+、Cu2+、Hg2+、Cr3+、Ni+、Cd2+) from UV-Vis spectroscopic titration methods. Upper rim monoisoxazoline methyl substituted calix[4]arenes is a chiral molecule because it possesses a chiral center, therefore, it may be useful in chiral recognition.
Secondly, quartz crystal microbalance (QCM) technique was used to probe the complexation between propylthiol-calix[4]arenes (34) and lead ion (Pb2+). Based on 1H-NMR titration method, we suggest a 1:1 binding ratio between 34 and Pb2+.
Finally, the silicate-based calix[4]arenes (36) is a polysilsesquioxane formed by the sol-gel process, and the host is calix[4]arenes with triester on lower rim from solid state 13C and 29Si-NMR. It is a water-insoluble material, which binds with and extracts metal ion from water.
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