Synthesis and Applications of Lower Rim Triester Substituted Calix[4]arenes for Chemosensor

• Main Author: 余建源
• Other Authors: 鍾文聖
• Format: Others
• Language: zh-TW
• Published: 2004
• Online Access: http://ndltd.ncl.edu.tw/handle/77899497934650987207

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.