Triazole Functionalized Calix[4]quinone Derivatives as Highly Selective Ion Sensor

• Main Authors: Ni, Xiang-Ru, 倪湘茹
• Other Authors: Chung, Wen-Sheng
• Format: Others
• Language: zh-TW
• Published: 2016
• Online Access: http://ndltd.ncl.edu.tw/handle/86db3z

碩士 === 國立交通大學 === 應用化學系碩博士班 === 104 === In this study, we modified the lowerrim of the calix[4]arene by attaching distal pyrene unit as the fluorophore through the click chemistry of pyrene azides with 25, 27bispropargyl calix[4]arene. Based on the methods developed by Ms. YingJung Chen, we successfully synthesized the unique skeleton of calix[4]quinone and its derivatives 3336. Based on the results from UVVis spectroscopy and fluorescence spectrometry, we found that fluorescence emission intensity decreased, because more flexible structure will cause energy lost in the cases of 33; 34 possesses an efficient excimer formation and emission, and the fluorescent spectra changes observed upon addition of various metal ions show that 34 is selective for Cd2+ and Zn2+ over other metal ions; Owing to the low yield of 35, we didn’t investigate the allosteric effect of 35. In addition, compound 36 was found to change color when anion such as F-, AcO- and H2PO4- was added to its solution. Moreover, we further investigate the complexation models by using NMR titration spectroscopy.