Syntheses of Naphthylurea-Derivatized Calix[4]arenes and Their Ion Sensing Studies

• Main Authors: Lian-Yi Tong, 童廉逸
• Other Authors: Wen-Sheng Chung
• Format: Others
• Language: zh-TW
• Published: 2006
• Online Access: http://ndltd.ncl.edu.tw/handle/03246448662945189450

碩士 === 國立交通大學 === 應用化學系所 === 94 === This thesis reports the syntheses and the binding studies of the two-armed calix[4]arene derivatives 46-49 containing naphthylurea and naphthylthiourea groups. Firstly, naphthylurea calix[4]arenas 46 and 47 were synthesized and then metal ions and anions were added for screening. From fluorescence quenching data, 47 was sensitive to F- (Ks = 1.7 x 104 M-1), Cr3+ (Ks = 1.7 x 104 M-1), Cu2+ (Ks = 1.7 x 104 M-1). When Ca2+ was added to the solution of 47, the emission intensity at 358 nm was enhanced with a concomitant decrease in emission intensity at 384 nm. The 1H-NMR spectroscopy revealed that the compound 47 was binding to Ca2+ through the carbonyl oxygen of urea groups. Secondly, naphthylthiourea calix[4]arenes 48 and 49 were found to be extremely selective toward Hg2+ as chemodosimeters.