Synthesis Of N-substitued Thioacetate Phenylene Ether Chain Compounds And Properties Of Its Superamolecular Device

Recently, increasing attention and considerable interest are being paid to the design of new molecular self-assembly systems driven by a variety of valuable applications in supramolecular devices and supramolecular materials. Self-Assemled Monolayers(SAMs) has shown great advantages in the fileds of electrochemistry and electroanalylical chemistry since it was developed.In this dissertation, we have designed and succesfully synthesized terminal thioacetate-substituedπ-electron-rich linear phenylene ether chains containing azacrown ethers. Two of complexes with pseudorotaxanes geometries have been formed in solution byπ-πstacking (charge-transfer) interactions from theπ-electron-rich linear phenylene ether chains containing azacrown ethers and theπ-electron-deficient (cyclophane cyclobis (paraquat-p-phenylene), CPQT). The threading and unthreading processes can be revealed from the temperature-dependent 1H NMR spectroscopy. We also have employed the thioacetate compounds as the surface-active material in fabrication of SAMs, the applications of which are preliminarily studied by Cyclic Voltammetric (CV) technique. The results show that the SAM-modified gold electrode has special capacity in recognition for Fe3+ in the presence of other metal ions, which will offer the experimental and theoretical bases for the design of novel molecular devices.Morever, both of the two simulation methods, Quantum Mechanics (QM) and Molecular Dynamics (MD), are used to study the weak interactions between pseudorotaxanes formed above. We model and compare the structures before and after interactions to probe the formation mechanism of pseudorotaxanes, which can greatly promote the process of designing new type pseudorotaxanes.