Synthesis And Properties Of 1,2,3-Triazole Substituted Calix[4]arenes And Water-Soluble Calixarenes

Calixarenes, which are basket-shaped macrocyclic compounds of potential interest for host-guest complexation studies, represent the new type of receptor after cyclodextrins and crown ethers. Due to their easy functionalization and strong complexing properties towards cations, anions and neutral molecules, they have received particular interests of numerous chemists in recent years. Functional calixarenes have been applied successfully to biomimetic research, separation science and technology. Introducing heterocyclic fragments into the molecules is one efficient approach to modify the structure of calixarenes. In this dissertation, novel derivatives of calixarenes containing 1,2,3-triazole were synthesized through click chemistry. At the same time, water-soluble calixarenes were synthesized and their application as stable ligands of quantum dots was studied. The main contents are as follow:1. The recent development of calixarenes is introduced. A review of their structures, syntheses, chemical modifications, properties and potential application is outlined, with particular emphasis given to water-soluble calixarenes.2. Utilizing click chemistry, 1,2,3-triazole substituted calix[4]arenes derivatives were designed and synthesized. The azide substituted intermediates, which had been obtained from bromide, reacted concisely with l,3-dipropynyloxycalix[4]arene using Cu(I) catalyst to prepare target molecules.3. p-Sulfonated calix[4,6]arene and p-sulfonated thiacalixarene were prepared according to literatures and identified.4. To improve water-soluble ability of quantum dots, we used p-sulfonatocalixarene which have water-soluble ability as the functional material, preparing the water-soluble quantum dots. Then the optical properties of water-soluble quantum dots were studied.