Synthesis, Characterization And Electrochemical Properties Of Anthraquinone Molecular Wires

In recent years, with the size of electronic devices become smaller and smaller, the devices which based on molecular research have gained increasing attention. In the molecular devices, molecular wires are the topic research, that was because they connect the molecular device and macroscopic world, moreover,they have advantages of more styles, smaller size and adjustable performance. Quinones are good electron transport carriers because of their excellent electronic conductivity, as well as the easily reduced C=O, so they have been given a lot of potential applications.Quinones are widely used in organic semiconductors, information storage and molecular switches, and they are important to source storage and conversion, pollution control, the design of new molecular catalysts. As a result, they are likely to become a new efficient engery storage materials due to their low cost and recyclability. Anthraquinone molecules can form a variety of configurations because they are easily chemically modified. We concern the self-assembled monolayers (SAMs) as a result of the high purity. The main contents are as below:1. Design and synthesize of a series of materials:1-,2-,1,4-,1,5-,2,6-thiol acethyl anthraquinone. Assemble them on the Au electrode, which can learn their electrochemical behavior in buffer solution at different pHs or in the protonic solution. Through the experiment analysis, we can know:the electrochemical behaviour of 1-AQ,1,4-AQ 1,5-AQ SAMs on Au are different from the the electrochemical behaviour of 2-AQ 2,6-AQ SAMs on Au in buffer solution when the pH is 1. These SAMs on Au electron lose two eletrons through singal step when the bath solution is the protonic solution these SAMs on Au electron lose two eletrons through two steps when they are in the buffer solution whose pH is 1 or 13.2.Design and synthesize of a series of materials:1-ethynyl anthraquinone and protonation-induced 1-ethinyl anthraquinone, which have different substituent groups. Then learn their properties by UV-Vis, CV (cyclic voltammetry) and SWV (square wave voltammetry). We get some conclusions from the experiments:The presence of electron-donating groups will urge the cyclization of 1-ethynyl anthraquinone, wherease the electrophilic groups will prevent the reaction. With electron-donating of the substituent group is stronger and stronger, the reaction of the cyclization of 1-ethynyl anthraquinone is easier and easier, and the conjugacy of the compound is better and better.