Structure Design Of Carborane Polymer Monomer And Prediction Of Performance Influence For Polymerization

Carborane(C2B10H12) is an icosahedral cage-like compound which has the aromaticity and a varity of special properties. The major prominent property is the thermal-resistance property. It can improve thermal-resistance of materials by introducing carborane to other compounds. Carborane compounds exhibit wide application prospect and potential applications value.Carborane derivatives can be synthesised by introducing carborane group to the molecules which have π-electron conjugated structure(such as pyrrole and thiophene) and then obtain a film by electrochemical polymerization. It has been found that a great functional polymer materials can be formed by combining the high-temperature resistance property of carborane and conductive property of polypyrrole or polythiophene, which has great application value for the development of new functional carborane polymer materials.Molecule design and performance prediction was completed for carborane-substituted pyrrole, thiophene and polymers by theoretical calculation method in the paper. The optimization of the different target compounds were completed on the level of B3LYP/ 6-311++G (2d, p). The structural reliability of the target compounds were determined by calculating 11B NMR chemical shift and comparing values of 1H NMR. chemical shift between theoretical and experimental.The designed carborane molecules were calculated LBO bond order, HOMO/LUMO energy gap and band structure. It has been used to explore the impacts on changes of thermal-resistance and conductivity for the introduction pyrrole and thiophene into carborane derivatives. The theoretical calculations showed that the introduction of carborane functional group can change the geometric and electronic structure of pyrrole or thiophene molecules, thereby enhancing the conductivity and thermal-resistance properties of the polymer.The experimental results showed that the theoretical calculation is accurate by synthesizing an compound which is similar with the theoretical calculated model (Dihydroxymethylcarborane pyrrole-3-carboxylic acid monoester). And its characterization data was compared with the calculated values to confirm the veracity of theoretical caculation.