Design,Synthesis Of Carborane Bridged Ferrocenyl Conjugated Molecules And Study Of Properties

The functional organic ferrocenyl ?-conjugated molecules have very great and broad application prospects in the fields of electron transport,molecular storage,molecular switching,molecular wires,and burning-rate catalysis.Polyhedral carborane has attracted attention in the fields of molecular electronics and energy materials because of its special electronic properties,unique rigid structure and remarkable thermal stability.In recent years,the design and synthesis of conjugated molecules embedded in carborane and the study of their photoelectric properties have become one of the hot spots of functional organic ? conjugated molecules.However,the photoelectric properties and the burning rate catalytic performance of carborane-bridged ferrocenyl conjugated derivatives have rarely been studied in detailTherefore,in this paper,the electron-deficient carborane was introduced into the ferrocene conjugated derivatives,and we explain the enhancement of the electronic flow in the ferrocene conjugated system due to the electron deficiency of the carborane.We explain the effects of carborane conjugated chains on the photoelectric properties of ferrocene conjugated system.The buring-rate catalytic properties of conjugated molecules with both carborane and ferrocene catalytic rate functional groups were discussed.It is expected to synthesis a bifunctional organic conjugated molecule,which hoped it can be used as a potential organic photoelectric material and a good burning-rate catalyst.This study can not only enriches the carborane chemistry,but also have important scientific significance of utilizing functionalized groups to regulate the structure of ferrocene conjugated molecules and the transfer of intramolecular electrons,and constructing organic functional materials with good photoelectric properties and burning-rate catalytic performance.The specific research content are as follows:1.Three types of carborane-bridged ferrocenyl conjugated derivatives B1-B6 and their alkynyl precursors A1-A6 were designed and synthesized.Their synthetic routes and optimal reaction conditions were explored.They were characterized by NMR,IR,and MS,and single crystal structures of B1,B2,and B6 were measured by X-Ray single crystal diffraction.The experimental results show that the introduction of carborane can change the spatial configuration of the molecule and the carborane has less electron withdrawing than alkynyl.The introduction of carborane into the conjugated chain can change the density of the electron cloud of the molecule,and increase the density of the electron cloud on the ferrocenyl.2.Basic electrochemical tests(CV and DPV)were measured on synthetic carborane-bridged ferrocenyl conjugated derivatives B1-B6 and their alkynyl precursors A1-A6.UV-Vis tests were measured on B1-B6.Spectroelectrochemical tests were measured on B1,B2,B4 and B6.The experimental results show that the introduction of carborane can increase the conjugation of the molecule,enhance the electron transfer in the molecule,and make the molecule easier to undergo the redox process.The intramolecular electron transfer ability was B2>B4>B6?B1.There was no electron transfer occuring in the molecule of B3 and B5.Target molecules B2,B4,B6,and B1 are potential organic photoelectric functional molecules that can be applied to molecular wires and other fields.3.The DSC and TG tests were conducted on the synthetic carborane-bridged ferrocene conjugated derivatives B1-B6 and their alkynyl precursors A1-A6.The experimental results show that the catalytic effect of A1-A6 on the burning-rate of AP is regular before we introduced of carborane,but after we introduced of carborane,the catalytic effect of B1-B6 on the burning-rate of AP have been greatly improved.The most significant improvements are B1 and B2,which are a class of potential burning-rate catalysts with dual burning-rate catalytic functional groups.