Synthesis And Properties Of [60] Fullerene Derivatives Containing 4, 5-dizafluorene

Ever since the discovery of C₆₀,its aesthetically leasing structure with perfect icosahedral symmetry,has held a deep fascination for chemists who construct architectures of higher complexity(i.e.,core±shell structures,dendrimers,etc.).The studies on the synthesis and properties of fullerene derivatives had been an active topic in the fullerene chemistry.Recently the synthesis of the functional fullerene multi-adducts,especially the hexalds-adducts with Thsymmetrical addition pattern has been one of the most leading topics in fullerene chemistry.The thesis is focused on the synthesis and properties of novel 4,5-dizafluorene-substituted hexa-[60]fullerene derivatives.The study of the reaction rules,their photophysical and photochemical properties,the relations between structures and functions will acumulate the date to achieve the applications of molecular deices.Furthermore,it will play an important role in exploring new fullerenes-based materials and developing the fullerene chemistry.The utilization of C₆₀-based materials in nanostructured devices,such as photoelectrochemical cells,that gives rise to efficient photocurrent generation,is very meaningful.The thesis consists of four aspects as follows:1.A new compound 4,5-dizafluorene -substituted single-addition[60] fullerene derivatives was Synthesized by Bingel cycloaddition reaction, which was characterized by ¹H-NMR,¹³C-NMR,MALDI-TOF-MS, UV-vis,FL and IR spectroscopy.The zinc,cobalt,copper,cadmium complexes derived from this ligand was first studied.IR spectroscopy characterized the four complexes..The 4,5-dizafluorene is a electron-acceptgr and electron-donor,which plays an important role in the supramolecular coordination chemistry.2.The single-adduct served as the starting material,compound[5:1] hexakis-adducts was synthesized by Bingel-Hirsch templated cycloaddition reaction,which was characterized by ¹H-NMR,¹³C-NMR, MALDI-TOF-MS,UV-vis,FL and IR spectroscopy.We synchronously use two kinds of groups to construct the functional fullerene derivative.It is meaningful to study the effect on its photoelectric properties.3.In order to optimize the performance of C60,we tried to synthesize the 4,5-dizafluorene-substituted hexakis-adducts.But the synthesis of fullerene hexalds-adducts with a defined addition pattern by means of the Bingel addition route is mainly hampered by the aggregation of 4, 5-dizafluorene.We attempted to change the reaction conditions such as DMA template,CBr4,illumination and reaction time,but no well results were obtained.The 4,5-dizafluorene-dimer and fullerene derivative were obtained.We studied the influencing factors on the aggregate reactivity of 4,5-dizafluorene and accumulated the date to understand the reactivity of 4,5-dizafluorene.