Synthesis And Characterization Of Thiophene Substituted Fused-ring And Pyrazine Substituted Fused-ring Phthalocyanines

In order to investigate how to convert solar power into electronic power inhigh efficiency, solve the energy and environmental issues we faced in theprogress of society development. Aims at improving power conversion efficiencyand charge carrier mobilities of organic solar cells, two series of phthalocyaninederivatives were designed, synthesized and characterized.The fused thienyl rings were introduced to the first series of phthalocyaninesby Suzuki coupling and oxidative cyclization reactions. They were designed toenhance intermolecular interactions among the phthalocynine molecules in orderto improve charge carrier mobilities. Triisopropylsilylethnyl ordimethyl-t-butylsilylethynyl substitutes were introduced to improve the solubility.It was proved that the former substitute group ameliorated the solubility ofphthalocyanines better, therefore we chose triisopropylsilylethnyl substitutedphthalocyanines to do the further characterization research. Compared to thesimple octa(2-thienyl) substituted phthalocyanine, a67nm red shift in UV-visibleabsorption maximum was observed. The fused thienyl compound was used as adonor material in bulk heterojunction solar cells. The power conversionefficiency of0.60%was achieved under simulated solar illumination.The second series of phthalocyanine derivate was synthesized by the condensationof1mol2,7-di-tert-butylpyrene[4,5][9,10]bis(2,3-quinoxaline-6,7-dinitrile) and6mol4-(tert-butyl)phthalonitrile and possess pyrazine fused rings. Such phthalocyaninederivate contains DAπAD structure, aims at obtaining a better power conversionefficiency. Similar as the first series of phthalocyanine derivate, tert-butyl substituteswere introduced to ameliorate its solubility.