Syntheses And Semiconductor Characterization Of Thiadiazoleacenodione Derivatives

In recent decades,organic semiconductor materials play a more and more role in organic field-effect transistors,organic solar cells,organic light-emitting diode,etc.Currently,development of the n-type organic semiconductors has lagged behind that of p-type semiconductors due to the instability of organic anions in the presence of air and water.In this paper,we designed and synthesized a series of quinone-type structure molecules as the main skeleton containing thiadiazole structure.Quinone structure reduces the delocalization of the molecule,and thiadiazole unit acts as a strong electron withdrawing group introducing into the skeleton.We obtained n-type molecules with a low LUMO level.The thesis mainly contains three parts:In chapter one:Literature survey is given on thiadiazole unit contained molecules' applications in synthesis method,organic ligh-emitting diode?OLED?,organic solar cells?OSCs?,organic field effect transistors?OFET?.In chapter two:Designed and synthesized a series of quinone structure molecules containing one BTD unit.We tested their properties in the thermodynamic stability,optical and electrochemical aspects.Combined with DFT?Density Functional Theory?theoretical calculations,we proved that this series of molecules possess a low molecular LUMO level.We fabricated the thin-film semiconductor devices and gain a n-type mobility up to 1.8×10-2 cm²V^-1s^-1.In chapter three:We synthesized a symmetric quinone molecule containing two BTD units,and characterized the optical and electrochemical properties.We obtained n-type mobility up to 4×10^-3 cm²V^-1s^-1 and 1.1×10 cm2-1s-1 for thin-film and single crystal respectively.