Perylene-3,4-(dicarboxylic monoimide)-9,10-(dicarboxylic monoanhydrate)(PIA)is one key intermediate to construct functionalized perylene diimides(PDIs)for various applications.However,the difficulty in synthesizing ch...Perylene-3,4-(dicarboxylic monoimide)-9,10-(dicarboxylic monoanhydrate)(PIA)is one key intermediate to construct functionalized perylene diimides(PDIs)for various applications.However,the difficulty in synthesizing chlorinated PIA hinders the study of chlorinated PDIbased materials.Although chlorination has been widely used to modify the properties of organic semiconductors.We successfully synthesize chlorinated PIA via a simple hydrolysis reaction using LiOH as the base,then a PDI dimer connected at the imide position,N-di-PDI-4Cl,is synthesized as an application example of chlorinated PIA.The heavily chlorinated PDI dimer exhibits deeper energy levels,slightly blue-shifted UV-Vis absorption compared to the non-chlorinated analogue.In addition,the photovoltaic performance of N-di-PDI-4Cl is characterized.This study paves one easy way to synthesize chlorinated PIA and its more delicate derivatives.展开更多
基金the National Natural Science Foundation of China(Nos.51973169,51703172 and 52273195)Key R&D program of Hubei Province(No.2021BAA014)+2 种基金the Natural Science Foundation of Hubei Province(No.2022CFB097)the Open Project Program of Wuhan National Laboratory for Optoelectronics(No.2020WNLOKF015)the science foundation of Wuhan Institute of Technology(No.K202025)。
文摘Perylene-3,4-(dicarboxylic monoimide)-9,10-(dicarboxylic monoanhydrate)(PIA)is one key intermediate to construct functionalized perylene diimides(PDIs)for various applications.However,the difficulty in synthesizing chlorinated PIA hinders the study of chlorinated PDIbased materials.Although chlorination has been widely used to modify the properties of organic semiconductors.We successfully synthesize chlorinated PIA via a simple hydrolysis reaction using LiOH as the base,then a PDI dimer connected at the imide position,N-di-PDI-4Cl,is synthesized as an application example of chlorinated PIA.The heavily chlorinated PDI dimer exhibits deeper energy levels,slightly blue-shifted UV-Vis absorption compared to the non-chlorinated analogue.In addition,the photovoltaic performance of N-di-PDI-4Cl is characterized.This study paves one easy way to synthesize chlorinated PIA and its more delicate derivatives.
