Dithieno[3,2-c:3',2'-h][2,6]naphthyridine-4,9(5H,10H)-dione-based Quinoidal Small Molecules:Synthesis,Properties,and Optoelectronic Applications  

作　　者：SU Yunran ZHAO Lingxu ZHANG Shengnan CHEN Jiawei LI Yanru JIANG Ting LI Jie JI Deyang LI Liqiang FEI Zhuping 

机构地区：[1]Institute of Molecular Plus,Tianjin University,Tianjin 300072,P.R.China [2]Institute of Molecular Aggregation Science,Key Laboratory of Organic Integrated Circuits,Ministry of Education,Tianjin Key Laboratory of Molecular Optoelectronic Sciences,Department of Chemistry,Tianjin University,Tianjin 300072,P.R.China [3]Haihe Laboratory of Sustainable Chemical Transformations,Tianjin 300192,P.R.China

出　　处：《Chemical Research in Chinese Universities》2024年第6期1266-1274,共9页高等学校化学研究（英文版）

基　　金：supported by the National Key Research and Development Program of China(No.2018YFA0703200);the National Natural Science Foundation of China(Nos.21975176,52121002);the Seed Foundation of Tianjin University,China(No.2024XJD-0058);the Fund of the Haihe Laboratory of Sustainable Chemical Transformations,China.

摘　　要：Amide and imide groups have been widely used in the design of organic semiconductors,and the development of new structure semiconductors based on these functional groups is of great interest to further improve the performance of organic electronic devices.Herein,we designed and synthesized two novel 5,10-dihydrodithieno[3,2-c:3',2'-h][2,6]naphthyridine-4,9-dione(TVTDA)based quinoidal molecules with different side chains,TVTDA-CN-EH and TVTDA-CN-OD.Both molecules showed the deep lowest unoccupied molecular orbital(LUMO);the deep highest occupied molecular orbital(HOMO)energy levels and strong absorption in the long wavelength region.Organic field-effect transistors(OFETs)based on TVTDA-CN-EH and TVTDA-CN-OD exhibited unipolar n-type electron transport behavior with mobilities of 0.04 and 0.0064 cm2·V-1·s-1,respectively.TVTDA-CN-EH with shorter alkyl side chains demonstrated better electron transport properties,which is attributed to the larger grain size in the film to facilitate charge transport.Furthermore,organic phototransistors(OPTs)based on TVTDA-CN-EH film showed good photo detection property from red light to near infrared region.Our work provides a new idea for the design and synthesis of organic semiconductors,especially for n-type organic semiconductors with photoresponse in the long wavelength.

关 键 词：Organic field-effect transistor Organic phototransistor AMIDE Quinoidal Semiconductor 

分 类 号：O62[理学—有机化学]