Halogenated Thienoacene Derivatives with Improved Emission Properties  

作　　者：ZHANG Jingmei MENG Zhihao ZHEN Yonggang HE Ping YU Panpan HU Wenping 

机构地区：[1]Advanced Innovation Center for Soft Matter Science and Engineering,State Key Laboratory of Organic-Inorganic Composites,Beijing University of Chemical Technology,Beijing,100029,P.R.China [2]Wuhan National Laboratory for Optoelectronics,Huazhong University of Science and Technology,Wuhan,430074,P.R.China [3]State Key Laboratory of Fine Chemicals,Dalian University of Technology,Dalian,116024,P.R.China [4]Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province,China West Normal University,Nanchong,637000,P.R.China [5]Key Laboratory of Fluorine and Silicon for Energy Materials and Chemistry of Ministry of Education,Jiangxi Normal University,Nanchang,330022,P.R.China [6]MOE Key Laboratory of Organic Integrated Circuits&Tianjin Key Laboratory of Molecular Optoelectronic Sciences,Department of Chemistry,School of Sciences,Tianjin University,Tianjin,300072,P.R.China

出　　处：《Chemical Research in Chinese Universities》2024年第4期699-703,共5页高等学校化学研究（英文版）

基　　金：supported by the Fundamental Research Funds for the Central Universities,China(No.buctrc202103);the National Natural Science Foundation of China(Nos.21975263,22171019,52373170);the Project of the China Petroleum and Chemical Corporation(No.222131);the Open Project Programs of Wuhan National Laboratory for Optoelectronics,China(No.2021WNLOKF005);the Project of the State Key Laboratory of Fine Chemicals(Dalian University of Technology),China(No.KF2201).

摘　　要：Thienoacenes is one of most important groups of semiconducting materials due to the high stability and superior mobility.However,there are scarce studies on the emission properties of thienoacenes to date.Herein,we synthesized fluorinated and chlorinated dibenzo[d,d’]thieno[3,2-b;4,5-b’]dithiophenes(DBTDTs)derivatives F6-DBTDT and Cl6-DBTDT by sulfoxide cyclization,significantly lowering the energy levels relative to the parent compound DBTDT.According to single crystal structure analysis,F6-DBTDT molecules adopt one-dimensional slipped stacking with closeπ-πinteractions of 3.43Å(1Å=0.1 nm),which is different from the parent compound DBTDT with herringbone stacking motif.Interestingly,the halogenated DBTDT derivatives exhibit enhanced emission properties both in solution and in the solid state,opening up possiblities to improve photoluminescence of thienoacences by halogenation.

关 键 词：Thienoacene HALOGENATION PHOTOLUMINESCENCE Aggregation structure 

分 类 号：O62[理学—有机化学]