Alkoxy-Functionalized Bithiophene/thiazoles: Versatile Building Blocks for High-Performance Organic and Polymeric Semiconductors  

作　　者：Kun Yang Zhicai Chen Yimei Wang Xugang Guo 

机构地区：[1]Department of Materials Science and Engineering,Southern University of Science and Technology(SUSTech),Shenzhen,Guangdong 518055,China [2]State Key Laboratory of Chemo/Biosensing and Chemometrics,College of Chemistry and Chemical Engineering,Hunan University,Changsha,Hunan 410082,China

出　　处：《Accounts of Materials Research》2023年第3期237-250,共14页材料研究述评（英文）

基　　金：financially supported by the National Natural Science Foundation of China(22005133,22105096,and 52173171).

摘　　要：CONSPECTUS:Organic electronics has experienced substantial advances in the past decade,driven by the development of high-performance organic semiconductors(OSCs)in combination with device engineering.While the pursuit of new aromatic building blocks has been a central topic in OSC innovation,the installation of novel side chains is also of significance for accessing high-performance solution-processable OSCs due to their great impact on(macro)molecular conformation/configuration,energy levels,intra/intermolecular interaction,and packing motifs,as well as film morphology of the materials.Compared to tuning the length,branching point,anchoring position,and terminal group of alkyl side chains,alkoxy functionalization can afford multifaceted advantages by modulating the properties of bothπ-conjugated main chains and side chain substituents.For instance,the oxygen atom in alkoxy chains not only greatly decreases the steric hindrance between adjacent aromatic rings due to its reduced van der Waal radius(∼1.4Å)versus that of a CH_(2) moiety(∼2.0Å)but also induces intramolecular noncovalent interaction for improving backbone coplanarity and charge transport properties.The highly electron-donating alkoxy chains can also greatly facilitate the intramolecular charge transfer(ICT),and hence the resulting semiconductors can yield absorption beyond the infrared region,which is essential for full coverage of solar absorption in photovoltaic devices.Additionally,the high polarity of oligo(ethylene glycol)-type alkoxy side chains can improve the miscibility of the OSCs with molecular dopants and ions,thus enabling them as a key part of the OSCs for emerging applications such as organic thermoelectrics and organic electrochemical transistors.In this Account,we summarize our pioneering and systematic efforts on the rational design,synthesis,and applications of novel alkoxy-functionalized head-to-head(HH)-linked bithiophene/thiazole-based building blocks and related organic/polymeric semiconductors.First,starting with a brief

关 键 词：properties CHAINS hence 

分 类 号：TB34[一般工业技术—材料科学与工程]