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Quinoidal thioalkyl-substituted bithiophene small molecule semiconductors for n-type organic field effect transistors
Journal of Materials Chemistry C ( IF 5.7 ) Pub Date : 2020-09-23 , DOI: 10.1039/d0tc03808c
Vellaichamy Joseph , Chih-Hsin Yu , Chia-Chi Lin , Wei-Chieh Lien , Hsin-Chia Tsai , Cheng-Shiun Chen , Alfonsina Abat Amelenan Torimtubun , Arulmozhi Velusamy , Ping-Yu Huang , Gene-Hsiang Lee , Shueh-Lin Yau , Shih-Huang Tung , Takeo Minari , Cheng-Liang Liu , Ming-Chou Mike Chen

Two tetrathioalkyl-substituted bithiophene-based small molecule quinoids (TSBTQs) having different chain lengths (thio-hexyl and -decyl) are synthesized and applied as an n-type active component in organic field effect transistors (OFETs). The resulting two TSBTQs exhibit good solubility in various organic solvents and LUMO levels below −4.0 eV. The theoretical DFT calculation supported by single crystal structures confirms the π-conjugated backbone planarity due to the S(thiophene)⋯S(alkyl) non-covalent interaction. Optimized TSBQT-10 OFETs exhibit an electron mobility of 0.18 cm2 V−1 s−1, which is higher than that of TSBTQ-6 (0.09 cm2 V−1 s−1). The reliability of the OFETs under representative environmental and operational conditions is also determined. The effects of side chains including their lengths and contribution to the main chain π-system coplanarity presented here demonstrate an efficient method to manipulate the charge carrier mobility of the quinoidal organic semiconductors.

中文翻译:

用于n型有机场效应晶体管的喹啉硫代烷基取代的联噻吩小分子半导体

合成了具有不同链长(硫代己基和-癸基)的两个基于四硫代烷基取代的联噻吩的小分子醌(TSBTQ s),并将其用作有机场效应晶体管(OFET)中的n型活性成分。所得的两个TSBTQ在各种有机溶剂中显示出良好的溶解性,且LUMO含量低于-4.0 eV。单晶结构支持的理论DFT计算证实了由于S(噻吩)⋯S(烷基)非共价相互作用而导致的π共轭骨架平面性。优化的TSBQT-10 OFETs显示出0.18 cm 2 V -1 s -1的电子迁移率,高于TSBTQ-6(0.09 cm 2V -1 s -1)。还确定了在具有代表性的环境和操作条件下,OFET的可靠性。这里介绍的侧链的影响,包括其长度和对主链π系统共面性的贡献,证明了一种有效的方法来控制喹啉有机半导体的载流子迁移率。
更新日期:2020-10-19
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