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：

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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。