Architecting Layered Crystalline Organic Semiconductors Based on Unsymmetric π-Extended Thienoacenes
Architecting Layered Crystalline Organic Semiconductors Based on Unsymmetric π-Extended Thienoacenes
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DOI：
10.1021/acs.chemmater.1c01972
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发表时间：
2021-08-18
影响因子：
8.6
通讯作者：
Hasegawa, Tatsuo
中科院分区：
文献类型：
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作者：
Higashino, Toshiki;Inoue, Satoru;Hasegawa, Tatsuo
在本文中，我们证明了工程端帽取代不对称的扩展π-核心有效地实现了良好有序的二维（2D）分子堆积，从而实现了高性能的有机半导体（OSC）。我们开发了苯基和癸基取代的苯并噻吩并[6，5-B]苯并噻吩并[3，2-B]噻吩（BTBTT）作为可溶液加工的OSC，提供了空穴迁移率高达12 cm（2）V-1 s（-1）的层状单晶薄膜晶体管。该化合物形成双层型层状人字形堆积，其中不对称的π-核心单向排列以形成相应的分子层，这是由于π-核心之间和相应的末端取代基之间的分子间相互作用的良好平衡的贡献。最终紧密的层内分子堆积提供了小的有效质量和高的热稳定性。这些发现对于扩大开发高性能OSC的能力至关重要。
Herein, we demonstrate that engineered end-cap substitution for unsymmetric extended pi-cores effectively achieves well-ordered two-dimensional (2D) molecular packing and thus realizes high-performance organic semiconductors (OSCs). We developed phenyl- and decyl-substituted benzothieno[6,5-b]benzothieno[3,2-b]thiophenes (BTBTTs) as solution-processable OSCs, providing layered single-crystalline thin-film transistors with a hole mobility of up to 12 cm(2) V-1 s(-1). The compound formed a bilayer-type layered herringbone packing in which the unsymmetric pi-core aligned unidirectionally to form the respective molecular layers, owing to the well-balanced contributions of intermolecular interactions between the pi-cores and between the respective end substituents. The eventual close intralayer molecular packing afforded a small effective mass and high thermal stability. These findings will be crucial for expanding the ability to develop high-performance OSCs.