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Structural and Electronic Origin of Bis-Lactam-Based High-Performance Organic Thin-Film Transistors.

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We describe herein the comprehensive theoretical and experimental studies on the transistor mobility of organic semiconductors by correlating a two-dimensional (2D) intermolecular interaction with thin-film morphology and the electronic coupling… Click to show full abstract

We describe herein the comprehensive theoretical and experimental studies on the transistor mobility of organic semiconductors by correlating a two-dimensional (2D) intermolecular interaction with thin-film morphology and the electronic coupling structure. We developed a novel bis-lactam-based small molecule, 1,5-dioctyl-3,7-di(thiophen-2-yl)-1,5-naphthyridine-2,6-dione (C8-NTDT), with a 2D-type C-H···O═C intermolecular interaction along the in-plane directions of the crystal packing structure, which is characteristically different from the one-dimensional-type intermolecular interaction shown in the typical bis-lactam molecule of 2,5-dioctyl-3,6-di(thiophen-2-yl)pyrrolo[3,4- c]pyrrole-1,4-dione (C8-DPPT). Experimentally and theoretically, C8-NTDT exhibited more favorable thin-film morphology and an electronic coupling structure for charge transport because of its unique 2D intermolecular interactions compared with C8-DPPT. In fact, C8-NTDT exhibited a hole mobility of up to 1.29 cm2 V-1 s-1 and an on/off ratio of 107 in a vacuum-processed device. Moreover, the high solubility with the 2D electronic coupling structure of C8-NTDT enables versatile solution processing for device fabrication without performance degradation compared to the vacuum-processed device. As an example, we could demonstrate a hole mobility of up to 1.10 cm2 V-1 s-1 for the spin-coated devices, which is one of the best performances among the solution-processed organic field-effect transistors based on bis-lactam-containing small molecules.

Keywords: lactam based; lactam; bis lactam; thin film

Journal Title: ACS applied materials & interfaces
Year Published: 2019

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