The electronic properties of quinoidal compounds can be modulated both by their central quinoidal cores and by their end groups. However, there have only been a few studies of the effects of end-groups on the electronic properties of quinoidal compounds, due to synthetic challenges. In this study, we have prepared four quinoidal compounds, IDOTT, 2FIDOTT, 4FIDOTT, and 6FIDOTT, with different numbers of fluorine (F) atoms on the terminal isatin units, and the effects of terminal fluorination on their optical properties, energy levels, molecular packing (as single crystals and thin-films), and electron transport properties have been evaluated. The incorporation of F atoms decreased the HOMO/LUMO levels and blue-shifted the absorption spectra. All four quinoidal compounds showed n-type transport behavior in organic thin-film transistor (OTFT) devices, but their electron mobilities strongly depended on the number of F atoms. Among these compounds, 4FIDOTT exhibited the highest electron mobility (0.16 cm² V⁻¹ s⁻¹), due to its two-dimensional electron transport, highly ordered thin-film, and appropriate morphology.

中文翻译：

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通过末端氟化来调节四氧噻吩并[3,2-b]噻吩基醌化合物的电子性质

醌型化合物的电子性质可以通过其中心醌型核心和端基来调节。但是，由于合成方面的挑战，只有很少的研究涉及端基对醌型化合物电子性能的影响。在本研究中，我们准备了四种喹诺酮化合物IDOTT，2FIDOTT，4FIDOTT和6FIDOTT，在末端isatin单元上具有不同数量的氟（F）原子，并且评估了末端氟化对其光学性质，能级，分子堆积（作为单晶和薄膜）和电子传输性质的影响。F原子的结合降低了HOMO / LUMO含量，并使吸收光谱发生蓝移。在有机薄膜晶体管（OTFT）器件中，所有四种喹啉化合物均显示出n型传输行为，但它们的电子迁移率强烈取决于F原子的数量。在这些化合物中，4FIDOTT表现出最高的电子迁移率（0.16 cm ² V ^-1 s ^-1），由于其二维电子传输，高度有序的薄膜和适当的形态。