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首页> 外文期刊>Chemistry: A European journal >Low Bandgap Bistetracene-Based Organic Semiconductors Exhibiting Air Stability, High Aromaticity and Mobility
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Low Bandgap Bistetracene-Based Organic Semiconductors Exhibiting Air Stability, High Aromaticity and Mobility

机译：基于低带隙的基于Bistetracene的有机半导体，呈现空气稳定性，高芳香性和移动性

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摘要

The benchmark of soluble organic semiconductors based on acenes is the 6,13-bis(triisopropylsilylethynyl)pentacene (TIPS-PEN). However TIPS-PEN still suffers from photoinduced oxidation due to its low degree of aromaticity. Increasing the aromaticity while keeping similar optical and electrochemical properties as well as a shape suitable for good hole transport can be achieved with two-dimensional polycyclic aromatic hydrocarbons (2D-PAHs). Herein, we present an efficient synthesis and characterization of bistetracene derivatives that exhibit a band gap up to 1.71 eV and an increased stability up to 21 times compared to TIPS- PEN and mobility over 0.1 cm~2V~(-1) s~(-1) in solution-processed organic field-effect transistors. Based on simple structural consideration, the high stability is attributed to the aromaticity of the bistetracene which is comparable to an anthrancene along each tetracene. According to Clar's sextet rule, the bistetracene should be best regarded as two anthracenes fused at the face bridged by two ethylenic spacers. The synthesis path paves the way towards the preparation of ambipolar and/or longer 2D-PAHs such as bispentacenes and could give rise to organic semiconductors with interesting properties.
机译：基于酰氯的可溶性有机半导体的基准是6,13-​​双（三异丙基甲酰基乙炔基）五烯（TIPS-PEN）。然而，由于其低的芳香性，尖收仍然受到光抑制的氧化。通过二维多环芳烃（2D-PAH）可以实现增加相似的光学和电化学性质以及适合于良好空穴传输的形状的同时增加芳香性。在本文中，与尖端和迁移率超过0.1cm〜2V〜（ - 1）〜（ - -1）〜（ - 1）在解决方案处理的有机场效应晶体管中。基于简单的结构考虑，高稳定性归因于双苯乙烯的芳香性，其与沿着每个四环的蒽烯相当。根据Clar的Sextet规则，双苯乙烯应最佳地认为是两个含有两个烯键间隔物的面孔的蒽酮。合成路径铺设了朝向制备amipolar和/或更长的2D-PAH的方式，例如双培养物，并且可以产生具有有趣性质的有机半导体。

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