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双并薁:一种具有扩展共轭的空气稳定、高迁移率有机半导体。

Bistetracene: an air-stable, high-mobility organic semiconductor with extended conjugation.

机构信息

Department of Polymer Science & Engineering, Conte Polymer Research Center, University of Massachusetts , Amherst, Massachusetts 01003, United States.

出版信息

J Am Chem Soc. 2014 Jul 2;136(26):9248-51. doi: 10.1021/ja503643s. Epub 2014 May 12.

DOI:10.1021/ja503643s
PMID:24802140
Abstract

We report the synthesis and characterization of "bistetracene", an unconventional, linearly extended conjugated core with eight fused rings. The annellation mode of the system allows for increased stability of the conjugated system relative to linear analogues due to the increased number of Clar aromatic sextets. By attaching the appropriate solubilizing substituents, efficient molecular packing with large transfer integrals can be obtained. The electronic structure calculations suggest these large polycyclic aromatic hydrocarbons (PAHs) exhibit excellent intrinsic charge transport properties. Charge carrier mobilities as large as 6.1 cm(2) V(-1) s(-1) and current on/off ratios of 10(7) were determined experimentally for one of our compounds. Our study provides valuable insight into the design of unconventional semiconductor compounds based on higher PAHs for use in high-performance devices.

摘要

我们报告了“双并四苯”的合成与特性,这是一种具有 8 个稠合环的非常规、线性扩展共轭核心。该体系的稠合模式允许增加共轭体系的稳定性,因为 Clar 芳香六元环的数量增加。通过连接适当的可溶性取代基,可以获得具有大的转移积分的有效分子堆积。电子结构计算表明,这些大的多环芳烃(PAH)具有优异的固有电荷输运性能。我们的一个化合物的实验测定的电荷载流子迁移率高达 6.1cm2V-1s-1,电流开关比为 107。我们的研究为基于更高的 PAH 的用于高性能器件的非常规半导体化合物的设计提供了有价值的见解。

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