Peri-acenes have shown great potential for use as functional materials because of their open-shell singlet biradical character. However, only a limited number of peri-acene derivatives larger than peri-tetracene have been synthesized to date, presumably owing to the low stability of the target compounds in addition to the complicated synthesis scheme. Here, a very simple synthesis route for the tetrabenzo[a,f,j,o]perylene (TBP) structure enables the development of highly stable peri-tetracene analogues. Despite a high degree of singlet biradical character, the compounds with four substituents at the zigzag edge show a remarkable stability in solution under ambient conditions, which is better than that of acene derivatives with a closed-shell electronic configuration. The crystal structures of the TBP derivatives were obtained for the first time; these are valuable to understand the relationship between the structure and biradical character of peri-acenes. The application of peri-acenes in electronic devices should also be investigated. Therefore, the semiconducting properties of the TBP derivative were investigated by fabricating the field-effect transistors.

中文翻译：

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稳定的周围并四苯类似物的合成、晶体结构和电荷传输特性

由于其开壳单线态双自由基特性， Peri -acenes 已显示出用作功能材料的巨大潜力。然而，迄今为止，仅合成了数量有限的比周围并苯更大的周围并苯衍生物，这可能是由于除了复杂的合成方案之外，目标化合物的稳定性低。在这里，四苯并[ a , f , j , o ]苝（TBP）结构的非常简单的合成路线能够开发高度稳定的peri-并四苯类似物。尽管具有高度的单线态双自由基特征，但在锯齿形边缘具有四个取代基的化合物在环境条件下在溶液中表现出显着的稳定性，优于具有闭壳电子构型的并苯衍生物。首次获得了TBP衍生物的晶体结构；这些对于理解peri -acenes的结构和双自由基特征之间的关系是有价值的。还应研究peri -acenes 在电子设备中的应用。因此，通过制造场效应晶体管来研究 TBP 衍生物的半导体特性。