Key Laboratory of Organic Solids, Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100090 (P. R. China).
University of Chinese Academy of Science, Beijing, 100049 (P. R. China).
Chemistry. 2015 Nov 16;21(47):17016-22. doi: 10.1002/chem.201502184. Epub 2015 Sep 30.
Three diaceno[a,e]pentalene analogues with pendant sterically bulky di-tert-butylphenyl groups have been designed and synthesized. With the extension of the conjugated molecular framework, the molecular arrangement is apparently tuned by the balance between the π-extended surface and pendant alkyl or aryl substituents. Theoretical calculations of the morphologies were in good agreement with the experimental results. Ambient-stable field-effect transistors based on dianthraceno[a,e]pentalene (DAP) have been fabricated, which exhibited excellent hole mobilities (up to 6.55 cm(2) V(-1) s(-1)). Thus, this study has shown that diaceno[a,e]pentalenes are stable even with an extraordinarily large π-surface area, and may thus serve as excellent molecular platforms for further exploring high-performance semiconducting materials.
三种带有大位阻的二-叔丁基苯基侧基的并苯[ a,e ]戊搭烯类似物被设计和合成。随着共轭分子骨架的延伸,分子排列显然通过π扩展表面和侧基烷基或芳基取代基之间的平衡来调节。形态的理论计算与实验结果吻合良好。基于二并蒽[ a,e ]戊搭烯(DAP)的环境稳定场效应晶体管已被制备,其表现出优异的空穴迁移率(高达 6.55 cm(2) V(-1) s(-1))。因此,这项研究表明,即使具有非常大的π表面积,二并苯[ a,e ]戊搭烯也是稳定的,因此可能成为进一步探索高性能半导体材料的理想分子平台。