Miao Qian, Nguyen Thuc-Quyen, Someya Takao, Blanchet Graciela B, Nuckolls Colin
Department of Chemistry, Columbia University, New York, New York 10027, USA.
J Am Chem Soc. 2003 Aug 27;125(34):10284-7. doi: 10.1021/ja036466+.
The study below details the synthesis, assembly, and thin film transistors from dihydrodiazapentacenes. These molecules have the same molecular shape as pentacene but are much easier to prepare and have much greater environmental stability. Thin films made from the dihydrodiazapentacene behave as field effect transistors with mobilities and on/off ratios high enough to be useful in certain applications. X-ray diffraction and AFM experiments on these films show that the molecules stack in layers with their long axis upright from the surface. Some of the derivatives synthesized for this study have unexpectedly high solubility in polar solvents such as DMF and DMSO. The crystal structure from DMF reveals self-assembled channels with each of the aniline functionalities forming a hydrogen bond with solvent. In more nonpolar solvents, the solid-state assembly switches to a herringbone motif characteristic of the linear acenes.
以下研究详细介绍了二氢二氮杂并五苯的合成、组装及薄膜晶体管。这些分子与并五苯具有相同的分子形状，但制备起来要容易得多，且具有更高的环境稳定性。由二氢二氮杂并五苯制成的薄膜表现为场效应晶体管，其迁移率和开/关比高到足以在某些应用中发挥作用。对这些薄膜进行的X射线衍射和原子力显微镜实验表明，分子以长轴垂直于表面的方式分层堆积。为该研究合成的一些衍生物在极性溶剂（如DMF和DMSO）中具有意想不到的高溶解度。来自DMF的晶体结构显示出自组装通道，每个苯胺官能团都与溶剂形成氢键。在更多非极性溶剂中，固态组装转变为线性并苯特有的人字形图案。
