Research of organic electronics using novel nitrogen heterocyclic compounds

本文设计并合成了新型氮杂环化合物，并将其应用于有机电子器件中。含氮原子的π共轭化合物具有良好的供电子或接受电子性能，由于其极化结构，具有独特的物理性质和分子内相互作用。研究了其在溶液和固体状态下的光学和电化学性能。利用这些化合物制备了有机电子器件。含有氮和硼原子的重氮硼在场效应晶体管（FET）中作为p型半导体工作。双氮杂波与醌单位融合在FET器件中作为n型半导体。二氧吡咯衍生物在形成氢键网络时表现出良好的电子传递性质。具有C=N双键的二吲哚吡嗪二酮衍生物具有较低的LUMO能级和较低的FET特性阈值电压。苯基上含有三氟甲基苯基的n -苯基亚胺衍生物形成非中心对称的分子排列，并表现出摩擦发光（TL）。

In this work, novel nitrogen heterocyclic compounds were designed and synthesized for application to organic electronic devices. π-Conjugated compounds having nitrogen atoms have good electron-donating or accepting properties and afford unique physical properties and intramolecular interactions owing to polarized structures. Optical and electrochemical properties in solution and solid state were investigate. Organic electronic devices were prepared by using these compounds. Diazaboroles containing nitrogen and boron atoms work as p-type semiconductors in Field-Effect Transistors (FET). Diazaboroles fused with a quinone unit work as n-type semiconductors in FET devices. Dioxapyrrolopyrrole derivatives show good electron-transporting properties, when they form hydrogen-bonding networks. Diindenopyrazinedione derivatives with C=N double bonds have low LUMO energy level and give low threshold voltages of FET characteristics. N-Phenylimide derivatives with a trifluoromethylphenyl group at the phenyl group form noncentrosymmetric molecular arrangement and show triboluminescence (TL).