Research of organic electronics using novel nitrogen heterocyclic compounds

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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).