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Open AccessArticle

Synthesis, Characterization, and Crystal Structures of Imides Condensed with p-Phenylamino(Phenyl) Amine and Fluorescence Property

Key Laboratory of Flexible Electronics (KLOFE), Institute of Advanced Materials (IAM), Nanjing Tech University, 30 South Puzhu Road, Nanjing 211816, China
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Materials 2019, 12(11), 1873; https://doi.org/10.3390/ma12111873
Received: 14 May 2019 / Revised: 1 June 2019 / Accepted: 5 June 2019 / Published: 10 June 2019
A series of aromatic diimide and monoimide compounds condensed with p-phenylamino(phenyl)amine were synthesized and confirmed by Proton Nuclear Magnetic Resonance (1H NMR), Carbon-13 Nuclear Magnetic Resonance (13C NMR), Fourier Transform Infrared Spectroscopy (FT-IR), Elemental Analysis (EA), and High Resolution Mass Spectroscopy (HRMS). Meanwhile, single crystal X-ray diffraction showed the existence of intermolecular N···O hydrogen bonds, which affected the thermal stabilities of corresponding compounds by the support of Thermalgravimetric Analysis (TGA) curves. The steady-state UV-vis absorption peaks of synthetic compounds 16 appeared in the range of 220–380 nm. Fluorescence emission spectra showed peaks in the range of 290–420 nm. Meanwhile, deep-blue or violet-blue emissions for 2, 4, and 5 in THF under excitations of 254 nm and 365 nm, respectively, were observed at room temperature in air. Furthermore, Differential pulse voltammetry (DPV) and cyclic voltammogram CV were conducted within −1.5–+1.5 V to show quasi-reversible behavior for conjugated compounds and irreversible behavior for less conjugated ones. View Full-Text
Keywords: imide; p-phenylamino(phenyl)amine; X-ray crystal structure; hydrogen bond; fluorescence; electrochemistry imide; p-phenylamino(phenyl)amine; X-ray crystal structure; hydrogen bond; fluorescence; electrochemistry
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Zhang, J.; Ma, H. Synthesis, Characterization, and Crystal Structures of Imides Condensed with p-Phenylamino(Phenyl) Amine and Fluorescence Property. Materials 2019, 12, 1873.

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