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Updated: Jun 14, 2025

Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography
Published on: May 16, 2014
Triphenodioxazine Diimides: Design, Synthesis, and Properties
Fang Sun1, Yangqifu Cui1, Zhenbo Zhao1
1State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, P. R. China.
Abstract:
To increase solubility and decrease the lowest unoccupied molecular orbital (LUMO) energy levels of triphenodioxazine (TPDO), a novel series of imide-fused TPDO derivatives (TPDODIs) were designed, synthesized, and investigated. The introduction of alkyl diimide groups endows TPDODIs with high solubility and LUMO energy levels below -3.90 eV. TPDODIs also show strong absorption in the visible region with high maximum molar extinction coefficients and high fluorescence quantum yields (0.67 and 0.71, respectively). Moreover, TPDODIs display thermotropic liquid-crystalline behavior as indicated by spindly nematic or dendritic textures. Their high solubility and low LUMO levels suggest these materials are well-suited for solution-processable n-type electronic devices.
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