Synthesis, photophysical and electrochemical properties of 1-aminoperylene bisimides

被引:38
|
作者
Chen, Kew-Yu [1 ]
Fang, Tzu-Chien [1 ]
Chang, Ming-Jen [1 ]
机构
[1] Feng Chia Univ, Dept Chem Engn, Taichung 40724, Taiwan
关键词
1-Aminoperylene bisimides; Intramolecular charge transfer; Purple dyes; Self-assembly; SOLUBLE PERYLENE DERIVATIVES; SOLAR-CELLS; ORGANIC SEMICONDUCTORS; BUILDING-BLOCKS; ENERGY-TRANSFER; DIIMIDES; TRANSISTORS; ELECTRON; DYES; CHROMOPHORES;
D O I
10.1016/j.dyepig.2011.06.023
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
1-Aminoperylene bisimides (1a-1c) were synthesized under mild condition in high yields, and were characterized by FT-IR, (1)H NMR, UV-Vis, HRMS spectra, cyclic voltammetry, differential scanning calorimetry, and thermogravimetric analyses. These compounds are stable up to 310 degrees C according to thermogravimetric analyses. They undergo two quasi-reversible one-electron oxidations and two quasi-reversible one-electron reductions in dichloromethane at modest potentials. Their spectroscopic properties in various conditions and complementary density functional theory (DFT) calculations are reported. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:517 / 523
页数:7
相关论文
共 50 条
  • [1] Novel near infra-red fluorescent pH sensors based on 1-aminoperylene bisimides covalently grafted onto poly(acryloylmorpholine)
    Aigner, Daniel
    Borisov, Sergey M.
    Petritsch, Peter
    Klimant, Ingo
    CHEMICAL COMMUNICATIONS, 2013, 49 (21) : 2139 - 2141
  • [2] 1,7-Diaminoperylene bisimides: Synthesis, optical and electrochemical properties
    Tsai, Hsing-Yang
    Chen, Kew-Yu
    DYES AND PIGMENTS, 2013, 96 (02) : 319 - 327
  • [3] 1,6-and 1,7-regioisomers of dinitro- and diamino-substituted perylene bisimides: synthesis, photophysical and electrochemical properties
    Tsai, Hsing-Yang
    Chang, Che-Wei
    Chen, Kew-Yu
    TETRAHEDRON LETTERS, 2014, 55 (04) : 884 - 888
  • [4] Synthesis and Self-Assembly of Dihydroxyperylene Bisimides for the Tuning of Photophysical Properties
    Li, Yongjun
    Qing, Zhihong
    Yu, Yanwen
    Liu, Taifeng
    Jiang, Runsheng
    Li, Yuliang
    CHEMISTRY-AN ASIAN JOURNAL, 2012, 7 (08) : 1934 - 1939
  • [5] Swallow tail bay-substituted novel perylene bisimides: Synthesis, characterization, photophysical and electrochemical properties and DFT studies
    Al-Khateeb, Basma
    Dinleyici, Meltem
    Abourajab, Arwa
    Kok, Cansu
    Bodapati, Jagadeesh B.
    Uzun, Duygu
    Koyuncu, Sermet
    Icil, Huriye
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2020, 393
  • [6] Hydrothermal synthesis of novel 1-aminoperylene diimide/TiO2/MoS2 composite with enhanced photocatalytic activity
    Ma, Yongshan
    Wang, Yue
    Jiang, Tianyi
    Zhang, Fengxia
    Li, Xuemei
    Zhu, Yanyan
    SCIENTIFIC REPORTS, 2020, 10 (01)
  • [7] Hydrothermal synthesis of novel 1-aminoperylene diimide/TiO2/MoS2 composite with enhanced photocatalytic activity
    Yongshan Ma
    Yue Wang
    Tianyi Jiang
    Fengxia Zhang
    Xuemei Li
    Yanyan Zhu
    Scientific Reports, 10
  • [8] Synthesis and optical and electrochemical properties of core-fluorinated perylene bisimides
    Wuerthner, Frank
    Osswald, Peter
    Schmidt, Ruediger
    Kaiser, Theo E.
    Mansikkamaeki, Heidi
    Koenemann, Martin
    ORGANIC LETTERS, 2006, 8 (17) : 3765 - 3768
  • [9] 1-Carbazolyl Spirobifluorene: Synthesis, Structural, Electrochemical, and Photophysical Properties
    Sicard, Lambert
    Quinton, Cassandre
    Lucas, Fabien
    Jeannin, Olivier
    Rault-Berthelot, Joelle
    Poriel, Cyril
    JOURNAL OF PHYSICAL CHEMISTRY C, 2019, 123 (31): : 19094 - 19104
  • [10] Synthesis, photophysical and electrochemical properties of perylene dyes
    Torres, Erica
    Berberan-Santos, Mario Nuno
    Brites, Maria Joao
    DYES AND PIGMENTS, 2015, 112 : 298 - 304