Imaging Science and Photochemistry ›› 2017, Vol. 35 ›› Issue (4): 516-525.DOI: 10.7517/j.issn.1674-0475.2017.04.013

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The Construction and Photophysical Studies of Iodinated Bodipy Based Supramolecular Polymer

JIA Zeli1,2, GAO Jianfeng1, LI Xubing2, FENG Ke2, CHEN Bin2, YANG Qingzheng2, CHEN Yuzhe2, TONG Zhenhe2, WU Lizhu2   

  1. 1. College of Science, North University of China, Taiyuan 030051, Shanxi, P. R. China;
    2. Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Acadmy of Sciences, Beijing 100190, P. R. China
  • Received:2017-05-27 Revised:2017-06-13 Online:2017-07-15 Published:2017-07-15

Abstract:

In this article, a bis-ureidopyrimidinone-containing iodinated Bodipy (I-Bodipy-BisUPy) has been designed and synthesized through an efficient thiol-yne click reaction. I-Bodipy-BisUPy has been characterized by 1HNMR and HR-MS. The quadruple hydrogen bonding would drive the formation of supramolecular polymer, which is indicated by 1HNMR of I-Bodipy-BisUPy in CDCl3. The photophysical properties of I-Bodipy-BisUPy have been thoroughly investigated by examining the steady-state UV-Vis absorption and emissions spectra, nanosecond time-resolved transient absorption spectra, and low temperature phosphorescence spectrum. Water-dispersible nanoparticles of supramolecular polymer from I-Bodipy-BisUPy was prepared using the miniemulsion method. ESR and efficient photo-oxidation of 1,5-dihydroxynaphthalene justified that singlet oxygen (1O2) could be produced by the supramolecular polymer nanoparticles and employed for the photosensitive oxidation in water.

Key words: Bodipy, supramolecular polymer, quadruple hydrogen bonds, nanoparticles, photooxidation