Chem. J. Chinese Universities ›› 2012, Vol. 33 ›› Issue (04): 761.doi: 10.3969/j.issn.0251-0790.2012.04.021

• Organic Chemistry • Previous Articles     Next Articles

Synthesis and Properties of Novel Photochromic Bispirooxazine

PANG Mei-Li, LOU Zhi-Gang, PANG Cheng-Cai, YANG Tao-Tao, MENG Ji-Ben   

  1. Department of Chemsitry, Nankai University, Tianjin 300071, China
  • Received:2011-04-18 Online:2012-04-10 Published:2012-04-10
  • Supported by:

    国家自然科学基金(批准号: 20971071, 20602020)资助.

Abstract: At present, the photochromic compounds in terms of molecular switches have attracted much attention of many researchers. As an important class of molecular switch system, spirooxazines have gradually aroused widespread concern. The common single spirooxazines have defects such as lack of coordination position, weak affinity between the molecules, poor molecule recognition selectivity, and low sensitivity. On the contrary, bispirooxazines have the advantages of more coordination position, stronger affinity between the molecules, higher molecule recognition selectivity, and higher sensitivity. In this paper, a series of bispirooxazines was designed, synthesized and characterized by 1H NMR, 13C NMR, IR as well as HRMS. The photochromic properties of compounds 5a—5c in different solutions(trichloromethane, dichloromathane and cyclohexane) and polymer films(PMMA and PVB) were studied with the aid of UV absorption spectrometry. The thermal decay process of the compounds 5a—5c in different polymer films were recorded and analyzed and the kinetic process were fitted and discussed. The results show that these compounds have good photochromic properties and favorable fatigue resistance. These properties are helpful for their potential use in material, molecular switch and biological probe area.

Key words: Photochromism, Bispirooxazine, Thermal decay, Fluorescence, Kinetics

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