高等学校化学学报 ›› 2012, Vol. 33 ›› Issue (04): 761.doi: 10.3969/j.issn.0251-0790.2012.04.021

• 有机化学 • 上一篇    下一篇

新型双螺噁嗪分子的合成及性能

庞美丽, 娄志刚, 庞成才, 杨涛涛, 孟继本   

  1. 南开大学化学系, 天津 300071
  • 收稿日期:2011-04-18 出版日期:2012-04-10 发布日期:2012-04-10
  • 作者简介:庞美丽, 女, 博士, 副教授, 主要从事有机功能化合物研究. E-mail: pangmeili@nankai.edu.cn
  • 基金资助:

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

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.

摘要: 设计合成了3个双螺噁嗪化合物, 采用核磁共振谱、红外光谱和高分辨质谱对这些化合物进行了表征. 测试了光照前后化合物在不同溶剂中的紫外吸收光谱、荧光光谱以及在高分子薄膜中的消色动力学曲线. 结果表明, 目标化合物均具有良好的光致变色性能和耐疲劳度, 在材料、分子开光及生物探针领域有潜在的应用前景.

关键词: 光致变色, 双螺噁嗪, 热消色, 荧光, 动力学

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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