高等学校化学学报 ›› 2011, Vol. 32 ›› Issue (10): 2301.

• 研究论文 • 上一篇    下一篇

含席夫碱基的螺吡喃双功能光致变色材料的合成及性质

殷德飞2 , 程红波1, 霍晓莲1, 李海宁2, 庞美丽1   

  1. 1.  南开大学化学系, 天津 300071;
    2.  总装备部工程兵科研一所, 无锡214035
  • 收稿日期:2010-11-16 修回日期:2011-01-28 出版日期:2011-10-10 发布日期:2011-09-11
  • 通讯作者: 庞美丽 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 Dyads Based on Spiropyrans and Schiff Base

YIN De-Fei2, CHENG Hong-Bo1, HUO Xiao-Lian1, LI Hai-Ning2, PANG Mei-Li1*   

  1. 1.  Department of Chemsitry, Nankai University, Tianjin 300071, China;
    2.  General Armament Department Engineer Scientific Research First Institute, Wuxi 214035, China
  • Received:2010-11-16 Revised:2011-01-28 Online:2011-10-10 Published:2011-09-11
  • Contact: PANG Mei-Li E-mail:pangmeili@nankai.edu.cn
  • Supported by:

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

摘要: 设计合成了一系列含席夫碱基的螺吡喃双功能光致变色材料4a~4n. 通过1H NMR, IR和HRMS对其结构进行了表征. 研究了化合物在几种溶剂和PMMA膜中的光致变色性质,   研究了化合物4a在甲醇中, 以及化合物4a和4f在高分子介质聚甲基丙烯酸甲酯(PMMA)中的消色过程. 结果表明,  化合物4e在PMMA膜中光照后呈现出与其它化合物不同的颜色, 为罕见的绿色. 化合物4a在二氯甲烷溶液中有良好的荧光性能. 所合成的新型含席夫碱基的螺吡喃双功能光致变色材料在甲醇、二氯甲烷和环己烷溶液中及在PMMA膜中均表现出良好的光致变色性质.

关键词: 螺吡喃, 席夫碱, 光致变色, 荧光性能

Abstract: A series of novel photochromic compounds(4a—4n) based on spiropyrans and Schiff base were synthesized.  Their structures were characterized by 1H NMR, IR, and HRMS.  The compounds were proved by UV measurement to have excellent photochromic properties both in organic solutions and in PMMA polymer films. The thermal decay process of the representative compound 4a in methanol, and  compounds   4a, 4f in  PMMA polymer films  were also studied.  The color of compound 4e differed  from other compounds.  Its   merocyanine  form exhibited rare green color. The representative compound 4a show good fluorescence properties in dichloromethane solution.  The results showed that the novel photochromic compounds based on spiropyrans and Schiff base have excellent photochromic properties in methanol, dichloromethane, cyclohexane solution, and PMMA polymer films.  These properties are great helpful for their potential application in the field of multi-function material.

Key words: Spiropyran, Schiff base, Photochromism, Fluorescence property

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