高等学校化学学报

高等学校化学学报

• 研究论文 • 上一篇    下一篇

6-氯-8-溴螺(吲哚啉-2,2'[2H]苯并[b]吡喃)的合成及光致变色性能研究

谈廷风1,2, 韩杰1, 庞美丽1, 高用彬1, 孟继本1   

    1. 南开大学化学系, 天津 300071;
    2. 天津城市建设学院材料工程系, 天津 300384
  • 收稿日期:2006-01-12 修回日期:1900-01-01 出版日期:2007-03-10 发布日期:2007-03-10
  • 通讯作者: 孟继本

Synthesis and Properties of Photochromic 6-Chloro-8-bromo-spiro(indoline-2,2'[2H]benzopyran) Compounds

TAN Ting-Feng1,2, HAN Jie1, PANG Mei-Li1, GAO Yong-Bin1, MENG Ji-Ben1   

    1. Department of Chemistry, Nankai University, Tianjin 300071, China;
    2. Department of Materials Engineering, Tianjin Institute of Urban Construction, Tianjin 300384, China
  • Received:2006-01-12 Revised:1900-01-01 Online:2007-03-10 Published:2007-03-10
  • Contact: MENG Ji-Ben

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摘要： 合成了一系列新型的6-氯-8-溴-螺吡喃光致变色化合物, 并用核磁共振氢谱、红外光谱、质谱和元素分析对目标化合物进行了表征, 利用X射线单晶衍射仪测定了1',5'-甲基取代化合物的晶体结构. 通过UV-Vis光谱对化合物在不同溶剂中的光致变色性能进行了研究, 讨论了溶剂和结构对光致变色性能的影响. 在极性较大的溶剂中, 光致变色现象明显; 给电子能力较强的基团和强极性溶剂使最大吸收波长蓝移.

关键词: 螺吡喃, 光致变色, 紫外吸收光谱, 合成

Abstract: A series of novel 6-chloro-8-bromo-spiropyrans were designed and synthesized. The structures of all the compounds were characterized by 1H NMR, IR, MS, and elemental analysis. Single crystals of 1',3',3',5'-tetramethyl 6-Cl-8-Br-spiro(indoline-2,2'-[2H]-benzopyran) were determined by X-ray single diffraction. Combined with UV-Vis absorption spectra, the photochromic properties of these compounds were studied intensively in different solvents. Moreover, the relationship between the structure, solvent polarity and photochromism were analyzed. The results show that and the compound takes on excellent photochromism in the strong polarity solvents, electron-donor groups in indoline moiety and solvents with a strong polarity made the maximum absorption wavelength to hypochromic shift.

Key words: Spiropyran, Photochromism, UV absorption spectrum, Synthesis

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