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化学学报
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化学学报 ›› 2006, Vol. 64 ›› Issue (10): 1036-1042. 上一篇    下一篇

研究论文

苯氧基萘并萘醌衍生物的合成与光致变色性能研究

连慧琴1，周子彦1,2，侯军1,2，吴学*,1,2   

  1. (1延边大学理学院 延吉 133002)
    (2长白山生物功能因子省部共建教育部重点实验室 延吉 133002)
  • 投稿日期:2005-08-03 修回日期:2006-01-25 发布日期:2006-05-25
  • 通讯作者: 吴学

Synthesis and Photochromism of Phenoxynaphthacenequinone Derivatives

LIAN Hui-Qin1, ZHOU Zi-Yan1,2, HOU Jun1,2, WU Xue*,1,2   

  1. (1 College of Science, Yanbian University, Yanji 133002)
    (2 Key Laboratory of Organism Functional Factors of the Changbai Mountain, Ministry of Education, Yanbian University, Yanji 133002)
  • Received:2005-08-03 Revised:2006-01-25 Published:2006-05-25
  • Contact: WU Xue

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1117

被引次数

29 | 3

设计合成了16个新的具有不同迁移基团、不同取代基及双苯氧基萘的苯氧基并萘醌化合物; 通过红外光谱、核磁共振、质谱等方法对其结构进行了表征; 利用紫外-可见光谱研究化合物的光致变色性, 结果表明, 化合物的结构影响其变色性能, 当迁移基团为芳香基时, 其变色性较好; 主链醌环上有取代基时, 化合物成色体最大吸收波长红移; 双苯氧基萘并萘醌化合物较相应的单化合物有较大的摩尔吸光系数; 随着苯基上取代基增大, 其成色速率常数变小.

关键词: 苯氧基萘并萘醌, 光致变色, 合成

Sixteen novel derivatives of naphthacenequinone with different transfer groups, substituents and biphenoxy were designed and synthesized. Their structures were characterized by FTIR, NMR and MS spectra and their photochromic properties were studied by UV-Vis spectra. The results show that the structures of compounds have significant effect on their photochromic properties, e.g. compounds with aromatic transfer group have excellent photochromic properties; compounds with substituent attached to the naphthacenequinone give rise to the bathochromic shift in the maximum absorption wavelength; the molar extinction coefficient of diphenoxynaphthacenequinone is larger than that of corresponding phenoxynaphthacenequinone compound; the rate constants of compound is decreased with the increase of the number of substituent group on the phenyl.

Key words: phenoxynaphthacenequinone, photochromism, synthesis