中华医学超声杂志

应用化学 ›› 1997, Vol. 0 ›› Issue (1): 1-5.

• 研究论文 •    下一篇

含苯氧基萘并萘醌和偶氮苯双变色基化合物的合成和性质

方政1, 张红江1, 王淑芝1, 杨志范1, 方天如2, 徐素贤2, 王佛松2   

  1. 1. 吉林工学院化学工程系 长春;
    2. 中国科学院长春应用化学研究所 长春 130022
  • 收稿日期:1996-04-23 修回日期:1996-07-24 出版日期:1997-02-10 发布日期:1997-02-10
  • 基金资助:
    中国科学院“八五”重大基础性研究和国家自然科学基金

Synthesis and Properties of Dichromogenic Compounds Containing Both Phenoxynaphthacenequinone and Azobenzene Photochromes

Fang Zheng1, Zhang Hongjiang1, Wang Shuzhi1, Yang Zhifan1, Fang Tianru2, Xu Suxian2, Wang Fusong2   

  1. 1. Department of Chemical Engineering, Jilin Colloge of Technology, Changchun;
    2. Chang chun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022
  • Received:1996-04-23 Revised:1996-07-24 Published:1997-02-10 Online:1997-02-10

PDF

464

被引次数

9

摘要： 通过6-氯-5,12-萘并萘醌与4-羟基偶氮苯及其衍生物的反应合成了3种含苯氧基萘并萘醌和偶氮苯光致变色基的双变色基化合物,6-[4-(苯偶氮基)苯氧基]-5,12-萘并萘醌(5),6-[4-(p-乙氧基苯偶氮基)苯氧基]-5,12-萘并萘醌(6)和6-[4-(p-硝基苯偶氮基)苯氧基]-5,12-萘并萘醌(7).这些化合物的苯氧基萘并萘醌变色基的UV诱导光致变色性较弱;基于氨与苯氧基萘并萘醌ana显色体的不可逆反应,化合物5和6DMSO溶液在365nm紫外光辐照光稳态(PSS)下的ana醌式摩尔分数估计分别为22%和17%.这些结果说明,苯偶氮基对苯氧基萘并萘醌变色基的光致变色性质有着极强的影响。另一方面,与4-羟基偶氮苯母体不同,这些双变色基化合物在DMSO中偶氮苯变色基的顺式异构体是相对稳定的.

关键词: 双变色基化合物, 苯氧基萘并萘醌, 偶氮苯, 光致变色

Abstract: Three dichromogenic compounds containing both phenoxynaphthacenequinone and azobenzene photochromes, 6-[4-(phenylazo)phenoxy]-5,12-naphthacenequinone(5), 6-[4-(p ethoxyphenylazo)phenoxy]-5,12-naphthacenequinone(6)and 6-[4-(p nitrophenylazo)phenoxy]-5,12-naphthacene quinone(7), were synthesized by reacting-6 chloro 5,12 naphthacene quinone with 4 hydroxyazobenzene and its derivatives. It was found that the phenoxynaphthacenequinone photochromes of all these dichromogenic compounds showed slight UVinduced photochromism. Based on the irreversible reaction of ammonia with the colored phenoxy ana naphthacenequinone, the concentrations of the ana forms of 5 and 6 in DMSO at the photostationary state(PSS)under 365 nm irradiation were estimated to be only 22% and 17% respectively. The results indicate the strong effect of phenylazo group on the photochromic properties of phenoxynaphthacenequinone photochrome. On the other hand, unlike the 4 hydroxyazobenzene precursors, the cis isomers of azobenzene photochromes in the dichromogenic compounds were relatively stable in DMSO solution.

Key words: dichromogenic compound, phenoxynaphthacenequinone, azobenzene, photochromism

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