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Citation: Fang Zheng, Zhang Hongjiang, Wang Shuzhi, Yang Zhifan, Fang Tianru, Xu Suxian, Wang Fusong. Synthesis and Properties of Dichromogenic Compounds Containing Both Phenoxynaphthacenequinone and Azobenzene Photochromes[J]. Chinese Journal of Applied Chemistry, ;1997, 14(1): 1-5. shu

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

1.
1. Department of Chemical Engineering, Jilin Colloge of Technology, Changchun;
2.
2. Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022

Received Date: 23 April 1996
Available Online: 24 July 1996
Fund Project:

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 UV-induced 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.
- dichromogenic compound,
- phenoxynaphthacenequinone,
- azobenzene,
- photochromism
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