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SYNTHESIS AND PHOTOCHROMIC PROPERTIES OF NEW NAPHTHOPYRANS

Qian Zhao, Yanhua Yang, Yingxiang Duan, Xian Tao, Yingzhong Shen
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Abstract


Two novel isomeric naphthopyrans substituted with phenyl (13-butyl-6,7-dimethoxy-3,3-bis(6-methoxybiphenyl-3-yl)-3,13-dihydrobenzo[h]indeno[2,1-f]chromen-13-ol) and 4-(naphthalen-1-yl)phenyl (13-butyl-6,7-dimethoxy-3,3-bis[6-methoxy-4'-(naphthalenyl)-
biphenyl-3-yl]-3,13-dihydrobenzo[h]indeno[2,1-f]chromen-13-ol) moieties were synthesized. Their photochromism, electrochemical and fluorescent properties were investigated. They displayed faster color fading rate and larger fluorescence quantum yield than 13-butyl-6,7-dimethoxy-3,3-bis(4-methoxyphenyl)-3,13-dihydrobenzo[h]indeno[2,1-f]chromen-13-ol. Moreover, they showed excellent photochromic and fluorescent properties both in solution and in polymethylmethacrylate film. In addition, cyclic voltammetry tests showed that the aromatic substituents had a significant effect on the electrochemical behavior of the naphthopyran derivatives.


Keywords


naphthopyran, electrochemistry, fluorescence, photochromism, wavelength

Full Text: PDF Supplementary File(s): Supporting information (2MB)


 

 

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