Imaging Science and Photochemistry ›› 2003, Vol. 21 ›› Issue (3): 190-194.DOI: 10.7517/j.issn.1674-0475.2003.03.190

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A SPECULATION ON BROMINE SUBSTITUTED POSITION OF TETRAPHENOXYPHTHALOCYANINES

XIE Wen-wei1, XU Hai-tao2, PAN Zhong-xiao1, YAN Tian-tang1, PENG Bi-xian 2   

  1. 1. Department of Chemistry, University of Science and Technology of China, Hefei 230026, P.R.China;
    2. Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100101, P.R.China
  • Received:2002-12-20 Revised:2003-02-17 Online:2003-05-23 Published:2003-05-23

Abstract: 1,8,15,22-tetrakis(4-methylphenoxy)phthalocyaninatopalladium(Pc~1),1,8,15,22 tetrakis(2,6-dibromo-4-methylphenoxy)phthalocyaninatopalladium(Pc~2),1,8,15,22-tetrakis(2,4-ditertbutylphenoxy)phthalocyaninatopalladium(Pc~3)and 1,8,15,22-tetrakis(2,4-ditertbutylphenoxy) (Pc~4) phthalocyaninatocopper were synthesized in order to study the substituted position in the process of bromization reaction.The comparison of maximum absorbance wavelength(λmax )of Pc~1-4 and bromophthalocyanines Pc~5-7 leads to the conclusion that the bromization took place not in the benzene ring of outer substituted phenoxy groups,but in the benzene ring of the big conjugated system.From the point of electronic structure,the reasons were also presented and discussed.

Key words: phthalocyanines, functional dyes, position of bromination

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