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Novel azobenzene-phthalocyanine dyads—design of photo-modulated J-aggregation

  • Articles/Physical Chemistry
  • Published:
Chinese Science Bulletin

Abstract

Based on the J-aggregation mechanism of α-aryl/alkoxy-substituted zinc phthalocyanines(Pcs) in non-coordinating solvents, two novel azobenzene-phthalocyanine dyads (3-azo-ZnPc and 4-azo-ZnPc) were synthesized with the aim of developing Pc compounds whose ability to form J-aggregation could be photo-modulated. It was found that 3-azo-ZnPc in chloroform could be effectively photo-controlled in a wide range. This phenomenon could be explained by the changes in the geometry and dipole moment of azobenzene during the photo-isomerization process. 4-azo-ZnPc did not have this ability at all, with or without UV light illumination. The positions of the oxygen atoms to which the aryl/alkoxy substitution was attached relatively were found important in determining the aggregation ability.

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Authors and Affiliations

  1. The Key Laboratory of Organic Photoelectrons & Molecular Engineering of Ministry of Education, Department of Chemistry, Tsinghua University, Beijing, 100084, China

    LiHong Niu, Cheng Zhong, ZiHui Chen, Zhi Zhang, FuShi Zhang & YingWu Tang

  2. Department of Chemical Engineering, Jilin Institute of Chemical Technology, Jilin, 132022, China

    ZhongYu Li

Authors
  1. LiHong Niu
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  2. Cheng Zhong
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  3. ZiHui Chen
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  4. Zhi Zhang
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  5. ZhongYu Li
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  6. FuShi Zhang
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  7. YingWu Tang
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Corresponding author

Correspondence to FuShi Zhang.

Additional information

Supported by the National Natural Science Foundation of China (Grant Nos. 20572059, 20502013 and 20773077), National Key Fundamental Research Program (Grant No. 2007CB808000)

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Niu, L., Zhong, C., Chen, Z. et al. Novel azobenzene-phthalocyanine dyads—design of photo-modulated J-aggregation. Chin. Sci. Bull. 54, 1169–1175 (2009). https://doi.org/10.1007/s11434-009-0099-1

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  • DOI: https://doi.org/10.1007/s11434-009-0099-1

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