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Cobalt Porphyrins Immobilized on Polymer Microspheres as Catalysts for the Oxidation of 2-naphthol to 2-hydroxy-1,4-naphthoquinone by Molecular Oxygen

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Abstract

Three types of porous polymer microspheres immobilized with cobalt porphyrins appending p–H, p-Cl and p-NO2 phenyl substituents (designated as CoPP-GMA/MMA, CoCPP-GMA/MMA and CoNPP-GMA/MMA, respectively) were prepared. Their catalytic activities on the oxidation of 2-naphthol to 2-hydroxy-1,4-naphthoquinone by molecular oxygen were investigated in alkaline methanol. The experimental results showed that the porous microsphere supported cobalt porphyrin catalysts could effectively activate molecular oxygen, and 2-naphthol was selectively oxidized to 2-hydroxy-1,4-naphthoquinone with high conversion in alkaline methanol. A phenomenon of distance-dependent catalytic activity was observed and a critical distance of 3.8 nm between porphyrins was determined for the porous polymer microsphere supported catalyst. More interestingly, the activity of the recycled catalyst increased gradually with the increased times of reuse. These results may be helpful in designing highly efficient metalloporphyrin catalysts.

Graphical Abstract

The catalytic oxidation of 2-naphthol to 2-hydroxy-1,4-naphthoquinone (HNQ) by molecular oxygen was performed in alkaline methanol using supported cobaltporphyrin as catalyst.

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Acknowledgments

The authors are grateful to the Natural Science Fund of Shanxi Province of China (No. 2008021013) for financial support in this study.

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Authors and Affiliations

  1. College of Chemistry and Materials Science, Northwest University, Xi’an, 710069, People’s Republic of China

    Jing Zhao & Yong-kuan Gong

  2. Department of Chemical Engineering, North University of China, Taiyuan, 030051, People’s Republic of China

    Bao-jiao Gao

Authors
  1. Jing Zhao
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  2. Bao-jiao Gao
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  3. Yong-kuan Gong
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Correspondence to Bao-jiao Gao or Yong-kuan Gong.

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Zhao, J., Gao, Bj. & Gong, Yk. Cobalt Porphyrins Immobilized on Polymer Microspheres as Catalysts for the Oxidation of 2-naphthol to 2-hydroxy-1,4-naphthoquinone by Molecular Oxygen. Catal Lett 141, 1808–1813 (2011). https://doi.org/10.1007/s10562-011-0703-2

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  • DOI: https://doi.org/10.1007/s10562-011-0703-2

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