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Selective liquid phase oxidation of cyclohexane over Pt/CeO2-ZrO2-SnO2/SiO2 catalysts with molecular oxygen

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  • Published: 30 May 2015
  • Volume 4, pages 111–117, (2015)
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Journal of Advanced Ceramics
Selective liquid phase oxidation of cyclohexane over Pt/CeO2-ZrO2-SnO2/SiO2 catalysts with molecular oxygen
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  • Nobuhito Imanaka1,
  • Toshiyuki Masui1 &
  • Kazuya Jyoko1 
  • 1022 Accesses

  • 11 Citations

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Abstract

Partial oxidation of cyclohexane into cyclohexanone and cyclohexanol (KA-oil) is an industrially significant reaction for producing precursors for the synthesis of ɛ-caprolactam and adipic acid, which are the building blocks of nylon. However, to date, the cyclohexane conversion ratio has usually been limited to less than 6% to prevent further oxidation of the cyclohexanol and cyclohexanone targets. In this study, we report that Pt/CeO2-ZrO2-SnO2/SiO2, in which CeO2-ZrO2-SnO2 provide reactive oxygen molecules from inside the bulk, can act as efficient catalysts. Optimization of the catalyst composition and reaction conditions provided a cyclohexane conversion ratio of 24.1% and a total selectivity for cyclohexanol and cyclohexanone of 83.4% at 130 °C in 0.5 MPa (4.9 atm) air for 7 h over a 5wt%Pt/16wt%Ce0.68Zr0.17Sn0.15O2.0/SiO2 catalyst. This catalyst has significant advantages over conventional catalysts because the reaction proceeds at a lower pressure, and there is no need for toxic radical initiators or free-radical scavengers.

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References

  1. Musser MT. Cyclohexanol and cyclohexanone. In Ullmann’s Encyclopedia of Industrial Chemistry, Vol. 11. Weinheim: Wiley-VCH, 2012: 49–60.

    Google Scholar 

  2. Kokotailo GT, Lawton SL, Olson DH, et al. Structure of synthetic zeolite ZSM-5. Nature 1978, 272: 437–438.

    Article  Google Scholar 

  3. Kresge CT, Leonowicz ME, Roth WJ, et al. Ordered mesoporous molecular sieves synthesized by a liquid-crystal template mechanism. Nature 1992, 359: 710–712.

    Article  Google Scholar 

  4. Zhao R, Ji D, Lv G, et al. A highly efficient oxidation of cyclohexane over Au/ZSM-5 molecular sieve catalyst with oxygen as oxidant. Chem Commun 2004, 40: 904–905.

    Article  Google Scholar 

  5. Lü G, Zhao R, Qian G, et al. A highly efficient catalyst Au/MCM-41 for selective oxidation cyclohexane using oxygen. Catal Lett 2004, 97: 115–118.

    Article  Google Scholar 

  6. Wang C, Chen L, Qi Z. One-pot synthesis of gold nanoparticles embedded in silica for cyclohexane oxidation. Catal Sci Technol 2013, 3: 1123–1128.

    Article  Google Scholar 

  7. Liu Y, Tsunoyama H, Akita T, et al. Aerobic oxidation of cyclohexane catalyzed by size-controlled Au clusters on hydroxyapatite: Size effect in the sub-2 nm regime. ACS Catal 2011, 1: 2–6.

    Article  Google Scholar 

  8. Maksimchuk NV, Kovalenko KA, Fedin VP, et al. Cyclohexane selective oxidation over metal-organic frameworks of MIL-101 family: Superior catalytic activity and selectivity. Chem Commun 2012, 48: 6812–6814.

    Article  Google Scholar 

  9. Yang X, Yu H, Peng F, et al. Confined iron nanowires enhance the catalytic activity of carbon nanotubes in the aerobic oxidation of cyclohexane. ChemSusChem 2012, 5: 1213–1217.

    Article  Google Scholar 

  10. Imanaka N, Masui T. Advanced materials for environmental catalysts. Chem Rec 2009, 9: 40–50.

    Article  Google Scholar 

  11. Imanaka N, Masui T, Yasuda K. Environmental catalysts for complete oxidation of volatile organic compounds and methane. Chem Lett 2011, 40: 780–785.

    Article  Google Scholar 

  12. Yasuda K, Masui T, Imanaka N. Complete oxidation of volatile organic compounds at moderate temperatures. In Hazardous Materials: Types, Risks and Control. Brar SK, Ed. New York: Nova Science Publishers, 2011: 424–431.

    Google Scholar 

  13. Yasuda K, Yoshimura A, Katsuma A, et al. Low-temperature complete combustion of volatile organic compounds over novel Pt/CeO2-ZrO2-SnO2/γ-Al2O3 catalysts. B Chem Soc Jpn 2012, 85: 522–526.

    Article  Google Scholar 

  14. Suzuki H. Recovery of hydrocarbons from natural gas. Oil Gas Business Environ Res 1978, 11: 95–103.

    Google Scholar 

  15. Hereijgers BPC, Weckhuysen BM. Aerobic oxidation of cyclohexane by gold-based catalysts: New mechanistic insight by thorough product analysis. J Catal 2010, 270: 16–25.

    Article  Google Scholar 

  16. Tolman CA, Druliner JD, Nappa MJ, et al. Alkane oxidation studies in du Pont’s central research department. In Activation and Functionalization of Alkanes. Hill CL, Ed. Chichester: Wiley, 1989: 303–360.

    Google Scholar 

  17. Sheldon RA, Kochi JK. Metal-Catalyzed Oxidations of Organic Compounds. New York: Academic Press, 1981.

    Google Scholar 

  18. Ramanathan A, Hamdy MS, Parton R, et al. Co-TUD-1 catalysed aerobic oxidation of cyclohexane. Appl Catal A: Gen 2009, 355: 78–82.

    Article  Google Scholar 

  19. Xu LX, He CH, Zhu MQ, et al. A highly active Au/Al2O3 catalyst for cyclohexane oxidation using molecular oxygen. Catal Lett 2007, 114: 202–205.

    Article  Google Scholar 

  20. Pohorecki R, Bałdyga J. Moniuk W, et al. Kinetic model of cyclohexane oxidation. Chem Eng Sci 2001, 56: 1285–1291.

    Article  Google Scholar 

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Authors and Affiliations

  1. Department of Applied Chemistry, Faculty of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, 565-0871, Japan

    Nobuhito Imanaka, Toshiyuki Masui & Kazuya Jyoko

Authors
  1. Nobuhito Imanaka
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  2. Toshiyuki Masui
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  3. Kazuya Jyoko
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Correspondence to Nobuhito Imanaka.

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Open Access This article is distributed under the terms of the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0), which permits use, duplication, adaptation, distribution, and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made.

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Imanaka, N., Masui, T. & Jyoko, K. Selective liquid phase oxidation of cyclohexane over Pt/CeO2-ZrO2-SnO2/SiO2 catalysts with molecular oxygen. J Adv Ceram 4, 111–117 (2015). https://doi.org/10.1007/s40145-015-0138-0

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  • Received: 07 November 2014

  • Revised: 09 December 2014

  • Accepted: 11 December 2014

  • Published: 30 May 2015

  • Issue Date: June 2015

  • DOI: https://doi.org/10.1007/s40145-015-0138-0

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Keywords

  • composite materials
  • oxidation
  • cyclohexane
  • KA-oil
  • catalyst
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