Direct Oxidative Esterification of Propionaldehyde to Methyl Propionate Using Heavy-metal-free Palladium Catalysts under Pressurized Oxygen

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  • Sugiyama Shigeru
    Dept. of Advanced Materials, Institute of Technology and Science, Dept. of Resource Circulation Engineering, Center for Frontier Research of Engineering, The University of Tokushima
  • Bando Takuya
    Dept. of Chemical Science and Technology, The University of Tokushima
  • Tanaka Haruki
    Dept. of Chemical Science and Technology, The University of Tokushima
  • Nakagawa Keizo
    Dept. of Advanced Materials, Institute of Technology and Science, Dept. of Resource Circulation Engineering, Center for Frontier Research of Engineering, The University of Tokushima
  • Sotowa Ken-Ichiro
    Dept. of Advanced Materials, Institute of Technology and Science, Dept. of Resource Circulation Engineering, Center for Frontier Research of Engineering, The University of Tokushima
  • Katou Yuuki
    Corporate Research Laboratories, Mitsubishi Rayon Co., Ltd.
  • Mori Takanori
    Corporate Research Laboratories, Mitsubishi Rayon Co., Ltd.
  • Yasukawa Toshiya
    Corporate Research Laboratories, Mitsubishi Rayon Co., Ltd.
  • Ninomiya Wataru
    Corporate Research Laboratories, Mitsubishi Rayon Co., Ltd.

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Other Title
  • 酸素加圧下重金属非修飾パラジウム触媒によるプロピオンアルデヒドからプロピオン酸メチルへの酸化的エステル化反応

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The use of pressurized oxygen greatly enhanced catalytic activity for oxidative esterification of propionaldehyde to methyl propionate with methanol using heavy-metal-free Pd/C and Pd/Al2O3. For example, the conversion of propionaldehyde, the selectivity to methyl propionate, and the yield of the propionate using 5 % Pd/Al2O3 were 99.9, 62.7, and 62.6 %, respectively, at 1.5 MPa of oxygen gas and 333 K. This result demonstrated that Pb doping of Pd catalysts was not needed to achieve comparable activity, which runs contrary to previous reports, in which it had been suggested that loading of Pd catalysts using a heavy metal such as Pb was needed for the great activity such as 93.2, 76.8, and 71.6 % of the conversion of propionaldehyde, the selectivity to methyl propionate, and the yield of the propionate, respectively, at 0.3 MPa of oxygen gas and 353 K using 5 % Pd/Al2O3 doped with 5 % Pb.

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