Hydrogenation of Dimethyl Adipate to 1,6-Hexanediol on Supported Rh–Sn Catalysts

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  • Kojima Yu-uki
    Dept. of Chemical Energy and Environmental Engineering, Faculty of Environmental and Urban Engineering, Kansai University
  • Kotani Shingo
    Dept. of Chemical Energy and Environmental Engineering, Faculty of Environmental and Urban Engineering, Kansai University
  • Sano Makoto
    Dept. of Chemical Energy and Environmental Engineering, Faculty of Environmental and Urban Engineering, Kansai University
  • Suzuki Toshimitsu
    Dept. of Chemical Energy and Environmental Engineering, Faculty of Environmental and Urban Engineering, Kansai University
  • Miyake Takanori
    Dept. of Chemical Energy and Environmental Engineering, Faculty of Environmental and Urban Engineering, Kansai University

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  • 担持Rh–Sn触媒を用いたアジピン酸ジメチルの水素化による1,6-ヘキサンジオール合成

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Abstract

Hydrogenation of dimethyl adipate (DMA) to 1,6-hexanediol (1,6-HDO) was studied on supported noble metal-Sn binary catalysts at 300 °C and 9.1 MPa of H2 in an autoclave. Binary catalysts were prepared by the conventional impregnation method and characterized by XRD, TPR and XPS. Among the catalysts studied, Rh–Sn supported on α-Al2O3 gave the highest 1,6-HDO yield. A novel reaction scheme is proposed including 6-hydroxyhexyl methyl adipate produced by an ester-exchange reaction between DMA and 1,6-HDO. The molar ratio of Sn to Rh greatly affected the catalytic performance. The active site structure and valences of Rh and Sn are discussed. Comparison of the catalytic performance with reported catalysts suggested that Rh–Sn and previous Ru–Sn catalysts provided superior selectivity for 1,6-HDO to previous Cu–Cr catalyst at the same DMA conversion.

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