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Selective oxidation of tetrahydrofurfuryl alcohol to (S)-5-(hydroxymethyl)dihydrofuran-2(3H)-one by Ag-CeOx/γ-Al2O3 catalyst

  • Guo-Sheng Wang,
  • Yu-Xin Shang,
  • Jia-Qi Liu,
  • Ting-Ting Xu

摘要

Tetrahydrofurfuryl alcohol (THFA) is a platform compound for green and sustainable development, and the conversion from THFA to high-value-added chemicals is a research hotspot at present. Herein, a scheme for the synthesis of (S)-5-(hydroxymethyl)dihydrofuran-2(3H)-one (2H-HBO) from THFA was proposed for the first time. The Ag-CeOx/γ-Al2O3 catalyst was prepared by the impregnation method. The X-ray diffraction pattern indicates the presence of cerium oxide and silver metal nanoparticles with a fluorite structure on the surface of the γ-Al2O3 support. Scanning electron microscopy indicates that the support is encased with metal nanoparticles and the average particle size of the catalyst is 5–26 nm. Transmission electron microscopy indicates that Ag0 exists in a dispersed state. The CeO2/Ce2O3 redox pair was formed on the outer surface of the vector. Energy dispersive spectroscopy demonstrated that the silver and cerium nanoparticles are relatively evenly distributed on the support. X-ray photoelectron spectroscopy demonstrated the presence of Ce3+/Ce4+ on the surface of the catalyst, confirming the presence of Ag0. NH3-temperature programmed desorption and pyridine adsorption Fourier-transform infrared demonstrate the presence of 0.0708 mmol g−1 L-acid and 0.0028 mmol g−1 B-acid acid sites on the surface of the catalyst. GC–MS shows that the main oxidation product of aerobic oxidation of THFA is 2H-HBO with a yield of 87.8%. The reaction mechanism of 2H-HBO formation from ring-opening and then cyclization of THFA was revealed. We present a solvent-free, 100% conversion method of THFA. This study provides an efficient and novel scheme for realizing the high valorization of biomass derivatives.

Graphical abstract