Catalytic Conversion of Glucose into Levulinic Acid Using 2-Phenyl-2-Imidazoline Based Ionic Liquid Catalyst

Molecules. 2021 Jan 12;26(2):348. doi: 10.3390/molecules26020348.

Abstract

Levulinic acid (LA) is an industrially important product that can be catalytically valorized into important value-added chemicals. In this study, hydrothermal conversion of glucose into levulinic acid was attempted using Brønsted acidic ionic liquid catalyst synthesized using 2-phenyl-2-imidazoline, and 2-phenyl-2-imidazoline-based ionic liquid catalyst used in this study was synthesized in the laboratory using different anions (NO3, H2PO4, and Cl) and characterized using 1H NMR, TGA, and FT-IR spectroscopic techniques. The activity trend of the Brønsted acidic ionic liquid catalysts synthesized in the laboratory was found in the following order: [C4SO3HPhim][Cl] > [C4SO3HPhim][NO3] > [C4SO3HPhim][H2PO4]. A maximum 63% yield of the levulinic acid was obtained with 98% glucose conversion at 180 °C and 3 h reaction time using [C4SO3HPhim][Cl] ionic liquid catalyst. The effect of different reaction conditions such as reaction time, temperature, ionic liquid catalyst structures, catalyst amount, and solvents on the LA yield were investigated. Reusability of [C4SO3HPhim][Cl] catalyst up to four cycles was observed. This study demonstrates the potential of the 2-phenyl-2-imidazoline-based ionic liquid for the conversion of glucose into the important platform chemical levulinic acid.

Keywords: biomass; hydrothermal conversion; ionic liquid catalyst; levulinic acid.

MeSH terms

  • Acids / chemistry
  • Catalysis
  • Glucose / metabolism*
  • Imidazoles / metabolism*
  • Ionic Liquids / metabolism*
  • Levulinic Acids / metabolism*
  • Proton Magnetic Resonance Spectroscopy
  • Solvents
  • Spectrophotometry, Ultraviolet
  • Spectroscopy, Fourier Transform Infrared
  • Temperature
  • Thermogravimetry

Substances

  • Acids
  • Imidazoles
  • Ionic Liquids
  • Levulinic Acids
  • Solvents
  • 2-phenyl-2-imidazoline
  • Glucose
  • levulinic acid