Interaction between hydrophobic chitosan derivative and asphaltene in heavy oil to reduce viscosity of heavy oil

Int J Biol Macromol. 2023 Aug 30:247:125573. doi: 10.1016/j.ijbiomac.2023.125573. Epub 2023 Jul 11.

Abstract

The high viscosity of heavy oil made it difficult to exploit and transport heavy oil in pipeline. In this research, N-[(2-hydroxy-3-trimethylammonium) propyl] O-stearoyl chitosan tetraphenylboride (sc-CTS-st) was synthesized from chitosan, 2, 3-epoxy-propyl trimethyl ammonium chloride, sodium tetraphenylboron and stearyl chloride. sc-CTS-st contains long chain saturated aliphatic hydrocarbon, hydroxyl group and benzene ring, which could be dissolved in heavy oil fully and interacted with asphaltene. At 50 °C, the viscosity of heavy oil could be reduced to 13,800 mPa·s at most, with a viscosity reduction rate of 57.54 %. SEM and XRD showed that sc-CTS-st could affect the supramolecular accumulation structure of asphaltenes. Using FT-IR, sc-CTS-st could interact with asphaltene in the form of hydrogen bonds using the polar parts of the molecule, thereby weakening the self-association between asphaltene molecules. Molecular simulation was used to demonstrate the interaction mechanism between chitosan derivatives and asphaltenes. sc-CTS-st interacted with asphaltene through chemical bonding and influenced the self-association of asphaltene molecules. In addition, the non-polar portion of sc-CTS-st molecules could form a coating on the outside of the asphaltenes stacking structure, thus shielding or reducing the polarity of the stacking structure surface.

Keywords: Asphaltene; Chitosan; Heavy oil; Hydrogen bond.

MeSH terms

  • Chitosan*
  • Polycyclic Aromatic Hydrocarbons* / chemistry
  • Spectroscopy, Fourier Transform Infrared
  • Viscosity

Substances

  • asphaltene
  • Chitosan
  • Polycyclic Aromatic Hydrocarbons