Synthesis and characterization of polyacids from palm acid oil and sunflower oil via addition reaction

Bioorg Med Chem Lett. 2013 Dec 15;23(24):6616-9. doi: 10.1016/j.bmcl.2013.10.053. Epub 2013 Nov 1.

Abstract

In this study aliphatic polyacids were synthesized using palm acid oil (PAO) and sunflower oil (SFO) via addition reaction technique. The synthesized materials were characterized using Fourier-transform infra-red (FTIR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy, matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-ToF-MS) and thermo-gravimetric analysis (TGA). Mixing formic acid and hydrogen peroxide with PAO or SFO at the ratio 3:10:1 produced the lowest iodine value of 10.57 and 9.24 respectively, indicating the increase in epoxidization of both oils. Adding adipic acid to the epoxidized oils at a ratio of 1:10 increases the acid values of SFO and PAO to 11.22 and 6.73 respectively. The existence of multi-acid groups present in synthesized polyacid was confirmed by MALD-ToF-MS. This feature indicates a possible value to the biomaterials development.

Keywords: Addition reaction; Biomaterials; Epoxidation; Polyacid; Vegetable oil.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acids / chemical synthesis*
  • Acids / chemistry*
  • Epoxy Compounds / chemistry
  • Fatty Acids, Unsaturated / chemistry
  • Formates / chemistry
  • Hydrogen Peroxide / chemistry
  • Palm Oil
  • Plant Oils / chemistry*
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
  • Spectroscopy, Fourier Transform Infrared
  • Sunflower Oil

Substances

  • Acids
  • Epoxy Compounds
  • Fatty Acids, Unsaturated
  • Formates
  • Plant Oils
  • Sunflower Oil
  • formic acid
  • Palm Oil
  • Hydrogen Peroxide