Synthesis of Terephthalic Acid by p-Cymene Oxidation using Oxygen: Toward a More Sustainable Production of Bio-Polyethylene Terephthalate

ChemSusChem. 2016 Nov 9;9(21):3102-3112. doi: 10.1002/cssc.201600718. Epub 2016 Oct 12.

Abstract

The synthesis of terephthalic acid from biomass remains an unsolved challenge. In this study, we conducted the selective oxidation of p-cymene (synthesized from biodegradable terpenes, limonene, or eucalyptol) into terephthalic acid over a Mn-Fe mixed-oxide heterogeneous catalyst. The impact of various process parameters (oxidant, temperature, reaction time, catalyst amount, oxygen pressure) on the selectivity to terephthalic acid was evaluated, and some mechanistic aspects were elucidated. An unprecedented synthesis of biobased terephthalic acid (51 % yield) in the presence of O2 is reported.

Keywords: carboxylic acids; heterogeneous catalysis; iron; manganese; oxidation.

MeSH terms

  • Biomass*
  • Catalysis
  • Cymenes
  • Monoterpenes / chemistry*
  • Oxidation-Reduction
  • Oxygen / chemistry*
  • Phthalic Acids / chemical synthesis*
  • Temperature

Substances

  • Cymenes
  • Monoterpenes
  • Phthalic Acids
  • 4-cymene
  • terephthalic acid
  • Oxygen