Preparation of diisononyl adipate in a solvent-free system via an immobilized lipase-catalyzed esterification

Enzyme Microb Technol. 2019 Dec:131:109340. doi: 10.1016/j.enzmictec.2019.04.014. Epub 2019 Apr 29.

Abstract

Diisononyl adipate is a plasticizer which has excellent property of low temperature resistance and is permitted in food contact materials. In this study, diisononyl adipate was synthesized from adipic acid and isononyl alcohol in a solvent-free system via immobilized lipase-catalyzed esterification. Liquid Eversa lipase from Thermomyces lanuginosus was immobilized on Lewatit VP OC 1600 carrier. The effects of temperature, substrate molar ratio, water activity of enzyme, vacuum, and enzyme loading on the reaction efficiency were investigated. Application of vacuum played a key role to achieve a 100% conversion. The optimal temperature, molar ratio (adipic acid to isononyl alcohol), water activity of enzyme, vacuum were 50 °C, 1:3, 0.75, 13.3 kPa, and 10% (based on weight of total substrate). Under these conditions, 100% conversion was achieved within 6 h.

Keywords: Adipic acid; Diisononyl adipate; Esterification; Eversa lipase; Isononyl alcohol; Plasticizer.

MeSH terms

  • Adipates / metabolism*
  • Enzymes, Immobilized / metabolism
  • Esterification
  • Eurotiales / enzymology*
  • Fatty Alcohols / metabolism
  • Kinetics
  • Lipase / metabolism*
  • Temperature
  • Vacuum

Substances

  • Adipates
  • Enzymes, Immobilized
  • Fatty Alcohols
  • adipic acid
  • diisononyl adipate
  • Lipase
  • isononyl alcohol