The Effect of Solvent Hydrophilicity on the Enzymatic Ring-Opening Polymerization of L-Lactide by Candida rugosa Lipase

Catia Angli Curie, Muhammad Arif Darmawan, Dianursanti Dianursanti, Wiratni Budhijanto, Misri Gozan

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1 Citation (Scopus)

Abstract

Contradictions have been reported on the effect of organic solvents, especially toluene, on enzymatic ring-opening polymerization (eROP) of L-lactide. Studies have shown that log P, a common measure of hydrophilicity, affects enzyme activity. This study examines the effect of solvents with various log P values on the eROP of L-lactide, performed using Candida rugosa lipase (CRL). N,N-dimethylacetamide (DMA), 1,2-dimethoxybenzene, 1,4-dimethoxybenzene, diphenyl ether, and dodecane were used as the organic solvents. The eROP in ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM][PF6]) was also conducted to compare its performance with the organic solvents. The results show that [BMIM][PF6]-mediated eROP gave better conversion and molecular weight than the organic solvent-mediated eROP. In this study, the effects of solvents hydrophilicity are discussed, including the possibility of hexafluorophosphate ion ([PF6]) hydrolysis to occur.

Original languageEnglish
Article number3856
JournalPolymers
Volume14
Issue number18
DOIs
Publication statusPublished - Sep 2022

Keywords

  • Candida rugosa lipase
  • enzymatic ring-opening polymerization (eROP)
  • hydrophilicity
  • hydrophobicity
  • ionic liquid
  • L-lactide
  • organic solvents
  • polylactic acid
  • [BMIM][PF]
  • [PF] hydrolysis

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