Influence of steric effects on the kinetics of cyclic-carbonate vegetable oils aminolysis

Andrés Felipe Guzmán Agudelo, Wander Y. Pérez-Sena, Nasreddine Kebir, Tapio Salmi, Luis Alberto Ríos, Sébastien Leveneur

Research output: Contribution to journalArticleScientificpeer-review

Abstract

Polyurethane polymer is more and more famous because of its versatile properties. The current production process requires the use of isocyanate, which is a hazardous chemical. An alternative eco-friendly route of production is the aminolysis reaction between a cyclic-carbonate, from carbonated vegetable oil, and a diamine. Nevertheless, the kinetics of this reaction system is slow, which might be due to steric hindrance. In order to predict and evaluate this steric hindrance, different amines were tested for the aminolysis of carbonated methyl oleate. Four amines were used: n-butylamine, methylbutylamine, ethylbutylamine and dibutylamine. Kinetic models for the aminolysis with each amine were developed. A relationship between structure and reactivity of each substituent was found through the concept of Linear Free Energy Relationships.
Original languageEnglish
Article number115954
JournalChemical Engineering Science
Volume228
DOIs
Publication statusPublished - 2020
MoE publication typeA1 Journal article-refereed

Keywords

  • NIPU
  • Cyclic carbonate
  • Aminolysis
  • Vegetable oils
  • Kinetic modeling
  • Structure reactivity

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