Ionic-liquid-catalyzed decarboxylation of glycerol carbonate to glycidol
- Ionic-liquid-catalyzed decarboxylation of glycerol carbonate to glycidol
- 최지식; 피델리스 허버트슨; 오지영; 이근임; 이상득; 정민석; 김훈식; 이현주
- Glycerol; Glycerol carbonate; Glycidol; Ionic liquids; Decarboxylation
- Issue Date
- Journal of catalysis
- VOL 297, 248-255
- Decarboxylation of glycerol carbonate (GLC) to produce 2,3-epoxy-1-propanol (glycidol) was conducted
using various kinds of ionic liquids (ILs) as catalysts. ILs bearing an anion with medium hydrogen-bond
basicity such as NO-3 and I- exhibited the higher glycidol yields than those having an anion with low or
strong hydrogen-bond. FT-IR spectroscopic analysis shows that both GLC and glycidol interact with
anions of ILs through their hydroxyl groups. It was possible to improve the yield of glycidol when a zinc
salt with a medium Lewis acidity was co-present along with an IL. The yield of glycidol was greatly
increased up to 98% when the decarboxylation was conducted in the presence of a high-boiling aprotic
solvent. Computational calculations on the mechanism using 1-butyl-3-methylimidazolium nitrate as a
catalyst revealed that the first step is the NO-3 -assisted ring-opening of GLC followed by the ring closure,
resulting in the formation of a 3-membered ring intermediate species.
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