Ionic-liquid-catalyzed decarboxylation of glycerol carbonate to glycidol

Title
Ionic-liquid-catalyzed decarboxylation of glycerol carbonate to glycidol
Authors
최지식피델리스 허버트슨오지영이근임이상득정민석김훈식이현주
Keywords
Glycerol; Glycerol carbonate; Glycidol; Ionic liquids; Decarboxylation
Issue Date
2013-01
Publisher
Journal of catalysis
Citation
VOL 297, 248-255
Abstract
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.
URI
http://pubs.kist.re.kr/handle/201004/44346
ISSN
00219517
Appears in Collections:
KIST Publication > Article
Files in This Item:
There are no files associated with this item.
Export
RIS (EndNote)
XLS (Excel)
XML


qrcode

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.

BROWSE