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01.12.2015 | Original Paper

On the mechanism of the unwanted acetylation of polysaccharides by 1,3-dialkylimidazolium acetate ionic liquids: part 1—analysis, acetylating agent, influence of water, and mechanistic considerations

verfasst von: Thomas Zweckmair, Hubert Hettegger, Hatem Abushammala, Markus Bacher, Antje Potthast, Marie-Pierre Laborie, Thomas Rosenau

Erschienen in: Cellulose | Ausgabe 6/2015

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Abstract

The acetylating action of ionic liquids frequently used in biomass and polysaccharide processing, namely 1,3-dialkylimidazolium acetates, on cellulose has been studied. Analysis was based on an accurate method to quantify even minute amounts of organic acetates in polysaccharides. The acetylation is caused by impurities in the ionic liquids, specially purified ionic liquids do not show an acetylating effect. 1-Acetylimidazole has been proven to be the actual acetylating agent, and its presence in aged ionic liquids has been confirmed. Formation of the reagent, mechanism of its action—being an acetyl transfer rather than a typical esterification—kinetics of the acetylation and the effect of water in the system are studied in detail. The implications on processing of biomaterials in ionic liquids are discussed as well.

Vorheriger Artikel Determination of molar mass distributions of highly oxidized dialdehyde cellulose by size exclusion chromatography and asymmetric flow field-flow fractionation

Nächster Artikel Cotton fiber hot spot in situ growth of Stöber particles

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Titel: On the mechanism of the unwanted acetylation of polysaccharides by 1,3-dialkylimidazolium acetate ionic liquids: part 1—analysis, acetylating agent, influence of water, and mechanistic considerations
verfasst von: Thomas Zweckmair
Hubert Hettegger
Hatem Abushammala
Markus Bacher
Antje Potthast
Marie-Pierre Laborie
Thomas Rosenau
Publikationsdatum: 01.12.2015
Verlag: Springer Netherlands
Erschienen in: Cellulose / Ausgabe 6/2015
Print ISSN: 0969-0239
Elektronische ISSN: 1572-882X
DOI: https://doi.org/10.1007/s10570-015-0756-2

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