Cited by 136Advanced Cellulose Research StudiesIonic liquids properties and applicationsCatalysis for Biomass Conversion

Interactions of Ionic Liquids with Polysaccharides 1. Unexpected Acetylation of Cellulose with 1‐Ethyl‐3‐methylimidazolium Acetate

Köhler, Sarah, Liebert, Tim, Schöbitz, Michael, Schaller, Jens, Meister, Frank, Günther, Wolfgang, Heinze, Thomas·2007·Macromolecular Rapid Communications

Abstract

The homogeneous conversion of cellulose in the ionic liquid 1‐ethyl‐3‐methylimidazolium acetate with 2‐furoyl chloride, p‐toluenesulfonyl chloride, and triphenylmethyl chloride yields surprisingly pure cellulose acetate samples in any case. From NMR spectroscopic studies, it may be concluded that during the homogeneous functionalization reactive intermediates including furane‐2‐carboxylic acid/acetic acid anhydride and acetic acid triphenylmethyl ester are formed leading to the cellulose acetates with DS values in the range from 0.55 to 1.86. magnified image

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Registry

Crossref · 10.1002/marc.200700529

Cites

12 of 12 references verified0 citation errors · 0 not checkable

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  • Cellulose dissolution is an industrially attractive application of ionic liquids due to good solubilities (5-20 wt%, depending on ionic liquid and conditions), competitive properties of regenerated cellulose, increased stability of ionic liquid cellulose solutions, and low toxicity of certain relevant ionic liquids.

    “Cellulose dissolution is an industrially attractive application of ionic liquids, due to good solubilities (5-20 wt%, depending on the ionic liquid and the conditions), the competitive properties of cellulose reprecipitated from the ionic liquid solutions, 73 the increased stability of ionic liquid cellulose solutions 74 and the low toxicity of certain relevant ionic liquids (for example, [C 2 C 1”

    From Deconstruction of lignocellulosic biomass with ionic liquids (2013) · cites this paper as [74]

  • Very nucleophilic anions such as chloride and acetate can lower the onset temperature of decomposition of ionic liquids to around 200 °C.

    “It has been shown that anions that are very nucleophilic, such as chloride and acetate, can lower T onset to around 200 °C, while dissolved cellulose appears to have no effect on the IL decomposition temperature, even up to 12% cellulose.74”

    From Deconstruction of lignocellulosic biomass with ionic liquids (2013) · cites this paper as [74]

  • Dissolved cellulose has no effect on the ionic liquid decomposition temperature, even up to 12% cellulose.

    “It has been shown that anions that are very nucleophilic, such as chloride and acetate, can lower T onset to around 200 °C, while dissolved cellulose appears to have no effect on the IL decomposition temperature, even up to 12% cellulose.74”

    From Deconstruction of lignocellulosic biomass with ionic liquids (2013) · cites this paper as [74]

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Authors
Köhler, S., Liebert, T., Schöbitz, M., Schaller, J., Meister, F., Günther, W., & Heinze, T.
Affiliations
  • Friedrich Schiller University Jena (DE)
  • Thuringian Institute of Textile and Plastics Research (DE)
Corresponding author
Heinze, Thomas
Venue
Macromolecular Rapid Communications
Publisher
Wiley
Published
2007-12-04
Volume
28
Issue
24
Pages
2311-2317
ISSN
  • 1022-1336 (ISSN-L)
  • 1521-3927
OpenAlex
W1968707830
Cited by
136
References
12
Citations by year
2026: 2 · 2025: 2 · 2024: 7 · 2023: 5 · 2022: 2 · 2021: 5 · 2020: 8 · 2019: 9 · 2018: 9 · 2017: 8 · 2016: 9 · 2015: 6 · 2014: 4 · 2013: 8 · 2012: 13
FWCI
3.88
Type
journal article
Language
en
Open access
closed
Locations
Macromolecular Rapid Communications (publishedVersion)
Topics
  • Physical Sciences › Materials Science › Biomaterials › Advanced Cellulose Research Studies
  • Physical Sciences › Chemical Engineering › Catalysis › Ionic liquids properties and applications
  • Physical Sciences › Engineering › Biomedical Engineering › Catalysis for Biomass Conversion
Keywords
1-ethyl-3-methylimidazolium acetate, ionic liquids, polysaccharide functionalization, p-toluenesulfonyl chloride, triphenylmethyl chloride, acetic anhydride, degree of acetylation, reactive intermediates

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