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Efficient synthesis of cellulose furoates in 1-N-butyl-3-methylimidazolium chloride

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Abstract

The ionic liquid 1-N-butyl-3-methylimidazolium chloride ([C4mim]+Cl−) was investigated as reaction media for the homogeneous acylation of cellulose with 2-furoyl chloride in the presence of pyridine. The preparation of cellulose furoate depending on the reaction conditions, the cellulose type and the pyridine content was studied. Cellulose furoates with a degree of substitution in the range from 0.46 to 3.0 were accessible, i.e., under mild conditions, with a low excess of reagent and in a short reaction time. The products were characterized by elemental analysis, perpropionylation, 1H- and 13C NMR spectroscopy and FTIR spectroscopy.

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Abbreviations

AGU:

Anhydroglucose unit

CDI:

N,N′-carbonyldiimidazole

[C4mim]+Cl− :

1-N-Butyl-3-methylimidazolium chloride

DMSO:

Dimethyl sulfoxide

DP:

Degree of polymerization

DS:

Degree of substitution

FC:

2-Furoyl chloride

IL:

Ionic liquid

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Acknowledgements

The financial support of the ‘‘Forschungsvereinigung Werkstoffe aus Nachwachsenden Rohstoffen e.V. Rudolstadt’’ is gratefully acknowledged.

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Authors and Affiliations

  1. Centre of Excellence for Polysaccharide Research, Friedrich Schiller University of Jena, Humboldtstraβe 10, 07743, Jena, Germany

    Sarah Köhler & Thomas Heinze

Authors
  1. Sarah Köhler
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  2. Thomas Heinze
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Correspondence to Thomas Heinze.

Additional information

Thomas Heinze is the member of the European Polysaccharide Network of Excellence (EPNOE), www.epnoe.eu

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Köhler, S., Heinze, T. Efficient synthesis of cellulose furoates in 1-N-butyl-3-methylimidazolium chloride. Cellulose 14, 489–495 (2007). https://doi.org/10.1007/s10570-007-9138-8

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  • DOI: https://doi.org/10.1007/s10570-007-9138-8

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