The undesirable acetylation of cellulose by the acetate ion of 1-ethyl-3-methylimidazolium acetate

The ionic liquid (IL) 1-ethyl-3-methylimidazolium acetate ([C2mim]OAc) is considered to be an inert solvent of cellulose and lignocellulosic biomass. Acetylation (1.7% mol, or DS 0.017) of cellulose after dissolution in technical grade [C2mim]OAc (150 °C for 20 min), is demonstrated by compositional...

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Bibliographic Details
Published in:Cellulose (London) 2012-02, Vol.19 (1), p.307-312
Main Authors: Karatzos, Sergios Kimon, Edye, Leslie Alan, Wellard, Robert Mark
Format: Article
Language:English
Subjects:
Acetylation
Biomass
Bioorganic Chemistry
Cellulose
Cellulose acetate
Ceramics
Chemistry
Chemistry and Materials Science
Composites
Fermentation
Glass
Ionic liquids
Lignocellulose
Natural Materials
NMR spectroscopy
Organic Chemistry
Physical Chemistry
Polymer Sciences
Saccharification
Sustainable Development
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Summary:The ionic liquid (IL) 1-ethyl-3-methylimidazolium acetate ([C2mim]OAc) is considered to be an inert solvent of cellulose and lignocellulosic biomass. Acetylation (1.7% mol, or DS 0.017) of cellulose after dissolution in technical grade [C2mim]OAc (150 °C for 20 min), is demonstrated by compositional analysis, FTIR analysis and 13 C NMR spectroscopy (in [C2mim]OAc with 13 C enriched acetate). This acetylation, in the absence of added acylating agents, has not been reported before and may limit [C2mim]OAc utility in industrial scale biomass processing, even at this low extent. For example, cellulose acetylation may contribute to IL loss in processes where the IL is recovered and reused and inhibit enzyme saccharification of cellulose in lignocellulosic biofuel production processes based on saccharification and fermentation. Graphical abstract  
ISSN:0969-0239
1572-882X
DOI:10.1007/s10570-011-9621-0