Tosylation and acylation of cellulose in 1-allyl-3-methylimidazolium chloride

Tosylation and acylation of cellulose were performed under mild reaction conditions using imidazolium based ionic liquids (ILs) as solvents. The non-degradative nature, lower viscosity, as well as higher solubility of cellulose in [amim]Cl encouraged us to carry out the reactions in this media. The...

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Published in:Cellulose (London) 2008-06, Vol.15 (3), p.481-488
Main Authors: Granström, Mari, Kavakka, Jari, King, Alistair, Majoinen, Johanna, Mäkelä, Valtteri, Helaja, Juho, Hietala, Sami, Virtanen, Tommi, Maunu, Sirkka-Liisa, Argyropoulos, Dimitris S, Kilpeläinen, Ilkka
Format: Article
Language:English
Subjects:
Acylation
Bioorganic Chemistry
Carbonyls
Carboxylic acids
Cellulose
Ceramics
Chemistry
Chemistry and Materials Science
Composites
Glass
Ionic liquids
Natural Materials
NMR
Nuclear magnetic resonance
Organic Chemistry
Physical Chemistry
Polymer Sciences
Reagents
Solvents
Substitution reactions
Sustainable Development
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Summary:Tosylation and acylation of cellulose were performed under mild reaction conditions using imidazolium based ionic liquids (ILs) as solvents. The non-degradative nature, lower viscosity, as well as higher solubility of cellulose in [amim]Cl encouraged us to carry out the reactions in this media. The reactions described here were optimised for this particular solvent in order to obtain different cellulose derivatives with high yields, homogeneity and degree of substitution (DS). Two reagents employed for the in situ activation of carboxylic acids were N,N'-carbonyldiimidazole (CDI) and 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride (EDCI). Final products were characterised by solution and solid-state NMR techniques.
ISSN:0969-0239
1572-882X
DOI:10.1007/s10570-008-9197-5