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

Mari Granström, Jari Kavakka, Alistair King, Johanna Majoinen, Valtteri Mäkelä, Juho Helaja, Sami Hietala, Tommi Virtanen, Sirkka Liisa Maunu, Dimitris S. Argyropoulos, Ilkka Kilpeläinen (Corresponding Author)

Research output: Contribution to journalArticleScientificpeer-review

64 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)481-488
Number of pages8
JournalCellulose
Volume15
Issue number3
DOIs
Publication statusPublished - 1 Jun 2008
MoE publication typeNot Eligible

Fingerprint

Acylation
Cellulose
Chlorides
Ethyldimethylaminopropyl Carbodiimide
Cellulose derivatives
Ionic Liquids
Carboxylic Acids
Carboxylic acids
Ionic liquids
Substitution reactions
Solubility
Chemical activation
Nuclear magnetic resonance
Viscosity
1-allyl-3-methylimidazolium

Keywords

  • 1-Allyl-3-methylimidazolium chloride
  • Cellulose
  • Cellulose modification
  • Ionic liquid
  • Synthesis of cellulose derivatives

Cite this

Granström, M., Kavakka, J., King, A., Majoinen, J., Mäkelä, V., Helaja, J., ... Kilpeläinen, I. (2008). Tosylation and acylation of cellulose in 1-allyl-3-methylimidazolium chloride. Cellulose, 15(3), 481-488. https://doi.org/10.1007/s10570-008-9197-5
Granström, Mari ; Kavakka, Jari ; King, Alistair ; Majoinen, Johanna ; Mäkelä, Valtteri ; Helaja, Juho ; Hietala, Sami ; Virtanen, Tommi ; Maunu, Sirkka Liisa ; Argyropoulos, Dimitris S. ; Kilpeläinen, Ilkka. / Tosylation and acylation of cellulose in 1-allyl-3-methylimidazolium chloride. In: Cellulose. 2008 ; Vol. 15, No. 3. pp. 481-488.
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Granström, M, Kavakka, J, King, A, Majoinen, J, Mäkelä, V, Helaja, J, Hietala, S, Virtanen, T, Maunu, SL, Argyropoulos, DS & Kilpeläinen, I 2008, 'Tosylation and acylation of cellulose in 1-allyl-3-methylimidazolium chloride', Cellulose, vol. 15, no. 3, pp. 481-488. https://doi.org/10.1007/s10570-008-9197-5

Tosylation and acylation of cellulose in 1-allyl-3-methylimidazolium chloride. / Granström, Mari; Kavakka, Jari; King, Alistair; Majoinen, Johanna; Mäkelä, Valtteri; Helaja, Juho; Hietala, Sami; Virtanen, Tommi; Maunu, Sirkka Liisa; Argyropoulos, Dimitris S.; Kilpeläinen, Ilkka (Corresponding Author).

In: Cellulose, Vol. 15, No. 3, 01.06.2008, p. 481-488.

Research output: Contribution to journalArticleScientificpeer-review

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Granström M, Kavakka J, King A, Majoinen J, Mäkelä V, Helaja J et al. Tosylation and acylation of cellulose in 1-allyl-3-methylimidazolium chloride. Cellulose. 2008 Jun 1;15(3):481-488. https://doi.org/10.1007/s10570-008-9197-5