Homogeneous modification of cellulose in ionic liquid with succinic anhydride using N-bromosuccinimide as a catalyst

J Agric Food Chem. 2009 Mar 11;57(5):1814-20. doi: 10.1021/jf803097k.

Abstract

The homogeneous chemical modification of cellulose with succinic anhydride was investigated in a solvent system containing 1-butyl-3-methylimidazolium chloride ionic liquid and dimethylsulfoxide using N-bromosuccinimide (NBS) as a catalyst. The results showed that the degree of substitution of the succinylated cellulosic samples, in the range of 0.24-2.31, noticeably increased as compared with the products without any catalysts, indicating that NBS was a novel efficient catalyst for cellulose succinoylation in ionic liquids. Fourier transform infrared and solid-state cross-polarization/magic angle spinning (13)C NMR spectroscopies also provided evidence of succinoylation reaction. The results indicated that the reaction of hydroxyl groups at C-6, C-2, and C-3 positions in cellulose occurred. The thermal stability of the succinylated cellulose was found to decrease upon chemical modification.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bromosuccinimide / chemistry*
  • Catalysis
  • Cellulose / chemistry*
  • Ionic Liquids / chemistry*
  • Molecular Structure
  • Succinic Anhydrides / chemistry*

Substances

  • Ionic Liquids
  • Succinic Anhydrides
  • succinic anhydride
  • Cellulose
  • Bromosuccinimide