Homogeneous modification of sugarcane bagasse cellulose with succinic anhydride using a ionic liquid as reaction medium

Carbohydr Res. 2007 May 21;342(7):919-26. doi: 10.1016/j.carres.2007.02.006. Epub 2007 Feb 13.

Abstract

The homogeneous chemical modification of sugarcane bagasse cellulose with succinic anhydride using 1-allyl-3-methylimidazolium chloride (AmimCl) ionic liquid as a reaction medium was studied. Parameters investigated included the molar ratio of succinic anhydride/anhydroglucose units in cellulose in a range from 2:1 to 14:1, reaction time (from 30 to 160min), and reaction temperature (between 60 and 110 degrees C). The succinylated cellulosic derivatives were prepared with a low degree of substitution (DS) ranging from 0.071 to 0.22. The results showed that the increase of reaction temperature, molar ratio of SA/AGU in cellulose, and reaction time led to an increase in DS of cellulose samples. The products were characterized by FT-IR and solid-state CP/MAS (13)C NMR spectroscopy, and thermal analysis. It was found that the crystallinity of the cellulose was completely disrupted in the ionic liquid system under the conditions given. The data also demonstrated that homogeneous modification of cellulose with succinic anhydride in AmimCl resulted in the production of cellulosic monoester. The thermal stability of the succinylated cellulose decreased upon chemical modification.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Calorimetry, Differential Scanning
  • Cellulose / chemistry*
  • Ionic Liquids / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Saccharum / chemistry*
  • Spectroscopy, Fourier Transform Infrared
  • Succinic Anhydrides / chemistry*
  • Temperature
  • Thermogravimetry
  • Time Factors

Substances

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