Synthesis of cellulose methylcarbonate in ionic liquids using dimethylcarbonate

ChemSusChem. 2015 Jan;8(1):77-81. doi: 10.1002/cssc.201402794. Epub 2014 Nov 6.

Abstract

Dialkylcarbonates are viewed as low-cost, low-toxicity reagents, finding application in many areas of green chemistry. Homogeneous alkoxycarbonylation of cellulose was accomplished by applying dialkycarbonates (dimethyl and diethyl carbonate) in the ionic liquid-electrolyte trioctylphosphonium acetate ([P8881 ][OAc])/DMSO or 1-ethyl-3-methylimidazolium acetate ([emim][OAc]). Cellulose dialkylcarbonates with a moderate degree of substitution (DS∼1) are accessible via this procedure and cellulose methylcarbonate was thoroughly characterized for its chemical and physical properties after regeneration. This included HSQC & HMBC NMR, ATR-IR, molecular weight distribution, morphology, thermal properties, and barrier properties after film formation.

Keywords: carbonates; cellulose; dimethyl carbonate; ionic liquids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cellulose / analogs & derivatives
  • Cellulose / chemical synthesis*
  • Chemistry Techniques, Synthetic
  • Formates / chemistry*
  • Green Chemistry Technology
  • Ionic Liquids / chemistry*

Substances

  • Formates
  • Ionic Liquids
  • Cellulose
  • methyl carbonate