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Cellulose

, Volume 15, Issue 1, pp 177–185 | Cite as

Optimization of cellouronic acid synthesis by TEMPO-mediated oxidation of cellulose III from sugar beet pulp

  • Youssef Habibi
  • Michel R. Vignon
Article

Abstract

Microfibrillated cellulose from purified sugar beet pulp was converted into cellulose III by immersion in liquid ammonia. When freed from ammonia, this product was oxidized in water at pH-10 using NaBr, NaOCl and 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO) under various conditions and concentrations. The resulting water-soluble cellouronic acid—i.e. cellulose oxidized at the C6 position- was analyzed by high performance size exclusion chromatography (HPSEC) together with 13C NMR spectroscopy. The oxidation parameters, namely reaction time, temperature, NaBr and TEMPO concentrations were varied to determine the optimum reaction conditions. A low TEMPO concentration, a rather fast reaction time and the conducting of the oxidation at 0 °C were critical to obtain pure cellouronic acid in high yield, high purity and high DP.

Keywords

Cellulose Cellouronic acid Oxidation TEMPO 

Notes

Acknowledgments

We thank P. Colin-Morel (CERMAV) for his help with the HPSEC experiments and Dr. H. Chanzy for valuable discussion and critical reading of the manuscript.

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Copyright information

© Springer Science+Business Media B.V. 2007

Authors and Affiliations

  1. 1.Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS) affiliated with Joseph Fourier University, and Institut de Chimie Moléculaire de Grenoble (ICMG)Grenoble cedex 9France
  2. 2.Ecole Française de Papeterie et des Industries Graphiques (EFPG-INPG)St-Martin d’Heres CedexFrance

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