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

被引：0
作者：
Youssef Habibi
Michel R. Vignon
机构：
[1] Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS) affiliated with Joseph Fourier University,
[2] and Institut de Chimie Moléculaire de Grenoble (ICMG),undefined
[3] Ecole Française de Papeterie et des Industries Graphiques (EFPG-INPG),undefined
来源：
Cellulose | 2008年 / 15卷
关键词：
Cellulose; Cellouronic acid; Oxidation; TEMPO;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
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.
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页码：177 / 185
页数：8
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共 86 条
  • [1] Bragd PL(2000)Bromide-free TEMPO-mediated oxidation of primary alcohol groups in starch and methyl α-D-glucopyranoside Carbohydr Res 328 355-363
  • [2] Besemer AC(2004)TEMPO-mediated oxidation of polysaccharides: survey of methods and applications Top Catal 27 49-66
  • [3] van Bekkum H(1996)Oxidation of primary alcohol groups of naturally occurring polysaccharides with 2,2,6,6,-tetramethyl-1-piperidine oxoammonium ion J Carbohydr Chem 15 819-830
  • [4] Bragd PL(1986)Distortion and fragmentation of cellulose crystals during the “reversible” transformation : cellulose I–cellulose III Holzforschung 40 25-1425
  • [5] van Bekkum H(2003) in Valonia Biomacromolecules 4 1417-6
  • [6] Besemer AC(1994)TEMPO-mediated oxidation of cellulose III Recl Trav Chim Pays Bas 113 165-98
  • [7] Chang PS(1995)Highly selective TEMPO mediated oxidation of primary alcohol groups in polysaccharides Carbohydr Res 269 89-6547
  • [8] Robyt JF(1996)Highly selective nitrosyl radical-mediated oxidation of primary alcohol groups in water-soluble glucans Macromolecules 29 6541-256
  • [9] Chanzy H(1990)TEMPO-mediated oxidation of pullulan and influence of ionic strength and linear charge density on the dimensions of the obtained polyelectrolyte chains Carbohydr Res 195 247-801
  • [10] Henrissat B(1997)Biodegradation of oxidized regenerated cellulose Plant Physiol 115 793-283
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