One-step preparation of 2,3,6-tricarboxy cellulose

被引:18
作者
Takaichi, Satoshi [1 ]
Hiraoki, Ryoya [1 ]
Inamochi, Toru [1 ]
Isogai, Akira [1 ]
机构
[1] Univ Tokyo, Dept Biomat Sci, Tokyo 1138657, Japan
基金
日本学术振兴会; 日本科学技术振兴机构;
关键词
Azaadamantane N-oxyl; AZADO; Mesotartaric acid/hydrated glyoxilic acid alternating co-polyacetal; Size-exclusion chromatography; 2,3,6-Tricarboxy cellulose; POT OXIDATIVE CLEAVAGE; N-OXYL AZADO; ACID; TEMPO; DIOLS;
D O I
10.1016/j.carbpol.2014.03.085
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Water-soluble sodium 2,3,6-tricarboxylate cellulose (NaTCC) or sodium mesotartarate/monohydrated glyoxilate alternating co-polyacetal was prepared from regenerated cellulose in a yield of 82% by one-step oxidation with catalytic amounts of 2-azaadamantane N-oxyl (AZADO), NaBr, and excess NaOCl in water at room temperature under alkaline conditions. The AZADO-oxidized product was shown to have an almost homogeneous NaTCC chemical structure by its H-1 and C-13 NMR spectra. The weight- and number-average molecular masses of the obtained NaTCC were 10,700 and 7000. When AZADO-mediated oxidation was applied to softwood bleached kraft pulp, a water-soluble oxidized product was obtained. However, it had a more heterogeneous chemical structure showing that the complete oxidation of the C2, C3, and C6 hydroxyls to carboxyls is difficult to achieve in native cellulose. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:499 / 504
页数:6
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