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通过TEMPO/NaClO氧化水溶性醋酸纤维素制备纤维素糖醛酸和部分乙酰化纤维素糖醛酸。

Preparation of cellouronic acids and partially acetylated cellouronic acids by TEMPO/NaClO oxidation of water-soluble cellulose acetate.

作者信息

Gomez-Bujedo Silvia, Fleury Etienne, Vignon Michel R

机构信息

Centre de Recherches sur les Macromolécules Végétales, CNRS, and Université Joseph Fourier, BP 53, 38041 Grenoble Cedex 9, France.

出版信息

Biomacromolecules. 2004 Mar-Apr;5(2):565-71. doi: 10.1021/bm034405y.

Abstract

Water-soluble cellulose acetates with a degree of substitution (DS) of 0.5, prepared by partial deacetylation of cellulose acetate of DS=2.5, were oxidized with catalytic amount of 2,2,6,6,-tetramethyl-1-piperidinyloxy radical (TEMPO), sodium hypochlorite, and sodium bromide to provide useful cellouronic acids. The oxidation was conducted at a constant pH of 10 and at 2 degrees C to avoid the occurrence of side products. Whereas only the primary hydroxyl groups of cellulose acetate were oxidized, a variable degree of oxidation (DO) resulted in a range of 0.33 to 1.0, depending on the concentration in sodium hypochlorite. Thus, polyglucuronic acid as well as partially acetylated cellouronic acid, having a range of DO were obtained.

摘要

通过对取代度(DS)为2.5的醋酸纤维素进行部分脱乙酰化制备的DS为0.5的水溶性醋酸纤维素,用催化量的2,2,6,6-四甲基-1-哌啶氧基自由基(TEMPO)、次氯酸钠和溴化钠进行氧化,以提供有用的纤维糖醛酸。氧化反应在pH值为10的恒定条件下于2℃进行,以避免副产物的产生。虽然醋酸纤维素只有伯羟基被氧化,但氧化度(DO)在0.33至1.0范围内变化,这取决于次氯酸钠的浓度。因此,得到了具有一系列氧化度的聚葡萄糖醛酸以及部分乙酰化的纤维糖醛酸。

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