Side reaction of cellulose with common 1-alkyl-3-methylimidazolium-based ionic liquids

被引:205
作者
Ebner, Gerald [1 ]
Schiehser, Sonja [1 ]
Potthast, Antje [1 ]
Rosenau, Thomas [1 ]
机构
[1] Univ Bodenkultur Wien, Dept Chem, A-1190 Vienna, Austria
关键词
Cellulose; Aldopyranose; Ionic liquids; Imidazolium; BMIM; Reducing end; Isotopic labeling; Fluorescence labeling; Size exclusion chromatography;
D O I
10.1016/j.tetlet.2008.10.052
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ionic liquids with 1-alkyl-3-methyl-imidazolium cations react at C-2 with cellulose at its reducing end, forming a carbon-carbon bond. The reaction is strongly catalyzed by bases, such as the commonly present impurities in ILs, imidazole. and 1-methylimidazole. The direct reaction was verified by means of C-13-isotopical labeling and with the help of an IL that carried a fluorescence label which was transferred to cellulose upon the reaction. In solutions of cellulose in alkylmethylimidazolium ILs, both the ionic liquid and the cellulose are evidently not inert. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7322 / 7324
页数:3
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