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羧酸盐类离子液体中阴离子对乙烯基酯酯交换催化活性及纤维素溶解性的影响

Effect of anion in carboxylate-based ionic liquids on catalytic activity of transesterification with vinyl esters and the solubility of cellulose.

作者信息

Hirose Daisuke, Wardhana Kusuma Samuel Budi, Nomura Shuhei, Yamaguchi Makoto, Yasaka Yoshiro, Kakuchi Ryohei, Takahashi Kenji

机构信息

Graduate School of Natural Science and Technology, Kanazawa University Kakuma-machi Kanazawa 920-1192 Japan

Division of Molecular Science, Graduate School of Science and Technology, Gunma University 1-5-1 Tenjin-cho Kiryu 376-8515 Gunma Japan.

出版信息

RSC Adv. 2019 Jan 31;9(7):4048-4053. doi: 10.1039/c8ra10042j. eCollection 2019 Jan 25.

Abstract

The role of 1-ethyl-3-methylimidazolium (Emim) carboxylate-type ionic liquid (IL) as the solvent and organocatalyst for transesterification reaction of cellulose was investigated. The reported method using Emim acetate and vinyl ester caused an undesired side reaction: the acetate anion derived from EmimOAc was introduced into cellulose ester. To improve the reaction system, ILs with a high cellulose solubility, a high degree of substitution (DS) value, and low side-reaction were systematically explored. Newly synthesized Emim -anisate and a mixed solvent system achieved the transesterification reaction of cellulose with a high DS value derived from the employed vinyl esters (DS > 2.9), and a low DS value derived from side reaction (selectivity > 99%).

摘要

研究了1-乙基-3-甲基咪唑鎓(Emim)羧酸盐型离子液体(IL)作为纤维素酯交换反应的溶剂和有机催化剂的作用。报道的使用乙酸Emim和乙烯基酯的方法会引发不期望的副反应:源自EmimOAc的乙酸根阴离子会引入到纤维素酯中。为改进反应体系,系统地探索了具有高纤维素溶解度、高取代度(DS)值和低副反应的离子液体。新合成的Emim -茴香酸盐和混合溶剂体系实现了纤维素与所用乙烯基酯衍生的高DS值(DS > 2.9)以及副反应衍生的低DS值(选择性> 99%)的酯交换反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e29/9060529/7a7df88abf26/c8ra10042j-f2.jpg

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