Efficient and Versatile Anion Metathesis Reaction for Ionic Liquid Preparation by Using Conjugate Acid and Ortho Ester

Efficient and Versatile Anion Metathesis Reaction for Ionic Liquid Preparation by Using Conjugate Acid and Ortho Ester
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DOI:
10.1246/bcsj.20140150
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发表时间:
2014-09-15
影响因子:
4
通讯作者:
Takao, Shinobu
Takao, Shinobu
中科院分区:
化学3区
文献类型:
--
作者:
Takao, Koichiro;Takao, Shinobu

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低熔点和非常低的挥发性是离子液体(IL)的优选特征。然而,这些特征导致制备和纯化的困难,因此,IL的制备方法即使在今天也引起了极大的兴趣。提出了将原酸酯和组成阴离子的共轭酸组合使用,以有效地取代离子液体制备中的卤离子。在该反应中预测的副产物是卤化氢,其可以通过与原位产生的或有意添加的醇反应而蒸发或进一步转化为挥发性烷基卤化物。因此,原则上可以制备任何期望的IL。该方法的效率和通用性通过根据考虑到实际实验中发生的几个化学方面的方案合成几种常用的离子液体来证明。尽管所获得的离子液体的纯度高(98.5- 99.4mol%,Br-:10(1)-10(2)ppm),但所提出的方法是高度可及的且廉价的。
Low melting points and very low volatility are preferable traits of an ionic liquid (IL). However, these characteristics cause difficulty in preparation and purification, and hence, preparation methods for ILs are of great interest even today. Combinatorial use of ortho ester and conjugate acid of constituent anions is proposed to effectively replace the halide ion in IL preparation. The predicted by-product in this reaction is hydrogen halide, which can be evaporated or further converted to volatile alkyl halide through the reaction with an in situ generated or intentionally added alcohol. Therefore, any desired IL can be prepared in principle. Efficiency and versatility of this method were demonstrated by synthesizing several commonly employed ILs in accordance with the protocol taking into account several chemical aspects occurring in the actual experiment. The proposed method is highly accessible and inexpensive despite the high purity of obtained ILs (98.5-99.4 mol %, Br-: 10(1)-10(2) ppm).