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布朗斯特-路易斯酸性离子液体催化异丁烷/2-丁烯烷基化反应

Isobutane/2-butene alkylation catalyzed by Brønsted-Lewis acidic ionic liquids.

作者信息

Liu Shiwei, Tan Shuang, Bian Bing, Yu Hailong, Wu Qiong, Liu Zhiguo, Yu Fengli, Li Lu, Yu Shitao, Song Xiuyan, Song Zhanqian

机构信息

College of Chemical Engineering, Qingdao University of Science and Technology No. 53 Zhengzhou Road Qingdao 266042 China

School of Chemical and Environmental Engineering, Shandong University of Science and Technology Qingdao 266510 China.

出版信息

RSC Adv. 2018 May 29;8(35):19551-19559. doi: 10.1039/c8ra03485k. eCollection 2018 May 25.

Abstract

The alkylation reaction of isobutane with 2-butene to yield C-alkylates was performed using Brønsted-Lewis acidic ionic liquids (ILs) comprising various metal chlorides (ZnCl, FeCl, FeCl, CuCl, CuCl, and AlCl) on the anion. IL 1-(3-sulfonic acid)-propyl-3-methylimidazolium chlorozincinate [HOS-(CH)-mim]Cl-ZnCl exhibited outstanding catalytic performance, which is attributed to the appropriate acidity, the synergistic effect originating from its double acidic sites and the promoting effect of water on the formation and transfer of protons. The Lewis acidic strength of IL played an important role in improving IL catalytic performance. A 100% conversion of 2-butene with 85.8% selectivity for C-alkylate was obtained under mild reaction conditions. The IL reusability was good because its alkyl sulfonic acid group being tethered covalently, its anion [ZnCl] inertia to the active hydrogen, and its insolubility in the product. IL [HOS-(CH)-mim]Cl-ZnCl had potential applicability in the benzene alkylation reaction with olefins and halohydrocarbons.

摘要

使用在阴离子上包含各种金属氯化物(ZnCl、FeCl、FeCl、CuCl、CuCl和AlCl)的布朗斯特-路易斯酸性离子液体(ILs),进行异丁烷与2-丁烯的烷基化反应以生成C-烷基化物。1-(3-磺酸基)-丙基-3-甲基咪唑氯锌酸盐[HOS-(CH)-mim]Cl-ZnCl离子液体表现出优异的催化性能,这归因于其适当的酸度、源自其双酸性位点的协同效应以及水对质子形成和转移的促进作用。离子液体的路易斯酸性强度在提高其催化性能方面起着重要作用。在温和的反应条件下,2-丁烯的转化率达到100%,对C-烷基化物的选择性为85.8%。该离子液体的可重复使用性良好,这是因为其烷基磺酸基团通过共价键连接,其阴离子[ZnCl]对活性氢具有惰性,并且其在产物中不溶。[HOS-(CH)-mim]Cl-ZnCl离子液体在苯与烯烃和卤代烃的烷基化反应中具有潜在的适用性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5af6/9080696/d24c59c298ab/c8ra03485k-s1.jpg

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