Petroleum Science >2011,??Issue 4:??495-501 DOI: https://doi.org/10.1007/s12182-011-0167-4
Revealing the catalytic mechanism of an ionic liquid with an isotope exchange method Open?Access
文章信息
作者：Sun Xuewen and Zhao Suoqi
作者單位：
State Key Laboratory of Heavy Oil Processing, China University of Petroleum, Beijing 102249, China;State Key Laboratory of Heavy Oil Processing, China University of Petroleum, Beijing 102249, China
投稿時間：2011-03-14
引用方式：Sun, X. & Zhao, S. Pet. Sci. (2011) 8: 495. https://doi.org/10.1007/s12182-011-0167-4
文章摘要
The alkylation mechanism catalyzed by an ionic liquid (as a Lewis acid) may be different from the traditional alkylation mechanism catalyzed by Br?nsted acid, especially as their initiation steps are still not clear. In this paper, an isotope exchange method is used to investigate the catalytic mechanism
of AlCl3/butyl-methyl-imidazolium chloride ionic liquid in the alkylation of benzene with 1-dodecene. The proposed catalytic mechanism was confi rmed by analysis of ionic liquid before and after reaction and of the alkylation products of deuterated benzene (C6D6) with 1-dodecene. The proposed mechanism consists of the equilibrium reaction between [Al2Cl7]?+H+ and [AlHCl3]++[AlCl4]?, in which the Br?nsted acid [AlHCl3]+ is supplied by the reaction of 2-H on the imidazolium ring and [Al2Cl7]-. The alkylation reaction is initiated by the Br?nsted acid [AlHCl3]+ which reacts with 1-dodecene to form a carbonium ion, then the carbonium ion reacts with benzene to form an unstable σ complex, leading to the formation of 2-phenyldodecane.
of AlCl3/butyl-methyl-imidazolium chloride ionic liquid in the alkylation of benzene with 1-dodecene. The proposed catalytic mechanism was confi rmed by analysis of ionic liquid before and after reaction and of the alkylation products of deuterated benzene (C6D6) with 1-dodecene. The proposed mechanism consists of the equilibrium reaction between [Al2Cl7]?+H+ and [AlHCl3]++[AlCl4]?, in which the Br?nsted acid [AlHCl3]+ is supplied by the reaction of 2-H on the imidazolium ring and [Al2Cl7]-. The alkylation reaction is initiated by the Br?nsted acid [AlHCl3]+ which reacts with 1-dodecene to form a carbonium ion, then the carbonium ion reacts with benzene to form an unstable σ complex, leading to the formation of 2-phenyldodecane.
關鍵詞
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Catalytic mechanism, ionic liquid, isotope exchange method, alkylation, deuterated benzene