Novel Aryl-Imidazolium Ionic Liquids with Dual BrOnsted/Lewis Acidity as Both Solvents and Catalysts for Friedel-Crafts Alkylation

doi:10.3390/app9224743

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Title:	Novel Aryl-Imidazolium Ionic Liquids with Dual BrOnsted/Lewis Acidity as Both Solvents and Catalysts for Friedel-Crafts Alkylation
Authors:	Yang, Che-Hsuan Chang, Jui-Cheng Wu, Tzi-Yi Sun, I-Wen Wu, Jun-Hao Wen-Yueh Ho(何文岳)
Contributors:	Natl Cheng Kung Univ, Dept Chem Natl Yunlin Univ Sci & Technol, Bachelor Program Interdisciplinary Studies Natl Yunlin Univ Sci & Technol, Dept Chem & Mat Engn Chia Nan Univ Pharm & Sci, Dept Cosmet Sci
Keywords:	tunable aryl-imidazolium BrOnsted-Lewis magnetic ionic liquids dual BrOnsted-Lewis acidity Friedel-Crafts alkylation homogeneous catalysis para-substitution mesomeric effect
Date:	2019-11
Issue Date:	2020-07-29 13:54:06 (UTC+8)
Publisher:	MDPI
Abstract:	Featured Application In this study, we demonstrate the utility of the tunable aryl-imidazolium magnetic ionic liquids with dual functions as a solvent-catalyst and dual BrOnsted-Lewis acidity for the Friedel-Crafts alkylation reaction of p-xylene with benzyl chloride. Abstract Unique tunable aryl-imidazolium magnetic ionic liquids with dual functions as a solvent-catalyst and dual BrOnsted-Lewis acidity (B-L MILs) are applied for Friedel-Crafts alkylation without additional solvents. The catalytic properties of these B-L MILs in the Friedel-Crafts alkylation of p-xylene with benzyl chloride are investigated. The various reaction parameters, including the catalyst dosage, reaction time, reaction temperature, molar ratio of reactants, and reusability, are discussed. The results show that the B-L MIL 5c has more excellent product selectivity (>99%) and reactant conversion (>99%) under the following optimum conditions (reaction temperature = 80 degrees C, reaction time = 0.5 h, molar ratio of p-xylene to benzyl chloride = 6:1, and catalyst 5c dosage = 1.0 mole %) than traditional catalysts reported in the previous literature. Specifically, due to the mesomeric effect between the FeCl4 anion and hydrogen atom at cationic moiety, the catalyst B-L MILs with the molar fraction of FeCl3 equal to 0.5 can be easily recovered and provide satisfactory catalytic activity after being re-used six times.
Relation:	Applied Sciences-Basel, v.9, n.22, 4743
Appears in Collections:	[Dept. of Cosmetic Science and institute of cosmetic science] Periodical Articles

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