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Ionic liquid mediated esterification of alcohol with acetic acid |
Beilei ZHOU, Yanxiong FANG( ), Hao GU, Saidan ZHANG, Baohua HUANG, Kun ZHANG |
Faculty of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510090, China |
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Abstract Highly efficient esterification of alcohols with acetic acid by using a Br?nsted acidic ionic liquid, i.e., 1-methyl-2-pyrrolidonium hydrogen sulfate ([Hnmp]HSO4), as catalyst has been realized. The turnover numbers (TON) were able to reach up to 11000 and turnover frequency (TOF) was 846. The catalytic system is suitable for the esterification of long chain aliphatic alcohols, benzyl alcohol and cyclohexanol with good yields of esters. The procedure of separating the product and catalyst is simple, and the catalyst could be reused. [Hnmp]HSO4 had much weaker corrosiveness than H2SO4. The corrosive rate of H2SO4 was 400 times more than that of [Hnmp]HSO4 to stainless steel.
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Keywords
ionic liquid
Br?nsted acid
esterification
catalyst
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Corresponding Author(s):
FANG Yanxiong,Email:fangyx@gdut.edu.cn
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Issue Date: 05 June 2009
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1 |
Larock R C. Comprehensive Organic Transformations. New York: John Wiley and Sons Inc, 1999
|
2 |
Forbes D C, Weaver K J. Br?nsted acidic ionic liquids: the dependence on water of the Fischer esterification of acetic acid and ethanol. J Mol Catal A: Chem , 2004, 214: 129-132 doi: 10.1016/j.molcata.2003.09.035
|
3 |
Welton T. Room-temperature ionic liquids: solvents for synthesis and catalysis. Chem Rev , 1999, 99: 2071-2083 doi: 10.1021/cr980032t
|
4 |
Wasserscheid P, Welton T, eds. Ionic Liquids in Synthesis. Weinheim: Wiley-VCH, 2003
|
5 |
Sheldon R. Catalytic reactions in ionic liquids. Chem Commun , 2001, 2399-2407 doi: 10.1039/b107270f
|
6 |
Holbrey J D, Seddon K R. Ionic liquid. Clean Prod Process , 1999, 1: 223-236
|
7 |
Zhang S J, Lv X M. Ionic liquid-from foundational research to industrial application. Beijing: Science Publication, 2006
|
8 |
Judeh Z M A, Shen H Y, Chi B C, Feng L C, Selvasothi S. A facile and efficient nucleophilic displacement reaction at room temperature in ionic liquids. Tetrahedron Lett , 2002, 43: 9381-9384 doi: 10.1016/S0040-4039(02)02327-4
|
9 |
Deng Y Q, Shi F, Beng J J, Qiao K. Ionic liquid as a green catalytic reaction medium for esterifications. J Mol Catal A: Chem , 2001,165: 33-36 doi: 10.1016/S1381-1169(00)00422-2
|
10 |
Cole A C, Jensen J L, Ntai I, Tran K L T, Weaver K J, Forbes D C, Davis J H, Novel Br?nsted acidic ionic liquids and their use as dual solvent-catalysts. J Am Chem Soc , 2002, 124: 5962-5963 doi: 10.1021/ja026290w
|
11 |
Zhu H P, Yang F, Tang J, He M Y. Br?nsted acidic ionic liquid 1-methylimidazolium tetrafluoroborate: a green catalyst and recyclable medium for esterification. Green Chem , 2003, 5: 38-39 doi: 10.1039/b209248b
|
12 |
Gui J Z, Cong X H, Liu D, Zhang X, Hu Z, Sun Z. Novel Br?nsted acidic ionic liquid as efficient and reusable catalyst system for esterification. Catal Commun , 2004, 5: 473-477 doi: 10.1016/j.catcom.2004.06.004
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