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Frontiers of Chemical Science and Engineering

ISSN 2095-0179

ISSN 2095-0187(Online)

CN 11-5981/TQ

Postal Subscription Code 80-969

2018 Impact Factor: 2.809

Front Chem Eng Chin    2009, Vol. 3 Issue (2) : 211-214    https://doi.org/10.1007/s11705-009-0054-3
RESEARCH ARTICLE
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.

Keywords ionic liquid      Br?nsted acid      esterification      catalyst     
Corresponding Author(s): FANG Yanxiong,Email:fangyx@gdut.edu.cn   
Issue Date: 05 June 2009
 Cite this article:   
Beilei ZHOU,Yanxiong FANG,Hao GU, et al. Ionic liquid mediated esterification of alcohol with acetic acid[J]. Front Chem Eng Chin, 2009, 3(2): 211-214.
 URL:  
https://academic.hep.com.cn/fcse/EN/10.1007/s11705-009-0054-3
https://academic.hep.com.cn/fcse/EN/Y2009/V3/I2/211
Fig.1  Esterification of acetic acid with alcohol
Fig.2  Structures of prepared BAILs
entryILIL/acetic acidT/°Ctime/hyielda)/%TONb)
1[Hnmp]HSO40.0001802303000
2[Hnmp]HSO40.00180258580
3[Hnmp]HSO40.00280264320
4[Hnmp]HSO40.00580267134
5[Hnmp]HSO40.0088026784
6[Hnmp]HSO40.0000580135511000
7[Hnmp]HSO40.00560263126
8[Hnmp]HSO40.00580267134
9[Hnmp]HSO40.00596267134
10[Hmim]BF40.0058022856
11[Hnmp]BF40.00580253106
12c)H2SO40.029629045
13d)[Hnmp]HSO40.00596293186
Tab.1  Esterification of butanol and acetic acid under different conditions
entryalcoholproductT/°Cyieldb)/%
18063
28064
38067
410566
510562
611059
711061
Tab.2  Esterification of various alcohols and acetic acid in IL
run123456
yield/%67.367.167.367.166.767.1
Tab.3  Recycling of IL in the synthesis of butyl acetate
entrystateweight in [Hnmp]HSO4/gweight in H2SO4/g
1original18.834218.8317
2after 1 h18.7894
3after 24 h18.8317
4weight reduce0.00250.0423
Tab.4  Corrosiveness of stainless steel by HSO and [Hnmp]HSO
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