Preparation of 1-butyl-3-methylimidazolium dodecatungstophosphate and its catalytic performance for esterification of ethanol and acetic acid

doi:10.1007/s11458-009-0032-9

Front Chem Chin

2009, Vol. 4

Issue (2) : 132-135 https://doi.org/10.1007/s11458-009-0032-9

RESEARCH ARTICLE

Preparation of 1-butyl-3-methylimidazolium dodecatungstophosphate and its catalytic performance for esterification of ethanol and acetic acid

Jiehua SHI^1,2(

), Gao PAN¹

1. College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310032, China; 2. State Key Laboratory Breeding Base of Green Chemistry Synthesis Technology, Zhejiang University of Technology, Hangzhou 310032, China

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Abstract

1-Butyl-3-methylimidazolium dodecatungstophosphate catalyst ([bmim]₃PW₁₂O₄₀) with high water tolerance was prepared from 1-butyl-3-methylimidazolium bromide ([bmim]Br) and phosphotungstic acid (H₃PW₁₂O₄₀). The catalyst was characterized by means of Fourier transform infrared spectroscopy, thermogravimetry-differential scanning calorimetry, n-BuNH₂ potentiometric titration, elemental analysis and so on. Its catalytic activity for esterification of ethanol and acetic acid to ethyl acetate was measured. The results show that there were three crystal-water molecules in the [bmim]₃PW₁₂O₄₀ catalyst, and it preserved the primary Keggin structure and acid strength of H₃PW₁₂O₄₀. The acid amount of [bmim]₃PW₁₂O₄₀ catalyst was less than that of H₃PW₁₂O₄₀. The [bmim]₃PW₁₂O₄₀ catalyst exhibited higher catalytic activity and reusability in the esterification of ethanol and acetic acid to ethyl acetate.

Keywords 1-butyl-3-methylimidazolium bromide 12-phosphotungstic acid heteropoly acid 1-butyl-3-methylimidazolium dodecatungstophosphate ethanol acetic acid esterification ethyl acetate

Corresponding Author(s): SHI Jiehua,Email:shijh@zjut.edu.cn

Issue Date: 05 June 2009

Cite this article:

Jiehua SHI,Gao PAN. Preparation of 1-butyl-3-methylimidazolium dodecatungstophosphate and its catalytic performance for esterification of ethanol and acetic acid[J]. Front Chem Chin, 2009, 4(2): 132-135.

URL:

https://academic.hep.com.cn/fcc/EN/10.1007/s11458-009-0032-9
https://academic.hep.com.cn/fcc/EN/Y2009/V4/I2/132

Fig.1 FT-IR spectra of different catalyst samples
(1) [bmim]Br, (2) HPWO, (3) [bmim]PWO

Fig.2 TG-DSC profiles of different catalyst samples
(a) HPWO, (b) [bmim]PWO;
(1) TG, (2) DSC

Fig.3 Potentiometric titration curves of different catalyst samples with acetonitrile solution of butylamine
(1) HWO, (2) [bmim]PWO

Tab.1 Catalytic activity of different samples for esterification of ethanol (EtOH) and acetic acid (AA) to ethyl acetate (EA)

Tab.2 Catalytic performance of reused [bmim]PWO catalyst

1	Hu Y H, Shi J H, Wang G L, Lin B P, Jiang F.Application of heteropolyacids or their salt catalysts in organic synthesis. Modern Chem Ind , 2004, 24(Suppl): 32 (in Chinese)
2	Li X, Shi J H, Jin D, Zhou L, Yan W.Application of heteropoly acids and their salts catalysts in catalytic oxidation reaction.Modern Chem Ind , 2006, 26(Suppl): 51 (in Chinese)
3	Chen D Y, Wu Zh X.New progress of the loaded heteropolyacids catalyst. Appl Chem Ind , 2006, 35(10): 802 (in Chinese)
4	Zhao X Q, Han Y T, Sun X L, Wang Y J.Structure and Catalytic Performance of H₃PW₁₂O₄₀/SiO₂Prepared by Several Methods. Chin J Catal , 2007, 28(1): 91 (in Chinese)
5	Chiang M H, Dzielawa J A, Dietz M L, Antonio M R. Redox chemistry of the Keggin heteropolyoxotungstate anion in ionic liquids.. J Electroanal Chem , 2004, 567(1): 77
6	Song S Q.Preparation of[bmin]Cl/FeCl₃ ionic liquid and its characterization. Technol & Deve of Chem Ind , 2006, 35(6): 8 (in Chinese)
7	Wang E B, Hu Ch W, Xu L. Introduction to Polyacid Chemistry. Beijing: Chem Ind Press, 1998. 14 (in Chinese)
8	Vazquez P, Pizzio L, Caceres C, Blanco M, Thomas H, Alesso E, Finkielsztein L, Lantano B, Moltrasio G, Aguirre J. Silica-supported heteropolyacids as catalysts in alcohol dehydration reactions. J Mol Catal A , 2000, 161(1-2): 223

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