Poly (4-vinylpyridine) catalyzed isomerization of maleic acid to fumaric acid

Poly (4-vinylpyridine) catalyzed isomerization of maleic acid to fumaric acid
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聚(4-乙烯基吡啶)催化马来酸异构化为富马酸

DOI:
10.1016/j.apcata.2014.07.020
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发表时间:
2014-08-22
影响因子:
5.5
通讯作者:
Shuang, Chendong
Shuang, Chendong
中科院分区:
化学2区
文献类型:
--
作者:
Li, Qiang;Tao, Weihua;Shuang, Chendong

文献摘要

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富马酸是一种重要的工业中间体,主要由顺丁烯二酸在硫脲催化下异构化制得。本研究首次采用聚4-乙烯基吡啶树脂作为固体催化剂,代替硫脲催化马来酸异构化反应。在353 K下,当树脂用量为0.1 g时,100 mL 200 mg/L顺丁烯二酸溶液的异构化转化率可达86%。这种高异构化转化率是由于PVP分子的高亲核性。通过马来酸的电离度确定了最适pH为1.5。动力学研究表明,马来酸的转化符合二级动力学方程,表观活化能为226.06 kJ/mol。此外,再生树脂表现出催化活性没有损失。PVP树脂优异的催化性能和较高的可回收性表明其在马来酸异构化制富马酸中具有良好的应用前景。(C)2014爱思唯尔有限公司版权所有。
Fumaric acid is an important industrial intermediate compound that is mostly produced by isomerization of maleic acid under the catalysis of thiourea. In this study, a solid catalyst, poly (4-vinylpyridine) resin, was firstly used instead of thiourea for the catalytic isomerization of maleic acid because of its ease of separation and reusability. A high isomerization conversion rate of 86% was obtained for 100 mL of 200 mg/L maleic acid solution with resin dosage of 0.1 g under 353 K. This high isomerization conversion was due to the high nucleophilicity of PVP molecules. The optimum pH of 1.5 was determined by the degree of ionization of maleic acid. In the kinetics study, the conversion of maleic acid exhibited a second-order kinetic equation with apparent activation energy of 226.06 kJ/mol. Furthermore, the regenerated resin demonstrated no loss of catalytic activity. The excellent catalytic performance and high recyclability suggest that PVP resin has promising application in the isomerization of maleic acid to fumaric acid. (C) 2014 Elsevier B.V. All rights reserved.