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

被引:12
|
作者
Li, Qiang [1 ]
Tao, Weihua [1 ]
Li, Aimin [1 ]
Zhou, Qing [1 ]
Shuang, Chendong [1 ]
机构
[1] Nanjing Univ, Sch Environm, State Key Lab Pollut Control & Resources Reuse, Nanjing 210023, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
Isomerization; Poly (4-vinylpyridine) resin; Maleic acid; Fumaric acid; ANION-EXCHANGE RESIN; LIQUID-PHASE; HETEROGENEOUS CATALYSTS; MULTIPLE-SCLEROSIS; ION; CIS; ESTERIFICATION; ADSORPTION; OXIDATION; MECHANISM;
D O I
10.1016/j.apcata.2014.07.020
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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.
引用
收藏
页码:148 / 153
页数:6
相关论文
共 50 条
  • [1] Zwitterion-Catalyzed Isomerization of Maleic to Fumaric Acid Diesters
    Lam, Ying-Pong
    Lam, Zachary
    Yeung, Ying-Yeung
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (01): : 1183 - 1190
  • [3] DETERMINATION OF A MECHANISM OF ISOMERIZATION OF MALEIC ACID TO FUMARIC ACID
    MEEK, JS
    [J]. JOURNAL OF CHEMICAL EDUCATION, 1975, 52 (08) : 541 - 543
  • [4] THEORETICAL STUDY OF THE ISOMERIZATION OF MALEIC ACID INTO FUMARIC ACID
    Ugarte, Ricardo
    Bustos, Carlos
    Moreno-Villoslada, Ignacio
    [J]. JOURNAL OF THE CHILEAN CHEMICAL SOCIETY, 2011, 56 (02): : 656 - 662
  • [5] Poly(complexes) stabilized by acid-base interactions: Poly(4-vinylpyridine) and poly(ethylene-co-maleic acid)
    Villar, V
    Opazo, A
    Gargallo, L
    Radic, D
    Rios, H
    Clavijo, E
    [J]. INTERNATIONAL JOURNAL OF POLYMER ANALYSIS AND CHARACTERIZATION, 1998, 4 (04) : 333 - 343
  • [6] ISOMERIZATION OF MALEIC-ACID TO FUMARIC-ACID CATALYZED BY BROMATE ION AND BROMINE
    CHEN, YH
    JWO, JJ
    [J]. JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 1983, 30 (01) : 45 - 54
  • [8] Study on the Isomerization of Maleic Acid to Fumaric Acid without Catalyst
    Gao, Zhuo
    Chen, Wangmi
    Chen, Xiaoting
    Wang, Dali
    Yi, Shouzhi
    [J]. BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2018, 39 (08): : 920 - 924
  • [9] Thermodynamics of hydrogen bonding in polycomplexes of poly(4-vinylpyridine) with maleic acid-alt-ethylene copolymer
    Villar, V
    Irusta, L
    Fernández-Berridi, MJ
    Iruin, JJ
    Iriarte, M
    Gargallo, L
    Radic, D
    [J]. THERMOCHIMICA ACTA, 2003, 402 (1-2) : 209 - 218
  • [10] Adsorption and Selective Recovery of Citric Acid with Poly(4-vinylpyridine)
    Van den Bergh, Matthias
    Van de Voorde, Ben
    De Vos, Dirk
    [J]. CHEMSUSCHEM, 2017, 10 (24) : 4864 - 4871