Liquid phase esterification of acrylic acid with 1-butanol catalyzed by solid acid catalysts

被引:107
作者
Chen, X [1 ]
Xu, Z [1 ]
Okuhara, T [1 ]
机构
[1] Hokkaido Univ, Grad Sch Environm Earth Sci, Sapporo, Hokkaido 0600810, Japan
关键词
esterification; acrylic acid; 1-butanol; solid acids; heteropoly compounds;
D O I
10.1016/S0926-860X(98)00337-8
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
Esterification of acrylic acid with l-butanol has been studied in a heterogeneous solid-liquid reaction system using a variety of solid acids including an acidic salt of H3PW12O40, Cs2.5H0.5PW12O40 The catalytic activity (per proton) of liquid acids such as heteropolyacids, H2SO4, and para-toluenesulfonic acid increased as the acid strength of the solution increased, but the difference in the activity among them was not significant. In the solid-liquid reaction system, Cs2.5H0.5PW12O40 exhibited the highest catalytic activity in the unit of catalyst weight among the solid oxide catalysts, while the activity of Cs2.5H0.5PW12O40 was less than those of organic resins such as Nafion and Amberlyst 15. Contrary to the liquid acids, the specific activity values (per proton) of solid acids were significantly different. It was demonstrated that the activity of Cs2.5H0.5PW12O40 was almost retained after the addition of water, while the activities of the organic resins greatly decreased. The water-tolerant property of Cs2.5H0.5PW12O40 is presumed to be due to the hydrophobic nature of the surface. (C) 1999 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:261 / 269
页数:9
相关论文
共 30 条
[1]   HETEROPOLY SALTS CONTAINING COBALT AND HEXAVALENT TUNGSTEN IN THE ANION [J].
BAKER, LCW ;
MCCUTCHEON, TP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (18) :4503-4510
[2]   An acidity scale for Bronsted acids including H3PW12O40 [J].
Drago, RS ;
Dias, JA ;
Maier, TO .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (33) :7702-7710
[3]   HETEROPOLYACIDS SUPPORTED ON ACTIVATED CARBON AS CATALYSTS FOR THE ESTERIFICATION OF ACRYLIC-ACID BY BUTANOL [J].
DUPONT, P ;
VEDRINE, JC ;
PAUMARD, E ;
HECQUET, G ;
LEFEBVRE, F .
APPLIED CATALYSIS A-GENERAL, 1995, 129 (02) :217-227
[4]   High surface area nafion resin/silica nanocomposites: A new class of solid acid catalyst [J].
Harmer, MA ;
Farneth, WE ;
Sun, Q .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (33) :7708-7715
[5]   SOLID CATALYST TREATED WITH ANION .2. REACTIONS OF BUTANE AND ISOBUTANE CATALYZED BY ZIRCONIUM-OXIDE TREATED WITH SULFATE ION - SOLID SUPERACID CATALYST [J].
HINO, M ;
KOBAYASHI, S ;
ARATA, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (21) :6439-6441
[6]   CATALYSIS BY HETEROPOLY COMPOUNDS .22. REACTIONS OF ESTERS AND ESTERIFICATION CATALYZED BY HETEROPOLYACIDS IN A HOMOGENEOUS LIQUID-PHASE EFFECTS OF THE CENTRAL ATOM OF HETEROPOLYANIONS HAVING TUNGSTEN AS THE ADDENDA ATOM [J].
HU, CW ;
HASHIMOTO, M ;
OKUHARA, T ;
MISONO, M .
JOURNAL OF CATALYSIS, 1993, 143 (02) :437-448
[7]   ACIDIC PROPERTIES OF TIO2-SIO2 AND ITS CATALYTIC ACTIVITIES FOR AMINATION OF PHENOL, HYDRATION OF ETHYLENE AND ISOMERIZATION OF BUTENE [J].
ITOH, M ;
HATTORI, H ;
TANABE, K .
JOURNAL OF CATALYSIS, 1974, 35 (02) :225-231
[8]  
Izumi Y., 1992, Zeolite, Clay and Heteropoly Acid in Organic Reactions
[9]   HETEROPOLY ACIDS AND RELATED-COMPOUNDS AS CATALYSTS FOR FINE CHEMICAL SYNTHESIS [J].
KOZHEVNIKOV, IV .
CATALYSIS REVIEWS-SCIENCE AND ENGINEERING, 1995, 37 (02) :311-352
[10]   MICROCALORIMETRIC STUDY OF THE ACIDITY OF TUNGSTIC HETEROPOLYANIONS [J].
LEFEBVRE, F ;
LIUCAI, FX ;
AUROUX, A .
JOURNAL OF MATERIALS CHEMISTRY, 1994, 4 (01) :125-131