Acid Catalyzed Competitive Esterification and Ketalization of Levulinic Acid with 1,2 and 1,3-Diols: The Effect of Heterogeneous and Homogeneous Catalysts

被引:27
作者
Amarasekara, Ananda S. [1 ]
Animashaun, Moriam A. [1 ]
机构
[1] Prairie View A&M Univ, Dept Chem, Prairie View, TX 77446 USA
基金
美国国家科学基金会;
关键词
Levulinic acid; 1,2-Ethanediol; 1,2-Propanediol; 1,3-Propanediol; Acid-catalysis; ETHYLENE-GLYCOL; CONVERSION; LIQUEFACTION; CELLULOSE; PRODUCTS;
D O I
10.1007/s10562-016-1812-8
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
Condensation reactions of levulinic acid (LA) with 1,2-ethanediol (1,2-ED), 1,2-propanediol (1,2-PD), and 1,3-propanediol (1,3-PD) were studied using Amberlyst-15 as well as p-toluenesulfonic acid catalysts in benzene under Dean-Stark conditions. In Amberlyst-15 catalyzed reactions the products are ketals and ketal-esters, whereas p-toluenesulfonic acid catalyzed reactions produce esters and ketal-esters as products. In p-toluenesulfonic acid catalyzed reactions with 1,2-ED and 1,3-PD, LA monoester product is formed as the major product after 180 min in 75 and 97 % yields respectively. Unlike the previously reported acid catalyzed ketalization of ethyl levulinate with diols, combined ketalization-esterification of LA with diols is a complex process.
引用
收藏
页码:1819 / 1824
页数:6
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