화학공학소재연구정보센터
Catalysis Today, Vol.289, 121-126, 2017
New mechanistic approaches for fatty acid methyl ester production reactions in the presence of Sn(IV) catalysts
Tin complexes (BuSnCl3 and Bu2SnCl2) were investigated as catalysts for the methanolysis of soybean oil and the esterification of oleic acid with methanol under several reaction conditions. From this study, it is possible to determine that BuSnCl3 was the most active catalyst for both reactions. Studies using H-1 NMR confirm this trend, and the reactions attained yields of 89 and 6% by transesterification, and 100 and 82% by esterification when BuSnCl3 and Bu2SnCl2 were used as catalysts, respectively. The results obtained by Sn-119 NMR show that during transesterification or esterification, no significant change in the substituents on Sn was detected for either catalyst, and consequently, both catalysts should act as net Lewis acids. Furthermore, computational studies have rationalized the higher activity exhibited by BuSnCl3 in comparison with Bu2SnCl2 because no HCl release occurred through the protonolysis of the chloro-substituent, as shown by Sn-119 NMR studies. (C) 2016 Elsevier B.V. All rights reserved.