TY - JOUR
T1 - Catalytic epoxidation of fatty acid methyl esters by modified metalloporphyrins with variable metals and electron-donating substituents
AU - Zhang, Weijie
AU - Jiang, Pingping
AU - Wu, Jianghao
AU - Zhang, Pingbo
AU - Jiang, Kelei
PY - 2014/6
Y1 - 2014/6
N2 - The catalytic efficiency of modified tetraphenylporphyrins with various metals (Mn, Fe, Co, Ni and Zn) and different electron-donating substituents (OCH3, OH, N(CH3)2, SO3Na) at the phenyl para-positions using hydrogen peroxide (H2O2, 30 wt%) as the oxidant has been researched in the epoxidation of unsaturated fatty acid methyl esters (FAMEs) under mild conditions. In the present system, the co-catalyst effect of inorganic salts had a crucial role in enhancing catalytic performance. According to the yields, the catalytic activities of metalloporphyrins were in the following order: Mn(TPP)Cl ≈ Fe(TPP)Cl > CoTPP > NiTPP > ZnTPP, and Mn (TPP)Cl > Mn(TMOPP)Cl ≈ Mn(THPP)Cl ≈ Mn(TDMPP)Cl > Mn(TPPS4)Cl. Moreover, metalloporprhyrins after modification by electron-donating substituents displayed promoted thermolysis temperatures. Remarkably, the formation of intermediate porMnV=O has also been indicated, which was verified by both a kinetic study of FAMEs epoxidation and UV-Vis spectroscopy.
AB - The catalytic efficiency of modified tetraphenylporphyrins with various metals (Mn, Fe, Co, Ni and Zn) and different electron-donating substituents (OCH3, OH, N(CH3)2, SO3Na) at the phenyl para-positions using hydrogen peroxide (H2O2, 30 wt%) as the oxidant has been researched in the epoxidation of unsaturated fatty acid methyl esters (FAMEs) under mild conditions. In the present system, the co-catalyst effect of inorganic salts had a crucial role in enhancing catalytic performance. According to the yields, the catalytic activities of metalloporphyrins were in the following order: Mn(TPP)Cl ≈ Fe(TPP)Cl > CoTPP > NiTPP > ZnTPP, and Mn (TPP)Cl > Mn(TMOPP)Cl ≈ Mn(THPP)Cl ≈ Mn(TDMPP)Cl > Mn(TPPS4)Cl. Moreover, metalloporprhyrins after modification by electron-donating substituents displayed promoted thermolysis temperatures. Remarkably, the formation of intermediate porMnV=O has also been indicated, which was verified by both a kinetic study of FAMEs epoxidation and UV-Vis spectroscopy.
KW - Epoxidation
KW - Hydrogen peroxide
KW - Metalloporphyrin
KW - Vegetable oil
UR - https://www.scopus.com/pages/publications/84906044179
UR - https://www.scopus.com/pages/publications/84906044179#tab=citedBy
U2 - 10.1007/s11144-014-0676-4
DO - 10.1007/s11144-014-0676-4
M3 - Article
AN - SCOPUS:84906044179
SN - 1878-5190
VL - 112
SP - 147
EP - 158
JO - Reaction Kinetics, Mechanisms and Catalysis
JF - Reaction Kinetics, Mechanisms and Catalysis
IS - 1
ER -