Weijie Zhanga, Pingping Jianga , Jianghao Wua, Pingbo Zhanga, Kelei Jiangb

Catalytic Epoxidation of Fatty Acid Methyl Esters by Modified Metalloporphyrins with Variable Metals and Electron-donating Substituents

Weijie Zhanga, Pingping Jianga, Jianghao Wua, Pingbo Zhanga, Kelei Jiangb

aThe Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122, P.R. China.

bTechnology, Policy and Management,Technische Universiteit Delft, Tilburg Area, Netherlands

Table S1UV-Vis spectra and FT-IR spectra of different porphyrins

Fig. S1 FT-IR spectra of: A, Mn(TPP)Cl; B, Fe(TPP)Cl; C, Co TPP; D, Ni TPP; E, Zn TPP

Fig. S2 FT-IR spectra of: A, Mn(THPP)Cl; B, Mn(TPPS4)Cl; C, Mn(TDMPP)Cl; D, Mn(TMOPP)Cl; E, Mn(TPP)Cl

Fig. S3 UV-vis spectra of A, Mn(TPP)Cl; B, Fe(TPP)Cl; C, CoTPP; D, NiTPP; E, ZnTPP

Fig. S4 UV-vis spectra of A, Mn(TMOPP)Cl; B, Mn(THPP)Cl; C, Mn(TDMPP)Cl; D, Mn(TPPS4)Cl

In these papers (J Am Oil Chem Soc 70(1993):1139, J Am Oil Chem Soc 75(1998):15, Catal Lett 137(2010):88-93 and J Am Oil Chem Soc 87(2010):83), the main products were monitoredby 1H and 13C NMR analysis. The conversion can be monitored by the area decrease of the double-bond hydrogen signals which is at 5.4 ppm in the 1H NMR spectra of epoxidized FAMEs. The presence of signals between 50 and 60 ppm in the 13C NMR spectra was attributed to the epoxy carbons. So, the selectivity could also be monitored by the area increase of the epoxy carbons signals between 50 and 60 ppm of the13C NMR spectra of epoxidized FAMEs. An example was also listed below. In fact, the conversion, yield and selectivity in this article were derived from the iodine value and epoxy value.

Fig.S8 Substituents electronic effects observed with FAMEs as the substrate.