Synthesis of cis-Dioxomolybdenum(VI)-tridentate Schiff Base Complexes and Its Catalytic Activity on the Epoxidation of Soybean Oil

被引:4
作者
Zhang Shu-Yuan [1 ]
Jiang Ping-Ping [1 ]
Leng Yan [1 ]
Xu Yu-Cheng [2 ]
Mo Guan-Tian [2 ]
Bian Gang [1 ]
机构
[1] Jiangnan Univ, Sch Chem & Mat Engn, Key Lab Food Colloids & Biotechnol, Minist Educ, Wuxi 214122, Peoples R China
[2] Guangzhou Xinjinlong Chem Addit Co Ltd, Guangzhou 510800, Guangdong, Peoples R China
来源
CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE | 2013年 / 34卷 / 07期
关键词
cis-Dioxomolybdenum(VI)-tridentate schiff base complex; Catalyst; Epoxidation; Soybean oil; Reaction mechanism; DIOXOMOLYBDENUM(VI) COMPLEXES; ORGANIC HYDROPEROXIDES; VEGETABLE-OILS; LIGANDS; ACID;
D O I
10.7503/cjcu20121093
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The tridentate Schiff base ligand salicylaldehyde-2-hydroxyanil(H(2)SAP) was obtained via a Schiff base condensation reaction between salicylaldehyde and o-aminophenol in ethanol medium. cis-Dioxomolybdenum(VI)-tridentate Schiff base complex MoO2 (SAP) (EtOH) was synthesized by mixing H(2)SAP with a solution of MoO2(acac)(2) in ethanol. MoO2(SAP) (EtOH) was characterized and its catalytic activity was examined for epoxidation of soybean oil(SBO). The effects of types of oxidants, reaction temperature, time, solvent and additives on the epoxidation of SBO were discussed in detail. The conversion and selectivity of epoxidized soybean oil (ESO) reach 43.0% and 67.2%, respectively, at 80 degrees C for 4 h, with tert-butyl hydroperoxide (65% TBHP, mass fraction) as oxidant. Meanwhile, the epoxide yield was related to the nature of additives. The yield of ESO reduced dramatically by adding strong coordinating ligands such as imidazole. The mechanism of interaction between the catalyst and oxidant was also investigated.
引用
收藏
页码:1703 / 1708
页数:6
相关论文
共 27 条
[1]   Structural Characterization and Theoretical Calculations of cis-Dioxo(N-salicylidene-2-aminophenolato)(ethanol)molybdenum(VI) Complexes MoO2(SAP)(EtOH) (SAP = N-salicylidene-2 aminophenolato) [J].
Agustin, Dominique ;
Bibal, Christine ;
Neveux, Benjamin ;
Daran, Jean-Claude ;
Poli, Rinaldo .
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2009, 635 (13-14) :2120-2125
[2]   Synthesis, characterization and crystal structure of a dioxomolybdenum(VI) complex with a N,O type bidentate Schiff base ligand as a catalyst for homogeneous oxidation of olefins [J].
Bagherzadeh, Mojtaba ;
Latifi, Reza ;
Tahsini, Laleh ;
Amani, Vahid ;
Ellern, Arkady ;
Woo, L. Keith .
POLYHEDRON, 2009, 28 (12) :2517-2521
[3]   An overview of chiral molybdenum complexes applied in enantioselective catalysis [J].
Brito, Jose Angel ;
Royo, Beatriz ;
Gomez, Montserrat .
CATALYSIS SCIENCE & TECHNOLOGY, 2011, 1 (07) :1109-1118
[4]   Synthesis, structure and applications of [cis-dioxomolybdenum(VI)-(ONO)] type complexes [J].
Chakravarthy, Rajan Deepan ;
Chand, Dillip Kumar .
JOURNAL OF CHEMICAL SCIENCES, 2011, 123 (02) :187-199
[5]   SYNTHESIS OF MO(IV) AND MO(V) COMPLEXES USING OXO ABSTRACTION BY PHOSPHINES - MECHANISTIC IMPLICATIONS [J].
CHEN, GJJ ;
MCDONALD, JW ;
NEWTON, WE .
INORGANIC CHEMISTRY, 1976, 15 (11) :2612-2615
[6]  
Chen M, 2009, ACTA CHIM SINICA, V67, P1412
[7]   Synthesis, characterization, and crystal structure of mononuclear and dinuclear dioxomolybdenum(VI) complexes with tridentate Schiff-base ligands. Part 2 [J].
Cindric, M ;
Strukan, N ;
Vrdoljak, V ;
Kamenar, B .
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2004, 630 (04) :585-590
[8]  
Cindric M, 2002, Z ANORG ALLG CHEM, V628, P2113, DOI 10.1002/1521-3749(200209)628:9/10<2113::AID-ZAAC2113>3.0.CO
[9]  
2-E
[10]   A Computational Study of the Olefin Epoxidation Mechanism Catalyzed by Cyclopentadienyloxidomolybdenum(VI) Complexes [J].
Comas-Vives, Aleix ;
Lledos, Agusti ;
Poli, Rinaldo .
CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (07) :2147-2158