The cooperative role of zwitterions and phosphotungstate anion in epoxidation reaction

被引:10
作者
Qiao, Yunxiang [1 ,2 ]
Hua, Li [1 ]
Chen, Jizhong [1 ]
Theyssen, Nils [2 ]
Leitner, Walter [2 ,3 ]
Hou, Zhenshan [1 ]
机构
[1] E China Univ Sci & Technol, Res Inst Ind Catalysis, Key Lab Adv Mat, Shanghai 200237, Peoples R China
[2] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
[3] Rhein Westfal TH Aachen, Lehrstuhl Tech Chem & Petrolchem, Inst Tech & Makromol Chem, D-52064 Aachen, Germany
基金
高等学校博士学科点专项科研基金; 中国国家自然科学基金;
关键词
Zwitterion; Phosphotungstate; Epoxidation; Surfactant; Emulsion; PHASE-TRANSFER CATALYST; HYDROGEN-PEROXIDE; ALLYLIC ALCOHOLS; HETEROPOLYPEROXO-TUNGSTATES; EFFICIENT EPOXIDATION; HIGHLY EFFICIENT; OXIDATION; OLEFINS; POLYOXOMETALATE; ALKENES;
D O I
10.1016/j.molcata.2013.09.020
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
The combination of a certain zwitterion and sodium phosphotungstate provided an excellent catalyst for the epoxidation of cyclooctene: high TON was available even without any solvents and under ice bath condition. Based on characterizations by H-1, C-13 and P-31 NMR as well as FT-IR, Raman and UV-vis methods and investigations on the catalytic performance of the binary system, strong cooperative effect between zwitterions and sodium phosphotungstate was demonstrated. Here, the formation of stable W/O emulsion by the amphiphilic zwitterions seems to be crucial, which allows cyclooctene being in sufficient contact with the active phosphotungstate anions in the water phase. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:43 / 48
页数:6
相关论文
共 43 条
[1]   HETEROPOLYPEROXO-TUNGSTATES AND HETEROPOLYPEROXO-MOLYBDATES AND ISOPOLYPEROXO-TUNGSTATES AND ISOPOLYPEROXO-MOLYBDATES AS CATALYSTS FOR THE OXIDATION OF TERTIARY-AMINES, ALKENES AND ALCOHOLS [J].
BAILEY, AJ ;
GRIFFITH, WP ;
PARKIN, BC .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1995, (11) :1833-1837
[2]   Limonene epoxidation: Diffusion and reaction over PW-amberlite in a triphasic system [J].
Barrera Zapata, R. ;
Villa, A. L. ;
Montes de Correa, C. .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2006, 45 (13) :4589-4596
[3]   W-183 NMR - A COMPLETE AND UNEQUIVOCAL ASSIGNMENT OF THE TUNGSTEN-TUNGSTEN CONNECTIVITIES IN HETEROPOLYTUNGSTATES VIA TWO-DIMENSIONAL W-183 NMR TECHNIQUES [J].
BREVARD, C ;
SCHIMPF, R ;
TOURNE, G ;
TOURNE, CM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (24) :7059-7063
[4]   STUDIES ON TRANSITION-METAL PEROXO COMPLEXES .8. THE NATURE OF PEROXOMOLYBDATES AND PEROXOTUNGSTATES IN AQUEOUS-SOLUTION [J].
CAMPBELL, NJ ;
DENGEL, AC ;
EDWARDS, CJ ;
GRIFFITH, WP .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1989, (06) :1203-1208
[5]   [π-C5H5N(CH2)15CH3]3[PW4O32]/H2O2/ethyl acetate/alkenes:: a recyclable and environmentally benign alkenes epoxidation catalytic system [J].
Ding, Yong ;
Zhao, Wei ;
Hua, Hui ;
Ma, Baochun .
GREEN CHEMISTRY, 2008, 10 (09) :910-913
[6]   MECHANISM AND DYNAMICS IN THE H-3[PW12O40]-CATALYZED SELECTIVE EPOXIDATION OF TERMINAL OLEFINS BY H2O2 - FORMATION, REACTIVITY, AND STABILITY OF (PO4[WO(O-2)(2)](4))(3-) [J].
DUNCAN, DC ;
CHAMBERS, RC ;
HECHT, E ;
HILL, CL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (02) :681-691
[7]   A spectroscopic study on the reaction-controlled phase transfer catalyst in the epoxidation of cyclohexene [J].
Gao, JB ;
Chen, YY ;
Han, B ;
Feng, ZC ;
Li, C ;
Zhou, N ;
Gao, SA ;
Xi, ZW .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 210 (1-2) :197-204
[8]   Lanthanopolyoxometalates as Building Blocks for Multiwavelength Photoluminescent Organic-Inorganic Hybrid Materials [J].
Granadeiro, Carlos M. ;
Ferreira, Rute A. S. ;
Soares-Santos, Paula C. R. ;
Carlos, Luis D. ;
Nogueira, Helena I. S. .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2009, (34) :5088-5095
[9]   Studies on polyoxo and polyperoxo-metalates .5. Peroxide-catalysed oxidations with heteropolyperoxo-tungstates and -molybdates [J].
Gresley, NM ;
Griffith, WP ;
Laemmel, AC ;
Nogueira, HIS ;
Parkin, BC .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 117 (1-3) :185-198
[10]   Reactivity of Anhydrous Keggin-Type Heteropolyacids with Alkylsilanes: Synthesis and Characterization [J].
Grinenval, Eva ;
Basset, Jean-Marie ;
Lefebvre, Frederic .
INORGANIC CHEMISTRY, 2010, 49 (19) :8749-8755