Synthesis and high-throughput testing of multilayered supported ionic liquid catalysts for the conversion of CO2 and epoxides into cyclic carbonates

被引:95
作者
Agrigento, Paola [1 ,2 ]
Al-Amsyar, Syed M. [1 ]
Soree, Benjamin [3 ]
Taherimehr, Masoumeh [1 ]
Gruttadauria, Michelangelo [2 ]
Aprile, Carmela [3 ]
Pescarmona, Paolo P. [1 ]
机构
[1] Katholieke Univ Leuven, Univ Leuven, Ctr Surface Chem Catalysis, B-3001 Heverlee, Belgium
[2] Univ Palermo, Dipartimento Sci & Tecnol Biol Chim & Farmaceut S, Sez Chim, I-90128 Palermo, Italy
[3] Univ Namur UNAMUR, Dept Chem, Unit Nanomat Chem CNano, B-5000 Namur, Belgium
关键词
ORGANIC CARBONATES; DIOXIDE; CYCLOADDITION; EFFICIENT; CHALLENGES; COMPLEXES; FIXATION;
D O I
10.1039/c3cy01000g
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
Multilayered covalently supported ionic liquid phase (mlc-SILP) materials were synthesised by grafting different bis-vinylimidazolium salts on thiol-functionalised silica. These materials, which contain a crosslinked oligomeric network of imidazolium units, were characterised and tested as catalysts for the reaction of carbon dioxide with various epoxides to produce cyclic carbonates. The materials prepared by supporting a bis-imidazolium iodide salt with xylene or octane as a linker between the imidazolium units were identified as the most active catalysts and displayed high turnover numbers and improved productivity compared to known supported ionic liquid catalysts. The most promising mlc-SILP catalysts were further studied to tune the reaction conditions towards optimum catalytic performance and to investigate their versatility with different substrates and their reusability. The rapid and parallel screening of the catalysts was efficiently carried out by means of high-throughput (HT) experimentation.
引用
收藏
页码:1598 / 1607
页数:10
相关论文
共 38 条
[1]   Multilayered Supported Ionic Liquids as Catalysts for Chemical Fixation of Carbon Dioxide: A High-Throughput Study in Supercritical Conditions [J].
Aprile, Carmela ;
Giacalone, Francesco ;
Agrigento, Paola ;
Liotta, Leonarda F. ;
Martens, Johan A. ;
Pescarmona, Paolo P. ;
Gruttadauria, Michelangelo .
CHEMSUSCHEM, 2011, 4 (12) :1830-1837
[2]   Catalysis research of relevance to carbon management: Progress, challenges, and opportunities [J].
Arakawa, H ;
Aresta, M ;
Armor, JN ;
Barteau, MA ;
Beckman, EJ ;
Bell, AT ;
Bercaw, JE ;
Creutz, C ;
Dinjus, E ;
Dixon, DA ;
Domen, K ;
DuBois, DL ;
Eckert, J ;
Fujita, E ;
Gibson, DH ;
Goddard, WA ;
Goodman, DW ;
Keller, J ;
Kubas, GJ ;
Kung, HH ;
Lyons, JE ;
Manzer, LE ;
Marks, TJ ;
Morokuma, K ;
Nicholas, KM ;
Periana, R ;
Que, L ;
Rostrup-Nielson, J ;
Sachtler, WMH ;
Schmidt, LD ;
Sen, A ;
Somorjai, GA ;
Stair, PC ;
Stults, BR ;
Tumas, W .
CHEMICAL REVIEWS, 2001, 101 (04) :953-996
[3]   Influence of Temperature and Pressure on Cyclic Carbonate Synthesis Catalyzed by Bimetallic Aluminum Complexes and Application to Overall syn-Bis-hydroxylation of Alkenes [J].
Beattie, Christopher ;
North, Michael ;
Villuendas, Pedro ;
Young, Carl .
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (02) :419-426
[4]   SBA-15 supported triazolium-based ionic liquids as highly efficient and recyclable catalysts for fixation of CO2 with epoxides [J].
Cheng, Weiguo ;
Chen, Xi ;
Sun, Jian ;
Wang, Jinquan ;
Zhang, Suojiang .
CATALYSIS TODAY, 2013, 200 :117-124
[5]   Reactive applications of cyclic alkylene carbonates [J].
Clements, JH .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2003, 42 (04) :663-674
[6]   Discrete metal-based catalysts for the copolymerization CO2 and epoxides:: Discovery, reactivity, optimization, and mechanism [J].
Coates, GW ;
Moore, DR .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (48) :6618-6639
[7]   Cross-linked polymer grafted with functionalized ionic liquid as reusable and efficient catalyst for the cycloaddition of carbon dioxide to epoxides [J].
Dai, Wei-Li ;
Jin, Bi ;
Luo, Sheng-Lian ;
Yin, Shuang-Feng ;
Luo, Xu-Biao ;
Au, Chak-Tong .
JOURNAL OF CO2 UTILIZATION, 2013, 3-4 :7-13
[8]   High-Efficiency Synthesis of Cyclic Carbonates from Epoxides and CO2 over Hydroxyl Ionic Liquid Catalyst Grafted onto Cross-Linked Polymer [J].
Dai, Wei-Li ;
Chen, Lang ;
Yin, Shuang-Feng ;
Li, Wen-Hua ;
Zhang, Yuan-Yuan ;
Luo, Sheng-Lian ;
Au, Chak-Tong .
CATALYSIS LETTERS, 2010, 137 (1-2) :74-80
[9]   3-(2-Hydroxyl-Ethyl)-1-Propylimidazolium Bromide Immobilized on SBA-15 as Efficient Catalyst for the Synthesis of Cyclic Carbonates via the Coupling of Carbon Dioxide with Epoxides [J].
Dai, Wei-Li ;
Chen, Lang ;
Yin, Shuang-Feng ;
Luo, Sheng-Lian ;
Au, Chak-Tong .
CATALYSIS LETTERS, 2010, 135 (3-4) :295-304
[10]   Making plastics from carbon dioxide:: Salen metal complexes as catalysts for the production of polycarbonates from epoxides and CO2 [J].
Darensbourg, Donald J. .
CHEMICAL REVIEWS, 2007, 107 (06) :2388-2410