用于CO_2和环氧化物开环加成的负载型催化剂研究进展
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摘要
综述了利用负载型催化剂催化CO_2和环氧化物开环加成制备环状碳酸酯的研究进展,重点以负载型催化剂常用载体为依据,对负载型催化剂的制备方法、反应条件、选择性及催化活性进行了阐述,为制备新型高效负载型催化剂的进一步研究
Latest research progress is reviewed about the preparation of cyclic carbonates through the ring-opening addition between CO_2 and epoxide over the supported catalysts. Focusing on the commonly used carriers for supported catalysts,the preparation methods,reaction conditions,selectivity and catalytic activity of supported catalysts are described,providing guidance for the further study in manufacturing novel,high efficient supported catalysts.
Latest research progress is reviewed about the preparation of cyclic carbonates through the ring-opening addition between CO_2 and epoxide over the supported catalysts. Focusing on the commonly used carriers for supported catalysts,the preparation methods,reaction conditions,selectivity and catalytic activity of supported catalysts are described,providing guidance for the further study in manufacturing novel,high efficient supported catalysts.
引文
[1]中华人民共和国2017年国民经济和社会发展统计公报[J].中国统计,2018,(3):7-20.
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[14]Kim M I,Choi S J,Kim D W,et al.Catalytic performance of zinccontaining ionic liquids immobilized on silica for the synthesis ofcyclic carbonates[J].Journal of Industrial and Engineering Chemis-try,2014,(5):3102-3107.
[15]Zhao X,Zhang Y.Bacteria-removing and bactericidal efficiencies ofPDADMAC composite coagulants in e Enhanced coagulationtreatment[J].CLEAN-Soil,Air,Water,2013,(1):37-42.
[16]Song B,Guo L,Zhang R,et al.The polymeric quaternary ammoniumsalt supported on silica gel as catalyst for the efficient synthesis ofcyclic carbonate[J].Journal of CO2Utilization,2014,6:62-68.
[17]Ghazali-Esfahani S,Song H,Punescu E,et al. Cycloaddition of CO2 to epoxides catalyzed by imidazolium-based polymeric ionicliquids[J].Green Chemistry,2013,(6):1584-1589.
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[24]Xie Y,Zhang Z,Jiang T,et al.CO2 cycloaddition reactions catalyzedby an ionic liquid grafted onto a highly cross-linked polymer matrix[J].Angewandte Chemie,2007,(38):7393-7396.
[25]Xiong Y,Bai F,Cui Z,et al. Cycloaddition reaction of carbondioxide to epoxides catalyzed by polymer-supported quaternaryphosphonium salts[J]. Journal of Chemistry,2013. DOI:10. 1155/2013/261378.
[26]Tharun J,Hwang Y,Roshan R,et al.A novel approach of utilizingquaternized chitosan as a catalyst for the eco-friendly cycloadditionof epoxides with CO2[J].Catalysis Science&Technology,2012,(8):1674-1680.
[27]Puvaneswary S,Talebian S,Raghavendran H B,et al. Fabricationand in vitro biological activity of βTCP-Chitosan-Fucoidancomposite for bone tissue engineering[J]. Carbohydrate Polymers,2015,134:799-807.
[28]Taheri M,Ghiaci M,Shchukarev A.Cross-linked chitosan with a di-cationic ionic liquid as a recyclable biopolymer-supported catalystfor cycloaddition of carbon dioxide with epoxides into cyclic carbon-ates[J].New Journal of Chemistry,2018,(1):587-597.
[29]Schnepp Z. Biopolymers as a flexible resource for nanochemistry[J].Angewandte Chemie International Edition,2013,(4):1096-1108.
[30]Roshan K R,Jose T,Kathalikkattil A C,et al. Microwavesynthesized quaternized celluloses for cyclic carbonate synthesisfrom carbon dioxide and epoxides[J]. Applied Catalysis A:General,2013,467:17-25.
[2]Liu Q,Wu L,Jackstell R,et al.Using carbon dioxide as a buildingblock in organic synthesis[J]. Nature Communications,2015,6:5933.
[3]Ravi S,Puthiaraj P,Ahn W S.Cyclic carbonate synthesis from CO2and epoxides over diamine-functionalized porous organicframeworks[J].Journal of CO2Utilization,2017,21:450-458.
[4]Chaugule A A,Tamboli A H,Kim H.Ionic liquid as a catalyst forutilization of carbon dioxide to production of linear and cyclic car-bonate[J].Fuel,2017,200:316-332.
[5]Lu X B,Wang H,He R.Aluminum phthalocyanine complex cova-lently bonded to MCM-41 silica as heterogeneous catalyst for thesynthesis of cyclic carbonates[J].Journal of Molecular Catalysis A:Chemical,2002,(1/2):33-42.
[6]Corma A.From microporous to mesoporous molecular sieve materialsand their use in catalysis[J].Chemical Reviews,1997,(6):2373-2420.
[7]Gao J,Song Q W,He L N,et al. Preparation of polystyrene-supported Lewis acidic Fe(Ⅲ) ionic liquid and its application incatalytic conversion of carbon dioxide[J]. Tetrahedron,2012,(20):3835-3842.
[8]Roshan K R,Mathai G,Kim J,et al. A biopolymer mediatedefficient synthesis of cyclic carbonates from epoxides and carbon di-oxide[J].Green Chemistry,2012,(10):2933-2940.
[9]Sun J,Wang,J Cheng W,et al.Chitosan functionalized ionic liquidas a recyclable biopolymer-supported catalyst for cycloaddition ofCO2[J].Green Chemistry,2012,(3):654-660.
[10]Ting C,Liting S,Yu S,et al.The role of inorganic oxide supports insynthesis of cyclic carbonates from carbon dioxide and epoxides[J].Chinese Journal of Catalysis,2012,(2/3):416-424.
[11]Sun J,Zhang S,Cheng W,et al. Hydroxyl-functionalized ionicliquid:A novel efficient catalyst for chemical fixation of CO2 to cy-clic carbonate[J].Tetrahedron Letters,2008,(22):3588-3591.
[12]Dai W L,Chen L,Yin S F,et al.3-(2-Hydroxyl-ethyl)-1-propylimi-dazolium bromide immobilized on SBA-15 as efficient catalyst forthe synthesis of cyclic carbonates via the coupling of carbon dioxidewith epoxides[J].Catalysis Letters,2010,(3/4):295-304.
[13]Cheng W,Chen X,Sun J,et al.SBA-15 supported triazolium-basedionic liquids as highly efficient and recyclable catalysts for fixationof CO2 with epoxides[J].Catalysis Today,2013,200:117-124.
[14]Kim M I,Choi S J,Kim D W,et al.Catalytic performance of zinccontaining ionic liquids immobilized on silica for the synthesis ofcyclic carbonates[J].Journal of Industrial and Engineering Chemis-try,2014,(5):3102-3107.
[15]Zhao X,Zhang Y.Bacteria-removing and bactericidal efficiencies ofPDADMAC composite coagulants in e Enhanced coagulationtreatment[J].CLEAN-Soil,Air,Water,2013,(1):37-42.
[16]Song B,Guo L,Zhang R,et al.The polymeric quaternary ammoniumsalt supported on silica gel as catalyst for the efficient synthesis ofcyclic carbonate[J].Journal of CO2Utilization,2014,6:62-68.
[17]Ghazali-Esfahani S,Song H,Punescu E,et al. Cycloaddition of CO2 to epoxides catalyzed by imidazolium-based polymeric ionicliquids[J].Green Chemistry,2013,(6):1584-1589.
[18]Subramanian S,Park J,Byun J,et al. Highly efficient catalyticcyclic carbonate formation by pyridyl salicylimines[J]. ACSApplied Materials&Interfaces,2018,(11):9478-9484.
[19]Eder D.Carbon nanotube-inorganic hybrids[J].Chemical Reviews,2010,(3):1348-1385.
[20]Su F,Lu C,Cnen W,et al.Capture of CO2 from flue gas via multi-walled carbon nanotubes[J]. Science of the Total Environment,2009,(8):3017-3023.
[21]Li H,Jo J K,Zhang L,et al.A General and efficient route to fabri-cate carbon nanotube-metal nanoparticles and carbon nanotube-in-organic oxides hybrids[J]. Advanced Functional Materials,2010,(22):3864-3873.
[22]Han L,Li H,Choi S J,et al.Ionic liquids grafted on carbon nano-tubes as highly efficient heterogeneous catalysts for the synthesis ofcyclic carbonates[J].Applied Catalysis A:General,2012,429:67-72.
[23]Jayakumar S,Li H,Chen J,et al. Cationic Zn-porphyrin polymercoated onto CNTs as a cooperative catalyst for the synthesis ofcyclic carbonates[J]. ACS Applied Materials&Interfaces,2018,(3):2546-2555.
[24]Xie Y,Zhang Z,Jiang T,et al.CO2 cycloaddition reactions catalyzedby an ionic liquid grafted onto a highly cross-linked polymer matrix[J].Angewandte Chemie,2007,(38):7393-7396.
[25]Xiong Y,Bai F,Cui Z,et al. Cycloaddition reaction of carbondioxide to epoxides catalyzed by polymer-supported quaternaryphosphonium salts[J]. Journal of Chemistry,2013. DOI:10. 1155/2013/261378.
[26]Tharun J,Hwang Y,Roshan R,et al.A novel approach of utilizingquaternized chitosan as a catalyst for the eco-friendly cycloadditionof epoxides with CO2[J].Catalysis Science&Technology,2012,(8):1674-1680.
[27]Puvaneswary S,Talebian S,Raghavendran H B,et al. Fabricationand in vitro biological activity of βTCP-Chitosan-Fucoidancomposite for bone tissue engineering[J]. Carbohydrate Polymers,2015,134:799-807.
[28]Taheri M,Ghiaci M,Shchukarev A.Cross-linked chitosan with a di-cationic ionic liquid as a recyclable biopolymer-supported catalystfor cycloaddition of carbon dioxide with epoxides into cyclic carbon-ates[J].New Journal of Chemistry,2018,(1):587-597.
[29]Schnepp Z. Biopolymers as a flexible resource for nanochemistry[J].Angewandte Chemie International Edition,2013,(4):1096-1108.
[30]Roshan K R,Jose T,Kathalikkattil A C,et al. Microwavesynthesized quaternized celluloses for cyclic carbonate synthesisfrom carbon dioxide and epoxides[J]. Applied Catalysis A:General,2013,467:17-25.