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Korean Journal of Chemical Engineering, Vol.35, No.6, 1373-1379, 2018
Two dimensional Zn-stilbenedicarboxylic acid (SDC) metal-organic frameworks for cyclic carbonate synthesis from CO2 and epoxides
A two-dimensional Zn-based metal-organic framework has been synthesized by using Zn(II) ions and H2SDC (4,4'-stilbenedicarboxylic acid) under solvothermal conditions. The framework having a trinuclear Zn3-(RCO2)6 SBUs connected by the 4,4'-stilbenedicarboxylic acid to form a hexagonal network, shows a two-dimensional structure and displays high thermal stability up to approximately 330 °C. The role of Zn2+ (from Zn-SDC) for epoxide activation and Br- ion (from TBABr) for ring opening of epoxide was studied for the cycloaddition reaction of CO2 and propylene oxide (PO) under ambient conditions. Zn-SDC was found catalytically efficient towards CO2-epoxide coupling under ambient reaction conditions with high selectivity towards the desired cyclic carbonates under solvent-free conditions. The effects of various reaction parameters such as catalyst loading, temperature, CO2 pressure, and time were evaluated. Zn-SDC was easily separable and reusable at least five times without any considerable loss in the initial activity. A plausible reaction mechanism for the cycloaddition reaction was also proposed based on literature and experimental inferences.
[References]
- Klaus S, Lehenmeier MW, Anderson CE, Rieger B, Coord. Chem. Rev., 255, 1460, 2011
- Aresta M, Dibenedetto A, Dalton Trans., 28, 2975, 2007
- Melendez J, North M, Villuendas P, Chem. Commun., 18, 2577, 2009
- Tu M, Davis RJ, J. Catal., 199(1), 85, 2001
- Doskocil EJ, Microporous Mesoporous Mater., 76, 177, 2004
- Doskocil EJ, J. Phys. Chem. B, 109(6), 2315, 2005
- Srivastava R, Srinivas D, Ratnasamy P, Appl. Catal. A: Gen., 289(2), 128, 2005
- Alhashmialameer D, Collins J, Hattenhauera K, Kerton FM, Catal. Sci. Technol., 6, 5364, 2016
- Darensbourg DJ, Fitch SB, Inorg. Chem., 47(24), 11868, 2008
- Pescarmona PP, Taherimehr M, Catal. Sci. Technol., 2, 2169, 2012
- Kim SN, Kim J, Kim HY, Cho HY, Ahn WS, Catal. Today, 204, 85, 2013
- Chung YG, Camp J, Haranczyk M, Sikora BJ, Bury W, Krungleviciute V, Yildirim T, Farha OK, Sholl DS, Snurr RQ, Chem. Mater., 26, 21, 2014
- Babu R, Kathalikkattil AC, Roshan R, Tharun J, Kim DW, Park DW, Green Chem., 18, 232, 2016
- Babu R, Roshan R, Kathalikkattil AC, Kim DW, Park DW, ACS Appl. Mater. Interfaces, 8, 33723, 2016
- Kathalikkattil AC, Kim DW, TharunJ, Soek HG, Roshan R, Park DW, Green Chem., 16, 1607, 2014
- Son WJ, Kim J, Kim J, Ahn WS, Chem. Commun., 47, 6336, 2008
- Chen Y, Xiao J, Lv D, Huang T, Xu F, Sun X, Xi H, Xia Q, Li Z, Chem. Eng. Sci., 158, 539, 2017
- Tharun J, Mathai G, Kathalikkattil AC, Roshan R, Won YS, Cho SJ, Chang JS, Park DW, ChemPlusChem, 80, 715, 2015
- Babu R, Kathalikkattil AC, Roshan R, Tharun J, Kim DW, Park DW, Green Chem., 18, 232, 2016
- Bauer CA, Timofeeva TV, Settersten TB, Patterson BD, Liu VH, Simmons BA, Allendorf MD, J. Am. Chem. Soc., 129(22), 7136, 2007
- Xie Y, Zhang Z, Jiang T, He J, Han B, Wu T, Ding K, Angew. Chem.-Int. Edit., 46, 7255, 2007
- Webb PB, Sellin MF, Kunene TE, Williamson S, Slawin AMZ, Cole-Hamilton DJ, J. Am. Chem. Soc., 125(50), 15577, 2003
- Roshan KR, Mathai G, Kim J, Tharun J, Park GA, Park DW, Green Chem., 14, 2933, 2012
- Coates GW, Moore DR, Angew. Chem.-Int. Edit., 43, 6618, 2004
- Peng JJ, Deng Y, New J. Chem., 25, 639, 2001
- Lo SH, Chien CH, Lai YL, Yang CC, Lee JJ, Raja DS, Lin CH, J. Mater. Chem. A, 1, 324, 2013
- Darensbourg DJ, Fitch SB, Inorg. Chem., 47(24), 11868, 2008
- Pescarmona PP, Taherimehr M, Catal. Sci. Technol., 2, 2169, 2012
- Lescouet T, Chizallet C, Farrusseng D, ChemCatChem, 4, 1725, 2012
- Kim SN, Kim J, Kim HY, Cho HY, Ahn WS, Catal. Today, 204, 85, 2013
- Tharun J, Mathai G, Kathalikkattil AC, Roshan R, Won YS, Cho SJ, Chang JS, Park DW, ChemPlusChem, 80, 715, 2015
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