Citation: | XU Huanhuan, KE Yihu. Synthesis of glycerol carbonate from glycerol and CO2 over Cu-Zr complex oxide[J]. Journal of Fuel Chemistry and Technology, 2024, 52(2): 171-183. doi: 10.1016/S1872-5813(23)60384-6 |
[1] |
HÖÖK M, TANGANG X. Depletion of fossil fuels and anthropogenic climate change—A review[J]. Energy policy,2013,52:797−809. doi: 10.1016/j.enpol.2012.10.046
|
[2] |
WANG Y, NIU C, WANG D. Metallic nanocatalysts for electrochemical CO2 reduction in aqueous solutions[J]. J Colloid Interface Sci,2018,527:95−106. doi: 10.1016/j.jcis.2018.05.041
|
[3] |
HUANG C H, TAN C S. A review: CO2 utilization[J]. Aerosol Air Qual Res,2014,14(2):480−499. doi: 10.4209/aaqr.2013.10.0326
|
[4] |
KNUTSON T R, TULEYA R E. Impact of CO2-induced warming on simulated hurricane intensity and precipitation: Sensitivity to the choice of climate model and convective parameterization[J]. J Clim,2004,17(18):3477−3495. doi: 10.1175/1520-0442(2004)017<3477:IOCWOS>2.0.CO;2
|
[5] |
SONG L, JIANG Y X, ZHANG Z, et al. CO2=CO+: Recent advances in carbonylation of C-H bonds with CO2[J]. ChemComm,2020,56(60):8355−8367.
|
[6] |
MATTIA D, JONES M D, O'BYRNE J P, et al. Towards carbon-neutral CO2 conversion to hydrocarbons[J]. ChemSusChem,2015,8(23):4064−4072. doi: 10.1002/cssc.201500739
|
[7] |
RAHPEYMA S S, RAHEB J. Microalgae biodiesel as a valuable alternative to fossil fuels[J]. Bioenergy Res,2019,12(4):958−965. doi: 10.1007/s12155-019-10033-6
|
[8] |
SINGH D, SHARMA D, SONI S L, et al. A review on feedstocks, production processes, and yield for different generations of biodiesel[J]. Fuel,2020,262:116553. doi: 10.1016/j.fuel.2019.116553
|
[9] |
MONTERIRO M R, KUGELMEIER C L, PINHEIRO R S, et al. Glycerol from biodiesel production: Technological paths for sustainability[J]. Renewable Sustainable Energy Rev,2018,88:109−122. doi: 10.1016/j.rser.2018.02.019
|
[10] |
SUN D, YAMADA Y, SATO S, et al. Glycerol hydrogenolysis into useful C3 chemicals[J]. Appl Catal B: Environ,2016,193:75−92. doi: 10.1016/j.apcatb.2016.04.013
|
[11] |
WU F, JIANG H, ZHU X, et al. Effect of tungsten species on selective hydrogenolysis of glycerol to 1, 3-propanediol[J]. ChemSusChem,2021,14(2):569−581. doi: 10.1002/cssc.202002405
|
[12] |
TORRES S, PALACIO R, LÓPEZ D. Support effect in Co3O4-based catalysts for selective partial oxidation of glycerol to lactic acid[J]. Appl Catal A: Gen,2021,621:118199. doi: 10.1016/j.apcata.2021.118199
|
[13] |
YAN H, SHEN Q, SUN Y, et al. Tailoring facets of α-Mn2O3 microcrystalline catalysts for enhanced selective oxidation of glycerol to glycolic acid[J]. ACS Catal,2021,11(11):6371−6383. doi: 10.1021/acscatal.1c01566
|
[14] |
YAN H, YAO S, ZHAO S, et al. Insight into the basic strength-dependent catalytic performance in aqueous phase oxidation of glycerol to glyceric acid[J]. Chem Eng Sci,2021,230:116191. doi: 10.1016/j.ces.2020.116191
|
[15] |
TAMOŠIĖŪNAS A, GIMŽAUSKAITĖ D, USCILA R, et al. Thermal arc plasma gasification of waste glycerol to syngas[J]. Appl Energy,2019,251:113306. doi: 10.1016/j.apenergy.2019.113306
|
[16] |
HU J, LI J, GU Y, et al. Oxidative carbonylation of glycerol to glycerol carbonate catalyzed by PdCl2 (phen)/KI[J]. Appl Catal A: Gen,2010,386(1/2):188−193. doi: 10.1016/j.apcata.2010.07.059
|
[17] |
CHRISTY S, NOSCHESE A, LOMELI-RODRIGUEZ M, et al. Recent progress in the synthesis and applications of glycerol carbonate[J]. Curr Opin Green Sustainable Chem,2018,14:99−107. doi: 10.1016/j.cogsc.2018.09.003
|
[18] |
ZHANG P, ZHU M, FAN M, et al. Rare earth-doped calcium-based magnetic catalysts for transesterification of glycerol to glycerol carbonate[J]. J Chin Chem Soc,2019,66(2):164−170. doi: 10.1002/jccs.201800164
|
[19] |
LI Y, LIU J, HE D. Catalytic synthesis of glycerol carbonate from biomass-based glycerol and dimethyl carbonate over Li-La2O3 catalysts[J]. Appl Catal A: Gen,2018,564:234−242. doi: 10.1016/j.apcata.2018.07.032
|
[20] |
SHUKLA K, SRIVASTAVA V C. Synthesis of organic carbonates from alcoholysis of urea: A review[J]. Catal Rev,2017,59(1):1−43. doi: 10.1080/01614940.2016.1263088
|
[21] |
WU Y, SONG X, CAI F, et al. Synthesis of glycerol carbonate from glycerol and diethyl carbonate over Ce-NiO catalyst: The role of multiphase Ni[J]. J Alloys Compd,2017,720:360−368. doi: 10.1016/j.jallcom.2017.05.292
|
[22] |
ARESTA M, DIBENEDETTO A, NOCITO F, et al. A study on the carboxylation of glycerol to glycerol carbonate with carbon dioxide: the role of the catalyst, solvent and reaction conditions[J]. J Mol Catal A: Chem,2006,257(1/2):149−153. doi: 10.1016/j.molcata.2006.05.021
|
[23] |
PARK C, NGUYEN-PHU H, SHIN E W. Glycerol carbonation with CO2 and La2O2CO3/ZnO catalysts prepared by two different methods: Preferred reaction route depending on crystalline structure[J]. Mol Catal,2017,435:99−109. doi: 10.1016/j.mcat.2017.03.025
|
[24] |
OCHOA-GÓMEZ J R, GÓMEZ-JIMÉNEZ-ABERASTURI O, RAMIREZ-LOPEZ C, et al. A brief review on industrial alternatives for the manufacturing of glycerol carbonate, a green chemical[J]. Org Process Res Dev,2012,16(3):389−399. doi: 10.1021/op200369v
|
[25] |
SU X, LIN W, CHENG H, et al. Metal-free catalytic conversion of CO2 and glycerol to glycerol carbonate[J]. Green Chem,2017,19(7):1775−1781. doi: 10.1039/C7GC00260B
|
[26] |
LI J, WAMG T. Chemical equilibrium of glycerol carbonate synthesis from glycerol[J]. J Chem Thermodyn,2011,43(5):731−736. doi: 10.1016/j.jct.2010.12.013
|
[27] |
VIEVILLE C, YOO J W, PELET S, et al. Synthesis of glycerol carbonate by direct carbonatation of glycerol in supercritical CO2 in the presence of zeolites and ion exchange resins[J]. Catal Lett,1998,56(4):245−247. doi: 10.1023/A:1019050205502
|
[28] |
DIBENEDETTO A, ANGELINI A, ARESTA M, et al. Converting wastes into added value products: from glycerol to glycerol carbonate, glycidol and epichlorohydrin using environmentally friendly synthetic routes[J]. Tetrahedron,2011,67(6):1308−1313. doi: 10.1016/j.tet.2010.11.070
|
[29] |
GEORGE J, PATEL Y, PILLAI S M, et al. Methanol assisted selective formation of 1, 2-glycerol carbonate from glycerol and carbon dioxide using nBu2SnO as a catalyst[J]. J Mol Catal A: Chem,2009,304(1/2):1−7. doi: 10.1016/j.molcata.2009.01.010
|
[30] |
LI H, JIAO X, LI L, et al. Synthesis of glycerol carbonate by direct carbonylation of glycerol with CO2 over solid catalysts derived from Zn/Al/La and Zn/Al/La/M (M=Li, Mg and Zr) hydrotalcites[J]. Catal Sci Technol,2015,5(2):989−1005. doi: 10.1039/C4CY01237B
|
[31] |
LIU Z, LI B, QIAO F, et al. Catalytic performance of Li/Mg composites for the synthesis of glycerol carbonate from glycerol and dimethyl carbonate[J]. ACS Omega,2022,7(6):5032−5038. doi: 10.1021/acsomega.1c05968
|
[32] |
DOSUNA-RODRÍGUEZ I, GAIGNEAUX E M. Glycerol acetylation catalysed by ion exchange resins[J]. Catal Today,2012,195(1):14−21. doi: 10.1016/j.cattod.2012.04.031
|
[33] |
LIU J, LI Y, ZHANG J, et al. Glycerol carbonylation with CO2 to glycerol carbonate over CeO2 catalyst and the influence of CeO2 preparation methods and reaction parameters[J]. Appl Catal A: Gen,2016,513:9−18. doi: 10.1016/j.apcata.2015.12.030
|
[34] |
MA J, SONG J, LIU H, et al. One-pot conversion of CO2 and glycerol to value-added products using propylene oxide as the coupling agent[J]. Green Chem,2012,14(6):1743−1748. doi: 10.1039/c2gc35150a
|
[35] |
AKHAVAN O, AZIMIRAD R, SAFA S, et al. CuO/Cu(OH)2 hierarchical nanostructures as bactericidal photocatalysts[J]. J Mater Chem A,2011,21(26):9634−9640. doi: 10.1039/c0jm04364h
|
[36] |
BENJARAM M R, ATAULLAH K. Recent advances on TiO2-ZrO2 mixed oxides as catalysts and catalyst supports[J]. Catal Rev,2005,47:257−296. doi: 10.1081/CR-200057488
|
[37] |
LIU G, LIU J, LI W, et al. Aerobic oxidation of alcohols over Ru-Mn-Ce and Ru-Co-Ce catalysts: The effect of calcination temperature[J]. Appl Catal A: Gen,2017,535:77−84. doi: 10.1016/j.apcata.2017.02.006
|
[38] |
GANDHE A R, REBELLO J S, FIGUEIREDO J L, et al. Manganese oxide OMS-2 as an effective catalyst for total oxidation of ethyl acetate[J]. Appl Catal B: Environ,2007,72(1/2):129−135. doi: 10.1016/j.apcatb.2006.10.017
|
[39] |
KONDAWAR S E, POTDAR A S, RODE C V. Solvent-free carbonylation of glycerol with urea using metal loaded MCM-41 catalysts[J]. RSC Adv,2015,5(21):16452−16460. doi: 10.1039/C4RA11590B
|
[40] |
ZHAO M, YAN H, LU R, et al. Insight into the selective oxidation mechanism of glycerol to 1, 3-dihydroxyacetone over AuCu-ZnO interface[J]. AIChE,2022,68(11):e17833. doi: 10.1002/aic.17833
|
[41] |
LI D, WANG Z, HUANG J, et al. Ultrafine CeO2 nanodots embedded in porous ZrO2 for efficient and sustainable chlorine recycle through hydrochloric acid catalytic oxidation[J]. ChemistrySelect,2020,5(40):12442−12449. doi: 10.1002/slct.202003184
|
[42] |
LIU B, LI C, ZHANG G, et al. Oxygen vacancy promoting dimethyl carbonate synthesis from CO2 and methanol over Zr-doped CeO2 nanorods[J]. ACS Catal,2018,8(11):10446−10456. doi: 10.1021/acscatal.8b00415
|
[43] |
CLIMENT M J, CORMA A, DE FRUTOS P, et al. Chemicals from biomass: Synthesis of glycerol carbonate by transesterification and carbonylation with urea with hydrotalcite catalysts. The role of acid-base pairs[J]. J Catal,2010,269(1):140−149. doi: 10.1016/j.jcat.2009.11.001
|
[44] |
LIU P, DERCHI M, HENSEN E J M. Promotional effect of transition metal doping on the basicity and activity of calcined hydrotalcite catalysts for glycerol carbonate synthesis[J]. Appl Catal B: Environ,2014,144:135−143. doi: 10.1016/j.apcatb.2013.07.010
|
[45] |
ZHAO H, FANG K, ZHOU J, et al. Direct synthesis of methyl formate from syngas on Cu-Mn mixed oxide catalyst[J]. Int J Hydrog Energy,2016,41(21):8819−8828. doi: 10.1016/j.ijhydene.2016.03.149
|
[46] |
GAO Z, ZHOU Z, WANG M, et al. Highly dispersed Pd anchored on heteropolyacid modified ZrO2 for high efficient hydrodeoxygenation of lignin-derivatives[J]. Fuel,2023,334:126768. doi: 10.1016/j.fuel.2022.126768
|
[47] |
MEGHA, MONDAL K, GHANTY T K, et al. Adsorption and activation of CO2 on small-sized Cu-Zr bimetallic clusters[J]. J Phys Chem A,2021,125(12):2558−2572. doi: 10.1021/acs.jpca.1c00751
|
[48] |
HONDA M, TAMURA M, NAKAO K, et al. Direct cyclic carbonate synthesis from CO2 and diol over carboxylation/hydration cascade catalyst of CeO2 with 2-cyanopyridine[J]. ACS Catal,2014,4(6):1893−1896. doi: 10.1021/cs500301d
|
[49] |
MA J, LIU J, ZHANG Z, et al. Mechanisms of ethylene glycol carbonylation with carbon dioxide[J]. Comput Theor Chem,2012,992:103−109. doi: 10.1016/j.comptc.2012.05.010
|
[50] |
DI COSIMO J I, DIEZ V K, XU M, et al. Structure and surface and catalytic properties of Mg-Al basic oxides[J]. J Catal,1998,178(2):499−510. doi: 10.1006/jcat.1998.2161
|
[51] |
ZHANG J, HE D. Surface properties of Cu/La2O3 and its catalytic performance in the synthesis of glycerol carbonate and monoacetin from glycerol and carbon dioxide[J]. J Colloid Interface Sci,2014,419:31−38. doi: 10.1016/j.jcis.2013.12.049
|