Hacia el desarrollo de alternativas sostenibles al combustible diésel: síntesis de 1,1-dimetoximetano (OME1) a través de catálisis bifuncional
DOI:
https://doi.org/10.18800/quimica.202301.002Keywords:
Methanol, 1-1-dimethoxymethane, oxidation, metal oxidesAbstract
The environmental impact generated by the extensive utilization of fossil-based fuels has driven the need to develop renewable energy sources, as well as sustainable processes for liquid fuels production. Oxymethylene ethers (OMEs) are oxygenated compounds that have emerged as a potential alternative to replace Diesel fuel, helping to reduce the formation of soot and nitrogen oxides (NOx) during its combustion. Among this family of compounds, 1,1-dimethoxymethane (OME1) has special interest because of its versatility as an industrial solvent or as a chemical intermediate. Specifically, it can be used as a feedstock to produce higher chain OMEs. The direct synthesis of OME1 involves the selective oxidation of methanol over bifunctional catalysts, which have been widely studied during the last decades. This work summarizes the main features of the different catalytic systems developed, which play a fundamental role for the commercial production of 1,1-dimethoxymethane
Downloads
References
(1) Thavornprasert, K.A.; Capron, M.; Jalowiecki-Duhamel, L.; Dumeignil, F. One-Pot 1,1-Dimethoxymethane Synthesis from Methanol: A Promising Pathway over Bifunctional Catalysts. Catal. Sci. Technol. 2016, 6, 958-970. https://doi.org/10.1039/c5cy01858g
(2) Liu, J.; Wang, L.; Wang, P.; Sun, P.; Liu, H.; Meng, Z.; Zhang, L.; Ma, H. An Overview of Polyoxymethylene Dimethyl Ethers as Alternative Fuel for Compression Ignition Engines. Fuel., 2022, 318, 123582. https://doi.org/10.1016/j.fuel.2022.123582
(3) ABC: Canada’s Clean Fuel Standard takes step forward. Biomass Magazine. http://biomassmagazine.com/articles/15835/abc-canadaundefineds-clean-fuel-standard-takes-step-forward (accessed 2022-04-04).
(4) Hausfather, Z.; Friedlingstein, P. Analysis: Global CO2 emissions from fossil fuels hits record high in 2022. World Economic Forum. https://www.weforum.org/agenda/2022/11/global-co2-emissions-fossil-fuels-hit-record-2022 (accessed 2023-02-19).
(5) Exxon Mobile Corporation. 2018 Outlook for Energy: A View to 2040; Irving, 2018. https://www.aop.es/wp-content/uploads/2019/05/2018-Outlook-for-Energy-Exxon.pdf (accessed 2023-04-18).
(6) Energy Agency, I. Global Energy Review: CO2 Emissions in 2021 Global Emissions Rebound Sharply to Highest Ever Level; 2021. https://www.iea.org/reports/global-energy-review-co2-emissions-in-2021-2 (accessed 2023-04-18).
(7) Zhao, W.; Yan, J.; Gao, S.; Lee, T.H.; Li, X. The Combustion and Emission Characteristics of a Common-Rail Diesel Engine Fueled with Diesel, Propanol, and Pentanol Blends under Low Intake Pressures. Fuel 2022, 307, 121692. https://doi.org/10.1016/j.fuel.2021.121692
(8) Gierlich, C.H.; Beydoun, K.; Klankermayer, J.; Palkovits, R. Challenges and Opportunities in the Production of Oxymethylene Dimethylether. Chem. Ing. Tech., 2020, 92, 116-124. https://doi.org/10.1002/cite.201900187
(9) Hackbarth, K.; Haltenort, P.; Arnold, U.; Sauer, J. Recent Progress in the Production, Application and Evaluation of Oxymethylene Ethers. Chem. Ing. Tech., 2018, 90, 1520-1528. https://doi.org/10.1002/cite.201800068
(10) Baranowski, C.J.; Bahmanpour, A.M.; Kröcher, O. Catalytic Synthesis of Polyoxymethylene Dimethyl Ethers (OME): A Review. Appl. Catal. B-Environ., 2017, 217, 407-420. https://doi.org/10.1016/j.apcatb.2017.06.007
(11) Sun, R.; Delidovich, I.; Palkovits, R. Dimethoxymethane as a Cleaner Synthetic Fuel: Synthetic Methods, Catalysts, and Reaction Mechanism. ACS Catal. 2019, 9 (2), 1298-1318. https://doi.org/10.1021/acscatal.8b04441
(12) Ahmad, W.; Chan, F.L.; Hoadley, A.; Wang, H.; Tanksale, A. Synthesis of Oxymethylene Dimethyl Ethers (OMEn) via Methanol Mediated COx Hydrogenation over Ru/BEA Catalysts. Appl Catal. B-Environ., 2020, 269, 118765. https://doi.org/10.1016/j.apcatb.2020.118765
(13) Thavornprasert, K.; Capron, M.; Jalowiecki-Duhamel, L.; Gardoll, O.; Trentesaux, M.; Mamede, A.S.; Fang, G.; Faye, J.; Touati, N.; Vezin, H.; Dubois, J.L.; Couturier, J.L.; Dumeignil, F. Highly Productive Iron Molybdate Mixed Oxides and Their Relevant Catalytic Properties for Direct Synthesis of 1,1-Dimethoxymethane from Methanol. Appl. Catal. B-Environ., 2014, 145, 126-135. https://doi.org/10.1016/j.apcatb.2013.01.043
(14) Yuan, Y.; Shido, T.; Iwasawa, Y. The New Catalytic Property of Supported Rhenium Oxides for Selective Oxidation of Methanol to Methylal. Chem. Commun., 2000, 15, 1421-1422. https://doi.org/10.1039/b003870i
(15) Nikonova, O.A.; Capron, M.; Fang, G.; Faye, J.; Mamede, A.S.; Jalowiecki-Duhamel, L.; Dumeignil, F.; Seisenbaeva, G.A. Novel Approach to Rhenium Oxide Catalysts for Selective Oxidation of Methanol to DMM. J. Catal., 2011, 279, 310-318. https://doi.org/10.1016/j.jcat.2011.01.028
(16) Liu, H.; Iglesia, E. Selective Oxidation of Methanol and Ethanol on Supported Ruthenium Oxide Clusters at Low Temperatures. J. Phys. Chem. B, 2005, 109, 2155-2163. https://doi.org/10.1021/jp0401980
(17) Li, M.; Long, Y.; Deng, Z.; Zhang, H.; Yang, X.; Wang, G. Ruthenium Trichloride as a New Catalyst for Selective Production of Dimethoxymethane from Liquid Methanol with Molecular Oxygen as Sole Oxidant. Catal. Commun., 2015, 68, 46-48. https://doi.org/10.1016/j.catcom.2015.04.031
(18) Zou, S.; Wang, H.; Li, S.; Lu, B.; Zhao, J.; Cai, Q. Selective Oxidation of Methanol to Dimethoxymethane over Iron and Vanadate Modified Phosphotungstate. Appl. Surf. Sci., 2022, 574, 151516. https://doi.org/10.1016/j.apsusc.2021.151516
(19) Rocchiccioli-Deltcheff, C.; Aouissi, A.; Bettahar, M.M.; Launay, S.; Fournier, M. Catalysis by 12-Molybdophosphates 1. Catalytic Reactivity of 12-Molybdophosphoric Acid Related to Its Thermal Behavior Investigated through IR, Raman, Polarographic, and X-Ray Diffraction Studies: A Comparison with 12-Molybdosilicic Acid. J. Catal., 1996, 164, 16-27.
(20) Liu, H.; Iglesia, E. Selective One-Step Synthesis of Dimethoxymethane via Methanol or Dimethyl Ether Oxidation on H3+nVnMo12-nPO40 Keggin Structures. J. Phys. Chem. B 2003, 107, 10840-10847. https://doi.org/10.1021/jp0301554
(21) Wang, W.X.; Gao, X.J.; Xiong, P.; Zhang, J.F.; Song, F.E.; Zhang, Q. de; Han, Y.Z.; Tan, Y.S. Low-Temperature Oxidation of Methanol to Dimethoxymethane over Mo-Sn Catalyst. J. Fuel Chem. Technol. 2021, 49, 1487-1494. https://doi.org/10.1016/S1872-5813(21)60094-4
(22) Fu, Y.; Shen, J. Selective Oxidation of Methanol to Dimethoxymethane under Mild Conditions over V2O5/TiO2 with Enhanced Surface Acidity. Chem. Commun. 2007, 21, 2172-2174. https://doi.org/10.1039/b618898b
(23) Lu, X.; Qin, Z.; Dong, M.; Zhu, H.; Wang, G.; Zhao, Y.; Fan, W.; Wang, J. Selective Oxidation of Methanol to Dimethoxymethane over Acid-Modified V2O5/TiO2 Catalysts. Fuel 2011, 90, 1335-1339. https://doi.org/10.1016/j.fuel.2011.01.007
(24) Broomhead, W.T.; Tian, W.; Herrera, J.E.; Chin, Y.H.C. Kinetic Coupling of Redox and Acid Chemistry in Methanol Partial Oxidation on Vanadium Oxide Catalysts. ACS Catal 2022, 12, 11801-11820. https://doi.org/10.1021/acscatal.2c01852
(25) Raun, K.V.; Johannessen, J.; McCormack, K.; Appel, C.C.; Baier, S.; Thorhauge, M.; Høj, M.; Jensen, A.D. Modeling of the Molybdenum Loss in Iron Molybdate Catalyst Pellets for Selective Oxidation of Methanol to Formaldehyde. Chem. Eng. J., 2019, 361, 1285-1295. https://doi.org/10.1016/j.cej.2018.12.142
(26) Yuan, M.; Tang, R.; Sun, X.; Zhang, Z.; Tian, Y.; Qiao, Y. Effects of the Support on Bifunctional One-Step Synthesis of Methylal: Via Methanol Oxidation Catalysed by Fe-Mo-Based Bifunctional Catalysts. Sustain. Energy Fuels 2021, 5, 246-260. https://doi.org/10.1039/d0se01194k
(27) Brookes, C.; Bowker, M.; Wells, P.P. Catalysts for the Selective Oxidation of Methanol. Catalysts., 2016, 6, 92. https://doi.org/10.3390/catal6070092
(28) Yuan, M.; Che, Y.; Tang, R.; Li, S.; Zhang, Y.; Tian, Y.; Qiao, Y.; Liu, Q.; Li, D. One-Step Synthesis of Methylal via Methanol Oxidation by Mo:Fe(x)/HZSM-5 Bifunctional Catalyst. Fuel 2020, 261, 116416. https://doi.org/10.1016/j.fuel.2019.116416
Downloads
Published
How to Cite
Issue
Section
License
Copyright (c) 2023 Jose Efrain Herrera, Andrés F. Rodriguez
This work is licensed under a Creative Commons Attribution 4.0 International License.
