Co-aromatization of olefin and methane over Ag-Ga/ZSM-5 catalyst at low temperature
Abstract
The massive exploitation of shale gas in the past decade has boosted the production of natural gas and reduced its price dramatically. The methane activation and following conversion into more valuable fuels and chemicals have thus become more and more attractive, while the introduction of hydrocarbons to enhance the methane activation at mild conditions represents a promising approach. In the present work, the co-aromatization of methane with propylene has been studied at 400 °C. The presence of methane would increase the toluene to benzene ratio as well as the average carbon number of the formed liquid aromatic products compared to its propylene alone counterpart. Among the gas products, the formations of C3H8, C4H8 and C4H10 also get promoted when methane is present. The incorporation of methane into the product molecules is also directly evidenced by the 1H, 2D and 13C NMR spectroscopy of the liquid products obtained from the reaction between propylene (or styrene) and isotope labelled methane. Hydrogen from methane would contribute a large portion of the hydrogen in the product molecules, while the benzylic and aromatic hydrogen sites are favored compared with those on the alkyl side chains. The activation of methane is also observed in the DRIFTmore »
- Authors:
-
- Univ. of Calgary, Calgary, AB (Canada)
- National Renewable Energy Lab. (NREL), Golden, CO (United States)
- Univ. of Alberta, Edmonton, AB (Canada)
- Publication Date:
- Research Org.:
- National Renewable Energy Lab. (NREL), Golden, CO (United States)
- Sponsoring Org.:
- USDOE Office of Energy Efficiency and Renewable Energy (EERE)
- OSTI Identifier:
- 1360663
- Report Number(s):
- NREL/JA-5100-68597
Journal ID: ISSN 0926-3373
- Grant/Contract Number:
- AC36-08GO28308
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Applied Catalysis B: Environmental
- Additional Journal Information:
- Journal Volume: 211; Journal Issue: C; Journal ID: ISSN 0926-3373
- Publisher:
- Elsevier
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 09 BIOMASS FUELS; methane activation; aromatization; ZSM-5; olefin; catalyst
Citation Formats
He, Peng, Gatip, Richard, Yung, Matthew, Zeng, Hongbo, and Song, Hua. Co-aromatization of olefin and methane over Ag-Ga/ZSM-5 catalyst at low temperature. United States: N. p., 2017.
Web. doi:10.1016/j.apcatb.2017.04.052.
He, Peng, Gatip, Richard, Yung, Matthew, Zeng, Hongbo, & Song, Hua. Co-aromatization of olefin and methane over Ag-Ga/ZSM-5 catalyst at low temperature. United States. https://doi.org/10.1016/j.apcatb.2017.04.052
He, Peng, Gatip, Richard, Yung, Matthew, Zeng, Hongbo, and Song, Hua. Sat .
"Co-aromatization of olefin and methane over Ag-Ga/ZSM-5 catalyst at low temperature". United States. https://doi.org/10.1016/j.apcatb.2017.04.052. https://www.osti.gov/servlets/purl/1360663.
@article{osti_1360663,
title = {Co-aromatization of olefin and methane over Ag-Ga/ZSM-5 catalyst at low temperature},
author = {He, Peng and Gatip, Richard and Yung, Matthew and Zeng, Hongbo and Song, Hua},
abstractNote = {The massive exploitation of shale gas in the past decade has boosted the production of natural gas and reduced its price dramatically. The methane activation and following conversion into more valuable fuels and chemicals have thus become more and more attractive, while the introduction of hydrocarbons to enhance the methane activation at mild conditions represents a promising approach. In the present work, the co-aromatization of methane with propylene has been studied at 400 °C. The presence of methane would increase the toluene to benzene ratio as well as the average carbon number of the formed liquid aromatic products compared to its propylene alone counterpart. Among the gas products, the formations of C3H8, C4H8 and C4H10 also get promoted when methane is present. The incorporation of methane into the product molecules is also directly evidenced by the 1H, 2D and 13C NMR spectroscopy of the liquid products obtained from the reaction between propylene (or styrene) and isotope labelled methane. Hydrogen from methane would contribute a large portion of the hydrogen in the product molecules, while the benzylic and aromatic hydrogen sites are favored compared with those on the alkyl side chains. The activation of methane is also observed in the DRIFT spectra when deuterium enriched methane is engaged as the methane source and evidenced by the escalated exothermic feature when olefin aromatization takes place under methane environment. The excellent catalytic performance of Ag-Ga/ZSM-5 might be because of the better dispersion of Ag and Ga on the ZSM-5 surface and moderate amount of strong Brosted and Lewis surface acid sites. All the observations suggest that methane might be activated nonoxidatively and converted into aromatics if suitable catalyst is charged under the assistance of co-existing olefin. In conclusion, the reported synergetic effect could potentially lead to the more economic utilization of abundant natural gas and petrochemical intermediates.},
doi = {10.1016/j.apcatb.2017.04.052},
journal = {Applied Catalysis B: Environmental},
number = C,
volume = 211,
place = {United States},
year = {Sat Apr 22 00:00:00 EDT 2017},
month = {Sat Apr 22 00:00:00 EDT 2017}
}
Web of Science
Works referenced in this record:
The Catalytic Oxidative Coupling of Methane
journal, May 1995
- Lunsford, Jack H.
- Angewandte Chemie International Edition in English, Vol. 34, Issue 9
Conversion of Methane by Oxidative Coupling
journal, August 1990
- Amenomiya, Yoshimitsu; Birss, Viola I.; Goledzinowski, Maciej
- Catalysis Reviews, Vol. 32, Issue 3
Statistical Analysis of Past Catalytic Data on Oxidative Methane Coupling for New Insights into the Composition of High-Performance Catalysts
journal, September 2011
- Zavyalova, Ulyana; Holena, Martin; Schlögl, Robert
- ChemCatChem, Vol. 3, Issue 12
CH Bond Activation of Methane by a Transient η 2 -Cyclopropene/Metallabicyclobutane Complex of Niobium
journal, September 2015
- Li, Chen; Dinoi, Chiara; Coppel, Yannick
- Journal of the American Chemical Society, Vol. 137, Issue 39
Simultaneous Conversion of Methane and Methanol into Gasoline over Bifunctional Ga-, Zn-, In-, and/or Mo-Modified ZSM-5 Zeolites
journal, July 2005
- Choudhary, Vasant R.; Mondal, Kartick C.; Mulla, Shafeek A. R.
- Angewandte Chemie, Vol. 117, Issue 28
The effect of zeolite particle size on the activity of Mo/HZSM-5 in non-oxidative methane dehydroaromatization
journal, February 2011
- Cui, Yanbin; Xu, Yuebing; Lu, Jiangyin
- Applied Catalysis A: General, Vol. 393, Issue 1-2
Direct conversion of methane under nonoxidative conditions
journal, May 2003
- Xu, Yide; Bao, Xinhe; Lin, Liwu
- Journal of Catalysis, Vol. 216, Issue 1-2
An EPR and NMR study on Mo/HZSM-5 catalysts for the aromatization of methane: Investigation of the location of the pentavalent molybdenum
journal, November 2013
- Ha, Vu Thi Thu; Sarıoğlan, Alper; Erdem-Şenatalar, Ayşe
- Journal of Molecular Catalysis A: Chemical, Vol. 378
Direct, Nonoxidative Conversion of Methane to Ethylene, Aromatics, and Hydrogen
journal, May 2014
- Guo, X.; Fang, G.; Li, G.
- Science, Vol. 344, Issue 6184
Nonoxidative Activation of Methane
journal, January 2003
- Choudhary, Tushar V.; Aksoylu, Erhan; Wayne Goodman, D.
- Catalysis Reviews, Vol. 45, Issue 1
Methane activation: the past and future
journal, January 2014
- Tang, Pei; Zhu, Qingjun; Wu, Zhaoxuan
- Energy Environ. Sci., Vol. 7, Issue 8
Gas to Liquids: Natural Gas Conversion to Aromatic Fuels and Chemicals in a Hydrogen-Permeable Ceramic Hollow Fiber Membrane Reactor
journal, March 2016
- Xue, Jian; Chen, Yan; Wei, Yanying
- ACS Catalysis, Vol. 6, Issue 4
Effect of Fe and Zn promoters on Mo/HZSM-5 catalyst for methane dehydroaromatization
journal, January 2015
- Abdelsayed, Victor; Shekhawat, Dushyant; Smith, Mark W.
- Fuel, Vol. 139
Catalytic aromatization of methane
journal, January 2014
- Spivey, James J.; Hutchings, Graham
- Chem. Soc. Rev., Vol. 43, Issue 3
Low-Temperature Nonoxidative Activation of Methane over H-Galloaluminosilicate (MFI) Zeolite
journal, February 1997
- Choudhary, V. R.
- Science, Vol. 275, Issue 5304
Conversion of methane into higher hydrocarbons in the presence of ethylene over H-ZSM-5 loaded with silver cations
journal, July 2002
- Baba, Toshihide; Sawada, Hidenori
- Physical Chemistry Chemical Physics, Vol. 4, Issue 15
Metal cation–acidic proton bifunctional catalyst for methane activation: conversion of 13CH4 in the presence of ethylene over metal cations-loaded H-ZSM-5
journal, September 2003
- Baba, Toshihide; Abe, Yoshimune
- Applied Catalysis A: General, Vol. 250, Issue 2
Improvement of methane activation using n-hexane as co-reactant over Zn/HZSM-11 zeolite
journal, August 2004
- Anunziata, Oscar A.; González Mercado, Griselda; Pierella, Liliana B.
- Catalysis Communications, Vol. 5, Issue 8
Performance of Zn/ZSM-5 for In Situ Catalytic Upgrading of Pyrolysis Bio-oil by Methane
journal, October 2015
- He, Peng; Shan, Wenpo; Xiao, Ye
- Topics in Catalysis, Vol. 59, Issue 1
Understanding Methane Aromatization on a Zn-Modified High-Silica Zeolite
journal, June 2008
- Luzgin, Mikhail V.; Rogov, Vladimir A.; Arzumanov, Sergei S.
- Angewandte Chemie International Edition, Vol. 47, Issue 24
Catalytic co-aromatization of ethanol and methane
journal, December 2016
- Wang, Aiguo; He, Peng; Yung, Matthew
- Applied Catalysis B: Environmental, Vol. 198
Methane aromatization on Zn-modified zeolite in the presence of a co-reactant higher alkane: How does it occur?
journal, June 2009
- Luzgin, Mikhail V.; Rogov, Vladimir A.; Arzumanov, Sergei S.
- Catalysis Today, Vol. 144, Issue 3-4
Methane Activation and Transformation on Ag/H-ZSM-5 Zeolite Studied with Solid-State NMR
journal, April 2013
- Gabrienko, Anton A.; Arzumanov, Sergei S.; Moroz, Ilya B.
- The Journal of Physical Chemistry C, Vol. 117, Issue 15
Methane Activation over Zn-Modified MFI Zeolite: NMR Evidence for Zn−Methyl Surface Species Formation
journal, November 2008
- Kolyagin, Yuriy G.; Ivanova, Irina I.; Ordomsky, Vitaly V.
- The Journal of Physical Chemistry C, Vol. 112, Issue 50
Room temperature activation of methane over Zn modified H-ZSM-5 zeolites: Insight from solid-state NMR and theoretical calculations
journal, January 2012
- Xu, Jun; Zheng, Anmin; Wang, Xiumei
- Chemical Science, Vol. 3, Issue 10
Upgrading biomass pyrolysis vapors over β-zeolites: role of silica-to-alumina ratio
journal, January 2014
- Mukarakate, Calvin; Watson, Michael J.; ten Dam, Jeroen
- Green Chem., Vol. 16, Issue 12
Permeation of Aromatic Hydrocarbon Vapors through Silicalite−Zeolite Membranes
journal, January 1996
- Baertsch, Chelsey D.; Funke, Hans H.; Falconer, John L.
- The Journal of Physical Chemistry, Vol. 100, Issue 18
Simultaneous Low-Cost Carbon Sources and CO 2 Valorizations through Catalytic Gasification
journal, November 2015
- He, Peng; Xiao, Ye; Tang, Ying
- Energy & Fuels, Vol. 29, Issue 11
The Effects of Silanation of External Acid Sites on the Structure and Catalytic Behavior of Mo/H–ZSM5
journal, February 2002
- Ding, Weiping; Meitzner, George D.; Iglesia, Enrique
- Journal of Catalysis, Vol. 206, Issue 1
Thermodynamic Analysis of Nonoxidative Dehydroaromatization of Methane
journal, June 2012
- Moghimpour Bijani, P.; Sohrabi, M.; Sahebdelfar, S.
- Chemical Engineering & Technology, Vol. 35, Issue 10
Catalytic properties of silver-exchanged zeolites for propene production by conversion of methane in the presence of ethene
journal, April 2007
- Baba, Toshihide; Iwase, Yasuyoshi; Inazu, Koji
- Microporous and Mesoporous Materials, Vol. 101, Issue 1-2
IR spectroscopic study of CD3CN adsorbed on ALPO-18 molecular sieve and the solid acid catalysts SAPO-18 and MeAPO-18
journal, January 1994
- Chen, Jiesheng; Thomas, John Meurig; Sankar, Gopinathan
- Journal of the Chemical Society, Faraday Transactions, Vol. 90, Issue 22
FTIR spectroscopic and1 H MAS NMR studies of the influence of lattice chemistry and structure on Brønsted acidity in zeolites
journal, September 1996
- Jänchen, J.; van Wolput, J. H. M. C.; van de Ven, L. J. M.
- Catalysis Letters, Vol. 39, Issue 3-4
IR observation of adsorption and reactions of olefins on H-form zeolites
journal, May 2003
- Kondo, Junko N.; Domen, Kazunari
- Journal of Molecular Catalysis A: Chemical, Vol. 199, Issue 1-2
Adsorption–desorption behavior and mechanism of dimethyl disulfide in liquid hydrocarbon streams on modified Y zeolites
journal, April 2014
- Yi, Dezhi; Huang, Huan; Meng, Xuan
- Applied Catalysis B: Environmental, Vol. 148-149
Influence of steaming on the acidity and the methanol conversion reaction of HZSM-5 zeolite
journal, November 2013
- Almutairi, Sami M. T.; Mezari, Brahim; Pidko, Evgeny A.
- Journal of Catalysis, Vol. 307
Zeolite topology effects in the alkylation of phenol with propylene
journal, May 2013
- Xu, Weiyin; Miller, Stephen J.; Agrawal, Pradeep K.
- Applied Catalysis A: General, Vol. 459
Interaction of Pyridine with Acidic (H-ZSM5, H-β, H-MORD Zeolites) and Superacidic (H-Nafion Membrane) Systems: An IR Investigation
journal, January 1996
- Buzzoni, R.; Bordiga, S.; Ricchiardi, G.
- Langmuir, Vol. 12, Issue 4
Infrared spectra of pyridinium salts in solution—I. The region of middle frequencies
journal, January 1982
- Glazunov, V. P.; Odinokov, S. E.
- Spectrochimica Acta Part A: Molecular Spectroscopy, Vol. 38, Issue 4
On the interpretation of the NH3-TPD patterns of H-ZSM-5 and H-mordenite
journal, October 2001
- Lónyi, Ferenc; Valyon, József
- Microporous and Mesoporous Materials, Vol. 47, Issue 2-3
Methane activation without using oxidants over Mo/HZSM-5 zeolite catalysts
journal, January 1995
- Xu, Yide; Liu, Shetian; Guo, Xiexian
- Catalysis Letters, Vol. 30, Issue 1-4
Promotional Effect of Ru on the Dehydrogenation and Aromatization of Methane in the Absence of Oxygen over Mo/HZSM-5 Catalysts
journal, August 1997
- Shu, Yuying; Xu, Yide; Wong, She-Tin
- Journal of Catalysis, Vol. 170, Issue 1
Methane aromatisation based upon elementary steps: Kinetic and catalyst descriptors
journal, December 2012
- Wong, Kae S.; Thybaut, Joris W.; Tangstad, Elisabeth
- Microporous and Mesoporous Materials, Vol. 164
Olefin upgrading under methane environment over Ag-Ga/ZSM-5 catalyst
journal, October 2016
- He, Peng; Lou, Yang; Song, Hua
- Fuel, Vol. 182
Green and facile fabrication of silver nanoparticles loaded activated carbon fibers with long-lasting antibacterial activity
journal, January 2014
- Tang, Chengli; Sun, Wei; Yan, Wei
- RSC Adv., Vol. 4, Issue 2
Unipolar resistive switching behavior of amorphous gallium oxide thin films for nonvolatile memory applications
journal, January 2015
- Guo, D. Y.; Wu, Z. P.; An, Y. H.
- Applied Physics Letters, Vol. 106, Issue 4
Properties of faujasite zeolites containing methyl-substituted ammonium cations
journal, October 2012
- Almeida, Karina Arruda; Landers, Richard; Cardoso, Dilson
- Journal of Catalysis, Vol. 294
Works referencing / citing this record:
Advances in Catalyst Design for the Conversion of Methane to Aromatics: A Critical Review
journal, March 2019
- Galadima, Ahmad; Muraza, Oki
- Catalysis Surveys from Asia, Vol. 23, Issue 3
Ultra-stable metal nano-catalyst synthesis strategy: a perspective
journal, December 2019
- Cao, Xiao-Qing; Zhou, Jun; Li, Song
- Rare Metals, Vol. 39, Issue 2
Effect of the Si/Al ratio in Ga/mesoporous HZSM-5 on the production of benzene, toluene, and xylene via coaromatization of methane and propane
journal, January 2019
- Gim, Min Yeong; Song, Changyeol; Lim, Yong Hyun
- Catalysis Science & Technology, Vol. 9, Issue 22
Understanding zeolite deactivation by sulfur poisoning during direct olefin upgrading
journal, March 2019
- Harrhy, Jonathan H.; Wang, Aiguo; Jarvis, Jack S.
- Communications Chemistry, Vol. 2, Issue 1