Oligomerization of ethanol-derived propene and isobutene mixtures to transportation fuels: catalyst and process considerations

Saavedra Lopez, Johnny; Dagle, Robert A.; Dagle, Vanessa Lebarbier; Smith, Colin; Albrecht, Karl O.

doi:10.1039/C8CY02297F

Title: Oligomerization of ethanol-derived propene and isobutene mixtures to transportation fuels: catalyst and process considerations

Journal Article · Tue Jan 01 00:00:00 EST 2019 · Catalysis Science and Technology

DOI:https://doi.org/10.1039/C8CY02297F· OSTI ID:1507371

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^[1]; Smith, Colin ^[1];

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Institute for Integrated Catalysis; Pacific Northwest National Laboratory; Richland; USA

An important activity/selectivity trade-off occurs at increased olefin oligomerization temperatures. Jet-range product decreases and paraffin formation increases at high oligomerization temperatures.

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Research Organization:: Pacific Northwest National Lab. (PNNL), Richland, WA (United States)

Sponsoring Organization:: USDOE Office of Energy Efficiency and Renewable Energy (EERE)

DOE Contract Number:: AC05-76RL01830

OSTI ID:: 1507371

Report Number(s):: PNNL-SA-135575; CSTAGD

Journal Information:: Catalysis Science and Technology, Vol. 9, Issue 5; ISSN 2044-4753

Publisher:: Royal Society of Chemistry

Country of Publication:: United States

Language:: English

References (38)

Polystyrene sulphonic acid resins with enhanced acid strength via macromolecular self-assembly within confined nanospace Zhang, Xiaomin; Zhao, Yaopeng; Xu, Shutao Nature Communications, Vol. 5, Issue 1 https://doi.org/10.1038/ncomms4170	journal	January 2014
Effects of Brønsted-acid site proximity on the oligomerization of propene in H-MFI Mlinar, Anton N.; Zimmerman, Paul M.; Celik, Fuat E. Journal of Catalysis, Vol. 288 https://doi.org/10.1016/j.jcat.2012.01.002	journal	April 2012
Key Roles of Lewis Acid–Base Pairs on Zn _x Zr _y O _z in Direct Ethanol/Acetone to Isobutene Conversion Sun, Junming; Baylon, Rebecca A. L.; Liu, Changjun Journal of the American Chemical Society, Vol. 138, Issue 2 https://doi.org/10.1021/jacs.5b07401	journal	December 2015
Recent Advances in Catalytic Conversion of Ethanol to Chemicals Sun, Junming; Wang, Yong ACS Catalysis, Vol. 4, Issue 4 https://doi.org/10.1021/cs4011343	journal	March 2014
Oligomerization of isobutene over solid acid catalysts Hauge, K.; Bergene, E.; Chen, D. Catalysis Today, Vol. 100, Issue 3-4, p. 463-466 https://doi.org/10.1016/j.cattod.2004.08.017	journal	February 2005
Trimerization of isobutene over a zeolite beta catalyst Yoon, J.; Chang, J.; Lee, H. Journal of Catalysis, Vol. 245, Issue 1 https://doi.org/10.1016/j.jcat.2006.10.008	journal	January 2007
Catalytic Consequences of Spatial Constraints and Acid Site Location for Monomolecular Alkane Activation on Zeolites Gounder, Rajamani; Iglesia, Enrique Journal of the American Chemical Society, Vol. 131, Issue 5 https://doi.org/10.1021/ja808292c	journal	February 2009
Catalysis on solid acids: Mechanism and catalyst descriptors in oligomerization reactions of light alkenes Sarazen, Michele L.; Doskocil, Eric; Iglesia, Enrique Journal of Catalysis, Vol. 344 https://doi.org/10.1016/j.jcat.2016.10.010	journal	December 2016
Effects of Void Environment and Acid Strength on Alkene Oligomerization Selectivity Sarazen, Michele L.; Doskocil, Eric; Iglesia, Enrique ACS Catalysis, Vol. 6, Issue 10 https://doi.org/10.1021/acscatal.6b02128	journal	September 2016
Properties of Synthetic Fuels from H-ZSM-5 Oligomerization of Fischer–Tropsch Type Feed Materials de Klerk, Arno Energy & Fuels, Vol. 21, Issue 6 https://doi.org/10.1021/ef700246k	journal	November 2007
Effect of the Acidity of HZSM-5 Zeolite and the Binder in the DME Transformation to Olefins Pérez-Uriarte, Paula; Gamero, Mónica; Ateka, Ainara Industrial & Engineering Chemistry Research, Vol. 55, Issue 6 https://doi.org/10.1021/acs.iecr.5b04477	journal	February 2016
Direct Conversion of Bio-ethanol to Isobutene on Nanosized Zn _x Zr _y O _z Mixed Oxides with Balanced Acid–Base Sites Sun, Junming; Zhu, Kake; Gao, Feng Journal of the American Chemical Society, Vol. 133, Issue 29 https://doi.org/10.1021/ja204235v	journal	July 2011
Synthesis of Transportation Fuels from Biomass: Chemistry, Catalysts, and Engineering Huber, George W.; Iborra, Sara; Corma, Avelino Chemical Reviews, Vol. 106, Issue 9, p. 4044-4098 https://doi.org/10.1021/cr068360d	journal	September 2006
Production of liquid hydrocarbon transportation fuels by oligomerization of biomass-derived C₉ alkenes Alonso, David Martin; Bond, Jesse Q.; Serrano-Ruiz, Juan Carlos Green Chemistry, Vol. 12, Issue 6, p. 992-999 https://doi.org/10.1039/c001899f	journal	January 2010
Oligomerization of isobutene over dealuminated Y zeolite catalysts Yoon, Ji Woong; Jhung, Sung Hwa; Choo, Dae Hyun Applied Catalysis A: General, Vol. 337, Issue 1 https://doi.org/10.1016/j.apcata.2007.12.001	journal	March 2008
Chemistry of olefin oligomerization over ZSM-5 catalyst Quann, Richard J.; Green, Larry A.; Tabak, Samuel A. Industrial & Engineering Chemistry Research, Vol. 27, Issue 4 https://doi.org/10.1021/ie00076a006	journal	April 1988
Oligomerization of 1-Hexene and 1-Octene over Solid Acid Catalysts de Klerk, Arno Industrial & Engineering Chemistry Research, Vol. 44, Issue 11 https://doi.org/10.1021/ie0487843	journal	May 2005
Conversion of Isobutylene to Octane-Booster Compounds after Methyl tert -Butyl Ether Phaseout: The Role of Heterogeneous Catalysis Mahdi, Hilman Ibnu; Muraza, Oki Industrial & Engineering Chemistry Research, Vol. 55, Issue 43 https://doi.org/10.1021/acs.iecr.6b02533	journal	October 2016
β-Scission of Olefins on Acidic Zeolites: A Periodic PBE-D Study in H-ZSM-5 Mazar, Mark N.; Al-Hashimi, Saleh; Cococcioni, Matteo The Journal of Physical Chemistry C, Vol. 117, Issue 45 https://doi.org/10.1021/jp403504n	journal	October 2013
Assessment of mass transfer limitations in oligomerization of butene at high pressure on H-beta Wulfers, Matthew J.; Lobo, Raul F. Applied Catalysis A: General, Vol. 505 https://doi.org/10.1016/j.apcata.2015.08.016	journal	September 2015
Zeolite catalysts in upgrading of bioethanol to fuels range hydrocarbons: A review Galadima, Ahmad; Muraza, Oki Journal of Industrial and Engineering Chemistry, Vol. 31 https://doi.org/10.1016/j.jiec.2015.07.015	journal	November 2015
An integrated process for production of jet-fuel range olefins from ethylene using Ni-AlSBA-15 and Amberlyst-35 catalysts Babu, B. Hari; Lee, Maeum; Hwang, Dong Won Applied Catalysis A: General, Vol. 530 https://doi.org/10.1016/j.apcata.2016.11.020	journal	January 2017
Bio-jet fuel conversion technologies Wang, Wei-Cheng; Tao, Ling Renewable and Sustainable Energy Reviews, Vol. 53 https://doi.org/10.1016/j.rser.2015.09.016	journal	January 2016
Tailored Catalytic Propene Trimerization over Acidic Zeolites with Tubular Pores Martens, Johan A.; Verrelst, Wim H.; Mathys, Georges M. Angewandte Chemie International Edition, Vol. 44, Issue 35 https://doi.org/10.1002/anie.200463045	journal	September 2005
Integrated Catalytic Conversion of γ-Valerolactone to Liquid Alkenes for Transportation Fuels Bond, J. Q.; Alonso, D. M.; Wang, D. Science, Vol. 327, Issue 5969, p. 1110-1114 https://doi.org/10.1126/science.1184362	journal	February 2010
A study of ZnxZryOz mixed oxides for direct conversion of ethanol to isobutene Liu, Changjun; Sun, Junming; Smith, Colin Applied Catalysis A: General, Vol. 467 https://doi.org/10.1016/j.apcata.2013.07.011	journal	October 2013
Comparative techno‐economic analysis and process design for indirect liquefaction pathways to distillate‐range fuels via biomass‐derived oxygenated intermediates upgrading Tan, Eric C. D.; Snowden‐Swan, Lesley J.; Talmadge, Michael Biofuels, Bioproducts and Biorefining, Vol. 11, Issue 1 https://doi.org/10.1002/bbb.1710	journal	September 2016
Conversion of syngas-derived C₂+ mixed oxygenates to C₃–C₅ olefins over Zn_xZr_yO_z mixed oxide catalysts Smith, Colin; Dagle, Vanessa Lebarbier; Flake, Matthew Catalysis Science & Technology, Vol. 6, Issue 7, p. 2325-2336 https://doi.org/10.1039/C5CY01261A	journal	January 2016
1-Butene oligomerization over ZSM-5 zeolite: Part 1 – Effect of reaction conditions Coelho, A.; Caeiro, G.; Lemos, M. A. N. D. A. Fuel, Vol. 111 https://doi.org/10.1016/j.fuel.2013.03.066	journal	September 2013
Reaction of small olefins on zeolite H-ZSM-5. A thermogravimetric study at low and intermediate temperatures Vandenberg, J. Journal of Catalysis, Vol. 80, Issue 1 https://doi.org/10.1016/0021-9517(83)90238-5	journal	March 1983
Oligomerization of Light Olefins to Gasoline: An Advanced NMR Characterization of Liquid Products Nicholas, Christopher P.; Laipert, Linda; Prabhakar, Sesh Industrial & Engineering Chemistry Research, Vol. 55, Issue 34 https://doi.org/10.1021/acs.iecr.6b01591	journal	August 2016
Low-temperature oligomerization of 1-butene with H-ferrierite Kim, Yong Tae; Chada, Joseph P.; Xu, Zhuoran Journal of Catalysis, Vol. 323 https://doi.org/10.1016/j.jcat.2014.12.025	journal	March 2015
Study of the oligomerization of 1-octene catalyzed by macroreticular ion-exchange resins Bringué, R.; Cadenas, M.; Fité, C. Chemical Engineering Journal, Vol. 207-208 https://doi.org/10.1016/j.cej.2012.06.089	journal	October 2012
Ethanol transformation into hydrocarbons on ZSM-5 zeolites: Influence of Si/Al ratio on catalytic performances and deactivation rate. Study of the radical species role Ferreira Madeira, Filipa; Ben Tayeb, Karima; Pinard, Ludovic Applied Catalysis A: General, Vol. 443-444 https://doi.org/10.1016/j.apcata.2012.07.037	journal	November 2012
The conversion of ethene and propene to higher hydrocarbons over ZSM-5 Bessell, S. Journal of Catalysis, Vol. 105, Issue 1 https://doi.org/10.1016/0021-9517(87)90029-7	journal	May 1987
Integrated process for the catalytic conversion of biomass-derived syngas into transportation fuels Dagle, Vanessa Lebarbier; Smith, Colin; Flake, Matthew Green Chemistry, Vol. 18, Issue 7 https://doi.org/10.1039/C5GC02298C	journal	January 2016
Oligomerization of Biomass-Derived Light Olefins to Liquid Fuel: Effect of Alkali Treatment on the HZSM-5 Catalyst Wang, Xiaoxing; Hu, Xiaoyan; Song, Chunshan Industrial & Engineering Chemistry Research, Vol. 56, Issue 42 https://doi.org/10.1021/acs.iecr.7b02316	journal	October 2017
Tailored Alkene Oligomerization with H-ZSM-57 Zeolite Martens, Johan A.; Ravishankar, Raman; Mishin, Igor E. Angewandte Chemie, Vol. 39, Issue 23 https://doi.org/10.1002/1521-3773(20001201)39:23<4376::AID-ANIE4376>3.0.CO;2-2	journal	December 2000

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