Ethanol Upgrading to n -Butanol Using Transition-Metal-Incorporated Poly(triazine)imide Frameworks

Cypher, Sabrine M.; Pauly, Magnus; Castro, Leslie G.; Donley, Carrie L.; Maggard, Paul A.; Goldberg, Karen I.

doi:10.1021/acsami.3c07396

Ethanol Upgrading to n -Butanol Using Transition-Metal-Incorporated Poly(triazine)imide Frameworks

Journal Article · 24 July 2023 · ACS Applied Materials and Interfaces

DOI:https://doi.org/10.1021/acsami.3c07396· OSTI ID:2421785

^[1]; Pauly, Magnus ^[2]; Castro, Leslie G. ^[3]; ^[4]; ^[2]; ^[3]

Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States; OSTI
Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695, United States
Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States
Chapel Hill Analytical and Nanofabrication Laboratory, Department of Chemistry, University of North Carolina, Chapel Hill, North Carolina 27599, United States

Not provided.

Research Organization:: University of North Carolina, Chapel Hill, NC (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

DOE Contract Number:: SC0021173

OSTI ID:: 2421785

Journal Information:: ACS Applied Materials and Interfaces, Journal Name: ACS Applied Materials and Interfaces Journal Issue: 30 Vol. 15; ISSN 1944-8244

Publisher:: American Chemical Society (ACS)

Country of Publication:: United States

Language:: English

References (60)

16. (n⁶-Hexamethylbenzene) Ruthenium Complexes Bennett, M. A.; Huang, T. -N.; Matheson, T. W. Inorganic Syntheses, Volume 21 https://doi.org/10.1002/9780470132524.ch16	book	January 2007
η5-Pentamethylcyclopentadienyl)Rhodium and -Iridium Compounds White, C.; Yates, A.; Maitlis, P. M. https://doi.org/10.1002/9780470132609.ch53	book	January 1992
Interface Characterization and Control of 2D Materials and Heterostructures Liu, Xiaolong; Hersam, Mark C. Advanced Materials, Vol. 30, Issue 39 https://doi.org/10.1002/adma.201801586	journal	July 2018
Biobutanol: An attractive biofuel Dürre, Peter Biotechnology Journal, Vol. 2, Issue 12 https://doi.org/10.1002/biot.200700168	journal	December 2007
Insights into Ethanol Coupling over Hydroxyapatite using Modulation Excitation Operando Infrared Spectroscopy Wang, Shao‐Chun; Cendejas, Melissa C.; Hermans, Ive ChemCatChem, Vol. 12, Issue 16 https://doi.org/10.1002/cctc.202000331	journal	June 2020
Heterogeneous Nature of Electrocatalytic CO/CO ₂ Reduction by Cobalt Phthalocyanines Wu, Yueshen; Hu, Gongfang; Rooney, Conor L. ChemSusChem https://doi.org/10.1002/cssc.202001396	journal	July 2020
The role of butanol in the development of sustainable fuel technologies Harvey, Benjamin G.; Meylemans, Heather A. Journal of Chemical Technology & Biotechnology, Vol. 86, Issue 1 https://doi.org/10.1002/jctb.2540	journal	December 2010
Interfacial Sites in Ag Supported Layered Double Oxide for Dehydrogenation Coupling of Ethanol to n‐Butanol Zhang, Jian; Shi, Kai; Zhu, Yanru ChemistryOpen, Vol. 10, Issue 11 https://doi.org/10.1002/open.202000295	journal	January 2021
Catalytic Conversion of Ethanol into Butanol over M–Mg–Al Mixed Oxide Catalysts (M = Pd, Ag, Mn, Fe, Cu, Sm, Yb) Obtained from LDH Precursors Marcu, Ioan-Cezar; Tanchoux, Nathalie; Fajula, François Catalysis Letters, Vol. 143, Issue 1 https://doi.org/10.1007/s10562-012-0935-9	journal	November 2012
Role of Calcination Temperature on the Hydrotalcite Derived MgO–Al2O3 in Converting Ethanol to Butanol Ramasamy, Karthikeyan K.; Gray, Michel; Job, Heather Topics in Catalysis, Vol. 59, Issue 1 https://doi.org/10.1007/s11244-015-0504-8	journal	October 2015
Fabrication and Photodegradation Application of Isopropanol-Functionalized Poly (Triazine Imide) Chen, Chun-Hung; Chang, Kao-Shuo Journal of Electronic Materials, Vol. 49, Issue 2 https://doi.org/10.1007/s11664-019-07850-y	journal	December 2019
Mg and Al mixed oxides and the synthesis of n-butanol from ethanol Carvalho, Débora L.; de Avillez, Roberto R.; Rodrigues, Michelly T. Applied Catalysis A: General, Vol. 415-416 https://doi.org/10.1016/j.apcata.2011.12.009	journal	February 2012
Poly (triazine imide) (PTI) and graphene hybrids supported Pt Sn catalysts for enhanced electrocatalytic oxidation of ethanol Jia, Xiaoxia; Guan, Qiangqiang; Chen, Yang Applied Surface Science, Vol. 492 https://doi.org/10.1016/j.apsusc.2019.06.291	journal	October 2019
An analysis of net energy production and feedstock availability for biobutanol and bioethanol Swana, Jeffrey; Yang, Ying; Behnam, Mohsen Bioresource Technology, Vol. 102, Issue 2 https://doi.org/10.1016/j.biortech.2010.08.051	journal	January 2011
Prospective and development of butanol as an advanced biofuel Xue, Chuang; Zhao, Xin-Qing; Liu, Chen-Guang Biotechnology Advances, Vol. 31, Issue 8 https://doi.org/10.1016/j.biotechadv.2013.08.004	journal	December 2013
Continuous catalytic coupling of raw bioethanol into butanol and higher homologues Dziugan, Piotr; Jastrzabek, Konrad G.; Binczarski, Michal Fuel, Vol. 158 https://doi.org/10.1016/j.fuel.2015.05.015	journal	October 2015
Towards a green bulk-scale biobutanol from bioethanol upgrading Zhang, Qi; Dong, Jing; Liu, Yongmei Journal of Energy Chemistry, Vol. 25, Issue 6 https://doi.org/10.1016/j.jechem.2016.08.010	journal	November 2016
Continuous liquid-phase valorization of bio-ethanol towards bio-butanol over metal modified alumina Riittonen, Toni; Eränen, Kari; Mäki-Arvela, Päivi Renewable Energy, Vol. 74 https://doi.org/10.1016/j.renene.2014.08.052	journal	February 2015
Technical feasibility study of butanol–gasoline blends for powering medium-duty transportation spark ignition engine Singh, Suraj Bhan; Dhar, Atul; Agarwal, Avinash Kumar Renewable Energy, Vol. 76 https://doi.org/10.1016/j.renene.2014.11.095	journal	April 2015
On the mechanism of the Guerbet reaction Veibel, S.; Nielsen, J. I. Tetrahedron, Vol. 23, Issue 4 https://doi.org/10.1016/s0040-4020(01)82571-0	journal	January 1967
Molecular Control of Heterogeneous Electrocatalysis through Graphite Conjugation Jackson, Megan N.; Surendranath, Yogesh Accounts of Chemical Research, Vol. 52, Issue 12 https://doi.org/10.1021/acs.accounts.9b00439	journal	November 2019
Manganese Diphosphine and Phosphinoamine Complexes Are Effective Catalysts for the Production of Biofuel Alcohols via the Guerbet Reaction King, Ashley M.; Sparkes, Hazel A.; Wingad, Richard L. Organometallics, Vol. 39, Issue 21 https://doi.org/10.1021/acs.organomet.0c00588	journal	October 2020
Upgrading of Ethanol to n -Butanol via a Ruthenium Catalyst in Aqueous Solution DiBenedetto, Tarah A.; Jones, William D. Organometallics, Vol. 40, Issue 12 https://doi.org/10.1021/acs.organomet.1c00217	journal	June 2021
Rhenium Complexes Bearing Tridentate and Bidentate Phosphinoamine Ligands in the Production of Biofuel Alcohols via the Guerbet Reaction King, Ashley M.; Wingad, Richard L.; Pridmore, Natalie E. Organometallics, Vol. 40, Issue 16 https://doi.org/10.1021/acs.organomet.1c00313	journal	August 2021
MOF-Derived RuCo Catalyzes the Formation of a Plasticizer Alcohol from Renewable Precursors Neumann, Constanze N.; Rozeveld, Steven J.; Dincă, Mircea ACS Catalysis, Vol. 11, Issue 14 https://doi.org/10.1021/acscatal.1c01391	journal	June 2021
Ru-Catalyzed Enantioselective Hydrogenation of 2-Pyridyl-Substituted Alkenes and Substrate-Mediated H/D Exchange Hao, Wei; Joe, Candice L.; Ayers, Sloan ACS Catalysis, Vol. 12, Issue 2 https://doi.org/10.1021/acscatal.1c05061	journal	January 2022
Valorization of Ethanol: Ruthenium-Catalyzed Guerbet and Sequential Functionalization Processes Davies, Alex M.; Li, Zhong-Yuan; Stephenson, Corey R. J. ACS Catalysis, Vol. 12, Issue 11 https://doi.org/10.1021/acscatal.2c01570	journal	May 2022
Catalytic Conversion of Ethanol to n -Butanol Using Ruthenium P–N Ligand Complexes Wingad, Richard L.; Gates, Paul J.; Street, Steven T. G. ACS Catalysis, Vol. 5, Issue 10 https://doi.org/10.1021/acscatal.5b01327	journal	September 2015
Catalytic Upgrading of Ethanol to n -Butanol via Manganese-Mediated Guerbet Reaction Kulkarni, Naveen V.; Brennessel, William W.; Jones, William D. ACS Catalysis, Vol. 8, Issue 2 https://doi.org/10.1021/acscatal.7b03653	journal	January 2018
Continuous-Flow Alkane Dehydrogenation by Supported Pincer-Ligated Iridium Catalysts at Elevated Temperatures Sheludko, Boris; Cunningham, Molly T.; Goldman, Alan S. ACS Catalysis, Vol. 8, Issue 9 https://doi.org/10.1021/acscatal.8b01497	journal	July 2018
Heterogeneous Visible-Light Photoredox Catalysis with Graphitic Carbon Nitride for α-Aminoalkyl Radical Additions, Allylations, and Heteroarylations Cai, Yunfei; Tang, Yurong; Fan, Lulu ACS Catalysis, Vol. 8, Issue 10 https://doi.org/10.1021/acscatal.8b02937	journal	September 2018
Cyclometalated Iridium Complex-Catalyzed N-Alkylation of Amines with Alcohols via Borrowing Hydrogen in Aqueous Media Luo, NianHua; Zhong, YuHong; Wen, HuiLing ACS Omega, Vol. 5, Issue 42 https://doi.org/10.1021/acsomega.0c04192	journal	October 2020
Molecular Doping of Electrochemically Prepared Triazine-Based Carbon Nitride by 2,4,6-Triaminopyrimidine for Improved Photocatalytic Properties Heymann, Leonard; Bittinger, Sophia C.; Klinke, Christian ACS Omega, Vol. 3, Issue 12 https://doi.org/10.1021/acsomega.8b02659	journal	December 2018
Upgrading Ethanol to Higher Alcohols via Biomass-Derived Ni/Bio-Apatite Xue, Machen; Yang, Bolun; Xia, Chungu ACS Sustainable Chemistry & Engineering, Vol. 10, Issue 11 https://doi.org/10.1021/acssuschemeng.1c07189	journal	March 2022
Highly Selective Hydrogenation of Phenol and Derivatives over a Pd@Carbon Nitride Catalyst in Aqueous Media Wang, Yong; Yao, Jia; Li, Haoran Journal of the American Chemical Society, Vol. 133, Issue 8 https://doi.org/10.1021/ja109856y	journal	March 2011
Highly Selective Formation of n -Butanol from Ethanol through the Guerbet Process: A Tandem Catalytic Approach Chakraborty, Sumit; Piszel, Paige E.; Hayes, Cassandra E. Journal of the American Chemical Society, Vol. 137, Issue 45 https://doi.org/10.1021/jacs.5b10257	journal	November 2015
Solar-Driven Reduction of Aqueous Protons Coupled to Selective Alcohol Oxidation with a Carbon Nitride–Molecular Ni Catalyst System Kasap, Hatice; Caputo, Christine A.; Martindale, Benjamin C. M. Journal of the American Chemical Society, Vol. 138, Issue 29 https://doi.org/10.1021/jacs.6b04325	journal	July 2016
Highly Efficient Process for Production of Biofuel from Ethanol Catalyzed by Ruthenium Pincer Complexes Xie, Yinjun; Ben-David, Yehoshoa; Shimon, Linda J. W. Journal of the American Chemical Society, Vol. 138, Issue 29 https://doi.org/10.1021/jacs.6b05433	journal	July 2016
Metal–Organic Framework-Derived Guerbet Catalyst Effectively Differentiates between Ethanol and Butanol Neumann, Constanze N.; Rozeveld, Steven J.; Yu, Mingzhe Journal of the American Chemical Society, Vol. 141, Issue 44 https://doi.org/10.1021/jacs.9b08968	journal	October 2019
Transfer Hydrogenation in Water via a Ruthenium Catalyst with OH Groups near the Metal Center on a bipy Scaffold Nieto, Ismael; Livings, Michelle S.; Sacci, John B. Organometallics, Vol. 30, Issue 23 https://doi.org/10.1021/om200638p	journal	December 2011
Hydrothermal Synthesis of 1-Butanol from Ethanol Catalyzed with Commercial Cobalt Powder Zhang, Xianlong; Liu, Ziwei; Xu, Xingliang ACS Sustainable Chemistry & Engineering, Vol. 1, Issue 12 https://doi.org/10.1021/sc400245s	journal	September 2013
Highly selective electrocatalytic CO2 reduction to ethanol by metallic clusters dynamically formed from atomically dispersed copper Xu, Haiping; Rebollar, Dominic; He, Haiying Nature Energy, Vol. 5, Issue 8 https://doi.org/10.1038/s41560-020-0666-x	journal	July 2020
Upgrading ethanol to 1-butanol with a homogeneous air-stable ruthenium catalyst Tseng, Kuei-Nin T.; Lin, Steve; Kampf, Jeff W. Chemical Communications, Vol. 52, Issue 14 https://doi.org/10.1039/c5cc09913g	journal	January 2016
Preparation and catalytic performance of a molecularly imprinted Pd complex catalyst for Suzuki cross-coupling reactions Muratsugu, Satoshi; Maity, Niladri; Baba, Hiroshi Dalton Transactions, Vol. 46, Issue 10 https://doi.org/10.1039/c7dt00124j	journal	January 2017
Catalytic upgrading of ethanol to n -butanol using an aliphatic Mn–PNP complex: theoretical insights into reaction mechanisms and product selectivity Rawat, Kuber Singh; Mandal, Shyama Charan; Bhauriyal, Preeti Catalysis Science & Technology, Vol. 9, Issue 11 https://doi.org/10.1039/c9cy00501c	journal	January 2019
Charge-tunable graphene dispersions in water made with amphoteric pyrene derivatives Shin, Yuyoung; Just-Baringo, Xavier; Zarattini, Marco Molecular Systems Design & Engineering, Vol. 4, Issue 3 https://doi.org/10.1039/c9me00024k	journal	January 2019
Covalent chemical functionalization of semiconducting layered chalcogenide nanosheets Li, Duo O.; Gilliam, Matthew S.; Chu, Ximo S. Molecular Systems Design & Engineering, Vol. 4, Issue 4 https://doi.org/10.1039/c9me00045c	journal	January 2019
Phosphine-free pincer-ruthenium catalyzed biofuel production: high rates, yields and turnovers of solventless alcohol alkylation Das, Kanu; Yasmin, Eileen; Das, Babulal Catalysis Science & Technology, Vol. 10, Issue 24 https://doi.org/10.1039/d0cy01679a	journal	January 2020
Unveiling the complex configurational landscape of the intralayer cavities in a crystalline carbon nitride Pauly, Magnus; Kröger, Julia; Duppel, Viola Chemical Science, Vol. 13, Issue 11 https://doi.org/10.1039/d1sc04648a	journal	January 2022
Nickel(i)-catalyzed (de)hydrogenative coupling of amines and alkyl heteroarenes with alcohols Zhang, Chunyan; Liang, Qianqian; Yang, Wei Green Chemistry, Vol. 24, Issue 19 https://doi.org/10.1039/d2gc02206k	journal	January 2022
Microwave-assisted pincer-ruthenium catalyzed Guerbet reaction for the upgradation of bio-ethanol to bio-butanol Das, Kanu; Kathuria, Lakshay; Jasra, Raksh Vir Catalysis Science & Technology, Vol. 13, Issue 6 https://doi.org/10.1039/d3cy00079f	journal	January 2023
Engineering Cu surfaces for the electrocatalytic conversion of CO ₂ : Controlling selectivity toward oxygenates and hydrocarbons Hahn, Christopher; Hatsukade, Toru; Kim, Youn-Geun Proceedings of the National Academy of Sciences, Vol. 114, Issue 23 https://doi.org/10.1073/pnas.1618935114	journal	May 2017
Single-atom heterogeneous catalysts based on distinct carbon nitride scaffolds Chen, Zupeng; Vorobyeva, Evgeniya; Mitchell, Sharon National Science Review, Vol. 5, Issue 5 https://doi.org/10.1093/nsr/nwy048	journal	April 2018
Improving the Catalytic Stability of Ni/TiO2 for Ethanol Guerbet Condensation: Influence of Second Metal Component Li, Shuaiqi; Han, Xiaoxu; An, Hualiang Kinetics and Catalysis, Vol. 62, Issue 5 https://doi.org/10.1134/s0023158421050025	journal	September 2021
Electronic Transport in Two-Dimensional Materials Sangwan, Vinod K.; Hersam, Mark C. Annual Review of Physical Chemistry, Vol. 69, Issue 1 https://doi.org/10.1146/annurev-physchem-050317-021353	journal	April 2018
Guerbet Reaction of Ethanol to n -Butanol Catalyzed by Iridium Complexes Koda, Keitaro; Matsu-ura, Toyomi; Obora, Yasushi Chemistry Letters, Vol. 38, Issue 8 https://doi.org/10.1246/cl.2009.838	journal	August 2009
One-Pot Liquid-Phase Catalytic Conversion of Ethanol to 1-Butanol over Aluminium Oxide—The Effect of the Active Metal on the Selectivity Riittonen, Toni; Toukoniitty, Esa; Madnani, Dipak Kumar Catalysts, Vol. 2, Issue 1 https://doi.org/10.3390/catal2010068	journal	January 2012
Renewable Butanol Production via Catalytic Routes Choi, Heeyoung; Han, Jeehoon; Lee, Jechan International Journal of Environmental Research and Public Health, Vol. 18, Issue 22 https://doi.org/10.3390/ijerph182211749	journal	November 2021
Drive Cycle Analysis of Butanol/Diesel Blends in a Light-Duty Vehicle Miers, Scott A.; Carlson, Richard W.; McConnell, Steven S. SAE Technical Paper Series https://doi.org/10.4271/2008-01-2381	conference	October 2008
Optimal Conditions for Butanol Production from Ethanol over MgAlO Catalyst Derived from Mg-Al Layer Double Hydroxides Seekhiaw, Patchaporn; Pinthong, Piriya; Praserthdam, Piyasan Journal of Oleo Science, Vol. 71, Issue 1 https://doi.org/10.5650/jos.ess21264	journal	January 2022

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