Water Enables Efficient CO2 Capture from Natural Gas Flue Emissions in an Oxidation-Resistant Diamine-Appended Metal–Organic Framework

Siegelman, Rebecca L.; Milner, Phillip J.; Forse, Alexander C.; Lee, Jung-Hoon; Colwell, Kristen A.; Neaton, Jeffrey B.; Reimer, Jeffrey A.; Weston, Simon C.; Long, Jeffrey R.

doi:10.1021/jacs.9b05567

Title: Water Enables Efficient CO₂ Capture from Natural Gas Flue Emissions in an Oxidation-Resistant Diamine-Appended Metal–Organic Framework

Journal Article · Fri Jul 26 00:00:00 EDT 2019 · Journal of the American Chemical Society

DOI:https://doi.org/10.1021/jacs.9b05567· OSTI ID:1634051

Siegelman, Rebecca L. ^[1];

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^[2]; Lee, Jung-Hoon ^[3]; Colwell, Kristen A. ^[4]; Neaton, Jeffrey B. ^[5];

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Univ. of California, Berkeley, CA (United States). Dept. of Chemistry; Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States). Materials Sciences Division
Univ. of California, Berkeley, CA (United States). Dept. of Chemistry, Berkeley Energy and Climate Institute, and Dept. of Chemical and Biomolecular Engineering
Univ. of California, Berkeley, CA (United States). Dept. of Physics
Univ. of California, Berkeley, CA (United States). Dept. of Chemical and Biomolecular Engineering
Univ. of California, Berkeley, CA (United States). Dept. of Physics; Kavli Energy NanoScience Institute, Berkeley, CA (United States)
Univ. of California, Berkeley, CA (United States). Dept. of Chemical and Biomolecular Engineering; Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States). Materials Sciences Division
ExxonMobile Research and Engineering Company, Annandale, NJ (United States). Corporate Strategic Research
Univ. of California, Berkeley, CA (United States). Dept. of Chemistry and Dept. of Chemical and Biomolecular Engineering; Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States). Materials Sciences Division

Supported by increasingly available reserves, natural gas is achieving greater adoption as a cleaner-burning alternative to coal in the power sector. As a result, carbon capture and sequestration from natural gas-fired power plants is an attractive strategy to mitigate global anthropogenic CO₂ emissions. However, the separation of CO₂ from other components in the flue streams of gas-fired power plants is particularly challenging due to the low CO₂ partial pressure (~40 mbar), which necessitates that candidate separation materials bind CO₂ strongly at low partial pressures (≤4 mbar) to capture ≥90% of the emitted CO₂. High partial pressures of O₂ (120 mbar) and water (80 mbar) in these flue streams have also presented significant barriers to the deployment of new technologies for CO₂ capture from gas-fired power plants. In this paper, we demonstrate that functionalization of the metal–organic framework Mg₂(dobpdc) (dobpdc^4– = 4,4'-dioxidobiphenyl-3,3'-dicarboxylate) with the cyclic diamine 2-(aminomethyl)piperidine (2-ampd) produces an adsorbent that is capable of ≥90% CO₂ capture from a humid natural gas flue emission stream, as confirmed by breakthrough measurements. This material captures CO₂ by a cooperative mechanism that enables access to a large CO₂ cycling capacity with a small temperature swing (2.4 mmol CO₂/g with ΔT = 100 °C). Significantly, multicomponent adsorption experiments, infrared spectroscopy, magic angle spinning solid-state NMR spectroscopy, and van der Waals-corrected density functional theory studies suggest that water enhances CO₂ capture in 2-ampd–Mg₂(dobpdc) through hydrogen-bonding interactions with the carbamate groups of the ammonium carbamate chains formed upon CO₂ adsorption, thereby increasing the thermodynamic driving force for CO₂ binding. In light of the exceptional thermal and oxidative stability of 2-ampd–Mg₂(dobpdc), its high CO₂ adsorption capacity, and its high CO₂ capture rate from a simulated natural gas flue emission stream, this material is one of the most promising adsorbents to date for this important separation.

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Research Organization:: Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES); ExxonMobil Research and Engineering Company; National Institutes of Health (NIH)

Grant/Contract Number:: AC02-05CH11231; AC02-112106CH11357; F32GM120799

OSTI ID:: 1634051

Journal Information:: Journal of the American Chemical Society, Vol. 141, Issue 33; ISSN 0002-7863

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 67 works

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The Role of Water in CO ₂ Capture by Amine Yu, Jie; Chuang, Steven S. C. Industrial & Engineering Chemistry Research, Vol. 56, Issue 21 https://doi.org/10.1021/acs.iecr.7b00715	journal	May 2017
Spectroscopic Characterization of Adsorbed ¹³ CO ₂ on 3-Aminopropylsilyl-Modified SBA15 Mesoporous Silica Chen, Chia-Hsin; Shimon, Daphna; Lee, Jason J. Environmental Science & Technology, Vol. 51, Issue 11 https://doi.org/10.1021/acs.est.6b06605	journal	May 2017
Water Enhancement in CO ₂ Capture by Amines: An Insight into CO ₂ –H ₂ O Interactions on Amine Films and Sorbents Yu, Jie; Zhai, Yuxin; Chuang, Steven S. C. Industrial & Engineering Chemistry Research, Vol. 57, Issue 11 https://doi.org/10.1021/acs.iecr.7b05114	journal	March 2018
The “Missing” Bicarbonate in CO ₂ Chemisorption Reactions on Solid Amine Sorbents Chen, Chia-Hsin; Shimon, Daphna; Lee, Jason J. Journal of the American Chemical Society, Vol. 140, Issue 28 https://doi.org/10.1021/jacs.8b04520	journal	June 2018
Mechanisms and Kinetics for Sorption of CO ₂ on Bicontinuous Mesoporous Silica Modified with n -Propylamine Bacsik, Zoltán; Ahlsten, Nanna; Ziadi, Asraa Langmuir, Vol. 27, Issue 17 https://doi.org/10.1021/la202033p	journal	September 2011
FTIR Study of CO₂ Adsorption on Amine-Grafted SBA-15: Elucidation of Adsorbed Species Danon, Alon; Stair, Peter C.; Weitz, Eric The Journal of Physical Chemistry C, Vol. 115, Issue 23, p. 11540-11549 https://doi.org/10.1021/jp200914v	journal	May 2011
Quantification of chemisorption and physisorption of carbon dioxide on porous silica modified by propylamines: Effect of amine density Aziz, Baroz; Hedin, Niklas; Bacsik, Zoltán Microporous and Mesoporous Materials, Vol. 159 https://doi.org/10.1016/j.micromeso.2012.04.007	journal	September 2012
Structure of Chemisorbed CO ₂ Species in Amine-Functionalized Mesoporous Silicas Studied by Solid-State NMR and Computer Modeling Mafra, Luís; Čendak, Tomaž; Schneider, Sarah Journal of the American Chemical Society, Vol. 139, Issue 1 https://doi.org/10.1021/jacs.6b11081	journal	December 2016
New Insights into the Interactions of CO ₂ with Amine-Functionalized Silica Serna-Guerrero, Rodrigo; Da’na, Enshirah; Sayari, Abdelhamid Industrial & Engineering Chemistry Research, Vol. 47, Issue 23 https://doi.org/10.1021/ie801186g	journal	December 2008
The Structure of Adsorbed Species on Immobilized Amines in CO ₂ Capture: An in Situ IR Study Yu, Jie; Chuang, Steven S. C. Energy & Fuels, Vol. 30, Issue 9 https://doi.org/10.1021/acs.energyfuels.6b01423	journal	August 2016
Enhancement of CO ₂ binding and mechanical properties upon diamine functionalization of M ₂ (dobpdc) metal–organic frameworks Lee, Jung-Hoon; Siegelman, Rebecca L.; Maserati, Lorenzo Chemical Science, Vol. 9, Issue 23 https://doi.org/10.1039/C7SC05217K	journal	January 2018
Enantioselective Recognition of Ammonium Carbamates in a Chiral Metal–Organic Framework Martell, Jeffrey D.; Porter-Zasada, Leo B.; Forse, Alexander C. Journal of the American Chemical Society, Vol. 139, Issue 44 https://doi.org/10.1021/jacs.7b09983	journal	October 2017
Oxidative Degradation of Aminosilica Adsorbents Relevant to Postcombustion CO ₂ Capture Bollini, Praveen; Choi, Sunho; Drese, Jeffrey H. Energy & Fuels, Vol. 25, Issue 5 https://doi.org/10.1021/ef200140z	journal	May 2011

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Revealing an unusual temperature-dependent CO ₂ adsorption trend and selective CO ₂ uptake over water vapors in a polyamine-appended metal–organic framework Choe, Jong Hyeak; Kang, Dong Won; Kang, Minjung Materials Chemistry Frontiers, Vol. 3, Issue 12 https://doi.org/10.1039/c9qm00581a	journal	January 2019
Alterations to secondary building units of metal–organic frameworks for the development of new functions Ha, Junsu; Lee, Jae Hwa; Moon, Hoi Ri Inorganic Chemistry Frontiers, Vol. 7, Issue 1 https://doi.org/10.1039/c9qi01119f	journal	January 2020
Cooperative Carbon Dioxide Adsorption in Alcoholamine‐ and Alkoxyalkylamine‐Functionalized Metal–Organic Frameworks Mao, Victor Y.; Milner, Phillip J.; Lee, Jung‐Hoon Angewandte Chemie International Edition, Vol. 59, Issue 44 https://doi.org/10.1002/anie.201915561	journal	February 2020
Cooperative Carbon Dioxide Adsorption in Alcoholamine‐ and Alkoxyalkylamine‐Functionalized Metal–Organic Frameworks Mao, Victor Y.; Milner, Phillip J.; Lee, Jung‐Hoon Angewandte Chemie, Vol. 132, Issue 44 https://doi.org/10.1002/ange.201915561	journal	February 2020

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