Dialing in Direct Air Capture of CO2 by Crystal Engineering of Bis-iminoguanidines

Custelcean, Radu; Williams, Neil J.; Wang, Xiaoping; Garrabrant, Kathleen A.; Martin, Halie J.; Kidder, Michelle K.; Ivanov, Alexander S.; Bryantsev, Vyacheslav S.

doi:10.1002/cssc.202001114

Title: Dialing in Direct Air Capture of CO₂ by Crystal Engineering of Bis-iminoguanidines

Abstract

Direct air capture (DAC) technologies that extract carbon dioxide from the atmosphere via chemical processes have the potential to restore the atmospheric CO₂ concentration to an optimal level. This study elucidates structure-property relationships in DAC by crystallization of bis-iminoguanidine (BIG) carbonate salts. Here, their crystal structures are analyzed by X-ray and neutron diffraction to accurately measure key structural parameters including molecular conformations, hydrogen bonding, and π-stacking. Experimental measurements of key properties, such as aqueous solubilities and regeneration energies and temperatures, are complemented by first-principles calculations of lattice and hydration free energies, as well as free energies of reactions with CO₂, and BIG regenerations. Minor structural modifications in the molecular structure of the BIGs are found to result in major changes in the crystal structures and the aqueous solubilities within the series, leading to enhanced DAC.

Authors:

^[1]; Williams, Neil J. ^[2];

^[1]; Garrabrant, Kathleen A. ^[1]; Martin, Halie J. ^[2];

^[1]; Ivanov, Alexander S. ^[1];

^[1]

Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Univ. of Tennessee, Knoxville, TN (United States); Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)

Publication Date:: Mon Jul 20 00:00:00 EDT 2020

Research Org.:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)

Sponsoring Org.:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division

OSTI Identifier:: 1657966

Alternate Identifier(s):: OSTI ID: 1646549

Grant/Contract Number:: AC05-00OR22725; AC02-05CH11231

Resource Type:: Accepted Manuscript

Journal Name:: ChemSusChem

Additional Journal Information:: Journal Volume: TBD; Journal Issue: TBD; Journal ID: ISSN 1864-5631

Publisher:: ChemPubSoc Europe

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; direct air capture; carbon dioxide fixation; guanidines; hydrogen bonds; crystallization

Citation Formats


                    Custelcean, Radu, Williams, Neil J., Wang, Xiaoping, Garrabrant, Kathleen A., Martin, Halie J., Kidder, Michelle K., Ivanov, Alexander S., and Bryantsev, Vyacheslav S. Dialing in Direct Air Capture of CO2 by Crystal Engineering of Bis-iminoguanidines.  United States: N. p., 2020. 
Web.  doi:10.1002/cssc.202001114.

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                    Custelcean, Radu, Williams, Neil J., Wang, Xiaoping, Garrabrant, Kathleen A., Martin, Halie J., Kidder, Michelle K., Ivanov, Alexander S., & Bryantsev, Vyacheslav S. Dialing in Direct Air Capture of CO2 by Crystal Engineering of Bis-iminoguanidines.  United States.  https://doi.org/10.1002/cssc.202001114

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                    Custelcean, Radu, Williams, Neil J., Wang, Xiaoping, Garrabrant, Kathleen A., Martin, Halie J., Kidder, Michelle K., Ivanov, Alexander S., and Bryantsev, Vyacheslav S. Mon .  
"Dialing in Direct Air Capture of CO2 by Crystal Engineering of Bis-iminoguanidines".  United States.  https://doi.org/10.1002/cssc.202001114.  https://www.osti.gov/servlets/purl/1657966.

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@article{osti_1657966,

  title        = {Dialing in Direct Air Capture of CO2 by Crystal Engineering of Bis-iminoguanidines},

  author       = {Custelcean, Radu and Williams, Neil J. and Wang, Xiaoping and Garrabrant, Kathleen A. and Martin, Halie J. and Kidder, Michelle K. and Ivanov, Alexander S. and Bryantsev, Vyacheslav S.},

  abstractNote = {Direct air capture (DAC) technologies that extract carbon dioxide from the atmosphere via chemical processes have the potential to restore the atmospheric CO2 concentration to an optimal level. This study elucidates structure-property relationships in DAC by crystallization of bis-iminoguanidine (BIG) carbonate salts. Here, their crystal structures are analyzed by X-ray and neutron diffraction to accurately measure key structural parameters including molecular conformations, hydrogen bonding, and π-stacking. Experimental measurements of key properties, such as aqueous solubilities and regeneration energies and temperatures, are complemented by first-principles calculations of lattice and hydration free energies, as well as free energies of reactions with CO2, and BIG regenerations. Minor structural modifications in the molecular structure of the BIGs are found to result in major changes in the crystal structures and the aqueous solubilities within the series, leading to enhanced DAC.},

  doi          = {10.1002/cssc.202001114},

  journal      = {ChemSusChem},

  number       = TBD,

  volume       = TBD,

  place        = {United States},

  year         = {Mon Jul 20 00:00:00 EDT 2020},

  month        = {Mon Jul 20 00:00:00 EDT 2020}

}

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https://doi.org/10.1002/cssc.202001114

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Direct Air Capture of CO₂ with Aqueous Amino Acids and Solid Bis-iminoguanidines (BIGs)

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Title: Dialing in Direct Air Capture of CO2 by Crystal Engineering of Bis-iminoguanidines

Abstract

Citation Formats

Net-zero emissions energy systems journal, June 2018

CO2 Capture via Crystalline Hydrogen-Bonded Bicarbonate Dimers journal, March 2019

Oxidation‐Resistant, Cost‐Effective Epoxide‐Modified Polyamine Adsorbents for CO 2 Capture from Various Sources Including Air journal, April 2019

Direct air capture of CO 2 – topological analysis of the experimental electron density (QTAIM) of the highly insoluble carbonate salt of a 2,6-pyridine-bis(iminoguanidine), (PyBIGH 2 )(CO 3 )(H 2 O) 4 journal, January 2019

Direct Air Carbon Capture and Sequestration: How It Works and How It Could Contribute to Climate-Change Mitigation journal, December 2019

CO 2 Capture from Ambient Air by Crystallization with a Guanidine Sorbent journal, December 2016

Sorbenten zur direkten Gewinnung von CO 2 aus der Umgebungsluft journal, February 2020

Direct Air Capture of CO 2 with Aqueous Amino Acids and Solid Bis-iminoguanidines (BIGs) journal, November 2019

Moisture-swing sorption for carbon dioxide capture from ambient air: a thermodynamic analysis journal, January 2013

A Process for Capturing CO2 from the Atmosphere journal, August 2018

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Aqueous Sulfate Separation by Crystallization of Sulfate-Water Clusters journal, August 2015

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Title: Dialing in Direct Air Capture of CO₂ by Crystal Engineering of Bis-iminoguanidines

Net-zero emissions energy systems
journal, June 2018

CO2 Capture via Crystalline Hydrogen-Bonded Bicarbonate Dimers
journal, March 2019

Oxidation‐Resistant, Cost‐Effective Epoxide‐Modified Polyamine Adsorbents for CO ₂ Capture from Various Sources Including Air
journal, April 2019

Direct air capture of CO ₂ – topological analysis of the experimental electron density (QTAIM) of the highly insoluble carbonate salt of a 2,6-pyridine-bis(iminoguanidine), (PyBIGH ₂ )(CO ₃ )(H ₂ O) ₄
journal, January 2019

Direct Air Carbon Capture and Sequestration: How It Works and How It Could Contribute to Climate-Change Mitigation
journal, December 2019

CO ₂ Capture from Ambient Air by Crystallization with a Guanidine Sorbent
journal, December 2016

Sorbenten zur direkten Gewinnung von CO ₂ aus der Umgebungsluft
journal, February 2020

Direct Air Capture of CO ₂ with Aqueous Amino Acids and Solid Bis-iminoguanidines (BIGs)
journal, November 2019

Moisture-swing sorption for carbon dioxide capture from ambient air: a thermodynamic analysis
journal, January 2013

A Process for Capturing CO2 from the Atmosphere
journal, August 2018

Amine–Oxide Hybrid Materials for CO ₂ Capture from Ambient Air
journal, September 2015

Direct Air Capture of CO ₂ by Physisorbent Materials
journal, October 2015

Aqueous Sulfate Separation by Crystallization of Sulfate-Water Clusters
journal, August 2015

Sorbents for the Direct Capture of CO ₂ from Ambient Air
journal, February 2020

Direct CO ₂ Capture from Air using Poly(ethylenimine)-Loaded Polymer/Silica Fiber Sorbents
journal, February 2019

Capture CO ₂ from Ambient Air Using Nanoconfined Ion Hydration
journal, February 2016

Negative carbon dioxide emissions
journal, January 2020

Hydroxide Based Integrated CO ₂ Capture from Air and Conversion to Methanol
journal, February 2020

Direct air capture of CO2 via aqueous-phase absorption and crystalline-phase release using concentrated solar power
journal, May 2018

CO ₂ Capture from Ambient Air by Crystallization with a Guanidine Sorbent
journal, December 2016

Energy-Efficient CO ₂ Capture from Flue Gas by Absorption with Amino Acids and Crystallization with a Bis-Iminoguanidine
journal, May 2019

Aqueous Sulfate Separation by Sequestration of [(SO ₄ ) ₂ (H ₂ O) ₄ ] ⁴⁻ Clusters within Highly Insoluble Imine-Linked Bis-Guanidinium Crystals
journal, December 2015

Heat and mass transfer of temperature–vacuum swing desorption for CO2 capture from air
journal, January 2016

Amine-Based Nanofibrillated Cellulose As Adsorbent for CO ₂ Capture from Air
journal, October 2011

Direct Capture of CO₂ from Ambient Air
journal, August 2016

Capture CO ₂ from Ambient Air Using Nanoconfined Ion Hydration
journal, February 2016

A Life Cycle Assessment Case Study of Coal-Fired Electricity Generation with Humidity Swing Direct Air Capture of CO ₂ versus MEA-Based Postcombustion Capture
journal, December 2016

Flue-gas and direct-air capture of CO ₂ by porous metal–organic materials
journal, January 2017

Direct Air Capture of CO ₂ by Physisorbent Materials
journal, October 2015

Aqueous Sulfate Separation by Crystallization of Sulfate-Water Clusters
journal, August 2015