CO2 Capture via Crystalline Hydrogen-Bonded Bicarbonate Dimers

Williams, Neil J.; Seipp, Charles A.; Brethomé, Flavien M.; Ma, Ying‐Zhong; Ivanov, Alexander S.; Bryantsev, Vyacheslav S.; Kidder, Michelle K.; Martin, Halie; Holguin, Erick; Garrabrant, Kathleen A.; Custelcean, Radu

doi:10.1016/j.chempr.2018.12.025

Cited by 78 publications

(116 citation statements)

References 32 publications

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“…This results in much lower temperatures of CO2 release (80-120 ºC) compared to the analogous inorganic DAC system (900 °C). We surmise the lower temperature requirement of PyBIG-CO3 is a consequence of its completely different reaction mechanism of CO2 release involving proton transfer along the guanidinium-carbonate hydrogen bonds, with the formation of carbonic acid intermediate [27].…”

Section: Introductionmentioning

confidence: 94%

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

Custelcean

Williams

Garrabrant

et al. 2019

Ind. Eng. Chem. Res.

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We report a bench-scale direct air capture (DAC) process comprising CO2 absorption with aqueous amino acid salts (i.e., potassium glycinate, potassium sarcosinate), followed by room-temperature regeneration of the amino acids by reaction with solid meta-benzene-bis(iminoguanidine) (m-BBIG), resulting in crystallization of the hydrated m-BBIG carbonate salt, (m-BBIGH2)(CO3)(H2O)n (n = 3-4). The CO2 is subsequently released by mild heating (60-120 °C) of the carbonate crystals, which regenerates the m-BBIG solid quantitatively. This low-temperature crystallization-based DAC process circumvents the need to heat the aqueous amino acid sorbents, thereby minimizing their loss through thermal and oxidative degradation. The CO2 cyclic capacity for the sarcosine/m-BBIG system, measured over three consecutive absorption/regeneration cycles, is in the range of 0.12-0.20 mol/mol. The regeneration energy of m-BBIG, comprising the enthalpy of CO2 and water release, and the sensible heat, is 360 kJ/mol (8.2 GJ/ton CO2). Alternatively, the aqueous amino acids can be regenerated by boiling under reflux, with measured cyclic capacities of up to 0.64 mol/mol.

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Section: Introductionmentioning

confidence: 94%

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

Custelcean

Williams

Garrabrant

et al. 2019

Ind. Eng. Chem. Res.

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“…9 Here we demonstrate a bench-scale approach to CO2 separation from flue gas by using aqueous potassium salts of glycine and sarcosine for CO2 absorption, followed by bicarbonate crystallization with a simple guanidine base, glyoxalbis(iminoguanidine) (GBIG) (Scheme 2). While aqueous GBIG can function as a CO2 sorbent by itself, 10 combining it with amino acid sorbents, as demonstrated in this study, led to superior CO2 capture performances with significantly improved loading capacities and CO2 absorption rates. Scheme 2.…”

Section: Introductionmentioning

confidence: 73%

“…Instead, the regeneration process involves heating the solid GBIGH2(HCO3)2(H2O)2, which, based on the initial tests, has very high thermal stability with no decomposition detected after one week of heating the crystals at 120 °C in air. 10…”

Section: Discussionmentioning

confidence: 99%

Energy-Efficient CO₂ Capture from Flue Gas by Absorption with Amino Acids and Crystallization with a Bis-Iminoguanidine

Garrabrant

Williams

Holguin

et al. 2019

Ind. Eng. Chem. Res.

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A hybrid solvent/solid-state approach to CO2 separation from flue gas is demonstrated based on absorption with aqueous amino acids (i.e., glycine, sarcosine), followed by crystallization of the bicarbonate salt of glyoxal-bis(iminoguanidine) (GBIG), and subsequent solid-state CO2 release from the bicarbonate crystals. In this process, the GBIG bicarbonate crystallization regenerates the amino acid sorbent, and the CO2 is subsequently released by mild heating of the GBIG bicarbonate crystals, which results in quantitative, energy-efficient regeneration of GBIG. The cyclic capacities measured from multiple absorption-regeneration cycles are in the range of 0.2-0.3 mol CO2/mol amino acid. This hybrid CO2-separation approach reduces the sorbent regeneration energy by 24% and 40% compared to the regeneration energy needed for benchmark industrial sorbents monoethanolamine and sodium glycinate, respectively, while minimizing the amount of the amino acid sorbent loss through evaporation or degradation.

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“…Instead the product has the formula [Si am+ •CO3•(HCO3)2]•H2O, with the CO3 2anion presumably arising from the equilibrium between H2CO3, HCO3and CO3 2in water. [45] Instead of forming a diamondoid network with all amidinium cations hydrogen-bonding to bicarbonate dimers, as was observed in [42] ). It is notable that the carbonate anion seems to be at the centre of an ideal hydrogen bonding pocket in the crystal structure, receiving short hydrogen bonds from four cationic donors, and we speculate that this may help bias the equilibrium of the carbonate species towards CO3 2-.…”

Section: Bicarbonate Frameworkmentioning

confidence: 90%

What's in an Atom? A Comparison of Carbon and Silicon‐Centred Amidinium⋅⋅⋅Carboxylate Frameworks**

Boer

Genet

et al. 2020

Chemistry A European J

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Despite their apparent similarity, framework materials based on tetraphenylmethane and tetraphenylsilane building blocks often have quite different structures and topologies. Herein, we describe a new silicon tetraamidinium compound and use it to prepare crystalline hydrogen bonded frameworks with carboxylate anions in water. The silicon-containing frameworks are compared with those prepared from the analogous carbon tetraamidinium: when biphenyldicarboxylate or tetrakis(4-carboxyphenyl)methane anions were used similar channel-containing networks are observed for both the silicon and carbon tetraamidinium. When terephthalate or bicarbonate anions were used, different products form. Insights into possible reasons for the different products are provided by a survey of the Cambridge Structural Database and quantum chemical calculations, both of which indicate that, contrary to expectations, tetraphenylsilane derivatives have less geometrical flexibility than tetraphenylmethane derivatives, i.e. they are less able to distort away from ideal tetrahedral bond angles. File list (3) download file view on ChemRxiv Boer et al chemrxiv manuscript.pdf (1.21 MiB) download file view on ChemRxiv Boer et al ToC.png (1.54 MiB) download file view on ChemRxiv Boer et al SI.pdf (4.35 MiB)

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CO2 Capture via Crystalline Hydrogen-Bonded Bicarbonate Dimers

Abstract: CO 2 Capture via Crystalline Hydrogen-Bonded Bicarbonate DimersA crystallization-based CO 2 -separation method involving a simple aqueous guanidine sorbent offers the prospect of energy-efficient and cost-effective carbon-capture technologies that could help mitigate climate change.

Cited by 78 publications

References 32 publications

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

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

Energy-Efficient CO₂ Capture from Flue Gas by Absorption with Amino Acids and Crystallization with a Bis-Iminoguanidine

What's in an Atom? A Comparison of Carbon and Silicon‐Centred Amidinium⋅⋅⋅Carboxylate Frameworks**

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CO2 Capture via Crystalline Hydrogen-Bonded Bicarbonate Dimers

Abstract: CO 2 Capture via Crystalline Hydrogen-Bonded Bicarbonate DimersA crystallization-based CO 2 -separation method involving a simple aqueous guanidine sorbent offers the prospect of energy-efficient and cost-effective carbon-capture technologies that could help mitigate climate change.

Cited by 78 publications

References 32 publications

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

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

Energy-Efficient CO2 Capture from Flue Gas by Absorption with Amino Acids and Crystallization with a Bis-Iminoguanidine

What's in an Atom? A Comparison of Carbon and Silicon‐Centred Amidinium⋅⋅⋅Carboxylate Frameworks**

Contact Info

Product

Resources

About

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

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

Energy-Efficient CO₂ Capture from Flue Gas by Absorption with Amino Acids and Crystallization with a Bis-Iminoguanidine