Multi‐Molar Absorption of CO<sub>2</sub> by the Activation of Carboxylate Groups in Amino Acid Ionic Liquids

Chen, Fengfeng; Huang, Kuan; Zhou, Yan; Tian, Ziqi; Zhu, Xiang; Tao, Duan‐Jian; Jiang, De‐en; Dai, Sheng

doi:10.1002/ange.201602919

Cited by 78 publications

(62 citation statements)

References 39 publications

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“…Different configuration of the [Asp]‐C 1st generated from the reaction of [Asp] anion with the first CO 2 was compared, where the most likely reaction through path a1 with reaction enthalpy and free Gibbs energy as −125 and −78.5 kJ/mol, respectively. If the C 2nd would be captured by carboxylate anion, the reaction enthalpy and free Gibbs energy of path a2 was −50.9 and −8.4 kJ/mol, respectively, which was consistent with Dai's work. On the other hand, when CO 2 was captured by NH group after PT process from carbamic acid to carboxylate anion, the reaction enthalpy and free Gibbs energy of process b2 were −98.0 and −46.6 kJ/mol, respectively.…”

Section: Theoretical Analysissupporting

confidence: 85%

“…The IR spectra of [P 66614 ] 2 [Asp] various with CO 2 content in Figure c showed two peaks of asymmetrical stretching vibration of captured CO 2 at 1698 and 1626/cm, along with the symmetrical stretching vibration at 1157 and 1225/cm, which was assigned to the CO absorption of carbamic acid and carboxylate, respectively (Supporting Information Table S2). Moreover, no signal appeared at about 1423/cm indicated the absence of the reaction of carboxylate anion with CO 2 . In the 13 C NMR spectra, two new C signals appeared at 159.7 and 158.0 ppm, respectively.…”

Section: Resultsmentioning

confidence: 95%

“…Brennecke and co‐workers ever reported [P 66614 ][Gly] with high capacity as 1.26 mol/mol IL, where they thought it was not because of physical dissolution, but the reason more than equimolar absorption is not clear. Subsequently, Dai and co‐workers recognized the carboxylate anion in [Gly] as deactived . Here, we selected [Gly] as an example and tried to explain it by introducing intramolecular hydrogen bond.…”

Section: Theoretical Analysismentioning

confidence: 99%

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Designing amino‐based ionic liquids for improved carbon capture: One amine binds two CO₂

Luo

Shi

et al. 2018

AIChE Journal

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Generally, amine group captures CO 2 according to 2:1 or 1:1 stoichiometry. Here, we report a kind of improved carbon capture using amino-functionalized ionic liquids (ILs) through 1:2 stoichiometry. A serial of amino-functionalized ILs various with basicity and steric hindrance of anion were designed, prepared, and applied in CO 2 capture. Through a combination of absorption experiment, quantum chemical calculation, spectroscopic investigation and calorimetric method, the results indicated that one amine group could bind two CO 2 through proton transfer (PT) process and intramolecular hydrogen bond formation, which leading to enhanced capacity that breaks through equimolar. The basicity and steric hindrance of anion play a significant role in promoting amine group to capture two CO 2 . [P 66614 ] 2 [Asp] with dual anion was further designed and synthesized to promote PT process, which showed high capacity of 1.96 mol/mol IL at 30 C and 1 atm as well as excellent reversibility.

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Section: Theoretical Analysissupporting

confidence: 85%

Section: Resultsmentioning

confidence: 95%

Section: Theoretical Analysismentioning

confidence: 99%

See 1 more Smart Citation

Designing amino‐based ionic liquids for improved carbon capture: One amine binds two CO₂

Luo

Shi

et al. 2018

AIChE Journal

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“…The apparatus for measuring CO 2 absorption is the same as that reported in our previous work . The whole device consists of two 316 L stainless steel chambers whose volumes are 128.47 cm 3 ( V 1 ) and 49.67 cm 3 ( V 2 ), respectively.…”

Section: Methodsmentioning

confidence: 99%

Chemical solvent in chemical solvent: A class of hybrid materials for effective capture of CO₂

et al. 2017

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in Wiley Online Library (wileyonlinelibrary.com)Amino acid ionic liquids (AAILs) are chemical solvents with high reactivity to CO 2 . However, they suffer from drastic increase in viscosity on the reaction with CO 2 , which significantly limits their application in the industrial capture of CO 2 . In this work, 1-ethyl-3-methylimidazolium acetate ([emim][Ac]) which also exhibits chemical affinity to CO 2 but low viscosity, and its viscosity does not increase drastically after CO 2 absorption, was proposed as the diluent for AAILs to fabricate hybrid materials. The AAIL1[emim][Ac] hybrids were found to display enhanced kinetics for CO 2 absorption, and their viscosity increase after CO 2 absorption are much less significant than pure AAILs. More importantly, owing to the fact that [emim][Ac] itself can absorb large amount of CO 2 , the AAIL1[emim][Ac] hybrids still have high absolute capacities of CO 2 . Such hybrid materials consisting of a chemical solvent plus another chemical solvent are believed to be a class of effective absorbents for CO 2 capture. a The mass fraction of [Ch][Pro] is 50%. b The mass fraction of [C 2 (N 114 ) 2 ][Gly] 2 is 40%. c The mass fraction of [N 1111 ][Gly] 2 is 40%. d The mass fraction of [C 2 OHmim][Gly] is 8%. e The mass fraction of [APmim][Gly] is 11%. f The mass fraction of DAIL is 50%. g The mass fraction of [DETA][Cl] is 36%. h The mass fraction of [P 4444 ][Gly] is 41%. i The mass fraction of [aP 4443 ][Gly] is 41%. j The mass fraction of [emim][Lys] is 49%. k The mass fraction of [emim][Gly] is 50%. l The mass fraction of MEA is 30%. m The mass fraction of MDEA is 50%. Figure 9. FTIR spectra of fresh and recycled [emim] [Gly]1[emim] [Ac].[Color figure can be viewed at wileyonlinelibrary.com]

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“…In order to enhance the performance of conventional imidazolium ILs to capture CO 2 , researchers functionalize them by introducing functional groups into the imidazole ring . Functionalized ILs can chemically react with CO 2 and they can absorb a large amount of CO 2 more quickly than other ILs . For example, in 2002, Davis's group reported the first CO 2 chemisorption by an amine‐functionalized IL ([NH 2 p‐bmim][BF 4 ]), in which 0.5 mol CO 2 per mol of IL could be absorbed.…”

Section: Introductionmentioning

confidence: 99%

Properties of ionic liquid mixtures of [NH₂e‐mim][BF₄] and [bmim][BF₄] as absorbents for CO₂ capture

et al. 2018

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Although the use of ‘task‐specific’ amine‐functionalized imidazolium‐based ionic liquids (ILs) such as [NH2emim][BF4] and conventional imidazolium‐based ILs [bmim][BF4]), as absorbents for CO2 capture, possesses some unique advantages, they have a number of disadvantages when independently used for CO2 capture. This study examined a series of binary liquid mixtures of [NH2emim][BF4] and [bmim][BF4] for CO2 capture, exploiting the advantages and reducing the disadvantages of each of the components. The CO2 absorption performances of the mixtures were investigated as well as their physicochemical properties. Densities, viscosities, and surface tensions of the mixtures of varying molar fractions of [NH2e‐mim][BF4] (from 0.2–0.5 mol/mol) were experimentally measured over a temperature range of 298.0–343.0 K at a fixed pressure of 0.1 MPa. Thermal expansion coefficients, excess logarithmic viscosities, surface entropies, and surface enthalpies were calculated based on the experimental data. All the estimated physicochemical properties in a mixture with a mole fraction of [NH2e‐mim][BF4] of 0.4 had variation characteristics significantly different from those in mixtures with other mole fractions, which might be attributed to the large interaction between the two kinds of IL components and showed a positive effect on CO2 absorption and desorption. The above laws were consistent with those of the CO2 capture performances of the IL mixtures basically. An IL mixture containing 0.4 mol/mol [NH2e‐mim][BF4] and 0.6 mol/mol [bmim][BF4] would be an optimal CO2‐capturing absorbent. The findings in this study may enrich the database and provide a theoretical support for CO2 capture with IL mixtures. © 2018 Society of Chemical Industry and John Wiley & Sons, Ltd.

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Multi‐Molar Absorption of CO₂ by the Activation of Carboxylate Groups in Amino Acid Ionic Liquids

Abstract: Scheme 1. Chemical structures of the anion and the cation in aminopolycarboxylate-based ionic liquids.

Cited by 78 publications

References 39 publications

Designing amino‐based ionic liquids for improved carbon capture: One amine binds two CO₂

Designing amino‐based ionic liquids for improved carbon capture: One amine binds two CO₂

Chemical solvent in chemical solvent: A class of hybrid materials for effective capture of CO₂

Properties of ionic liquid mixtures of [NH₂e‐mim][BF₄] and [bmim][BF₄] as absorbents for CO₂ capture

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Multi‐Molar Absorption of CO2 by the Activation of Carboxylate Groups in Amino Acid Ionic Liquids

Abstract: Scheme 1. Chemical structures of the anion and the cation in aminopolycarboxylate-based ionic liquids.

Cited by 78 publications

References 39 publications

Designing amino‐based ionic liquids for improved carbon capture: One amine binds two CO2

Designing amino‐based ionic liquids for improved carbon capture: One amine binds two CO2

Chemical solvent in chemical solvent: A class of hybrid materials for effective capture of CO2

Properties of ionic liquid mixtures of [NH2e‐mim][BF4] and [bmim][BF4] as absorbents for CO2 capture

Contact Info

Product

Resources

About

Multi‐Molar Absorption of CO₂ by the Activation of Carboxylate Groups in Amino Acid Ionic Liquids

Designing amino‐based ionic liquids for improved carbon capture: One amine binds two CO₂

Designing amino‐based ionic liquids for improved carbon capture: One amine binds two CO₂

Chemical solvent in chemical solvent: A class of hybrid materials for effective capture of CO₂

Properties of ionic liquid mixtures of [NH₂e‐mim][BF₄] and [bmim][BF₄] as absorbents for CO₂ capture