Ether-functionalized ionic liquids as highly efficient SO2 absorbents

Hong, Sung Yun; Im, Jinkyu; Palgunadi, Jelliarko; Lee, Sang Deuk; Lee, Je Seung; Kim, Hoon Sik; Cheong, Minserk; Jung, Kwang‐Deog

doi:10.1039/c0ee00616e

Cited by 173 publications

(168 citation statements)

References 22 publications

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“…respectively. In addition, the molar absorption capacity of SO 2 increased with increasing number of ether groups, and this trend is consistent with the results reported by Hong et al 8 The absorption of SO 2 in [C 10 Py]Cl was measured and compared with that in [E 3 Py]Cl, considering that these two ILs have the same anion and a common alkyl chain except that three carbon atoms in [C 10 Py]Cl are substituted by ether oxygen atoms in [E 3 Py]Cl. Because [C 10 Py]Cl is a solid at room temperature, the absorption experiments were performed at 80°C.…”

Section: ) High-resolution Mass Spectrometry (Hr-ms) [Electrospray Isupporting

confidence: 93%

Novel Ether-Functionalized Pyridinium Chloride Ionic Liquids for Efficient SO₂ Capture

Wang

Zeng

Bai

et al. 2014

Ind. Eng. Chem. Res.

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Sulfur dioxide (SO 2 ) emitted from the combustion of fossil flues is a major atmospheric pollutant that seriously threatens the environment and human health. The traditional methods for the removal and recovery of SO 2 are irreversible and can result in secondary pollution or suffer from solvent loss. Therefore, it is urgent to explore new absorbents for the reversible, efficient, and environment-friendly capture of SO 2 . Ionic liquids (ILs) exhibit excellent performance for SO 2 capture because of their unique physicochemical properties. To improve the absorption capacities of ILs for SO 2 , a series of novel etherfunctionalized pyridinium chloride ILs ([E n Py]Cl, n = 2−4) were designed and synthesized. The physiochemical properties of these ILs and their SO 2 absorption performance under different conditions were investigated. In addition, the SO 2 /CO 2 selectivities and reusabilities of the ILs and the absorption mechanism between SO 2 and [E n Py]Cl (n = 2−4) were studied. It was found that 1-[2-(2-methoxyethoxy)ethyl] pyridinium chloride showed a relatively high absorption capacity of up to 1.155 (g of SO 2 )·(g of IL) −1 at 20°C and 0.1 MPa. The SO 2 absorption capacities of the studied ILs remained steady in absorption− desorption cycles, implying that [E n Py]Cl (n = 2−4) could be promising candidates for SO 2 capture.

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Section: ) High-resolution Mass Spectrometry (Hr-ms) [Electrospray Isupporting

confidence: 93%

Novel Ether-Functionalized Pyridinium Chloride Ionic Liquids for Efficient SO₂ Capture

Wang

Zeng

Bai

et al. 2014

Ind. Eng. Chem. Res.

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“…Ether-functionalization of onium ions through sulfonation and quaternization using (a) methanesulfonyl chloride 34, 61, 62 (or similar reagents 63 ); (b) p -toluenesulfonyl chloride; 64–66 and (c) benzenesulfonyl chloride. 31, 67 …”

Section: Figurementioning

confidence: 99%

Ether- and alcohol-functionalized task-specific ionic liquids: attractive properties and applications

2012

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In recent years, the designer nature of ionic liquids (ILs) has driven their exploration and exploitation in countless fields among the physical and chemical sciences. A fair measure of the tremendous attention placed on these fluids has been attributed to their inherent designer nature. And yet, there are relatively few examples of reviews which emphasize this vital aspect in an exhaustive or meaningful way. In this critical review, we systematically survey the physicochemical properties of the collective library of ether- and alcohol-functionalized ILs, highlighting the impact of ionic structure on features such as viscosity, phase behavior/transitions, density, thermostability, electrochemical properties, and polarity (e.g., hydrophilicity, hydrogen bonding capability). In the latter portions of this review, we emphasize the attractive applications of these functionalized ILs across a range of disciplines, including their use as electrolytes or functional fluids for electrochemistry, extractions, biphasic systems, gas separations, carbon capture, carbohydrate dissolution (particularly, the (ligno)celluloses), polymer chemistry, antimicrobial and antielectrostatic agents, organic synthesis, biomolecular stabilization and activation, and nanoscience. Finally, this review discusses anion-functionalized ILs, including sulfur- and oxygen-functionalized analogs, as well as choline-based deep eutectic solvents (DESs), an emerging class of fluids which can be sensibly categorized as semi-molecular cousins to the IL. Finally, the toxicity and biodegradability of ether- and alcohol-functionalized ILs are discussed and cautiously evaluated in light of recent reports. By carefully summarizing literature examples on the properties and applications of oxy-functional designer ILs up till now, it is our intent that this review offer a barometer for gauging future advances in the field as well as a trigger to spur further contemplation of these seemingly inexhaustible and—relative to their potential—virtually untouched fluids. It is abundantly clear that these remarkable fluidic materials are here to stay, just as certain design rules are slowly beginning to emerge. However, in fairness, serendipity also still plays an undeniable role, highlighting the need for both expanded in silico studies and a beacon to attract bright, young researchers to the field.

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“…5 Later, numerous ILs based on guanidinium, 6,7 alkanolaminium, 8,9 imidazolium, [10][11][12] pyridinium 13 and phosphonium 14 have been synthesized and applied in the SO 2 removal. Recently, ether-functionalized [15][16][17][18][19][20][21] and anion-functionalized task-specic ionic liquids [22][23][24] were discovered to improve the SO 2 absorption capacity, which is attributed to the multiple binding sites for SO 2 in the functionalized molecules. Nevertheless, the industrial applications of ionic liquids have been limited by their high expenses and viscosities.…”

Section: Introductionmentioning

confidence: 99%

Solubility properties and spectral characterization of sulfur dioxide in ethylene glycol derivatives

et al. 2015

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Solubilities of SO 2 in ethylene glycol derivatives were determined by dynamic isothermal gas-liquid equilibrium (GLE) experiments, and the thermodynamic parameters of the absorption processes were calculated. The GLE results indicated that the solubilities of SO 2 in ethylene glycol derivatives increase in the order: diols < monomethyl ethers < dimethyl ethers, with the enthalpy values ranging from À23.2 to À43.3 kJ mol À1 . The regeneration experiment found that the absorption of SO 2 in tetraethylene glycol dimethyl ether is reversible, and the solvents can be reused without a significant loss of absorption capacity. The interactions between SO 2 and ethylene glycol derivatives were investigated by UV, IR and NMR. In addition, a 1 H-NMR spectroscopy technique with external references was used to investigate the physical absorption process of SO 2 for the first time, in order to avoid the influence of deuterated solvents. Spectroscopic investigations showed that the interactions between SO 2 and ethylene glycol derivatives are based on both the charge-transfer interaction and hydrogen bond. Ethylene glycol derivatives with desirable absorption capacities and excellent regeneration abilities are promising alternatives to conventional sorbents in SO 2 separation.

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Ether-functionalized ionic liquids as highly efficient SO2 absorbents

Cited by 173 publications

References 22 publications

Novel Ether-Functionalized Pyridinium Chloride Ionic Liquids for Efficient SO₂ Capture

Novel Ether-Functionalized Pyridinium Chloride Ionic Liquids for Efficient SO₂ Capture

Ether- and alcohol-functionalized task-specific ionic liquids: attractive properties and applications

Solubility properties and spectral characterization of sulfur dioxide in ethylene glycol derivatives

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Ether-functionalized ionic liquids as highly efficient SO2 absorbents

Cited by 173 publications

References 22 publications

Novel Ether-Functionalized Pyridinium Chloride Ionic Liquids for Efficient SO2 Capture

Novel Ether-Functionalized Pyridinium Chloride Ionic Liquids for Efficient SO2 Capture

Ether- and alcohol-functionalized task-specific ionic liquids: attractive properties and applications

Solubility properties and spectral characterization of sulfur dioxide in ethylene glycol derivatives

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Product

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Novel Ether-Functionalized Pyridinium Chloride Ionic Liquids for Efficient SO₂ Capture

Novel Ether-Functionalized Pyridinium Chloride Ionic Liquids for Efficient SO₂ Capture