Effect of the length and aromaticity of N3-substituent on adsorption performance of imidazolium-based poly(ionic liquids) towards Pd (II)

Kou, Xin; Huang, Yong; Yang, Ying

doi:10.1016/j.jhazmat.2021.126623

Cited by 21 publications

(8 citation statements)

References 65 publications

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“…Chen et al 30 emphasized the key roles of electron cloud density and configuration in the adsorption of sulfonamide antibiotics on carbonaceous materials. In a previous study, 31 we reported that the adsorptive performance of the imidazolium-based ionic polymer for Pd (II) was affected by different N3-substitutes due to the changes in electrostatic potential (ESP) of the imidazolium cations. However, there is currently a lack of knowledge on the effects of the structures, charge distributions, and electron cloud densities of different kinds of cations on the adsorption properties of ionic polymers.…”

Section: Introductionmentioning

confidence: 99%

Effects of the Cationic Structure on the Adsorption Performance of Ionic Polymers toward Au(III): an Experimental and DFT Study

Kou

Pan

et al. 2022

Langmuir

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Ionic polymers have been proven to be promising adsorbents in recovering Au(III) due to their advantages of simple synthesis and high adsorption efficiency. However, the unclarity of the relationship between the adsorption ability of ionic polymers and their cationic structures hinders further optimization of their adsorption performance. This study synthesized a series of ionic polymers with pyridinium, imidazolium, piperidinium, pyrrolidinium, and triethylammonium cations to discover the effects of the cationic structure on their adsorption properties. Experimental results show that the existence of anion−π interaction between aromatic cations and [AuCl 4 ] − makes the aromatic cations−anion interaction stronger, which does not enhance the adsorption performance of the aromatic-based ionic polymer. This is due to the charge delocalization in the aromatic ring, resulting in a lower electrostatic potential (ESP) of aromatic cations than that of aliphatic cations with a localized charge. The higher the ESP of cations, the better the adsorption performance of the corresponding ionic polymer. This study serves as a deep understanding of the cationic structure−adsorptive performance relationship of the ionic polymer at the molecular level and further provides a theoretical guidance to optimize the adsorption performance of ionic polymers.

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Section: Introductionmentioning

confidence: 99%

Effects of the Cationic Structure on the Adsorption Performance of Ionic Polymers toward Au(III): an Experimental and DFT Study

Kou

Pan

et al. 2022

Langmuir

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“…As we all know, substituents greatly affect the physicochemical properties of ILs including stability, density, charge distribution, aqueous solubility, cation–anion interactions, and so on. Among the above properties, the charge distributions of ILs and aqueous solubilities have the greatest influences on the extraction performances. ,,− Therefore, we discuss the influences of N-substituents on extraction performances from the following two aspects.…”

Section: Resultsmentioning

confidence: 99%

“…20 Kou et al reported that the adsorption performances of poly(ionic liquid)s (PILs) toward Pd(II) and Au(III) were affected by various N-substituents due to the changes of electrostatic potential (ESP). 21,22 As far as we know, no one has explained the influences of N-substituents on the extraction performances of pyrrolidinium-based ILs.…”

Section: ■ Introductionmentioning

confidence: 99%

“…In addition, substituents can significantly affect the physicochemical properties of ILs and then affect their application performances. − For example, Zheng et al revealed that the antibacterial activities of both ILs and PILs increased with the increase of alkyl chains and higher charge densities . Kou et al reported that the adsorption performances of poly(ionic liquid)s (PILs) toward Pd(II) and Au(III) were affected by various N-substituents due to the changes of electrostatic potential (ESP). , As far as we know, no one has explained the influences of N-substituents on the extraction performances of pyrrolidinium-based ILs. Therefore, in order to optimize the extraction performances of pyrrolidinium-based ILs, it is necessary to further explore the relationships between the structures and the extraction performances of ILs.…”

Section: Introductionmentioning

confidence: 99%

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Selective and Efficient Gold Extraction from E-Waste by Pyrrolidinium-Based Ionic Liquids with Various N-Substituents

Liu

Wang

Liu

et al. 2023

ACS Sustainable Chem. Eng.

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With environmental problems and a shortage of resources, it is urgent to recover gold from electronic waste (e-waste). Meanwhile, it is necessary to explore the relationships between the structures and extraction performances of ionic liquids (ILs) to further improve the extraction capacities of ILs for gold. Herein, three pyrrolidinium-based ILs with various N-substituents were synthesized for solvent-free extraction of Au(III). The three pyrrolidinium-based ILs exhibited ultrahigh extraction capacities for Au(III) with the order of [Pyr-EA][NTf2] (524.6 mg·g–1) > [Pyr-Bu][NTf2] (457.3 mg·g–1) > [Pyr-C2OC2][NTf2] (403.5 mg·g–1). The effects of N-substituents on extraction performances were quantitatively investigated by electrostatic potential (ESP) and quantitative NMR. Among them, the ester group (−COOR) is the most beneficial to the extraction process, which is associated with an increased ESP value and boosted hydrophobicity. Notably, [Pyr-EA][NTf2] displayed outstanding selectivity in multimetal solutions; especially, it could selectively and efficiently extract Au(III) from the actual CPU. Furthermore, [Pyr-EA][NTf2] possesses significant reuseability and can maintain superior extraction efficiency of 84.3% after five cycles. These excellent performances together with low cost ($0.44·g–1 [Pyr-EA][NTf2]) and considerable profit ($29.72·g–1 [Pyr-EA][NTf2]) confirmed that [Pyr-EA][NTf2] is a promising prospect for sustainable recovery of gold from e-waste.

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“…However, the chloromethyl polystyrene-modified adsorbents also can adsorb other platinum group metal ions [ 27 ]. For instance, Kou et al [ 28 ] prepared a series of chloromethyl polystyrene-modified adsorbents containing imidazole groups and studied the influence of different alkyl chains on the adsorption performance. In addition to Pd (II), the adsorbents also showed excellent adsorption performance for Pt (II)/(IV) and Rh (III).…”

Section: Introductionmentioning

confidence: 99%

Selective Recovery of Palladium (II) from Metallurgical Wastewater Using Thiadiazole-Based Chloromethyl Polystyrene-Modified Adsorbent

Zhang

Chen

Wan

et al. 2022

IJMS

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Selective adsorption of palladium from metallurgical wastewater containing Pt (IV), Rh (III), Ca2+, Cu2+, Fe3+, Ni2+, Pb2+, V3+, and Ti4+ has tremendous economic and environmental benefits. In this paper, a novel thiadiazole-based chloromethyl polystyrene-modified adsorbent, viz. 2, 5-bis-polystyrene-1,3,4-thiadiazole (PS-DMTD), was synthesized using chloromethyl polystyrene as the backbone. The experimental results show that PS-DMTD can selectively separate Pd (II) from metallurgical wastewater in a one-step adsorption process. The calculated saturation adsorption capacity of PS-DMTD for Pd (II) was 176.3 mg/g at 25 °C. The separation factors of βPd (II)/Mn+ (Mn+: Pt (IV), Rh (III), Ca2+, Cu2+, Fe3+, Ni2+, Pb2+, V3+, and Ti4+) were all higher than 1 × 104. FT-IR, XPS, and single-crystal X-ray diffraction showed that the adsorption of Pd (II) to PS-DMTD was primarily through a coordination mechanism. Density functional theory (DFT) calculations revealed that the other base metal ions could not coordinate with the PS-DMTD. Pt (IV) could not be adsorbed to PS-DMTD due to its strong chlorophilicity. Furthermore, Rh (III) existed as a polyhydrate, which inhibited Rh (III) diffusion toward the positively charged absorption sites on the PS-DMTD. These results highlight that PS-DMTD has broad application prospects in the recovery of Pd (II) from metallurgical wastewater.

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Effect of the length and aromaticity of N3-substituent on adsorption performance of imidazolium-based poly(ionic liquids) towards Pd (II)

Cited by 21 publications

References 65 publications

Effects of the Cationic Structure on the Adsorption Performance of Ionic Polymers toward Au(III): an Experimental and DFT Study

Effects of the Cationic Structure on the Adsorption Performance of Ionic Polymers toward Au(III): an Experimental and DFT Study

Selective and Efficient Gold Extraction from E-Waste by Pyrrolidinium-Based Ionic Liquids with Various N-Substituents

Selective Recovery of Palladium (II) from Metallurgical Wastewater Using Thiadiazole-Based Chloromethyl Polystyrene-Modified Adsorbent

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