Mono and co-immobilization of imidazolium ionic liquids on silica: effects of the substituted groups on the adsorption behavior of 2,4-dinitrophenol

Wang, Zhike; Ge, Haixia; Wang, Xueyuan; Ye, Cunling; Fan, Shunli

doi:10.1039/c9ra07635b

Cited by 10 publications

(5 citation statements)

References 64 publications

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“…1480 cm −1 due to the C−N(imidazolium or amine) stretching vibration, which are not present in the spectrum of RuNP@COK‐12 (see Figures S40, S50, S60, S70, S80, S90 in the supporting information) [29a–d] . The strongest bands at 1071–1054 cm −1 and 449 cm −1 are associated with the Si−O stretching vibration and the bending vibration of O−Si‐O, respectively [29e–g] …”

Section: Resultsmentioning

confidence: 98%

Selective Partial Reduction of Nitroarenes to the Hydrazoarene Catalyzed by Amine‐Modified Ordered Mesoporous Silica Immobilized Ionic Liquid (OMSIIL) Stabilised RuNPs

Doherty,

Knight,

Alharbi

et al. 2024

ChemCatChem

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Ruthenium nanoparticles stabilised by an amine‐modified Ordered Mesoporous Silica Immobilized Ionic Liquid (OMSIIL) are efficient catalysts for the partial reduction of nitrobenzene to hydrazobenzene with 100% selectivity as well as the complete reduction to aniline. High selectivity for the partial reduction of nitrobenzene to hydrazobenzene was obtained when the reaction was conducted in ethanol with 0.5 mol% catalyst and NaBH4 as the hydrogen donor whereas aniline was obtained as the sole product in water when dimethylamine borane (DMAB) was used as the hydrogen donor. Interestingly, while a range of electron poor nitroarenes were reduced to the corresponding hydrazoarene with high selectivities and good conversions, nitroarenes substituted with electron donating groups resulted in complete reduction to the aniline. Composition‐time profiles suggest that reductions conducted in ethanol with sodium borohydride occur via the condensation pathway while those conducted in water using dimethylamine borane as the hydrogen source may well go via the direct pathway. This is the first example of the selective reduction of nitrobenzene to hydrazobenzene using a ruthenium nanoparticle‐based catalyst and the initial TOF of 320 mol nitrobenzene converted mol Ru‐1 h‐1 is markedly higher than previous literature reports.

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Section: Resultsmentioning

confidence: 98%

Selective Partial Reduction of Nitroarenes to the Hydrazoarene Catalyzed by Amine‐Modified Ordered Mesoporous Silica Immobilized Ionic Liquid (OMSIIL) Stabilised RuNPs

Doherty,

Knight,

Alharbi

et al. 2024

ChemCatChem

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“…Most phenols act like weak acids in aqueous solutions wherein apart from solution pH, their respective physicochemical properties play an important role. Therefore, with the lowest pKa value, the effectual ionic dissociation of 2,4-DNP at mildly acidic conditions promotes the strongest interaction [ 32 , 33 ].…”

Section: Resultsmentioning

confidence: 99%

Dispersive Membrane Microextraction of Substituted Phenols from Honey Samples and a Brief Outlook on Its Sustainability Using Analytical Eco-Scale and Analytical GREEnness Metric Approach

2022

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Honey is part and parcel of our daily nutrition, but in recent times it has been reported to be tainted by the presence of polar substituted phenols purported from the use of pesticides, herbicides, antimicrobial agents, etc. Honey’s viscous nature and matrix complexity often result in analytical chemists resorting to derivatization for the detection of polar analytes such as substituted phenols. This study aims to overcome the matrix effect without derivatization and offer a more sustainable solution with notable sensitivity and selectivity using dispersive membrane microextraction alongside high-performance liquid chromatography (DMME–HPLC) with sporopollenin–methylimidazolium-based mixed matrix membrane (Sp–MIM-MMM). The DMME–HPLC approach successfully determined the presence of mono- and disubstituted phenols from unspiked honey samples with concentrations ranging from 7.8 to 154.7 ng/mL. The sustainability of the proposed method was also validated using the Analytical Eco-Scale (AES) and the Analytical GREEnness Metric (AGREE) where an excellent score of 94 and the encouraging score of 0.72 were recorded, respectively.

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“…This, in turn, leads to a higher degradation capacity for the photocatalyst. At pH > 5.0, the presence of more negative ions generates repulsive forces between the negatively charged phenolate ions and the surface of the material, thereby decreasing the nanocomposite’s photocatalytic capacity [ 41 ]. Figure 7 b shows the effects of increasing the DNP concentration from 20 to 70 mg L −1 , which has the knock-on effect of increasing the photocatalyst’s degradation capacity from 95.22% to 99.80%.…”

Section: Resultsmentioning

confidence: 99%

A Highly Efficient Ag Nanoparticle-Immobilized Alginate-g-Polyacrylonitrile Hybrid Photocatalyst for the Degradation of Nitrophenols

et al. 2020

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Herein, we report PAN-g-Alg@Ag-based nanocatalysts synthesis via in situ oxidative free-radical polymerization of acrylonitrile (AN) using Alg@Ag nanoparticles (Alg@Ag NPs). Various analytical techniques, including FTIR, XRD, SEM, TEM, UV–Vis, and DSC, were employed to determine bonding interactions and chemical characteristics of the nanocatalyst. The optimized response surface methodology coupled central composite design (RSM–CCD) reaction conditions were a 35-min irradiation time in a 70-mg L−1 2,4-dinitrophenol (DNP) solution at pH of 4.68. Here, DNP degradation was 99.46% at a desirability of 1.00. The pseudo-first-order rate constant (K1) values were 0.047, 0.050, 0.054, 0.056, 0.059, and 0.064 min−1 with associated half-life (t1/2) values of 14.74, 13.86, 12.84, 12.38, 11.74, 10.82, and 10.04 min that corresponded to DNP concentrations of 10, 20, 30, 40, 50, 60, and 70 mg L−1, respectively, in the presence of PAN-g-Alg@Ag (0.03 g). The results indicate that the reaction followed the pseudo-first-order kinetic model with an R2 value of 0.99. The combined absorption properties of PAN and Alg@Ag NPs on copolymerization on the surface contributed more charge density to surface plasmon resonance (SPR) in a way to degrade more and more molecules of DNP together with preventing the recombination of electron and hole pairs within the photocatalytic process.

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Mono and co-immobilization of imidazolium ionic liquids on silica: effects of the substituted groups on the adsorption behavior of 2,4-dinitrophenol

Abstract: Ionic liquid modified silicas with high adsorption capacity for phenols prompt us to deeply explore the contribution of interactions between the adsorbent and adsorbate, with a particular focus on hydrophobicity, π–π, electrostatic and acid–base interactions.

Cited by 10 publications

References 64 publications

Selective Partial Reduction of Nitroarenes to the Hydrazoarene Catalyzed by Amine‐Modified Ordered Mesoporous Silica Immobilized Ionic Liquid (OMSIIL) Stabilised RuNPs

Selective Partial Reduction of Nitroarenes to the Hydrazoarene Catalyzed by Amine‐Modified Ordered Mesoporous Silica Immobilized Ionic Liquid (OMSIIL) Stabilised RuNPs

Dispersive Membrane Microextraction of Substituted Phenols from Honey Samples and a Brief Outlook on Its Sustainability Using Analytical Eco-Scale and Analytical GREEnness Metric Approach

A Highly Efficient Ag Nanoparticle-Immobilized Alginate-g-Polyacrylonitrile Hybrid Photocatalyst for the Degradation of Nitrophenols

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