A surfactant-like ionic liquid with permanganate dissolved as a highly selective epoxidation system

Lu, Yu-Jing; Wong, Wing‐Leung; Chow, Cheuk Fai Stephen

doi:10.1016/j.catcom.2015.05.020

Cited by 8 publications

(3 citation statements)

References 31 publications

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“…So far, it has been found that the MA spheres could be formed with UO 2 2+ , Fe 3+ , Al 3+ , Eu 3+ , Ce 3+ , Sr 2+ , Cu 2+ , Zn 2+ , Pb 2+ , and Ln 3+ as targets. , Whether the oxometalates such as MnO 4 – and Cr 2 O 7 2– could be extracted and used as targets participating in the MSSA process remains to be ascertained. In addition, the strong oxidation property of MnO 4 – in the IL phase may give rise to new phenomena in the MSSA system. − The selective separation between MnO 4 – and Cr 2 O 7 2– is expected to help us understand the concept of MSS. Hopefully, insights into the MSSA process of the MnO 4 – -based system can provide essential information on the mechanism of the Marangoni effect.…”

Section: Introductionmentioning

confidence: 99%

Spontaneous Multi-scale Supramolecular Assembly Driven by Noncovalent Interactions Coupled with the Continuous Marangoni Effect

Shi,

Shen

2024

Langmuir

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Reported herein is the multi-scale supramolecular assembly (MSSA) process along with redox reactions driven by supramolecular interactions coupled with the spontaneous Marangoni effect in ionic liquid (IL)-based extraction systems. The black powder, the single sphere with a black exterior, and the single colorless sphere were formed step by step at the interface when an aqueous solution of KMnO 4 was mixed with the IL phase 1-(2-hydroxyethyl)-3-methylimidazolium bis(trifluoromethylsulfonyl) imide (C 2 OHmimNTf 2 ) bearing octyl(phenyl)-N,Ndiisobutylcarbamoylmethylphosphine oxide (CMPO). The mechanism of the whole process was studied systematically. The phenomena were related closely to the change in the valence state of Mn. The MnO 4 − ion could be reduced quickly to δ-MnO 2 and further to Mn 2+ slowly by the hydroxyl-functionalized IL C 2 OHmimNTf 2 . Based on Mn 2+ , Mn(CMPO) 3 2+ , elementary building blocks (EBBs), and [EBB] n clusters were generated step by step. The [EBB] n clusters with the large enough size that were transferred to the interface, together with the remaining δ-MnO 2 , assembled into the single sphere with a black exterior, driven by supramolecular interactions coupled with the spontaneous Marangoni effect. When the remaining δ-MnO 2 was used up, the mixed single sphere turned completely colorless. It was found that the reaction site of C 2 OHmim + with Mn(VII) and Mn(IV) was distributed mainly at the side chain with a hydroxyl group. The MSSA process presents unique spontaneous phase changes. This work paves the way for the practical application of the MSSA-based separation method developed recently. The process also provides a convenient way to observe in situ and characterize directly the continuous Marangoni effect.

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Section: Introductionmentioning

confidence: 99%

Spontaneous Multi-scale Supramolecular Assembly Driven by Noncovalent Interactions Coupled with the Continuous Marangoni Effect

Shi,

Shen

2024

Langmuir

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“…They are most often used as components of catalyst systems based on “oxidizing” metals such as W, Re and Mn. [19–24[ The specific micellar properties of ionic liquids are also applied in these solutions [23,24] . However, most of ionic liquids used in these studies are neutral and do not act directly as catalysts.…”

Section: Introductionmentioning

confidence: 99%

“…[19-24[ The specific micellar properties of ionic liquids are also applied in these solutions. [23,24] However, most of ionic liquids used in these studies are neutral and do not act directly as catalysts. Cai and Wang described the use of sulfonic acid functionalized ILs as catalyst in the epoxidation of unsaturated fatty acid methyl esters, but this type of ILs are characterized by very limited surface properties.…”

Section: Introductionmentioning

confidence: 99%

Epoxidation of unsaturated fatty acid ester promoted by imidazolium acidic ionic liquids: An unexpected selectivity phenomena

2022

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Epoxidation of linseed oil fatty acid ethyl esters promoted by a series of functionalized imidazolium ionic liquids was studied. In this reaction acidic imidazolium ILs behave not only as an acid catalysts but also play an additional role as a specific activator for the reaction of epoxidation of unsaturated fatty derivatives in H 2 O 2 /formic acid oxidation system. The obtained results indicate that the hydrogen-bonding interaction of imidazolium cation with epoxide group influences the selectivity of the epoxidation reaction. In particular, the presence of unprotected weak "acid" C2-H proton significantly lowers the selectivity to hydroxyl derivatives. The obtained results also point to another example of specific polyfunctionality of ILs, especially imidazolium one, used as surfactants and process activators.

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potassium permanganate

Cornils¹

2020

Catalysis From a to Z

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A surfactant-like ionic liquid with permanganate dissolved as a highly selective epoxidation system

Cited by 8 publications

References 31 publications

Spontaneous Multi-scale Supramolecular Assembly Driven by Noncovalent Interactions Coupled with the Continuous Marangoni Effect

Spontaneous Multi-scale Supramolecular Assembly Driven by Noncovalent Interactions Coupled with the Continuous Marangoni Effect

Epoxidation of unsaturated fatty acid ester promoted by imidazolium acidic ionic liquids: An unexpected selectivity phenomena

potassium permanganate

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