Efficient combination of task‐specific ionic liquid and microwave dielectric heating applied to synthesis of a large variety of nitrones

Valizadeh, Hassan

doi:10.1002/hc.20581

Cited by 15 publications

(2 citation statements)

References 27 publications

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“…ILs have gained significant attention as sustainable alternatives to traditional volatile organic compounds (VOCs) because they are non-flammable and have negligible vapor pressures, mitigating their emissions into the atmosphere and ultimately decreasing their environmental impact . ILs are widely employed in a variety of synthetic chemistries, − including as solvents for inorganic nanoparticle syntheses. − ILs are also known to exhibit an extraordinary ability to extract metal ions for extraction and recovery processes. − However, the relatively high cost of ILs over traditional organic solvents greatly hinders their practical application in industrial processes . It is therefore essential to reuse or recycle ILs; techniques for IL recycling without degradation of IL quality have been a topic of considerable research.…”

Section: Introductionmentioning

confidence: 99%

Purification of Ionic Liquid Solvents in a Self-Optimizing, Continuous Microfluidic Process via Extraction of Metal Ions and Phase Separation

Pan

Karadaghi

Brutchey

et al. 2022

ACS Sustainable Chem. Eng.

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Industrial applications of ionic liquids (ILs)solvents that can serve as green alternatives to volatile organic compoundsare often hampered by their high cost. Solvent recycling provides a feasible pathway to recover IL solvents to reduce lifecycle costs. Herein, we demonstrate a continuous microfluidic process to purify metal-ion-loaded IL solvents, wherein Fe(III) ions are extracted from a prototypical IL, 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide (BMIM-NTf2), to deionized (DI) water with subsequent membrane separation of the IL and aqueous phases. Inline analytical tools, design of experiment statistical optimization, and a self-optimizing, modified Nelder-Mead simplex algorithm facilitate locating the best parametric operating conditions to optimize both ion extraction and physical phase separation. This process was then adapted to a more challenging purification application: recovery of the IL trihexyl(tetradecyl)phosphonium bis(2,4,4-trimethyl-pentyl)phosphinate (Cyphos 104) from the rare-earth metal Nd(III). This application demonstrated that optimized conditions obtained from a single stage could be applied across a multistage process. Together, these results demonstrate that statistical and inline optimization tools can be used to identify working parameters for different flow systems with a variety of governing fluid properties, for example, viscosity and interfacial tension.

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Section: Introductionmentioning

confidence: 99%

Purification of Ionic Liquid Solvents in a Self-Optimizing, Continuous Microfluidic Process via Extraction of Metal Ions and Phase Separation

Pan

Karadaghi

Brutchey

et al. 2022

ACS Sustainable Chem. Eng.

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“…To the best of our knowledge, in the previous works, no investigation about the inversion energy barrier of nitrogen atom of products and the existence of diastereomeric mixture of products has been reported. In continuation of our recent interest to use ionic liquids (ILs), water, or solventless systems as a green reaction medium [25–34], we wish to report here on efficient and convenient method for the reaction of quinoline, isoquinoline, benzothiazole, pyridine, 3‐bromopyridine, benzoxazole, benzimidazole, and 5,6‐dimethyl benzimidazole with DMAD under neat procedure. In this article, we wish to report on the existence of the diastereomeric mixture of products from the reaction of isoquinoline, pyridine, and 3‐bromopyridine because of high inversion energy barrier of nitrogen atom in these compounds.…”

Section: Introductionmentioning

confidence: 99%

A facile and efficient addition reaction of nitrogen‐containing heterocyclic compounds with DMAD under neat conditions

Valizadeh

Shomali

Gholipour

2011

Journal of Heterocyclic Chem

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A simple and efficient method was developed for the reaction of dimethyl acetylenedicarboxylate with benzothiazole, isoquinoline, quinoline, 3‐bromopyridine, pyridine, benzoxazole, benzimidazole, and 5,6‐dimethyl benzimidazole for the high‐yield synthesis of the related heterocyclic products (1, 2, 3, 4, 5, 6, 7, 8) in very short reaction time under neat procedure. The reaction of isoquinoline, 3‐bromopyridine, and pyridine afforded to diastereomeric mixtures of products 2, 4, and 5, respectively. However, only one isomer of products 1, 3, 6, 7, and 8 were identified from the reaction of benzothiazole, quinoline, benzoxazole, benzimidazole, and 5,6‐dimethyl benzimidazole, respectively. Benzotriazole afforded to product 9 under these conditions. For comparison, the reactions were examined in different reaction mediums and/or under microwave irradiation. J. Heterocyclic Chem., (2011).

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ChemInform Abstract: Efficient Combination of Task‐Specific Ionic Liquid and Microwave Dielectric Heating Applied to Synthesis of a Large Variety of Nitrones.

Valizadeh

2010

ChemInform

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. -In the preparation of nitrones (III), an economic task-specific ionic liquid behaves as a recyclable dual solvent-catalyst. The use of this basic ionic liquid without solvent produces a homogeneous reaction system and provides high initial activity and overall conversion. The solventless conditions, short reaction times, simple work-up, very high yields and purity of the products, and the recyclability of the catalyst are the features of this new procedure.

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Efficient combination of task‐specific ionic liquid and microwave dielectric heating applied to synthesis of a large variety of nitrones

Cited by 15 publications

References 27 publications

Purification of Ionic Liquid Solvents in a Self-Optimizing, Continuous Microfluidic Process via Extraction of Metal Ions and Phase Separation

Purification of Ionic Liquid Solvents in a Self-Optimizing, Continuous Microfluidic Process via Extraction of Metal Ions and Phase Separation

A facile and efficient addition reaction of nitrogen‐containing heterocyclic compounds with DMAD under neat conditions

ChemInform Abstract: Efficient Combination of Task‐Specific Ionic Liquid and Microwave Dielectric Heating Applied to Synthesis of a Large Variety of Nitrones.

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