Modelling and experimental evaluation of reaction kinetics in reactive extraction for chiral separation of amines, amino acids and amino-alcohols

Steensma, M.; Kuipers, N.J.M.; Haan, A.B. de; Kwant, G.

doi:10.1016/j.ces.2006.11.043

Cited by 84 publications

(66 citation statements)

References 18 publications

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“…Many mathematic models describe the dynamics and equilibrium of protein extraction [24,25,26,27]. Several models focus on the final amount of extracted protein [28], but few are fitted for sequential extractions.…”

Section: Discussionmentioning

confidence: 99%

Sequential extractions: A new way for protein quantification—data from peanut allergens

Zhou

et al. 2015

Analytical Biochemistry

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Section: Discussionmentioning

confidence: 99%

Sequential extractions: A new way for protein quantification—data from peanut allergens

Zhou

et al. 2015

Analytical Biochemistry

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“…In this work, the two-film model was selected as the mass transfer model because of its simplicity, and because the numerical results are similar to those of more practical models [18]. The twofilm model was combined with a definition of the reactions in one or both phases.…”

Section: Theorymentioning

confidence: 99%

“…Two fundamentally different model approaches concerning reactive extraction were reported previously: the interfacial reaction model and the homogeneous reaction model [18]. The interfacial reaction model is used for the systems in which each of the reactants is completely insoluble in the other phase, whereas the homogeneous reaction model defined for two-phase reactors assumes a finite physical solubility of at least one of the reactants in both fluid phases.…”

Section: Introductionmentioning

confidence: 99%

“…In reactive extraction, chiral separation is effected by the reversible reaction (complexation) between an enantioselective extractant and the enantiomers of interest [16,17]. In this way, a partial separation can be obtained in one stage, whereas staging in a fractional extraction scheme can be used to obtain both enantiomers with the desired purity [18]. Development of fractional extraction for chiral separations primarily requires the identification of enantioselective extractants with sufficient enantioselectivity and capacity.…”

Section: Introductionmentioning

confidence: 99%

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Kinetic study on reactive extraction for chiral separation of phenylsuccinic acid enantiomers

et al. 2010

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The kinetics of the extraction of phenylsuccinic acid (PSA) enantiomers by hydroxypropyl--cyclodextrin (HP--CD) in a modified Lewis cell was studied, in which HP--CD dissolved in 0.1 mol L 1 NaH 2 PO 4 /H 3 PO 4 buffer solution (pH = 2.5) was selected as the chiral extractant. PSA enantiomers were extracted from organic phase to aqueous phase in the extraction module. The theory of extraction accompanied by a chemical reaction has been used to obtain the intrinsic kinetics of this extraction module. The different parameters affecting the extraction rate such as agitation speed, interfacial area, initial concentration of PSA enantiomers in organic phase as well as HP--CD concentration in aqueous phase were separately studied. The experimental results demonstrate that the extraction reactions are fast. The reactions were found to be first order with respect to PSA and second order with respect to HP--CD with forward rate constants of 3.4 × 10 2 m 6 mol 2 s 1 for R-PSA and 9.96 × 10 3 m 6 mol 2 s 1 for S-PSA. These data will be useful in the design of extraction processes.

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“…More recently, the chiral ligand-exchange concept has been applied to liquid-liquid extraction technology and obtained high separation factors holding advantages over chiral ligand-exchange chromatography for large-scale applications. 4 Steensma et al 17 reported chiral separation of amines, amino acids and aminoalcohols by reactive extraction.…”

Section: Introductionmentioning

confidence: 99%

Equilibrium Studies on Reactive Extraction of α‐Cyclohexyl‐mandelic Enantiomers Using Hydrophilic β‐Cyclodextrin Derivatives Extractants

et al. 2010

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β-Cyclodextrin (β-CD) is negligibly soluble in organic liquids and can be modified to achieve a higher solubility in water. In this paper, racemic α-cyclohexyl-mandelic acid (α-CHMA) was separated by chiral reactive extraction with aqueous β-cyclodextrin derivatives. Hydroxypropyl-β-cyclodextrin (HP-β-CD), hydroxyethyl-β-cyclodextrin (HE-β-CD), and methyl-β-cyclodextrin (Me-β-CD) were selected as chiral selectors for reactive extraction of α-CHMA enantiomers from organic phase to aqueous phase. Factors affecting the extraction efficiency were investigated, including the types of organic solvents and β-CD derivatives, the concentrations of the chiral selector and α-CHMA enantiomers, pH and temperature. The experimental results demonstrate that HP-β-CD, HE-β-CD, and Me-β-CD have stronger recognition abilities for S-α-CHMA than for R-α-CHMA. Among the three derivatives, HP-β-CD shows the strongest separation factor for α-CHMA enantiomers. A high enantioseparation efficiency with a maximum separation factor (α) of 2.02 is observed at pH 2.5 and 5 ℃.

show abstract

Modelling and experimental evaluation of reaction kinetics in reactive extraction for chiral separation of amines, amino acids and amino-alcohols

Cited by 84 publications

References 18 publications

Sequential extractions: A new way for protein quantification—data from peanut allergens

Sequential extractions: A new way for protein quantification—data from peanut allergens

Kinetic study on reactive extraction for chiral separation of phenylsuccinic acid enantiomers

Equilibrium Studies on Reactive Extraction of α‐Cyclohexyl‐mandelic Enantiomers Using Hydrophilic β‐Cyclodextrin Derivatives Extractants

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