Effect of L-valine impurity on the nucleation parameters of aqueous L-glutamic acid solutions from metastable zone width data

Shiau, Lie‐Ding; Wu, Dai-Rong

doi:10.1016/j.jcrysgro.2020.125790

Cited by 14 publications

(19 citation statements)

References 23 publications

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“…A plot of (T 0 /∆T m ) 2 versus ln(∆T m /b) based on the MSZW data should give a straight line, the slope and intercept of which permit determination of γ and A, respectively. Equation ( 9) is consistent with the result developed by Shiau and Wu [21] in determination of γ and A from the MSZW data.…”

Section: Theorysupporting

confidence: 90%

“…The nucleation parameters of a crystallized substance have been traditionally determined from induction time data by assuming t i −1 ∝ J, where J is nucleation rate [1]. Recently, various methods have been proposed to calculate the nucleation parameters from MSZW data [15][16][17][18][19][20][21]. Although the induction time and MSZW processes are two different temperature-controlling methods for determination of the nucleation parameters in a crystallization system, a model should be available to relate the induction time and MSZW data with the nucleation parameters.…”

Section: Introductionmentioning

confidence: 99%

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Comparison of the Nucleation Parameters of Aqueous l-glycine Solutions in the Presence of l-arginine from Induction Time and Metastable-Zone-Width Data

Shiau

2021

Crystals

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Induction time and metastable-zone-width (MSZW) data for aqueous L-glycine solutions in the presence of L-arginine impurity were experimentally measured using a turbidity probe in this study. The nucleation parameters, including the interfacial free energy and pre-exponential nucleation factor, obtained from induction time data, were compared with those obtained from MSZW data. The influences of lag time on the nucleation parameters were examined for the induction time data. The effects of L-arginine impurity concentration on the nucleation parameters based on both the induction time and MSZW data were investigated in detail.

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Section: Theorysupporting

confidence: 90%

Section: Introductionmentioning

confidence: 99%

Comparison of the Nucleation Parameters of Aqueous l-glycine Solutions in the Presence of l-arginine from Induction Time and Metastable-Zone-Width Data

Shiau

2021

Crystals

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“…In addition, a more important and efficient resolution method based on crystallization relies on the use of ‘tailor‐made additives’ 17‐23 . Addadi et al 17 .…”

Section: Introductionmentioning

confidence: 99%

“…The bulkier side chain may occupy more space on the growth surface, hindering the adsorption of the next solute molecule. Therefore, l ‐amino acid additives can successfully suppress the crystallization of l ‐Glu 23 . On the other hand, due to steric hindrance, l ‐amino acid additives cannot adsorb at the surface of the d enantiomer, and this additive cannot influence the crystallization of d ‐Glu.…”

Section: Introductionmentioning

confidence: 99%

“…In addition, a more important and efficient resolution method based on crystallization relies on the use of 'tailor-made additives'. [17][18][19][20][21][22][23] Addadi et al 17 first found that the influence of a chiral amino acid additive on the growth rates of two pure enantiomorphs can be significantly different. In the presence of a chiral additive, the opposite chiral molecule is preferentially crystallized, and the crystallization rate of the homochiral molecule decreases dramatically (rule of reversal).…”

Section: Introductionmentioning

confidence: 99%

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Chiral resolution of DL‐glutamic acid by a chiral additive

Liu

Wang

2022

J of Chemical Tech & Biotech

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BACKGROUND Enantiomerically pure compounds occupy an important position in industrial production of pharmaceuticals, food, chemical engineering, etc. The separation of d and l molecules is an important and challenging task. The ‘tailor‐made’ additive method is a simple and efficient crystallization separation technology. However, according to reports, there is a poor crystal yield when obtaining a relatively ideal enantiopurity and vice versa. Furthermore, the crystallization time always needs to be controlled strictly. RESULTS In this paper, we studied the effect of the amount and kinds of additives, crystal seeds and crystallization time on the purity and yields of crystals. Two strategies involving a chiral additive for the selective crystallization of only d‐glutamic acid from a solution of racemic dl‐glutamic acid (dl‐Glu) are presented. One strategy is based on the addition of sufficient additive (l‐arginine or l‐phenylalanine with a mole fraction of 40%) and β‐d‐Glu crystal seeds, the crystal yield reaching 23–25%. The other relies on carrying out the crystallization twice in the presence of the additive (5 mol%) and the crystal seeds, the yield reaching 30–34%. CONCLUSIONS Two separation methods with a relatively high crystal yield and optical purity were established. The proposed strategies could meet the requirements of both crystal purity and yield on chiral separation, and the separation of d‐ and l‐Glu is nearly perfect. Furthermore, the methods are very easy to operate, and require no hand picking. Most importantly, our methods are barely influenced by the crystallization time. © 2021 Society of Chemical Industry (SCI).

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Effect of process impurities on crystallization thermodynamics and nucleation kinetics of taurine

Chen,

Ding,

Yuan

et al. 2023

Asia-Pacific J Chem Eng

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Solubility and metastable zone width (MSZW) are the basis for purifying products by crystallization. The effects of two process impurities, sodium isethionate (SI) and sodium N‐(β‐ethyl sulfonic acid) aminoethyl sulfonate (SA), on taurine solubility and MSZW in water under different conditions were studied. Solubility and MSZW were measured by laser transmission method. The results show that the process impurities can increase solubility slightly but increase MSZW significantly. The weak solubilization might be due to the antagonism of salting‐out effect and structural similarity between taurine and impurities. Combining the viscosities and parameters calculated by nucleation models, the reason for the different effects of the two impurities on MSZW was studied. The fitting and experiment results show that the solid–liquid interfacial energy γeff was increased by 9.1% and the viscosity by 5.4% at 303.15 K in the presence of SI (0.12 mol per kilo H2O). Meanwhile, γeff was increased by 90.4% and the viscosity by 10.5% with SA added (0.12 mol per kilo H2O). Changes in thermodynamic factors (solubility, γeff) and kinetic factors (viscosity) caused by impurities contribute to the extension of MSZW. This study expands the understanding of the role of process impurities in taurine crystallization.

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Effect of L-valine impurity on the nucleation parameters of aqueous L-glutamic acid solutions from metastable zone width data

Cited by 14 publications

References 23 publications

Comparison of the Nucleation Parameters of Aqueous l-glycine Solutions in the Presence of l-arginine from Induction Time and Metastable-Zone-Width Data

Comparison of the Nucleation Parameters of Aqueous l-glycine Solutions in the Presence of l-arginine from Induction Time and Metastable-Zone-Width Data

Chiral resolution of DL‐glutamic acid by a chiral additive

Effect of process impurities on crystallization thermodynamics and nucleation kinetics of taurine

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