Product Yield, Purity, and Effective Distribution Coefficient in Stripping Crystallization of R-2-Amino-1-phenylethanol from the Enantiomer Mixture

Abstract

Stripping crystallization (SC) was applied for chiral purification of R-2-amino-1-phenylethanol (R-APE) from an enantiomer mixture. As SC is operated in a series of three-phase transformations by decreasing temperature and pressure, SC combines melt crystallization and vaporization to produce the R-APE crystalline product, and liquid phase and vapor phase of mixtures.

Chiral Purification of S-2-Phenylpropionic Acid from an Enantiomer Mixture by Stripping Crystallization

“…Schematic diagram of experimental SC apparatus: (1) mechanical pump, (2) cooling system, (3) thermocouple, (4) pressure gauge, (5) magnetic-driven motor, and (6) sample container. Reproduced with permission from ref . Copyright 2020, American Chemical Society.…”

“…For convenience, and represent the total mass of the S -2-PPA crystalline product and the total mass of the vapor, respectively, formed during SC. Compared to the previous work, − this model provides a simple method to determine the variations of L n , S tot , n , and V tot , n during SC for enantioseparation.…”

“…Shiau and co-workers have introduced a new separation technology, stripping crystallization (SC), to separate some mixtures with close boiling temperatures, including mixed xylenes 2−6 and enantiomer mixtures. 7,8 Basically, SC applies melt crystallization and vaporization to a liquid mixture by lowering temperature and pressure, leading to the formation of a crystalline product and vapor mixture via a three-phase transformation. During melt crystallization, a pure desired crystalline solid is formed due to the solid−liquid transformation in a liquid mixture at normal pressure during the cooling process.…”

“…Shiau and co-workers have introduced a new separation technology, stripping crystallization (SC), to separate some mixtures with close boiling temperatures, including mixed xylenes − and enantiomer mixtures. , Basically, SC applies melt crystallization and vaporization to a liquid mixture by lowering temperature and pressure, leading to the formation of a crystalline product and vapor mixture via a three-phase transformation. During melt crystallization, a pure desired crystalline solid is formed due to the solid–liquid transformation in a liquid mixture at normal pressure during the cooling process. − On the other hand, during SC, a pure desired crystalline solid along with the vapor mixture is formed due to the three-phase transformation in a liquid mixture at low pressures during the cooling process. − As the vapor mixture can be removed and collected, a pure desired crystalline solid is obtained as the product. If no liquid remains at the end of SC, neither crystal/liquid separation nor crystal washing is required after SC.…”

Purification of Chlorophenol Isomers by Stripping Crystallization Combining Melt Crystallization and Vaporization

“…Stripping crystallization (SC) was first introduced by Cheng and Cheng [4] to separate the mixtures of volatile compounds at reduced pressures via a series of three-phase transformations. Based on the concept of SC, Shiau and his coworkers have designed various experimental apparatuses to separate some mixtures with close boiling temperatures, including the mixed xylenes [5][6][7][8][9] and the benzene/cyclohexane mixtures [10] operated within low-temperature ranges, and the ibuprofen enantiomers [11] and 2-amino-1-phenylethanol enantiomers [12] operated within high-temperature ranges. In addition, Shiau and his coworkers proposed various theoretical models to describe the three-phase transformations during the SC process [5][6][7][8][9][10][11][12].…”