title: Crystallisation from a Water-in-Oil Emulsion as a Route to Enantiomer Separation: The Case of DL-Threonine.
abstract: The use of crystalliation as a means of separating enantiomers is well known. The utility of commonly applied seeding approaches is limited by the ultimate crystallisation of the antipode. Here we demonstrate how the combination of colloid science and crystal chemistry can lead to an emulsion based process yielding robust separation of a purified solid and impure liquid phases with ultimate product ee of up to 90 %. Threonine is used as a model to demonstrate the viability of the method but it is clear that extension to include, for example, simultaneous racemisation within the disperse phase is easily possible and would transform this from a separation to a preparation process.
authors.affiliation: School of Chemical Engineering and Analytical Science, University of Manchester, The Mill, Sackville Street, Manchester, M13 9PL (UK).
authors.forename: Sara E
authors.initials: SE
authors.lastname: Gilks
authors.affiliation: School of Chemical Engineering and Analytical Science, University of Manchester, The Mill, Sackville Street, Manchester, M13 9PL (UK). roger.davey@manchester.ac.uk.
authors.forename: Roger J
authors.initials: RJ
authors.lastname: Davey
mesh_terms: D002851:Chromatography, High Pressure Liquid; D003460:Crystallization; D004655:Emulsions / Q000737:chemistry*; D009821:Oils / Q000737:chemistry*; D013237:Stereoisomerism; D013912:Threonine / Q000032:analysis / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
chemical_list: D004655:Emulsions; D009821:Oils; D014867:Water; D013912:Threonine
keywords: conglomerate; emulsion crystallisation; enantiomer separation; enantiomeric excess; threonine