The separations of picoline isomers by enclathration

dc.contributor.advisorNassimbeni, Luigi
dc.contributor.advisorRavenscroft, Neil
dc.contributor.authorTiffin, Emma Jane
dc.date.accessioned2020-02-24T11:26:57Z
dc.date.available2020-02-24T11:26:57Z
dc.date.issued2019
dc.date.updated2020-02-24T11:00:30Z
dc.description.abstractThe chemical and physical properties of isomers make them difficult to separate using conventional methods. This renders the separation of isomers one of the more challenging obstacles in chemistry. In these cases, the supramolecular phenomenon of host-guest chemistry may be used in order to achieve separation. In this investigation, the preferences of three TADDOL (α,α,α’,α’-tetraphenyl-l,3-dioxolane4,5-dimethanol) - derived host compounds towards the isomers of methyl-pyridines (picolines) were studied. Crystals of ten novel inclusion compounds were synthesised and their structural properties were further characterised using an array of techniques. Thermal analysis was also conducted on these and other TADDOL-derived inclusion compounds. Binary competition experiments were performed with varying mole fractions of guests in the starting solution and detailed selectivity curves were generated. It was apparent that all three hosts discriminate between the picoline isomer guests. Notably, the three hosts display different preferences towards the picoline isomers and these results were rationalised by their resulting crystal structures, packing analysis, solubilities and correlated to their DSC results. DSC results showed a correlation between the thermal stability of an inclusion compound and the preference of the host towards the certain isomer involved in the inclusion complex. Further discussion on the selectivity preferences with regard to solubilities and crystal growth times was conducted.
dc.identifier.apacitationTiffin, E. J. (2019). <i>The separations of picoline isomers by enclathration</i>. (). ,Faculty of Science ,Department of Chemistry. Retrieved from http://hdl.handle.net/11427/31260en_ZA
dc.identifier.chicagocitationTiffin, Emma Jane. <i>"The separations of picoline isomers by enclathration."</i> ., ,Faculty of Science ,Department of Chemistry, 2019. http://hdl.handle.net/11427/31260en_ZA
dc.identifier.citationTiffin, E. 2019. The separations of picoline isomers by enclathration.en_ZA
dc.identifier.ris TY - Thesis / Dissertation AU - Tiffin, Emma Jane AB - The chemical and physical properties of isomers make them difficult to separate using conventional methods. This renders the separation of isomers one of the more challenging obstacles in chemistry. In these cases, the supramolecular phenomenon of host-guest chemistry may be used in order to achieve separation. In this investigation, the preferences of three TADDOL (α,α,α’,α’-tetraphenyl-l,3-dioxolane4,5-dimethanol) - derived host compounds towards the isomers of methyl-pyridines (picolines) were studied. Crystals of ten novel inclusion compounds were synthesised and their structural properties were further characterised using an array of techniques. Thermal analysis was also conducted on these and other TADDOL-derived inclusion compounds. Binary competition experiments were performed with varying mole fractions of guests in the starting solution and detailed selectivity curves were generated. It was apparent that all three hosts discriminate between the picoline isomer guests. Notably, the three hosts display different preferences towards the picoline isomers and these results were rationalised by their resulting crystal structures, packing analysis, solubilities and correlated to their DSC results. DSC results showed a correlation between the thermal stability of an inclusion compound and the preference of the host towards the certain isomer involved in the inclusion complex. Further discussion on the selectivity preferences with regard to solubilities and crystal growth times was conducted. DA - 2019 DB - OpenUCT DP - University of Cape Town KW - Chemistry LK - https://open.uct.ac.za PY - 2019 T1 - The separations of picoline isomers by enclathration TI - The separations of picoline isomers by enclathration UR - http://hdl.handle.net/11427/31260 ER - en_ZA
dc.identifier.urihttp://hdl.handle.net/11427/31260
dc.identifier.vancouvercitationTiffin EJ. The separations of picoline isomers by enclathration. []. ,Faculty of Science ,Department of Chemistry, 2019 [cited yyyy month dd]. Available from: http://hdl.handle.net/11427/31260en_ZA
dc.language.rfc3066eng
dc.publisher.departmentDepartment of Chemistry
dc.publisher.facultyFaculty of Science
dc.subjectChemistry
dc.titleThe separations of picoline isomers by enclathration
dc.typeMaster Thesis
dc.type.qualificationlevelMasters
dc.type.qualificationnameMSc
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