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Title: Synthesis and physical properties of carbohydrate-derived surfactants
Author: Langlois, V. J. M.
Awarding Body: University College of Swansea
Current Institution: Swansea University
Date of Award: 1993
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The aim of the research work was to synthesise carbohydrate-derived surrfactants (each derivative having a different head group, alkyl chain length or alkyl chain position) and measure their physical properties to study the influence of structural changes on physical properties. Chapter 1 contains a general introduction to the field of surfactant synthesis, surfactant classification and environmental impact. The results of the literature search concerning the existing carbohydrate-derived surfactants and their physical properties are summarised in Chapter II; the influence of structural changes on physical properties and the choice of target molecules are next discussed. The synthesis of monoalkylated monosaccharide derivatives, namely 6-O-decyl-D-galactose and 6-O-decyl-D-galactitol, was first undertaken (Chapter III) before considering the dialkylated lactoside derivatives; to begin with, the conformation of methyl β-lactoside was studied to find the possible categories of dialkylated lactoside derivatives; the target molecules were thus selected (Chapter IV). Then, the synthesis of methyl β-lactoside was fully achieved while unsuccessful results were obtained with the synthesis of hexyl β-lactoside (Chapter V). Chapters VI and VII give an account of the synthesis of methyl 4',6'- and methyl 3',4'-di-O-alkyl-β-lactosides (both hexyl and octyl derivatives) whereas Chapter VIII deals with the selective acylation of methyl 3',4'-di-O-octyl-β-lactoside in attempts to improve its solubility. The low solubilites measured for the synthesised derivatives prevented the measurement of physical properties such as critical micelle concentration or surface tension. However, the phase behaviour could be studied. All the derivatives showed thermotropic and/or lyotropic behaviour; Krafft points, clearing point and liquid crystal phase sequences were thus determined (Chapter IX). Finally, molecular modelling of the dialkylated lactoside derivatives was performed (Chapter X).
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available