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Synthesis of Novel Polyhydroxyl Surfactants. Influence of the Relative Stereochemistry on Surfactant Properties.

<p>This thesis deals with the synthesis and characterization ofnovel polyhydroxyl surfactants. The first part describes thesynthesis of a number of stereoisomers of a polyhydroxylsurfactant, and the second part concerns surface chemicalcharacterization.</p><p>A stereodivergent route for preparation of the hydrophilichead group was developed, featuring consecutive stereoselectivedihydroxylations of a diene. This afforded in total fourdifferent polyhydroxyl head groups. These surfactant headgroups were natural and unnatural sugar analogues, and wereused for the coupling with two different hydrophobic tailgroups.</p><p>Three of these surfactants were used to investigate thechiral discrimination in Langmuir monolayers at an air-waterinterface. The isotherms showed a remarkable difference incompressibility between surfactants of diastereomericrelationship and also a pronounced chiral discriminationbetween racemic and enantiomerically pure surfactants favoringheterochiral discrimination.</p>

Identiferoai:union.ndltd.org:UPSALLA/oai:DiVA.org:kth-1687
Date January 2003
CreatorsNeimert-Andersson, Kristina
PublisherKTH, Chemistry, Stockholm : Kemi
Source SetsDiVA Archive at Upsalla University
LanguageEnglish
Detected LanguageEnglish
TypeLicentiate thesis, comprehensive summary, text
RelationTrita-IOK, 1100-7974 ; 03:86

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