Catanoiu, Gabriela (2009) Novel Phosphine Oxide Complexes and Inositol Derivatives as Amphitropic Liquid Crystals and Surfactants. PhD thesis, Universität zu Köln.
Carbohydrates are an attractive class of starting materials for organic syntheses since they are highly functionalized and environmentally sound, in this way promoting a sustainable chemistry. A somewhat exotic, but nevertheless readily available family of carbohydrates allowing a fascinating chemistry are inositols (cyclohexane-1,2,3,4,5,6-hexols). myo-Inositol which is the stereoisomer with one axial hydroxyl group, is commercially available at reasonable prices. Inositols have been used previously as hydrophilic head group in amphiphilic liquid crystals, and recently our group involved myo-inositol in syntheses of surface active agents (surfactants). It seems that one unit of myo-inositol is not enough to assure a good aqueous solubility for these compounds. To improve the inositol-based amphiphiles in this respect we extended the inositol head group by a triethylene oxide substructure leading to a new class of inositol surfactants. This thesis describes the synthetic routes to novel inositol amphiphiles as well as their characterization concerning liquid crystalline, solution and surface properties. The supramolecular properties of the new amphiphiles will be related to those of surfactants with comparable structures. The second topic presented in this work refers to syntheses of new phosphine oxide metal complexes. Phosphine oxide groups can bind various metal cations such as alkaline, alkaline earth, transition and lanthanide metal ions through ion dipolar interactions. This property allows phosphine oxide-based derivatives to be used in various fields of large economical impact. In addition to the synthesis, the liquid crystalline properties of these complexes are investigated and presented.
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