cg0603826_si_004.cif (17.54 kB)
Van der Waals Nanocapsular Complexes of Amphiphilic Calixarenes
dataset
posted on 2006-09-06, 00:00 authored by Gennady S. Ananchenko, Konstantin A. Udachin, Michaela Pojarova, Alix Dubes, John A. Ripmeester, Said Jebors, Anthony W. ColemanThe inclusion complexes of p-alkanoyl calix[4]arenes with alkanoyl chain lengths from C4 to C10 (C4OH−C10OH)
and tetrahydrofuran, dioxane, and some halocarbons as guests were prepared and their structures were studied by single-crystal
X-ray diffraction, TGA, DSC, and 13C CP-MAS NMR. The complexes of C6OH are nanocapsules stabilized by van der Waals
interactions between the calixarene cavity as extended by the alkanoyl chains and one or more guest molecules. The stability of the
nanocapsule compounds depends strongly on the size and saturation vapor pressure of the guests, as well as on the presence of
halogen atoms in the guest molecule. In the presence of the latter, the C6OH capsular complexes have markedly lower stability and
easily eject the guests. C4OH calixarene prefers to form open-container type complexes, whereas it is possible to prepare quasicapsular
complexes of C10OH with dioxane as a guest. In this case, two dioxane molecules are encapsulated by two molecules of calixarene
and the third dioxane molecule provides interlayer stabilization of the crystal lattice by hydrogen bonding of dioxane oxygens with
OH groups of the neighboring calixarenes. The general trends in the formation and stability of van der Waals capsular complexes
of amphiphilic calixarenes are discussed, as well as how they relate to the formation of solid lipid nanoparticles.
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lipid nanoparticlesstabilityinterlayer stabilizationalkanoyl chainsTGAquasicapsular complexesC 6OH capsular complexesalkanoyl chain lengthsdioxane oxygensdioxane moleculesC 4OH calixareneC 4OHC 6OHdioxane moleculeDSCamphiphilic calixarenesOH groupsvan der Waals interactionsC 10halogen atomsC 10OHcalixarene cavitysaturation vapor pressureNMRAmphiphilic CalixarenesThe inclusion complexesguest moleculeC 4nanocapsule compoundscrystal latticeVan der Waals Nanocapsular Complexesguest moleculesvan der Waals capsular complexes
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