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Formation of vesicular structures by a mono-tethered polyhedral oligomeric silsesquioxane amphiphilic diacid derivative in a solvent mixture

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Abstract

Polyhedral oligomeric silsesquioxane (POSS) molecules contain a silicon/oxygen nano-size cage substituted with organic groups. 2-(Propylcarbamoyl)terephthalic acid heptaisobutyl polyhedral oligomeric silsesquioxane (POSS DCA) is a novel mono-tethered POSS compound which is not commercially available yet and can be regarded as a single-tail surfactant. In contrast to theoretically possible micellization of amphiphilic POSS compounds very rare interest is paid by scientific community to this issue. POSS DCA vesiculation occurred at a very low concentration (0.09 mM) in a mixture of acetone, ethanol and 1-propanol according to the experiments. Critical packing parameter of POSS DCA is bigger than one and it must self-assemble into inverted-micelle morphology in a non-polar solvent. The vesicle formation for POSS DCA in a relatively polar solvent system was mainly attributed to formation of stable various-size intermolecular bridges of ethanol or 1-propanol. Also, ππ interaction between aromatic rings is another driving force. Vesicles can trap both hydrophilic and hydrophobic solvents and change composition of a solvent mixture. For the first time, we studied this property for POSS DCA vesicles in different concentrations by a gas chromatographic method. Significant increase in surface tension was attributed to the changes in solvent system composition due to vesicle formation and variation in vesicles morphology.

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Correspondence to Mohammad Imani.

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Lahooti-Fard, F., Imani, M. & Yousefi, A.A. Formation of vesicular structures by a mono-tethered polyhedral oligomeric silsesquioxane amphiphilic diacid derivative in a solvent mixture. J IRAN CHEM SOC 10, 229–236 (2013). https://doi.org/10.1007/s13738-012-0145-9

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  • DOI: https://doi.org/10.1007/s13738-012-0145-9

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