Effect of headgroup chirality in nanoassemblies. 2. Thermal behavior of vitamin C-based surfactants

Pierandrea Lo Nostro, Moira Ambrosi, Barry W. Ninham, Piero Baglioni

    Research output: Contribution to journalArticlepeer-review

    14 Citations (Scopus)

    Abstract

    L-Ascorbic and D-isoascorbic acids are epimers, and their alkanoyl-esters are surfactant-like in water. These ascorbic acid derivatives retain the same stereogenic configurations of the parent molecules. That circumstance strongly affects their physicochemical properties, both in the solid and in the dispersed states. The thermal behavior of 6-O-L-ascorbyl-dodecanoate (L-ASC12), of 6-0-D-isoascorbyl-dodecanoate (D-ASC12), and of their mixtures was investigated through DSC, XRD, and FTIR experiments. The results indicate that the mixtures of the two epimers produce two eutectics and a 1:1 molecular compound, both in the pure phase and in the coagel state. From the phase diagram data, the activity coefficients of the different species and the main excess thermodynamic functions can be calculated. The results provide insight into the effects of stereochemistry on their intermolecular interactions.

    Original languageEnglish
    Pages (from-to)8324-8331
    Number of pages8
    JournalJournal of Physical Chemistry B
    Volume113
    Issue number24
    DOIs
    Publication statusPublished - 18 Jun 2009

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