An anionic surfactant, that intentionally to mimic natural fatty acids, with highly conjugated component has been synthesized and analyzed by using NMR, FTIR and MS. The polar head group of the structure was linked to the hydrophobic tail through triazolyl moiety that formed from Cu(I) cycloaddition between an azidobenzoic acid and an acetylene. Critical micellar concentration (cmc) of the surfactant was determined at 0.1 mM by measuring their conductivity at constant pH consistent with UV-Visible absorption. Phase transitions of the surfactant were then observed by gradually decreasing the pH from 10 to 7. There are two stages of phase transitions observed at pH 8.9 and 7.6 upon the titration suggesting the transition from smaller size of aggregation structure into larger structure. The results indicate the aggregation mechanism of the synthesized surfactant greatly through conversion of head group from -COO − to -COOH that similar to natural fatty acids in aqueous.
An amphiphile molecule consisting of triazole moiety has been thoroughly investigated using different approaches in its aqueous condition. The studies have discovered the explicit function of its heteroaromatic ability in molecular self‐assembling. From the fluorescence evidence, the triazole‐based amphiphile has shown that the aggregation‐induced emission behavior is mainly due to the triazolyl. It suggests that the triazole is directly involved in the self‐assembling mechanism through an intermolecular interaction. This interaction can be verified by the shifting of proton frequency of the triazole, which is clearly shown by the constant frequency of the proton above the critical micellar concentration (CMC) value. The frequency suggests the establishing hydrogen bond that occurred between the hydrogen and the second nitrogen of the adjacent triazole. These results are consistent with the micellization of the molecule which was determined at a very low CMC value (0.1 mM). The absorbance and optical polarizing microscopy results also support the evidence of the growth of giant vesicles produced from the neutralization of the amphiphile. The formation of stable giant vesicles at neutral pH demonstrates the immediate strong hydrogen bonding connections within the triazoles layer in the bilayer. The discovery reveals that internal hydrogen bonds formed from a heteroaromatic with the appropriate molecular arrangement can promote self‐aggregation and enhance overall stability.
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