Influence of hydrogen bonding on low critical micellar concentration value and formation of giant vesicle of triazole-contained amphiphile

• Main Authors: Zul, Nurul Faiezin, Tajuddin, Hairul Anuar, Ahmad, Noraini, Zainal Abidin, Zul Hazrin, Sadidarto, Ahmad Bayhaki, Abdullah, Zanariah
• Format: Article
• Published: Wiley 2021
• Subjects: QD Chemistry; TA Engineering (General). Civil engineering (General); TP Chemical technology
• Online Access: http://eprints.um.edu.my/28359/
• Institution: Universiti Malaya

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.