Differentiating aliphatic and aromatic alcohols using triazine-based supramolecular organogelators: end group-specific selective gelation with chain length of alcohols

Abstract

Supramolecular gels have an extensive range of potential applications, out of which stimuli-responsive materials are a topic of contemporary research. Gels being kinetically entrapped materials can be tuned to different forms using external chemical stimuli. In this context, three different triazine gelators, each containing a unique end group, were examined for gelation in various solvent systems. Nevertheless, the gelation was limited to only alcoholic solvents, suggesting that the hydrogen bonds between the gelating solvent and gelator play a crucial role in gelation. Further, it was found that these gelators could gelate only with aliphatic alcohols, which could be degelled easily using aromatic alcohols. The three gelators exhibited distinct gelation of aliphatic alcohols based on their end groups. The gelator with the polar-aromatic end group (C₅H₄N) was found to gelate with lighter alcohols, whereas that with the nonpolar aromatic end group (C₆H₅) was found to prefer higher alcohols. The MGC and T_gel values were also found to depend on the alkyl chain length/branching of the alcohols. The crystal structure of one of the gelators provides insights into the model structure of the gels. Cyclohexanol was the only solvent that could produce gels with all three of the as-synthesised gelators. The process of degelation by aromatic alcohols was monitored at different points of the disassembly process by rheological and morphological measurements to understand the extent of controlled degelation. These gels have great potential for use in controlled drug delivery and chemical sensing, among other areas.