Synthesis, characterization and gelation mechanism of L-phenylalanine-based dihydrazide derivative as excellent gelator

摘要

A new organogelator, L-phenylalanine dihydrazide derivative (BOC-Phe-HdHz) has been designed, synthesized and characterized. In addition, the gelling behaviors of BOC-Phe-HdHz were studied. The organogelator has been shown to be capable of forming stable thermoreversible organogels in various organic solvents at extremely low concentrations ( 3 wt %). The gel-sol phase transition temperatures (T (GS)) were determined as a function of gelator concentration and the corresponding enthalpies (Delta H (g)) were extracted. SEM revealed that the gelator self-assembled into different supramolecular network structures in different gels. FT-IR confirmed that hydrogen bonding and hydrophobic interaction were the driving forces for the supramolecular assembly process. XRD was measured in three different states of the gelator: solid powder, gel and xerogel. In addition, XRD and molecular modeling studies have been carried out and provided more information of the possible packing modes for the formation of organogelator aggregates.