Formation Of Organogel In Situ Based On A Dynamic Imine Bond

A simple approach for creating organogel in situ through formation of a reversible imine bond known as a dynamic covalent bond is described. As the condensations of the glutamate-based amine compounds and salicylaldehyde or 2-hydroxy-1-naphthaldehyde in alcohols such as MeOH, EtOH and propanol as well as DMF proceed, gelation occurs in situ depending on the condition. Addition of a small amount of acid and water to a resultant gel induces its collapse due to returning to the corresponding amines and aldehydes. No such a gelation was observed when combining benzaldehyde or naphthaldehyde.