RESUMO
Through a dynamic polymerization and self-sorting process, a range of lowellane macrocycles have been efficiently generated in nitroaldol systems composed of aromatic dialdehydes and aliphatic or aromatic dinitroalkanes. All identified macrocycles show a composition of two repeating units, resulting in tetra-ß-nitroalcohols of different structures. The effects of the building block structure on the macrocyclization process have been demonstrated, and the influence from the solvent has been explored. In general, the formation of the lowellanes was amplified in response to phase-change effects, although solution-phase structures were, in some cases, favored.
RESUMO
Dynamic covalent gels are synthesized from an aromatic trialdehyde and α,ω-dinitroalkanes via the nitroaldol reaction in organic solvents. The gelation process can be fine-tuned by changing the starting nitroalkanes, solvents, feed concentration, catalyst loading, or reaction temperature. The resulting organogels demonstrate good structural integrity and excellent self-healing ability. Intact xerogels are produced upon drying, without damaging the network, and the solvent-free network can recover its gel form in the presence of an organic solvent. Furthermore, the crosslinked dynameric gel depolymerize to small molecules in response to excess nitromethane.