Supramolecular Organogels Based on N-Benzyl, N′-Acylbispidinols

摘要: The acylation of unsymmetrical N-benzylbispidinols in aromatic solvents without an external base led to the formation supramolecular gels, which possess different thicknesses and degrees stability depending on substituents para-positions benzylic group as well nature acylating agent solvent used. Structural features native gels their dried forms were studied by complementary techniques including Fourier-transform infrared (FTIR) attenuated total reflection (ATR) spectroscopy, atomic force microscopy (AFM), transmission electron (TEM), scanning (SEM), small-angle X-ray scattering diffraction (SAXS). Structures key crystalline compounds established diffraction. An analysis obtained data allowed speculation crucial structural condition factors that governed gel formation. most important follows: (i) absence base, either or internal; (ii) presence HCl; (iii) carbonyl hydroxyl groups allow hydrogen bonding; (iv) two (hetero)aromatic rings at both sides molecule. bonding involving amide carbonyl, position 9, and, very probably, ammonium N-H+ Cl− anion appears be responsible for infinite molecular chains required first step Subsequent lateral cooperation into fibers occurred, presumably, due π−π-stacking interactions. Supercritical carbon dioxide drying organogels gave rise aerogels with morphologies from air-dried samples.