Synthesis And Self-Assembly Of Hydrogen Bonding-Driven Supramolecules

Rod-coil molecular aggregates driven by hydrogen bonding have been widely studied in the field of supramolecular materials.Due to the influence of hydrogen bonding on temperature,acidity and solvents,hydrogen bonding driven supramolecular aggregates have the controllability,makes them widely concerned and applied by materials scientists.In this thesis,we designed and synthesized three amphiphilic rod-coil molecules with a barbiturate(Ba)head and a Hamilton wedge(Hw)head.According to the principle that the head of Ba can be generally paired with the head of Hw to form a relatively stable six-fold hydrogen bond,three small molecules can be dissolved in chloroform to form A-B(TM1-TM2)shaped and A-B-A(TM2-TM3-TM2)shaped supramolecules respectively,through hydrogen bond connection.First,the structure of three small molecules was confirmed by 1 H-NMR,13C-NMR and MALDI-TOF-MASS,then,the formation of intermolecular hydrogen bonds was studied by 1 H-NMR,ATR-IR and variable temperature UV-vis,and finally,the aggregation ability of molecules in chloroform solution was studied by UV-vis,FL spectroscopy,AFM and TEM.Mainly discuss the influence of hydrogen bonds on the morphology of three small molecules,A-B shaped and A-B-A shaped supramolecules aggregates.The experimental results show that when the two small molecules containing Hw head and Ba head are mixed,the supramolecular can be formed through the six-fold hydrogen bond connection,and the whole supramolecular can be stable in chloroform due to the existence of the six-fold hydrogen bond.Compared with three small molecules,two supramolecules have a larger rigid volume fraction.Moreover,due to the presence of six hydrogen bonds,the rigid part of the supramolecules is planar,under the action of the ?-? stacking,subsequently,the supramolecules aggregates into sheets that are different from the fiber structures of small molecules.