Hexaazamacrocyclic ligands with long alkyl chains as functional units in monomolecular Langmuir-Blodgett films

Properties of three macrocyclic hexaamine derivatives were studied in monol ayers as the anion binding or ion channel units. In monolayers at the air-s olution interfaces the protonated molecules were found to interact with per chlorate anions in the solution by simple ion-pairing. Interactions with Fe (CN)(6)(4-) were stronger due to supercomplex formation. In case of hexaami ne modified with amide groups additional interactions of Fe(CN)with amides induced changes in the structure of the macrocyclic molecule at the air-wat er interface. The hexaaza macrocyclic ligands studied did not form on their own stable monolayers on electrodes, therefore, two-component monolayers c ontaining alpha,omega-hydroxythiol and the polyazamacrocyclic ligand were p repared at the air-water interface and transferred onto gold electrode usin g the monolayer lifting procedure. This approach allowed to obtain stable c overage of the electrode with the composite monolayer anchored to the gold surface through the thiol groups of hydroxythiol, and with the hydrophilic parts of the hexaazamacrocyclic molecules facing directly the solution, the refore free to interact with the ions present in the solution.