Hybrid Materials Based on Single-Walled Carbon Nanotubes andTetraazamacrocyclic Compounds

摘要

We studied (experimentally and theoretically) interaction of a series of tetraazamacrocyclic compounds tetraazaannulene (H2TAA), mesa-tetraphenylporphine (H2TPP), Ni(II) and Cu(II) complexes of tetramethyltetraazaannulene (H2TMTAA) with with single-walled carbon nanotubes (SWNTs). In particular, SWNTs strongly adsorb NiTMTAA and CuTMTAA from ethanol solutions, with SWNT:complex mass ratio of ca. 5:4. According to the results of molecular mechanics (MM) modeling, this corresponds to a dense monolayer coverage. A saddle-shaped conformation of the macrocyclic complexes helps their better accommodation on the cylindrical nanotube walls, resulting in a highly ordered chess-like molecular assembly. Theoretical MM studies of other macrocyclic compounds (H2TAA and H2TPP) interacting with SWNT sidewalls revealed types of molecular arrangement different from that for the TMTAA complexes. The materials synthesized were characterized by IR, UV-Vis and EPR spectroscopy, as well as electron microscopic methods.