Synthesis and characterization of new monomeric and polymeric phthalocyanines

Monomeric (M ¼ 2Li or 2H) and polymeric (M ¼ 2H, Zn, Cu, Co, or Ni), where M is metal or hydro- gen, phthalocyanines were prepared by the tetramerization reaction of bisphthalonitrile monomer with appropriate materials. The electrical conductivities of the polymeric phthalocyanines, which were measured as gold sand- wiches, were found to be 10 � 10 -10 � 7 S/cm in vacuo and in air. The binding property of a Co-containing polymeric phthalocyanine (10) toward alkali, alkaline-earth, and some heavy cations was studied in tetrahydrofuran. The extraction affinity of 10 for K þ was found to be the highest in the heterogeneous phase extraction experiments. The disaggregation property of a Ni-containing polymeric phthalocyanine (11) was investigated with K þ ,N a þ , and NH4 þ cations. The intrinsic viscosities of all polymers were also measured by means of viscometry. All the novel compounds were characterized with elemental analysis, ultraviolet-visible, Fourier transform infrared, NMR, and mass spectrometry spectral data, and differential thermal analysis/thermogravimetry. V C 2008 Wiley Periodicals, Inc. J