Synthesis and properties of novel polymeric metal-free and metallophthalocyanines containing peripherally long 1,2-bis[(3-oxapropyl)oxa]benzene derivatives

New polymeric phthalocyanine moieties (M = 2H, Zn, Ni, Cu, and Co) were synthesized via polytetracy-clomerization reaction of o -bis[3-(3,4-dicyanophenoxy)propyloxy]benzene (3), which can be obtained by the reaction of 4-nitrophthalonitrile with o -bis[(3-hydroxypropyl)oxy]benzene. Aggregation and disaggregation behavior of the poly- meric phthalocyanine (5) was studied with some alkali and earth alkali metal cations. Measured intrinsic viscosities of the polymeric phthalocyanines exhibited a substantial decreasing tendency with dilution of the solution. Thermogravi- metric analysis was performed under air by using DSC and DTG/TGA techniques and indicated that these polymers have good thermal stability. AC and DC electrical conductivities of the polymeric phthalocyanines were investigated in the frequency range 100 Hz–1 MHz within the temperature range 298–343 K. AC/DC conductivities of the samples were found to be between 10 ^−5 and 10 ^−7 S cm ^−1 at ambient temperature under argon atmosphere. The structures of new synthesized compounds were characterized by using microanalysis; various spectroscopic methods such as UV-Vis, FT-IR, 1H NMR, and 13C NMR spectroscopy; and MS spectra.