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, 1 H NMR, and 13 C NMR spectroscopy; and MS spectra.