By the nucleophilic substitution of the nitro group in 4-nitrophthalononitrile for the residues of alkoxy-substituted phenols, the synthesis of alkoxyphenoxyphthalonitriles was carried out. By template condensation of the substituted phthalonitriles obtained with copper and cobalt acetates at 200 °C, the corresponding phthalocyaninates were obtained. The conditions for the isolation and purification of the complexes synthesized were selected. The stability of substituted phthalonitriles and phthalocyaninates synthesized based on them regarding to heating in an argon-oxygen medium was evaluated (1:1 ratio). It was found the compounds obtained are thermally stable, and the destruction of phthalocyanines begins at lower temperatures compared to the corresponding phthalonitriles. For the complexes synthesized, the spectroscopic properties in organic solvents and concentrated sulfuric acid were studied. The influence of the nature of the substituent, metal complexing agent and solvent on the nature of the spectroscopic curves and the position of the main absorption band of phthalocyanine complexes has been established. It is noted passing from polar aprotic solvents to nonpolar ones, a shift of the maximum of the Q absorption band for the studied macrocycles was observed. Electronic absorption spectra in sulfuric acid show a significant bathochromic shift of the absorption band. An increase in the length of the alkyl substituent practically was found not to affect the position of the absorption maximum. Passing from complexes with Co(II) to Cu(II), a bathochromic shift of the absorption maximum was observed.

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By the nucleophilic substitution of nitro group in 4-nitrophthalononitrile, novel 4-(4-butylphenoxy) and 4-(4-butoxyphenoxy)phthalonitriles were obtained, which were used to synthesize phthalocyanines and complexes with copper, cobalt and zinc. The structures of the compounds obtained were confirmed by FT-IR and NMR (one and two dimensional) spectroscopy, MALDI-TOF mass spectrometry and elemental analysis. The spectroscopic and catalytic properties as well as resistance to heating of the obtained compounds were studied. The compounds investigated showed high thermal resistance in comparison with the known complexes, which determines their profitability. The complexes were found to exhibit high catalytic activity in desulfurization reaction, which, along with high stability, indicates the prospects of their use as catalysts for Thiuram E obtaining.

In this work a wide range of sulfo derivatives of cobalt phthalocyaninewas used as an example for the creation of liquid-phase systems with specified parameters. The role of the spacer bridge in the peripheral position of the macrocycle on its aggregation and coordination properties is illustrated. It was found that associated forms (H-associates) of sulfonated metal phthalocyanines, in which the ionic peripheral group is removed from the macrocycle by oxynaphthyl-/oxyphenylazo-fragments (CoTSPc2 and CoTSPc3, respectively), have absorption in the region of 620-630 nm, while the Q-band of the monomeric form is located in the region 680-700 nm. It is shown that in the concentration range of 10−5 – 10−4 M the change in the optical density for CoTSPc1 and CoTSPc2is described by a linear law. Based on the position of the absorption maxima of the Q-band, phthalocyanines are in an aggregated form in the form of H-aggregates. The study of the coordination properties of macrocycles was carried out with the addition ofbidentate DABCO molecule. The stability of monoligand complexes with DABCO in aqueous solution changes in the order CoTSPc1 > CoTSPc3 > CoTSPc2.

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