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Zhidk. krist. ikh prakt. ispol'z. = Liq. Cryst. and their Appl., 2016, 16 (4), 59—68. DOI: 10.18083/LCAppl.2016.4.59
Effect of the Nature of Substituents and Metal Atom on Mesomorphic Properties of Octasubstituted phthalocyanines with 4-(1-methyl-1-phenylethyl)phenoxy Groups
S. A. Znoyko1, О. B. Akopova2, N. V. Bumbina2, A. I. Smirnova2, M. A. Serova1, A. I. Savinova1,
N. V. Usol'tseva2, V. E. Maizlish1, G. P. Shaposhnikov1
Author affiliations 1Research Institute of Macroheterocyclic Compounds, Ivanovo State University of Chemistry and Technology, 7 Sheremetievsky Ave, Ivanovo, 153000, Russia
E-mail: firstname.lastname@example.org 2Nanomaterials Research Institute, Ivanovo State University,
39 Ermak St., Ivanovo, 153025, Russia E-mail: email@example.com
Abstract Influence of chemical structure of octasubstituted phthalocyanines modified by the introduction of different nature substituents, attached in ortho-position to 4-(1-methyl-1-phenylethyl)phenoxy group, on their mesomorphism was studied. To fulfill this task the symmetrical phthalocyanines substitutied by eight 4-(1-methyl-1-phenylethyl)phenol fragments as well as the phthalocyanines having nitrogroup or 1-benzotriazole fragment in ortho-position to the above mentioned substituents instead of four 4-(1-methyl-1-phenylethyl)phenol groups were investigated. Along with the substituent variation the influence of metal complexation agent on mesomorphism was also studied. The method of columnar mesomorphism prognosis based on calculation and analysis of molecular parameters to all tested compounds was applied. The preliminary modeling and optimisation of 14 constructed compounds was performed by HyperChem program using MM+ method. On the base of the obtained models the prognosis of mesomorphism inherent of discotic mesogens was performed. The prognosis established that among the studied 14 compounds, 7 can show columnar mesomorphism, 3 compounds potentially can be mesogenic displaing latent mesomorphism, while the others are not able to show columnar mesomorphism. Mesomorphic properties of copper and nickel complexes of tetra-4-[4-(1-methyl-1-phenylethyl)phenoxy]-tetra-5-nitro-phthalocyanine и octa-4,5-[4-(1-methyl-1-phenylethyl)phenoxy]phthalocyanine was investigated by polarizing optical microscopy. The experimental data were compared with the prognosis results. The reliability of the forecast was found to be 75 %. It has been discovered that the replacement of copper by nickel atom is unfavorable for liquid crystalline properties. The same pattern was observed at the introduction of nitrogroups.