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Prediction, synthesis and investigation of mesomorphism of new octa(benzo-15-crown-5)-substituted derivatives of phthalocyanine and its metallo complexes [Zn(II), Ni(II)]

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Abstract

First calculation of molecular parameters (MP) of new octa-(benzo-15-crown-5)-substituted phthalocyanine derivatives and of its metallo complexes Zn(II), Ni(II) (Ib, Ic) is carried out. A prediction was made of the possible formation therefrom of metaphases, and for that purpose the synthesis of these compounds and investigation of their mesomorphic properties was performed. For compounds Ia-Ic the formation of high-temperature enantiotropic mesophases was established typical for discotic mesogenes, in good agreement with the prediction. Proceeding from the data on miscibility of 2,3,9,10,16,17,23,24-octa-[(4′-benzo-15-crown-5)-oxy]-phthalocyanine Ia with discotic mesogene 2,3,6,7,10,11-hexa(cyclohexanebenzoyloxy)triphenylene (II) displaying nematic mesomorphism the compound Ia was assigned to the group of nematic mesogenes and by the texture of the mixture to discotic mesogenes forming columnar type nematic phase (N Col). Convergence of the results of prediction and experimental data is about 83%.

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Correspondence to O. B. Akopova.

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Original Russian Text © O.B. Akopova, N.M. Logacheva, V.E. Baulin, A.Yu. Tsivadze, 2008, published in Zhurnal Obshchei Khimii, 2008, Vol. 78, No. 11, pp. 1885–1890.

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Akopova, O.B., Logacheva, N.M., Baulin, V.E. et al. Prediction, synthesis and investigation of mesomorphism of new octa(benzo-15-crown-5)-substituted derivatives of phthalocyanine and its metallo complexes [Zn(II), Ni(II)]. Russ J Gen Chem 78, 2118–2124 (2008). https://doi.org/10.1134/S1070363208110224

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