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Liquid Crystals and their Application Russian Journal Zhidkie kristally i ikh prakticheskoe ispol'zovanie Жидкие кристаллы и их практическое использование |
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Zhidk. krist. ikh prakt. ispol'z. = Liq. Cryst. and their Appl., 2015, 15 (2), 26—34. |
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Synthesis and Mesomorphism of N-Phenylmetylene-4-(7-Cyclohepta-1,3,5-Trienyl)Anilines
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V. V. Esenbaeva1, А. I. Smirnova2, N. V. Usol'tseva2, L. P. Yunnikova1, Т. А. Akent'eva1
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Author affiliations 1Pryanishnikov Perm State Agricultural Academy, 23 Petropavlovskaya St., Perm, 614000, Russia E-mail: yunnikova@yahoo.com
2Nanomaterials Research Institute, Ivanovo State University, 39 Ermak St., Ivanovo, 153025, Russia E-mail: nv_usoltseva@mail.ru
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Abstract To study the effect of variation of the terminal cyclic substituent on mesomorphic properties of calamitic azomethines mesogens six new compounds, including three homologues of p-alkoxy-substituted N-phenylmethylene-4-(cyclohepta-1,3,5-trienyl)aniline, one compound with 3,5-dimethoxy substitution and a compound with symmetrical terminal substitution by cycloheptatrienyl fragments were synthesized. The obtained compounds were characterized by elemental analysis, 1H NMR spectroscopy and mass spectrometry. The single crystal of one of the compounds was used to perform X-ray analysis. Mesomorphic properties were studied by optical polarization thermomicroscopy and differential scanning calorimetry. It was shown that four of the six synthesized compounds possess mesomorphic properties. A comparative analysis of mesomorphism of the synthesized compounds with previously studied analogues containing other terminal cyclic moieties was performed. It was found that the substitution of the phenyl or cycloheptyl fragments by the cycloheptatrienyl fragment leads to a significant change of mesomorphic properties.
Keywords: synthesis, mesomorphic properties, calamitic mesogens, azometines, N-arylmethyl-4-(7-cyclohepta-1,3,5-trienyl)anilines
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