Synthesis, Characterization and Mesomorphic Properties of N,N'-(1,4-Phenylene(methanylylidene))bis(4-(hexyloxy)aniline)

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Liquid crystals (LCs) are compounds that have properties between isotropic liquids and solid crystal materials. Although there is not a parameter to predict this behavior, the liquid crystals reported until now have common characteristics, for example rigid groups such as columns or rods within its structures, and long hydrocarbon chains that give flexibility. In this work we report the synthesis and characterization of LC N,N'-(1,4-phenylene bis (methanylylidene)) bis (4-(hexyloxy) aniline). The compound was characterized by infrared (IR), raman and 1H-nuclear magnetic resonance (1H-NMR) spectroscopies. The mesomorphic properties were determined by Differential Scanning Calorimetry (DSC) and Polarized Optical Microscopy (POM). The compound N,N'-(1,4-phenylene bis (methanylylidene)) bis (4-(hexyloxy) aniline) was obtained with a yield of 87 % and purity of 99.9 % determined by elementary analysis. The POM study revealed that this compound have a typical low molecular weight liquid crystal behavior. At temperatures of 157 and 174 °C typical mesophases of liquid crystals were observed; the phase transitions were analyzed by DSC. The POM images reveal the typical birefringence of liquid crystal behavior and different anisotropic textures of smectic and nematic mesophases, these textures are characteristic of the benzylideneanilines or Schiff bases.

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75-79

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June 2014

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© 2014 Trans Tech Publications Ltd. All Rights Reserved

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[1] Yuan J., Zhang G-L., Huang D-Y. Mesomorphic behavior of 4-benzyloxybenzoic acid and its binary mixture with 4-acetoxybenzoic acid. Liquid Crystals, 22 Number 6 (1997) 693-696.

DOI: 10.1080/026782997208794

Google Scholar

[2] Sudhakar S., Narasimhaswamy T. and Srinivasan K. V. Synthesis characterization and thermal properties of 4, 4´-bis (4-n-alkoxybenzyloxy) bencilidenanilines and bis (4-benzylidene-4´-n-alkoxyaniline) terephthalates. Liquid Crystals 27 (2000) 1525.

DOI: 10.1080/026782900750018690

Google Scholar

[3] Ajeetha N., Pisipati V. G. K. M. The influence of the position of oxygen on the phase behavior of benciliden anilines. Naturforsch 58a (2003) 735-737.

DOI: 10.1515/zna-2003-1209

Google Scholar

[4] Hamryszak L., Janeczek H. and Schab-Balcerzak E. New thermotropic symmetrical and unsymmetrical azomethine with azobenzene unit and fluorinated alkyl chain: Synthesis and characterization. Journal of Molecular Liquids, 165 (2012) 12.

DOI: 10.1016/j.molliq.2011.10.001

Google Scholar

[5] Demus D., Richter L., Textures of Liquid Crystals, 1st Ed, Verlag Chemie, Leipzig, 1978, p.1.

Google Scholar

[6] Gray G.W., Gooby J.W., Smectic Liquid Crystals—Textures and Structures, Leonard Hill, Glasgow, 1984, p.1, and Londow.

Google Scholar

[7] Herrera-González Ana M., García-Serrano J., Méndez-Bautista T., Coreño J. Síntesis y caracterización del monómero N, N-BIS(4-(6-hidroxihexiloxi)fenil)tereftaldiimina con propiedades de cristal líquido. Superficies y vacío, 23(S) (2010) 80-84.

Google Scholar