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Vol. 26 No. 22 (2014): Vol 26 Issue 22

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Mesomorphic Properties and X-Ray Diffraction Studies of 4-Alkanoyloxybenzylidene-4'-fluoroaniline

https://doi.org/10.14233/ajchem.2014.17676
Sie-Tiong Ha
Faculty of Science, Universiti Tunku Abdul Rahman, Jln Universiti, Bandar Barat, 31900 Kampar, Perak, Malaysia
Teck-Leong Lee
Faculty of Science, Universiti Tunku Abdul Rahman, Jln Universiti, Bandar Barat, 31900 Kampar, Perak, Malaysia
Siew-Ling Lee
Ibnu Sina Institute for Fundamental Science Studies, Universiti Teknologi Malaysia, 81310 UTM Skudai, Johor, Malaysia
Guan-Yeow Yeap
Liquid Crystal Research Laboratory, School of Chemical Sciences, Universiti Sains Malaysia, 11800 Minden, Penang, Malaysia
Hong-Cheu Lin
Department of Material Science & Engineering, National Chiao-Tung University, 1001 Ta-Hsueh Road, Hsinchu 300, Taiwan
Masato M. Ito
Faculty of Engineering, Soka University, 1-236 Tangi-cho, Hachioji, Tokyo 192-8577, Japan

Corresponding Author(s) : Sie-Tiong Ha

hast_utar@yahoo.com

Asian Journal of Chemistry, Vol. 26 No. 22 (2014): Vol 26 Issue 22

Abstract

A new homologous series of Schiff base esters comprising a terminal fluoro substituent was studied. Molecular polarizability is enhanced by the presence of fluoro substituent, subsequently, affecting intermolecular interactions and resulting in smectic molecular arrangement. All members can be differed from the number of carbons at the alkanoyloxy chain (Cn-1H2n-1COO–, n = 10, 12, 14, 16, 18). The structure of the title compound was confirmed by spectroscopic (IR and NMR) techniques along with mass spectrometric analysis. Their mesomorphic properties were studied by using differential scanning calorimetry and optical polarizing microscopy techniques. Early members (n = 10, 12 and 14) exhibited monotropic smectic A phase while the longer chain members (n = 16 and 18) are non mesogenic compounds. X-ray diffraction analysis was used and confirmed monolayer of smectic A phase in n-dodecanoyloxy derivative.

Keywords

X-ray diffraction analysis Monotropic Smectic A 4-Alkanoyloxybenzylidene4'-fluoroaniline
Ha, S.-T., Lee, T.-L., Lee, S.-L., Yeap, G.-Y., Lin, H.-C., & M. Ito, M. (2014). Mesomorphic Properties and X-Ray Diffraction Studies of 4-Alkanoyloxybenzylidene-4’-fluoroaniline. Asian Journal of Chemistry, 26(22), 7737–7740. https://doi.org/10.14233/ajchem.2014.17676
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