Mesomorphic, optical, dielectric, and electro-optic properties of azo-ester materials: Effect of lateral methyl and terminal substituents

The effect of introducing a lateral methyl substituent and the two different alkoxy terminal groups on the mesophase behavior of three-benzene-ring molecular core of azo-ester compounds bearing 2-methylbutoxy unit on the opposite terminal side (C1-C6) were explored. Their structures were confirmed b...

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Main Authors: Kamal, Salwa J., Salleh, Noordini Mohamad, Mahmud, Habibun Nabi Muhammad Ekramul, Abdullah, Iskandar, Gopal, Sanjeev R., Velayutham, Thamil Selvi, Zahid, Noor Idayu Mat
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Published: Elsevier 2021
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spelling my.um.eprints.287002022-08-22T03:08:45Z http://eprints.um.edu.my/28700/ Mesomorphic, optical, dielectric, and electro-optic properties of azo-ester materials: Effect of lateral methyl and terminal substituents Kamal, Salwa J. Salleh, Noordini Mohamad Mahmud, Habibun Nabi Muhammad Ekramul Abdullah, Iskandar Gopal, Sanjeev R. Velayutham, Thamil Selvi Zahid, Noor Idayu Mat QC Physics QD Chemistry The effect of introducing a lateral methyl substituent and the two different alkoxy terminal groups on the mesophase behavior of three-benzene-ring molecular core of azo-ester compounds bearing 2-methylbutoxy unit on the opposite terminal side (C1-C6) were explored. Their structures were confirmed by several spectroscopic techniques (Fourier transform infrared spectroscopy, H-1 and C-13 nuclear magnetic resonance spectroscopy). The mesomorphic properties of these compounds were studied by differential scanning calorimetry, polarized optical microscopy, and small- and wide-angle X-ray scattering. Except for the un-substituted terminals (C1 and C4), all other derivatives are liquid crystalline, exhibiting enantiotropic nematic liquid crystal phase. The alteration of the alkoxy chain length from methoxy to butoxy at the phenyl ester terminal group (ring A) for each set of laterally-neat and laterally methyl-substituted mesogens decreases the nematic temperature range. A decrease in the mesophase temperature range is also observed when a lateral methyl substituent is incorporated into phenylazo ring of the mesogenic core (ring C). Optical study demonstrated that their absorption spectra are identical in shape due to the structural similarities of the mesogenic core. The corresponding fluorescence spectra exhibited blue-emission with the laterally methyl substituted compounds having a relatively higher fluorescence intensity compared to that of its laterally un-substituted analogues. Furthermore, the laterally methyl-substituted derivatives were subjected to the planar alignment and their dielectric and electro-optic properties were investigated. The nematic phase of the aligned samples shows antiferroelectric switching behavior with spontaneous polarization, P-s similar to 5 mu C/cm(2). (C) 2021 Elsevier B.V. All rights reserved. Elsevier 2021-08-15 Article PeerReviewed Kamal, Salwa J. and Salleh, Noordini Mohamad and Mahmud, Habibun Nabi Muhammad Ekramul and Abdullah, Iskandar and Gopal, Sanjeev R. and Velayutham, Thamil Selvi and Zahid, Noor Idayu Mat (2021) Mesomorphic, optical, dielectric, and electro-optic properties of azo-ester materials: Effect of lateral methyl and terminal substituents. Journal of Molecular Liquids, 336. ISSN 0167-7322, DOI https://doi.org/10.1016/j.molliq.2021.116308 <https://doi.org/10.1016/j.molliq.2021.116308>. 10.1016/j.molliq.2021.116308
institution Universiti Malaya
building UM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaya
content_source UM Research Repository
url_provider http://eprints.um.edu.my/
topic QC Physics
QD Chemistry
spellingShingle QC Physics
QD Chemistry
Kamal, Salwa J.
Salleh, Noordini Mohamad
Mahmud, Habibun Nabi Muhammad Ekramul
Abdullah, Iskandar
Gopal, Sanjeev R.
Velayutham, Thamil Selvi
Zahid, Noor Idayu Mat
Mesomorphic, optical, dielectric, and electro-optic properties of azo-ester materials: Effect of lateral methyl and terminal substituents
description The effect of introducing a lateral methyl substituent and the two different alkoxy terminal groups on the mesophase behavior of three-benzene-ring molecular core of azo-ester compounds bearing 2-methylbutoxy unit on the opposite terminal side (C1-C6) were explored. Their structures were confirmed by several spectroscopic techniques (Fourier transform infrared spectroscopy, H-1 and C-13 nuclear magnetic resonance spectroscopy). The mesomorphic properties of these compounds were studied by differential scanning calorimetry, polarized optical microscopy, and small- and wide-angle X-ray scattering. Except for the un-substituted terminals (C1 and C4), all other derivatives are liquid crystalline, exhibiting enantiotropic nematic liquid crystal phase. The alteration of the alkoxy chain length from methoxy to butoxy at the phenyl ester terminal group (ring A) for each set of laterally-neat and laterally methyl-substituted mesogens decreases the nematic temperature range. A decrease in the mesophase temperature range is also observed when a lateral methyl substituent is incorporated into phenylazo ring of the mesogenic core (ring C). Optical study demonstrated that their absorption spectra are identical in shape due to the structural similarities of the mesogenic core. The corresponding fluorescence spectra exhibited blue-emission with the laterally methyl substituted compounds having a relatively higher fluorescence intensity compared to that of its laterally un-substituted analogues. Furthermore, the laterally methyl-substituted derivatives were subjected to the planar alignment and their dielectric and electro-optic properties were investigated. The nematic phase of the aligned samples shows antiferroelectric switching behavior with spontaneous polarization, P-s similar to 5 mu C/cm(2). (C) 2021 Elsevier B.V. All rights reserved.
format Article
author Kamal, Salwa J.
Salleh, Noordini Mohamad
Mahmud, Habibun Nabi Muhammad Ekramul
Abdullah, Iskandar
Gopal, Sanjeev R.
Velayutham, Thamil Selvi
Zahid, Noor Idayu Mat
author_facet Kamal, Salwa J.
Salleh, Noordini Mohamad
Mahmud, Habibun Nabi Muhammad Ekramul
Abdullah, Iskandar
Gopal, Sanjeev R.
Velayutham, Thamil Selvi
Zahid, Noor Idayu Mat
author_sort Kamal, Salwa J.
title Mesomorphic, optical, dielectric, and electro-optic properties of azo-ester materials: Effect of lateral methyl and terminal substituents
title_short Mesomorphic, optical, dielectric, and electro-optic properties of azo-ester materials: Effect of lateral methyl and terminal substituents
title_full Mesomorphic, optical, dielectric, and electro-optic properties of azo-ester materials: Effect of lateral methyl and terminal substituents
title_fullStr Mesomorphic, optical, dielectric, and electro-optic properties of azo-ester materials: Effect of lateral methyl and terminal substituents
title_full_unstemmed Mesomorphic, optical, dielectric, and electro-optic properties of azo-ester materials: Effect of lateral methyl and terminal substituents
title_sort mesomorphic, optical, dielectric, and electro-optic properties of azo-ester materials: effect of lateral methyl and terminal substituents
publisher Elsevier
publishDate 2021
url http://eprints.um.edu.my/28700/
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score 13.211869