Induced Nematic Phase of New Synthesized Laterally Fluorinated Azo/Ester Derivatives

A new series of laterally fluorinated mesomorphic compounds, namely 2-fluoro-4-((4-(alkyloxy)phenyl)diazenyl)phenyl 4-substitutedbenzoate (<b>In<sub>x</sub></b>) were prepared and evaluated for their mesophase behavior. The synthesized series constitutes five members that pos...

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Main Authors: Fowzia S. Alamro, Hoda A. Ahmed, Mohamed A. El-Atawy, Salma A. Al-Zahrani, Alaa Z. Omar
Format: Article
Language:English
Published: MDPI AG 2021-07-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/15/4546
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author Fowzia S. Alamro
Hoda A. Ahmed
Mohamed A. El-Atawy
Salma A. Al-Zahrani
Alaa Z. Omar
author_facet Fowzia S. Alamro
Hoda A. Ahmed
Mohamed A. El-Atawy
Salma A. Al-Zahrani
Alaa Z. Omar
author_sort Fowzia S. Alamro
collection DOAJ
description A new series of laterally fluorinated mesomorphic compounds, namely 2-fluoro-4-((4-(alkyloxy)phenyl)diazenyl)phenyl 4-substitutedbenzoate (<b>In<sub>x</sub></b>) were prepared and evaluated for their mesophase behavior. The synthesized series constitutes five members that possess different terminally attached polar groups (X). Their molecular structures were confirmed by elemental analyses and both FT-IR and NMR spectroscopy. Examination of the prepared derivatives was conducted via experimental and theoretical tools. Mesomorphic investigations were carried by polarized optical microscopy (POM) and differential scanning calorimetry (DSC). DSC and POM measurements indicated that except for the un-substituted analogue, all other derivatives were purely nematogenic, possessing their nematic (N) mesophase enantiotropically. This is to say that insertions of terminal polar substituents on their mesogenic structures induced the N phase. In addition, the location of lateral and terminal polar moieties played a considerable role in achieving good thermal N stability. Computational calculations were investigated to determine the deduced optimized molecular structures. Theoretical data indicated that both size and polarity of the terminal substituent (X) have essential impact on the thermal parameters and optical properties of possible geometries.
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spelling doaj.art-74afe902be5a4048a748aa21068b8cf62023-11-22T05:59:43ZengMDPI AGMolecules1420-30492021-07-012615454610.3390/molecules26154546Induced Nematic Phase of New Synthesized Laterally Fluorinated Azo/Ester DerivativesFowzia S. Alamro0Hoda A. Ahmed1Mohamed A. El-Atawy2Salma A. Al-Zahrani3Alaa Z. Omar4Department of Chemistry, College of Science, Princess Nourah bint Abdulrahman University, Riyadh 11671, Saudi ArabiaDepartment of Chemistry, Faculty of Science, Cairo University, Cairo 12613, EgyptChemistry Department, Faculty of Science, Taibah University, Yanbu 46423, Saudi ArabiaDepartment of Chemistry, College of Sciences, University of Ha’il, Ha’il 2440, Saudi ArabiaChemistry Department, Faculty of Science, Alexandria University, P.O. Box 426 Ibrahemia, Alexandria 21321, EgyptA new series of laterally fluorinated mesomorphic compounds, namely 2-fluoro-4-((4-(alkyloxy)phenyl)diazenyl)phenyl 4-substitutedbenzoate (<b>In<sub>x</sub></b>) were prepared and evaluated for their mesophase behavior. The synthesized series constitutes five members that possess different terminally attached polar groups (X). Their molecular structures were confirmed by elemental analyses and both FT-IR and NMR spectroscopy. Examination of the prepared derivatives was conducted via experimental and theoretical tools. Mesomorphic investigations were carried by polarized optical microscopy (POM) and differential scanning calorimetry (DSC). DSC and POM measurements indicated that except for the un-substituted analogue, all other derivatives were purely nematogenic, possessing their nematic (N) mesophase enantiotropically. This is to say that insertions of terminal polar substituents on their mesogenic structures induced the N phase. In addition, the location of lateral and terminal polar moieties played a considerable role in achieving good thermal N stability. Computational calculations were investigated to determine the deduced optimized molecular structures. Theoretical data indicated that both size and polarity of the terminal substituent (X) have essential impact on the thermal parameters and optical properties of possible geometries.https://www.mdpi.com/1420-3049/26/15/4546phase behaviourlateral fluorineinduced nematic phaseoptimize structureDFT
spellingShingle Fowzia S. Alamro
Hoda A. Ahmed
Mohamed A. El-Atawy
Salma A. Al-Zahrani
Alaa Z. Omar
Induced Nematic Phase of New Synthesized Laterally Fluorinated Azo/Ester Derivatives
Molecules
phase behaviour
lateral fluorine
induced nematic phase
optimize structure
DFT
title Induced Nematic Phase of New Synthesized Laterally Fluorinated Azo/Ester Derivatives
title_full Induced Nematic Phase of New Synthesized Laterally Fluorinated Azo/Ester Derivatives
title_fullStr Induced Nematic Phase of New Synthesized Laterally Fluorinated Azo/Ester Derivatives
title_full_unstemmed Induced Nematic Phase of New Synthesized Laterally Fluorinated Azo/Ester Derivatives
title_short Induced Nematic Phase of New Synthesized Laterally Fluorinated Azo/Ester Derivatives
title_sort induced nematic phase of new synthesized laterally fluorinated azo ester derivatives
topic phase behaviour
lateral fluorine
induced nematic phase
optimize structure
DFT
url https://www.mdpi.com/1420-3049/26/15/4546
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