Synthesis, Mesomorphic and Computational Characterizations of Nematogenic Schiff Base Derivatives in Pure and Mixed State
Homolog series based on three aromatic rings bearing terminal alkoxy chain of various lengths named 4-(4-(alkoxy)phenylimino)methyl)phenyl nicotinate (<b>An</b>) were synthesized. The alkoxy-chain length changed between 6, 8 and 16 carbons. Mesomorphic and optical properties were carried...
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MDPI AG
2021-04-01
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| Online Access: | https://www.mdpi.com/1420-3049/26/7/2038 |
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| author | Laila A. Al-Mutabagani Latifah A. Alshabanah Hoda A. Ahmed Hafsa H. Alalawy Mayada H. Al alwani |
| author_facet | Laila A. Al-Mutabagani Latifah A. Alshabanah Hoda A. Ahmed Hafsa H. Alalawy Mayada H. Al alwani |
| author_sort | Laila A. Al-Mutabagani |
| collection | DOAJ |
| description | Homolog series based on three aromatic rings bearing terminal alkoxy chain of various lengths named 4-(4-(alkoxy)phenylimino)methyl)phenyl nicotinate (<b>An</b>) were synthesized. The alkoxy-chain length changed between 6, 8 and 16 carbons. Mesomorphic and optical properties were carried out via differential scanning calorimetry (DSC) and polarized optical microscopy (POM). Elemental analyses, FT-IR and NMR spectroscopy were carried out to elucidate the molecular structures of the prepared derivatives. Mesomorphic results indicated that all the synthesized homologs (<b>An</b>) are monomorphic possessing the nematic (N) phase enantiotropically with wide thermal stability. Computational simulations were measured via density functional theory (DFT) theoretical calculation tool. The estimated thermal and geometrical parameters are in agreement with the experimental data. By discussing the estimated parameters, it was found that the molecular architecture, dipole moment and the polarizability of the investigated compounds are highly affected by the length of the attached terminal flexible chain and the location of the nitrogen atom in the other terminal aromatic ring. Binary phase diagrams of two corresponding homologs with different proportionating terminals were constructed, and their binary phase physical properties were discussed in terms of the temperature range and stability of the N phase. |
| first_indexed | 2024-03-10T12:38:38Z |
| format | Article |
| id | doaj.art-6865ae1309944a6a8f9603d9e3fad340 |
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| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T12:38:38Z |
| publishDate | 2021-04-01 |
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| series | Molecules |
| spelling | doaj.art-6865ae1309944a6a8f9603d9e3fad3402023-11-21T14:04:47ZengMDPI AGMolecules1420-30492021-04-01267203810.3390/molecules26072038Synthesis, Mesomorphic and Computational Characterizations of Nematogenic Schiff Base Derivatives in Pure and Mixed StateLaila A. Al-Mutabagani0Latifah A. Alshabanah1Hoda A. Ahmed2Hafsa H. Alalawy3Mayada H. Al alwani4Chemistry Department, College of Science, Princess Nourah bint Abdulrahman University, Riyadh 11671, Saudi ArabiaChemistry Department, College of Science, Princess Nourah bint Abdulrahman University, Riyadh 11671, Saudi ArabiaDepartment of Chemistry, Faculty of Science, Cairo University, Cairo 12613, EgyptDepartment of Chemistry, Faculty of Science, Cairo University, Cairo 12613, EgyptChemistry Department, College of Sciences, Yanbu, Taibah University, Yanbu 30799, Saudi ArabiaHomolog series based on three aromatic rings bearing terminal alkoxy chain of various lengths named 4-(4-(alkoxy)phenylimino)methyl)phenyl nicotinate (<b>An</b>) were synthesized. The alkoxy-chain length changed between 6, 8 and 16 carbons. Mesomorphic and optical properties were carried out via differential scanning calorimetry (DSC) and polarized optical microscopy (POM). Elemental analyses, FT-IR and NMR spectroscopy were carried out to elucidate the molecular structures of the prepared derivatives. Mesomorphic results indicated that all the synthesized homologs (<b>An</b>) are monomorphic possessing the nematic (N) phase enantiotropically with wide thermal stability. Computational simulations were measured via density functional theory (DFT) theoretical calculation tool. The estimated thermal and geometrical parameters are in agreement with the experimental data. By discussing the estimated parameters, it was found that the molecular architecture, dipole moment and the polarizability of the investigated compounds are highly affected by the length of the attached terminal flexible chain and the location of the nitrogen atom in the other terminal aromatic ring. Binary phase diagrams of two corresponding homologs with different proportionating terminals were constructed, and their binary phase physical properties were discussed in terms of the temperature range and stability of the N phase.https://www.mdpi.com/1420-3049/26/7/2038azomethine liquid crystalsnicotinate derivativenematic phasegeometrical structureDFToptimized structure |
| spellingShingle | Laila A. Al-Mutabagani Latifah A. Alshabanah Hoda A. Ahmed Hafsa H. Alalawy Mayada H. Al alwani Synthesis, Mesomorphic and Computational Characterizations of Nematogenic Schiff Base Derivatives in Pure and Mixed State Molecules azomethine liquid crystals nicotinate derivative nematic phase geometrical structure DFT optimized structure |
| title | Synthesis, Mesomorphic and Computational Characterizations of Nematogenic Schiff Base Derivatives in Pure and Mixed State |
| title_full | Synthesis, Mesomorphic and Computational Characterizations of Nematogenic Schiff Base Derivatives in Pure and Mixed State |
| title_fullStr | Synthesis, Mesomorphic and Computational Characterizations of Nematogenic Schiff Base Derivatives in Pure and Mixed State |
| title_full_unstemmed | Synthesis, Mesomorphic and Computational Characterizations of Nematogenic Schiff Base Derivatives in Pure and Mixed State |
| title_short | Synthesis, Mesomorphic and Computational Characterizations of Nematogenic Schiff Base Derivatives in Pure and Mixed State |
| title_sort | synthesis mesomorphic and computational characterizations of nematogenic schiff base derivatives in pure and mixed state |
| topic | azomethine liquid crystals nicotinate derivative nematic phase geometrical structure DFT optimized structure |
| url | https://www.mdpi.com/1420-3049/26/7/2038 |
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