New Liquid Crystal Assemblies Based on Cyano-Hydrogen Bonding Interactions
A new selection of supramolecular liquid crystal complexes based on complementary molecules formed via hydrogen-bonding interactions is reported. All prepared complexes were prepared from 4-n-alkoxybenzoic acid (An) and N-4-cyanobenzylidene-4-n-(hexyloxy)benzenamine (I). FT-IR, temperature gradient...
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| Format: | Article |
| Language: | English |
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Frontiers Media S.A.
2021-06-01
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| Series: | Frontiers in Chemistry |
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| Online Access: | https://www.frontiersin.org/articles/10.3389/fchem.2021.679885/full |
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| author | Mohamed Hagar Mohamed Hagar Hoda A. Ahmed Rua B. Alnoman Mariusz Jaremko Abdul-Hamid Emwas Salim Sioud Khulood A. Abu Al-Ola |
| author_facet | Mohamed Hagar Mohamed Hagar Hoda A. Ahmed Rua B. Alnoman Mariusz Jaremko Abdul-Hamid Emwas Salim Sioud Khulood A. Abu Al-Ola |
| author_sort | Mohamed Hagar |
| collection | DOAJ |
| description | A new selection of supramolecular liquid crystal complexes based on complementary molecules formed via hydrogen-bonding interactions is reported. All prepared complexes were prepared from 4-n-alkoxybenzoic acid (An) and N-4-cyanobenzylidene-4-n-(hexyloxy)benzenamine (I). FT-IR, temperature gradient NMR, Mass Spectrometer and Chromatography spectroscopy were carried out to confirm the -CN and −COOH H-bonded complexation by observing their Fermi-bands and the effects of the 1H-NMR signals as well as its elution signal from HPLC. Moreover, binary phase diagrams were established for further confirmation. All formed complexes (I/An) were studied by the use of differential scanning calorimetry and their phase properties were validated through the use of polarized optical microscopy Results of mesomorphic characterization revealed that all presented complexes exhibited enantiotropic mesophases and their type was dependent on the terminal lengths of alkoxy chains. Also, the mesomorphic temperature ranges decreased in the order I/A6 > I/A8 > I/A10 > I/A16 with linear dependency on the chain length. Finally, the density functional theory computational modeling has been carried out to explain the experimental findings. The relation between the dimensional parameters was established to show the effect of the aspect ratio on the mesophase range and stability. The normalized entropy of the clearing transitions (∆S/R) was calculated to illustrate the molecular interaction enhancements with the chain lengths. |
| first_indexed | 2024-12-19T20:15:55Z |
| format | Article |
| id | doaj.art-a110a71661bc4f6da701b4d5c1f25e90 |
| institution | Directory Open Access Journal |
| issn | 2296-2646 |
| language | English |
| last_indexed | 2024-12-19T20:15:55Z |
| publishDate | 2021-06-01 |
| publisher | Frontiers Media S.A. |
| record_format | Article |
| series | Frontiers in Chemistry |
| spelling | doaj.art-a110a71661bc4f6da701b4d5c1f25e902022-12-21T20:07:11ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462021-06-01910.3389/fchem.2021.679885679885New Liquid Crystal Assemblies Based on Cyano-Hydrogen Bonding InteractionsMohamed Hagar0Mohamed Hagar1Hoda A. Ahmed2Rua B. Alnoman3Mariusz Jaremko4Abdul-Hamid Emwas5Salim Sioud6Khulood A. Abu Al-Ola7College of Sciences, Chemistry Department, Yanbu, Taibah University, Yanbu, Saudi ArabiaFaculty of Science, Chemistry Department, Alexandria University, Alexandria, EgyptDepartment of Chemistry, Faculty of Science, Cairo University, Cairo, EgyptCollege of Sciences, Chemistry Department, Yanbu, Taibah University, Yanbu, Saudi ArabiaKing Abdullah University of Science and Technology (KAUST), Biological and Environmental Sciences and Engineering Division (BESE), Thuwal, Saudi ArabiaKing Abdullah University of Science and Technology, Core Labs, Thuwal, Saudi ArabiaKing Abdullah University of Science and Technology, Analytical Chemistry Core Lab, Thuwal, Saudi ArabiaCollege of Sciences, Chemistry Department, Madina Monawara, Taibah University, Al-Madina, Saudi ArabiaA new selection of supramolecular liquid crystal complexes based on complementary molecules formed via hydrogen-bonding interactions is reported. All prepared complexes were prepared from 4-n-alkoxybenzoic acid (An) and N-4-cyanobenzylidene-4-n-(hexyloxy)benzenamine (I). FT-IR, temperature gradient NMR, Mass Spectrometer and Chromatography spectroscopy were carried out to confirm the -CN and −COOH H-bonded complexation by observing their Fermi-bands and the effects of the 1H-NMR signals as well as its elution signal from HPLC. Moreover, binary phase diagrams were established for further confirmation. All formed complexes (I/An) were studied by the use of differential scanning calorimetry and their phase properties were validated through the use of polarized optical microscopy Results of mesomorphic characterization revealed that all presented complexes exhibited enantiotropic mesophases and their type was dependent on the terminal lengths of alkoxy chains. Also, the mesomorphic temperature ranges decreased in the order I/A6 > I/A8 > I/A10 > I/A16 with linear dependency on the chain length. Finally, the density functional theory computational modeling has been carried out to explain the experimental findings. The relation between the dimensional parameters was established to show the effect of the aspect ratio on the mesophase range and stability. The normalized entropy of the clearing transitions (∆S/R) was calculated to illustrate the molecular interaction enhancements with the chain lengths.https://www.frontiersin.org/articles/10.3389/fchem.2021.679885/fullcyano-hydrogen bonding interactionssupramolecular liquid crystalsmolecular geometryDFT – density functional theorycyano-assemblies |
| spellingShingle | Mohamed Hagar Mohamed Hagar Hoda A. Ahmed Rua B. Alnoman Mariusz Jaremko Abdul-Hamid Emwas Salim Sioud Khulood A. Abu Al-Ola New Liquid Crystal Assemblies Based on Cyano-Hydrogen Bonding Interactions Frontiers in Chemistry cyano-hydrogen bonding interactions supramolecular liquid crystals molecular geometry DFT – density functional theory cyano-assemblies |
| title | New Liquid Crystal Assemblies Based on Cyano-Hydrogen Bonding Interactions |
| title_full | New Liquid Crystal Assemblies Based on Cyano-Hydrogen Bonding Interactions |
| title_fullStr | New Liquid Crystal Assemblies Based on Cyano-Hydrogen Bonding Interactions |
| title_full_unstemmed | New Liquid Crystal Assemblies Based on Cyano-Hydrogen Bonding Interactions |
| title_short | New Liquid Crystal Assemblies Based on Cyano-Hydrogen Bonding Interactions |
| title_sort | new liquid crystal assemblies based on cyano hydrogen bonding interactions |
| topic | cyano-hydrogen bonding interactions supramolecular liquid crystals molecular geometry DFT – density functional theory cyano-assemblies |
| url | https://www.frontiersin.org/articles/10.3389/fchem.2021.679885/full |
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