The physical and chemical properties of three new liquid crystalline derivatives, based on an azomethine core with low-temperature mesophase—namely (4-methoxybenzylideneamino) phenyl palmitate (I), (4-methoxybenzylideneamino) phenyl oleate (II), and (4-methoxybenzylideneamino) phenyl linoleate (III)—were prepared and physically examined using experimental methodologies. Elemental analysis, FT-IR, and NMR spectroscopy were used to confirm their molecular structure. Differential scanning calorimetry (DSC) and polarized optical microscopy (POM) were used to investigate their mesomorphic activity. The results revealed that compound (I) is monotropic smectogenic, possessing the smectic A mesophase, whereas the other two analogues were shown to possess the SmA phase enantiotropically. Two of the saturated and unsaturated prepared derivatives (namely I and II) were used to construct their phase diagram. The eutectic composition of the mixture examined showed a slight enhancement of the stability of the smectic A phase. Polymorphic phases were produced at the eutectic composition of the binary phase diagram of the derivative II with the 4-n-dodecyloxy benzoic acid component.

The liquid crystalline materials named (E)-4-(2-(4-oxo-5,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl)hydrazineylidene)methyl)phenyl and 4-(alkoxy)benzoate, In, were synthesized and their mesomorphic behaviors were examined. The chemical structures of the produced compounds were confirmed by Fourier-transform infrared spectroscopy (FT-IR), NMR, and elemental analysis. Differential scanning calorimetry (DSC) and polarized optical microscopy were used to investigate the mesomorphic properties of designed heterocyclic derivatives. All the compounds tested had suitable thermal stability and enantiotropic behavior of smectogenic temperature ranges. Furthermore, the enantiotropic smectic C phases were observed to cover all the homologues. Moreover, computational investigations corroborated the experimental findings of the mesomorphic behavior. The reactivity parameters were computed for the derivatives and linked with the experimental data. Theoretical calculations revealed that the polarizability of the studied series increases with the chain length, whereas the HOMO–LUMO energy gap or other reactivity descriptors were less sensitive to the size of the system. On the other hand, the predicted thermodynamic parameters revealed the size dependence of thermal stability of the compounds.

In this study, a homologous series of novel liquid crystalline compounds bearing the bis-azomethine central linkage (–CH=N-N=CH–), namely ((1E,1′E)-hydrazine-1,2-diylidenebis(methanylylidene))bis(4,1-phenylene) dialkanoate (In), was synthesized, and the mesophase and thermal properties were investigated theoretically and experimentally. The molecular structures of the prepared compounds were determined using elemental analysis, NMR, and FT-IR spectroscopy. The mesophase transitions were detected by differential scanning calorimetry (DSC), and the mesophases were identified using polarized optical microscopy (POM). The results indicated that the derivative with the shortest length (I5) was purely nematogenic, while the other homologues (I9 and I15) possessed SmC mesophases. The optimal geometrical structures of the investigated group were derived theoretically. The estimated results demonstrated that all homologues were mesomorphic, and their type depended on the length of the terminal chains. Computations based on density functional theory (DFT) were used to explain the experimental data. The calculated dipole moment, polarizability, thermal energy, and molecular electrostatic potential all showed that it was possible to predict the mesophase type and stability, which varied according to the size of the molecule.

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