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Optical and Thermal Investigations of New Schiff Base/Ester Systems in Pure and Mixed States.

ABSTRACT: New mesomorphic series, 4-hexadecyloxy phenyl-imino-4'-(3-methoxyphenyl)-4″-alkoxybenzoates (An), were prepared and investigated with different thermal and mesomorphic techniques. The synthesized homologous series constitutes four members that differ from each other in the terminal length of flexible chain (n) attached to phenyl ester moiety, which varies between n = 6, 8, 10, and 12 carbons. A lateral CH₃O group is attached to the central benzene ring in the meta position with respect to the ester moiety. Molecular structures of all newly prepared homologues were elucidated via FT-IR, ¹H and ¹³C NMR spectroscopy. Mesomorphic and thermal properties were examined by differential scanning calorimetry (DSC), thermogravimetric analysis (TGA) and the mesophases identified by polarized optical microscopy (POM). DSC and POM examinations revealed that all members of the present series (An) exhibit a purely enantiotropic nematic (N) phase. Comparative evaluations and binary phase diagrams were established between the present homologues and their corresponding shorter one (Bn). The examination revealed that, the length of the flexible alkoxy chain incorporated into the phenylimino moiety is highly effective on the temperature range and stability of the mesophase observed. With respect to the binary mixtures An/Bn, the exhibited N phase showed to cover the whole composition range with eutectic behavior.

SUBMITTER: Altowyan AS

PROVIDER: S-EPMC8196809 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Project description:This work describes the synthesis and characterization of three molybdenum dinitrosyl Schiff base complexes of the general formula [Mo(NO)2(L)(OH)], where L is N-(dehydroacetic acid)-4-aminoantipyrene (dha-aapH), N-(4-acetylidene-3-methyl-1-phenyl-2-pyrazolin-5-one)-4-aminoantipyrine (amphp-aapH) or N-(3-methyl-1-phenyl-4-propionylidene-2-pyrazolin-5-one)-4-aminoantipyrine (mphpp-aapH). The complexes were formulated on the basis of spectroscopic analyses, elemental composition, magnetic susceptibility measurements, molar conductance behaviour and determination of the respective decomposition temperatures. A comparative experimental-theoretical approach was followed to elucidate the structure of the complexes. Fourier transform infra-red (FT-IR) spectroscopy, thermo-gravimetry (TG) and electronic spectral insights were mainly focused on the confirmation of the formation of the complexes. The computational density functional theory (DFT) calculations evaluated in the study involve the molecular specification for the use of LANL2DZ/RB3LYP formalism for metal atoms and 6-311G/RB3LYP for the remaining non-metal atoms. The study reveals a suitable cis-octahedral geometry for the complexes. The TG curve of one of the representative complexes was evaluated to find the respective thermodynamic and kinetic parameters using various physical methods. The Freeman & Carroll (FC) differential method, the Horowitz and Metzger (HM) approximation method, the Coats-Redfern method and the Broido method were employed to present a comparative thermal analysis of the complex. The Broido method proved the best fit to the results for the compound under question. In addition to structural and thermal analyses, the study also deals with the in vitro antimicrobial and anticancer sensitivity of the complexes. The results revealed potent biological properties of the representative complex containing dha-aapH. Cell toxicity tests against COLO-205 human cancer cell line using a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay showed an IC50 value of 53.13 μgm mL-1 for the Schiff base and 10.51 μgm L-1 for the respective complex. Similarly the same complex proved to be an effective antimicrobial agent against Aspergillus, Pseudomonas, E. coli and Streptococcus. The results indicated a more pronounced activity against Pseudomonas and Streptococcus than the other two microbial species.

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Optical and Thermal Investigations of New Schiff Base/Ester Systems in Pure and Mixed States.

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