Synthesis, Characterization, and Evaluation of Antioxidant and Physical Properties of New Bifunctional Aromatic Monomers Containing Imine and Heterocyclic Rings in The Main Chain.

Abstract

New various monomers with di amine functional groups have been synthesized, containing di azomethine or di seven-membered heterocyclic rings in the backbone. A condensation reaction of benzidine with 4-amino benzaldehyde with some drops of glacial acetic acid in ethanol absolute prepared bi-functional amino groups monomer with azomethine core P1(4-[(1E)-[4[4-(E)-(4-aminophenyl)methylidene]amino]phenyl}phenylimino methyl aniline). The next step was the Cycloaddition reaction of P1 with succinic, malic, and phthalic anhydrides used to obtain aromatic heterocyclic monomers with oxazepane and oxazepine rings containing lactone and lactam groups. All the synthesized monomers were characterized spectrally with many techniques (FT.IR,1 H1.NMR, C13-NMR) that were used to investigate the functional groups in the structure of monomers. Monitoring the progress and completion of the reaction was performed using thin-layer chromatography (TLC). Physical characterizations, including detecting the melting point, purity, colour, retardation factor, molecular formula, and molecular weight, the polarized optical microscope (POM) used for Image-based microscopic interpretation of prepared compounds. All the prepared monomers are considered effective antioxidant agents as they give free radicals scavenging over 60%, reaching 80 %; this activity makes them useful in large numbers of industries as they can scavenge the free radicals that the industrial product may be exposed, which increases its shelf life and enhance its effectiveness.