Brazilian Journal of Pathology and Laboratory Medicine

Synthesis and Characterization of Novel 4,4'-Methylenedianiline Derivatives: Evaluation of Their Biomedical and Liquid Crystalline Properties

Omar M. AbdulMohsin
Department of chemistry, College of Education –Ibn-Al-Haitham, University of Baghdad \ Baghdad \ Iraq

Ibtisam K. Jassim
Department of chemistry, College of Education –Ibn-Al-Haitham, University of Baghdad \ Baghdad \ Iraq

ABSTRACT

Background: Liquid crystalline compounds have gained significant attention due to their potential applications in biomedical sciences, pharmaceuticals, and material engineering. Among them, 4,4'-Methylenedianiline (MDA) derivatives have shown promise for their structural adaptability, mesophase behavior, and potential biomedical relevance. Objective: This study focuses on the synthesis, structural characterization, and evaluation of liquid crystalline properties of new derivatives of 4,4'-Methylenedianiline while exploring their biomedical applications, including biocompatibility and potential use in diagnostic or therapeutic materials. Methods: A series of 4,4'-Methylenedianiline-based derivatives were synthesized via condensation reactions with substituted benzaldehydes and other functionalized precursors. The chemical structures were confirmed through FT-IR, ¹H-NMR, and mass spectrometry. The mesophase characteristics were examined using differential scanning calorimetry (DSC) and polarized optical microscopy (POM) to identify nematic and smectic phases. Additionally, the biocompatibility of selected compounds was assessed using in vitro cytotoxicity assays to determine their potential biomedical applications. Results: The synthesized compounds exhibited nematic and smectic mesophases, with phase transition temperatures influenced by substituent groups. The thermal stability and molecular ordering were confirmed through DSC analysis, while POM observations revealed well-defined mesophase textures. Preliminary biocompatibility screening indicated low cytotoxicity, suggesting their potential suitability for medical or laboratory applications. Conclusion: The study successfully synthesized and characterized novel 4,4'-Methylenedianiline derivatives, demonstrating liquid crystalline properties with promising applications in biomedical research and material sciences. Future investigations will explore their potential in biosensing, controlled drug delivery, and tissue engineering.

Keywords: 4,4'-Methylenedianiline, Liquid Crystals, Acid Chloride.

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