Synthesis and characterization of nano-sized materials based on toluidine and resorcinol

Abstract

This work focuses on the preparation and characterization product of a double coupling of 2-methylaniline (2-MeAn) with 1,3-benzenediol (1,3-BD) under ultrasound, using potassium persulfate (K2S2O8) as an oxidant. The structure, morphology, and properties of the nanocomposite were characterized by Fourier transform infrared spectroscopy (FTIR), UV–vis spectroscopy, thermogravimetric analysis (TGA), X-ray diffraction (XRD), scanning electron microscopy (SEM), NMR (13C-NMR, 1H-NMR, DEPT, HSQC, HMBC) analysis, mass spectroscopy (MS), and electron spin resonance (ESR) spectroscopies. The FTIR and NMR analysis revealed the presence of amin (─NH) and hydroxyl (−OH) groups in the synthesized product. UV–vis spectroscopy analysis demonstrated various electronic transitions at π–π* and n–π* levels, indicating poly-conjugated systems within the compound. TGA results indicated good thermal stability. The conductivity of nanocomposites was 4.6 × 10−7 S/cm. SEM examination of the synthesized material revealed that its morphology mainly consisted of fibers and a diameter in the range of 100–400 nm. XRD analysis revealed that synthesized nanocomposites showed a semicrystalline pattern. Electron spin resonance data further validated the existence of unpaired electrons on the nitrogen atoms within the material. Thus, a compound was obtained that, despite its low-molecular structure, forms nanosized aggregates, which exhibit properties such as electrical conductivity similar to known oligomers.