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<p>This study explored the structural and electrical properties of a new azomethine, a class of compounds characterized by a carbon–nitrogen double bond, typically substituted with alkyl or aryl groups. Azomethine, also called also Schiff base, is widely studied due to its versatile applications in materials science, particularly in optoelectronic and semiconductor technologies. In this work, Schiff bases were synthesized via the reaction of dimedone and a diamine with correspondent aldehyde under microwave irradiation, a method known for its efficiency and environmentally friendly approach. The synthesized <i>Schiff</i> base compounds (<i>SBC a</i>, <i>SBC b</i>) were thoroughly characterized using infrared (IR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy (<sup>1</sup>H, <sup>13</sup>C) NMR, electrospray ionization (ESI) mass spectrometry, and X-ray diffraction (XRD) analysis. X-ray diffraction confirmed a monoclinic crystal structure with a single space group (P21/c), and the lattice parameters are a = 17.5&#xa0;Å, b = 9.24&#xa0;Å and C=13.34&#xa0;Å for the compound (<i>SBC a</i>), and a = 12.66 A° b = 14.24A° C=9.34A° for the compound (<i>SBC b</i>). Optical properties were investigated using UV–Vis spectroscopy, which revealed optical bandgaps of 2.82 and 2.84&#xa0;eV, suggesting a potential semiconductor behavior. Electrical measurements indicated a conductivity of approximately ~ 10<sup>−6</sup> S/cm at room temperature, consistent with the expected range for organic semiconductors. Furthermore, dielectric studies demonstrated that both the dielectric constant and dielectric loss increased with temperature, a characteristic feature of semiconductor materials, implying thermally activated charge transport mechanisms. These results were similar to the properties of semiconductors.</p>

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Synthesis, characterization, and electrical study of new azomethine derived from dimedone

  • 期刊论文

  • 发表日期：

    2025年8月28日

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  • Chahrazed Benhaoua,
  • Nadir Ouldhamadouche,
  • Hinane Balah,
  • Abdelhalim Zoukel,
  • Abdelkader Dehbi,
  • Ali Alsalme,
  • Massimo Messori

摘要

This study explored the structural and electrical properties of a new azomethine, a class of compounds characterized by a carbon–nitrogen double bond, typically substituted with alkyl or aryl groups. Azomethine, also called also Schiff base, is widely studied due to its versatile applications in materials science, particularly in optoelectronic and semiconductor technologies. In this work, Schiff bases were synthesized via the reaction of dimedone and a diamine with correspondent aldehyde under microwave irradiation, a method known for its efficiency and environmentally friendly approach. The synthesized Schiff base compounds (SBC a, SBC b) were thoroughly characterized using infrared (IR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy (1H, 13C) NMR, electrospray ionization (ESI) mass spectrometry, and X-ray diffraction (XRD) analysis. X-ray diffraction confirmed a monoclinic crystal structure with a single space group (P21/c), and the lattice parameters are a = 17.5 Å, b = 9.24 Å and C=13.34 Å for the compound (SBC a), and a = 12.66 A° b = 14.24A° C=9.34A° for the compound (SBC b). Optical properties were investigated using UV–Vis spectroscopy, which revealed optical bandgaps of 2.82 and 2.84 eV, suggesting a potential semiconductor behavior. Electrical measurements indicated a conductivity of approximately ~ 10−6 S/cm at room temperature, consistent with the expected range for organic semiconductors. Furthermore, dielectric studies demonstrated that both the dielectric constant and dielectric loss increased with temperature, a characteristic feature of semiconductor materials, implying thermally activated charge transport mechanisms. These results were similar to the properties of semiconductors.