Doddagaddavalli Manasa A, Madar Mahesh, Seetharamappa J
Department of Chemistry, Karnatak University, Dharwad, 580 003, Karnataka, India.
Department of Physics, Vijaya Mahantesh Krupaposhit S.R.Vastrad Arts, Science and V.S Bellihal Commerce College, Hungund, 587118, Karnataka, India.
J Fluoresc. 2025 May;35(5):3003-3017. doi: 10.1007/s10895-024-03705-w. Epub 2024 May 2.
We present the design and synthesis of four new schiff bases viz., two each of phenothiazine and coumarin derivatives. The structures were proposed based on FT-IR, H NMR, C NMR and mass spectral data. The photophysical, solvatochromic and electrochemical studies of all the compounds were carried out. Furthermore, theoretical studies such as density functional theory (DFT) were carried out to gain a better understanding of the compounds' intramolecular charge transfer properties and electronic structures. Good agreement was noticed between the HOMO-LUMO energy gap obtained from DFT studies and that calculated from absorption threshold wavelengths. All the compounds showed Stokes shifts in the range of 6345-11,405 cm. These findings showed that the new schiff bases could be considered as attractive candidates for use in the development of OLEDs, organic electrical devices and optoelectronic devices. Newly synthesized compounds were tested for biological activities. When compared to conventional standards, gallic acid and indomethacin, the schiff bases showed better antioxidant and antiinflammatory activities, respectively.
我们展示了四种新型席夫碱的设计与合成,即两种吩噻嗪衍生物和两种香豆素衍生物。基于傅里叶变换红外光谱(FT-IR)、氢核磁共振(H NMR)、碳核磁共振(C NMR)和质谱数据推测了其结构。对所有化合物进行了光物理、溶剂化显色和电化学研究。此外,还进行了密度泛函理论(DFT)等理论研究,以更好地理解化合物的分子内电荷转移性质和电子结构。从DFT研究获得的最高占据分子轨道(HOMO)-最低未占据分子轨道(LUMO)能隙与根据吸收阈值波长计算得到的能隙之间存在良好的一致性。所有化合物的斯托克斯位移在6345 - 11405 cm范围内。这些发现表明,新型席夫碱可被视为用于开发有机发光二极管(OLED)、有机电气设备和光电器件的有吸引力的候选物。对新合成的化合物进行了生物活性测试。与传统标准品没食子酸和吲哚美辛相比,席夫碱分别表现出更好的抗氧化和抗炎活性。