Synthesis, Characterization And Theoretical Research Of 1-benzyl-2-(9-anthracene Methylene) Hydrazone And Its Silver Complex

Hydrazone compounds are a class of Schiff base compounds which consist of the condensation an aldehyde or ketone and hydrazide, they have good biological activities, strong coordination ability and diverse forms of coordination, and have been widely concerned in medicine, pesticides, materials, analytical reagents and so on. Because hydrazone compounds have strong biological activities, and are more stable than the general Schiff base compounds, so many scholars have synthesized the metal complexes of rare earth elements and transition elements with the ligands, have studied their antibacterial and anti-tumor activities, and hope to find out better biological activity metal-based drugs. The studies also found that some metal complexes of hydrazone compounds have good catalysis and luminescence activities, and have potential applications in the field of materials science.Studies on the interactions between metal ions and the Schiff base ligands are important for the investigation of their properties and applications. In order to further investigate the synthesis of the Schiff base complexes, the ligand of 1-benzyl-2-(9-anthracene methyl)hydrazone was synthesized with 9-anthracene formaldehyde and benzoyl hydrazine as reaction raw materials, and the ligand was characterized by 1HNMR, FTIR and Uv. Its silver complex was synthesized with Ag NO3 as raw material, and the complex was characterized by single crystal X-ray diffraction, FTIR, FL and TG-DSC. The complex belongs to triclinic system and space group P1. The complex is four-coordinated with the distorted tetrahedral geometry. The ligand and the complex have fluorescent properties. The complex is decomposed at 130 ℃ and has better thermal stability performance.In addition, the ground state of geometry, ultraviolet-visible absorption spectrum for 1-benzyl-2-(9-anthracene methyl)hydrazone have carried on the theoretical calculation using DFT and HF methods.(1) The bond lengths and bond angles of the theoretical calculation are basically agreement with the experimental values.(2) The calculated data of infrared spectra are basically consistent with the experimental results, and the vibration absorption peaks are assigned.(3) The UV spectra of the ligand are calculated with B3LYP/6-311G** method, and there are an absorption peak at 432.5 nm and two shoulder peaks at 244 nm and 266.6 nm. The three absorption peaks from the experimental measurement were 386, 270 and 250 nm, respectively, and the experimental and theoretical values are completely consistent. The excited state of 2.87 e V(432.5 nm) is mainly formed by the Hâ†'L transition; the excited state of 4.65 e V(266.6 nm) is mainly formed by the H-1 â†' L, H-1 â†' L+1, H â†' L+3 and H â†' L+4 transitions; and the excited state of 5.08 e V(432 nm) is mainly formed by the H-2â†'L+1, H-1â†'L, H-1â†'L+1 and H-1â†'L+3 transitions.