Synthesis of 5-azo-8-hydroxy-2-methylquinoline dyes and relevant spectroscopic, electrochemical and computational studies

作者: Grzegorz J. Malecki , Romana Sokolova , Sarka Ramesova , Anna Switlicka-Olszewska , Rafal Strzelczyk

DOI: 10.1016/J.DYEPIG.2017.03.043

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摘要: Abstract Twenty four derivatives of 5-azo-8-hydroxy-2-methylquinoline dyes with twenty three novel structures have been synthesized in an efficient one-pot synthesis protocol. Their properties were characterized by the combination IR, NMR, MS, HRMS, GC-MS and electronic absorption spectroscopy. Two as hydrochloride salts structurally X-ray crystallography. The oxidation reduction selected studied using cyclic voltammetry. measured visible spectra discussed regarding effects substituent, varying pH solvent upon their ability. molecular orbitals calculated density functional theory (DFT), which demonstrated that HOMO concentrated aromatic rings azo part (–N=N–). LUMO energies are consistence redox behavior azoquinolines. obtained successfully incorporated into polyester fabrics light fastness evaluated.

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