Physical, Thermal and Biological Properties of Yellow Dyes with Two Azodiphenylether Groups of Anthracene

Molecules

Andrei Rotaru¹  Anca Moanță²  Ion Pălărie³  Gabriela Iacobescu³  Petre Rotaru³  CarlaAlice Carabet³  Marian Leulescu³  Mariana Popescu⁴ 

[1] Department of Biology and Environmental Engineering, Faculty of Horticulture, University of Craiova, Str. A.I. Cuza, Nr. 13, 200585 Craiova, Romania;Department of Chemistry, Faculty of Sciences, University of Craiova, Str. AI Cuza, Nr. 13, 200585 Craiova, Romania;Department of Physics, Faculty of Sciences, University of Craiova, Str. A.I. Cuza, Nr. 13, 200585 Craiova, Romania;Faculty of Pharmacy, University of Medicine and Pharmacy of Craiova, Petru Rareş Street, Nr. 2, 200349 Craiova, Romania;

关键词: azodiphenylethers;    biological properties;    bis-azo compounds of anthracene;    electronic laser fluorescence;    morphologic study;    optical anisotropy;   

DOI  :  10.3390/molecules25235757

来源: DOAJ

【 摘 要 】

Two yellow bis-azo dyes containing anthracene and two azodiphenylether groups (BPA and BTA) were prepared, and an extensive investigation of their physical, thermal and biological properties was carried out. The chemical structure was confirmed by the FTIR spectra, while from the UV–Vis spectra, the quantum efficiency of the laser fluorescence at the 476.5 nm was determined to be 0.33 (BPA) and 0.50 (BTA). The possible transitions between the energy levels of the electrons of the chemical elements were established, identifying the energies and the electronic configurations of the levels of transition. Both crystals are anisotropic, the optical phenomenon of double refraction of polarized light (birefringence) taking place. Images of maximum illumination and extinction were recorded when the crystals of the bis-azo compounds rotated by 90° each, which confirms their birefringence. A morphologic study of the thin films deposited onto glass surfaces was performed, proving the good adhesion of both dyes. By thermal analysis and calorimetry, the melting temperatures were determined (~224–225 °C for both of them), as well as their decomposition pathways and thermal effects (enthalpy variations during undergoing processes); thus, good thermal stability was exhibited. The interaction of the two compounds with collagen in the suede was studied, as well as their antioxidant activity, advocating for good chemical stability and potential to be safely used as coloring agents in the food industry.

【 授权许可】

Unknown