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

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...

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Main Authors: Carla Alice Carabet, Anca Moanță, Ion Pălărie, Gabriela Iacobescu, Andrei Rotaru, Marian Leulescu, Mariana Popescu, Petre Rotaru
Format: Article
Language:English
Published: MDPI AG 2020-12-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/25/23/5757
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author Carla Alice Carabet
Anca Moanță
Ion Pălărie
Gabriela Iacobescu
Andrei Rotaru
Marian Leulescu
Mariana Popescu
Petre Rotaru
author_facet Carla Alice Carabet
Anca Moanță
Ion Pălărie
Gabriela Iacobescu
Andrei Rotaru
Marian Leulescu
Mariana Popescu
Petre Rotaru
author_sort Carla Alice Carabet
collection DOAJ
description 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.
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spelling doaj.art-d3cd7971ef114c11857a3af51d5fb4312023-12-03T12:10:21ZengMDPI AGMolecules1420-30492020-12-012523575710.3390/molecules25235757Physical, Thermal and Biological Properties of Yellow Dyes with Two Azodiphenylether Groups of AnthraceneCarla Alice Carabet0Anca Moanță1Ion Pălărie2Gabriela Iacobescu3Andrei Rotaru4Marian Leulescu5Mariana Popescu6Petre Rotaru7Department of Physics, Faculty of Sciences, University of Craiova, Str. A.I. Cuza, Nr. 13, 200585 Craiova, RomaniaDepartment of Chemistry, Faculty of Sciences, University of Craiova, Str. AI Cuza, Nr. 13, 200585 Craiova, RomaniaDepartment of Physics, Faculty of Sciences, University of Craiova, Str. A.I. Cuza, Nr. 13, 200585 Craiova, RomaniaDepartment of Physics, Faculty of Sciences, University of Craiova, Str. A.I. Cuza, Nr. 13, 200585 Craiova, RomaniaDepartment of Biology and Environmental Engineering, Faculty of Horticulture, University of Craiova, Str. A.I. Cuza, Nr. 13, 200585 Craiova, RomaniaDepartment of Physics, Faculty of Sciences, University of Craiova, Str. A.I. Cuza, Nr. 13, 200585 Craiova, RomaniaFaculty of Pharmacy, University of Medicine and Pharmacy of Craiova, Petru Rareş Street, Nr. 2, 200349 Craiova, RomaniaDepartment of Physics, Faculty of Sciences, University of Craiova, Str. A.I. Cuza, Nr. 13, 200585 Craiova, RomaniaTwo 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.https://www.mdpi.com/1420-3049/25/23/5757azodiphenylethersbiological propertiesbis-azo compounds of anthraceneelectronic laser fluorescencemorphologic studyoptical anisotropy
spellingShingle Carla Alice Carabet
Anca Moanță
Ion Pălărie
Gabriela Iacobescu
Andrei Rotaru
Marian Leulescu
Mariana Popescu
Petre Rotaru
Physical, Thermal and Biological Properties of Yellow Dyes with Two Azodiphenylether Groups of Anthracene
Molecules
azodiphenylethers
biological properties
bis-azo compounds of anthracene
electronic laser fluorescence
morphologic study
optical anisotropy
title Physical, Thermal and Biological Properties of Yellow Dyes with Two Azodiphenylether Groups of Anthracene
title_full Physical, Thermal and Biological Properties of Yellow Dyes with Two Azodiphenylether Groups of Anthracene
title_fullStr Physical, Thermal and Biological Properties of Yellow Dyes with Two Azodiphenylether Groups of Anthracene
title_full_unstemmed Physical, Thermal and Biological Properties of Yellow Dyes with Two Azodiphenylether Groups of Anthracene
title_short Physical, Thermal and Biological Properties of Yellow Dyes with Two Azodiphenylether Groups of Anthracene
title_sort physical thermal and biological properties of yellow dyes with two azodiphenylether groups of anthracene
topic azodiphenylethers
biological properties
bis-azo compounds of anthracene
electronic laser fluorescence
morphologic study
optical anisotropy
url https://www.mdpi.com/1420-3049/25/23/5757
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