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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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Autores principales: Carabet, Carla Alice, Moanță, Anca, Pălărie, Ion, Iacobescu, Gabriela, Rotaru, Andrei, Leulescu, Marian, Popescu, Mariana, Rotaru, Petre
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7731036/
https://www.ncbi.nlm.nih.gov/pubmed/33291331
http://dx.doi.org/10.3390/molecules25235757
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author Carabet, Carla Alice
Moanță, Anca
Pălărie, Ion
Iacobescu, Gabriela
Rotaru, Andrei
Leulescu, Marian
Popescu, Mariana
Rotaru, Petre
author_facet Carabet, Carla Alice
Moanță, Anca
Pălărie, Ion
Iacobescu, Gabriela
Rotaru, Andrei
Leulescu, Marian
Popescu, Mariana
Rotaru, Petre
author_sort Carabet, Carla Alice
collection PubMed
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 pubmed-77310362020-12-12 Physical, Thermal and Biological Properties of Yellow Dyes with Two Azodiphenylether Groups of Anthracene Carabet, Carla Alice Moanță, Anca Pălărie, Ion Iacobescu, Gabriela Rotaru, Andrei Leulescu, Marian Popescu, Mariana Rotaru, Petre Molecules Article 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. MDPI 2020-12-06 /pmc/articles/PMC7731036/ /pubmed/33291331 http://dx.doi.org/10.3390/molecules25235757 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Carabet, Carla Alice
Moanță, Anca
Pălărie, Ion
Iacobescu, Gabriela
Rotaru, Andrei
Leulescu, Marian
Popescu, Mariana
Rotaru, Petre
Physical, Thermal and Biological Properties of Yellow Dyes with Two Azodiphenylether Groups of Anthracene
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 Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7731036/
https://www.ncbi.nlm.nih.gov/pubmed/33291331
http://dx.doi.org/10.3390/molecules25235757
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