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Synthesis, Characterization, and Environmental Applications of Novel Per-Fluorinated Organic Polymers with Azo- and Azomethine-Based Linkers via Nucleophilic Aromatic Substitution

This study reports on the synthesis and characterization of novel perfluorinated organic polymers with azo- and azomethine-based linkers using nucleophilic aromatic substitution. The polymers were synthesized via the incorporation of decafluorobiphenyl and hexafluorobenzene linkers with diphenols in...

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Autores principales: Altarawneh, Suha S., El-Kaderi, Hani M., Richard, Alexander J., Alakayleh, Osama M., Aljaafreh, Ibtesam Y., Almatarneh, Mansour H., Ababneh, Taher S., Al-Momani, Lo’ay A., Aldalabeeh, Rawan H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10610692/
https://www.ncbi.nlm.nih.gov/pubmed/37896435
http://dx.doi.org/10.3390/polym15204191
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author Altarawneh, Suha S.
El-Kaderi, Hani M.
Richard, Alexander J.
Alakayleh, Osama M.
Aljaafreh, Ibtesam Y.
Almatarneh, Mansour H.
Ababneh, Taher S.
Al-Momani, Lo’ay A.
Aldalabeeh, Rawan H.
author_facet Altarawneh, Suha S.
El-Kaderi, Hani M.
Richard, Alexander J.
Alakayleh, Osama M.
Aljaafreh, Ibtesam Y.
Almatarneh, Mansour H.
Ababneh, Taher S.
Al-Momani, Lo’ay A.
Aldalabeeh, Rawan H.
author_sort Altarawneh, Suha S.
collection PubMed
description This study reports on the synthesis and characterization of novel perfluorinated organic polymers with azo- and azomethine-based linkers using nucleophilic aromatic substitution. The polymers were synthesized via the incorporation of decafluorobiphenyl and hexafluorobenzene linkers with diphenols in the basic medium. The variation in the linkers allowed the synthesis of polymers with different fluorine and nitrogen contents. The rich fluorine polymers were slightly soluble in THF and have shown molecular weights ranging from 4886 to 11,948 g/mol. All polymers exhibit thermal stability in the range of 350–500 °C, which can be attributed to their structural geometry, elemental contents, branching, and cross-linking. For instance, the cross-linked polymers with high nitrogen content, DAB-Z-1h and DAB-Z-1O, are more stable than azomethine-based polymers. The cross-linking was characterized by porosity measurements. The azo-based polymer exhibited the highest surface area of 770 m(2)/g with a pore volume of 0.35 cm(3)/g, while the open-chain azomethine-based polymer revealed the lowest surface area of 285 m(2)/g with a pore volume of 0.0872 cm(3)/g. Porous structures with varied hydrophobicities were investigated as adsorbents for separating water-benzene and water-phenol mixtures and selectively binding methane/carbon dioxide gases from the air. The most hydrophobic polymers containing the decafluorbiphenyl linker were suitable for benzene separation, while the best methane uptake values were 6.14 and 3.46 mg/g for DAB-Z-1O and DAB-A-1O, respectively. On the other hand, DAB-Z-1h, with the highest surface area and being rich in nitrogen sites, has recorded the highest CO(2) uptake at 298 K (17.25 mg/g).
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spelling pubmed-106106922023-10-28 Synthesis, Characterization, and Environmental Applications of Novel Per-Fluorinated Organic Polymers with Azo- and Azomethine-Based Linkers via Nucleophilic Aromatic Substitution Altarawneh, Suha S. El-Kaderi, Hani M. Richard, Alexander J. Alakayleh, Osama M. Aljaafreh, Ibtesam Y. Almatarneh, Mansour H. Ababneh, Taher S. Al-Momani, Lo’ay A. Aldalabeeh, Rawan H. Polymers (Basel) Article This study reports on the synthesis and characterization of novel perfluorinated organic polymers with azo- and azomethine-based linkers using nucleophilic aromatic substitution. The polymers were synthesized via the incorporation of decafluorobiphenyl and hexafluorobenzene linkers with diphenols in the basic medium. The variation in the linkers allowed the synthesis of polymers with different fluorine and nitrogen contents. The rich fluorine polymers were slightly soluble in THF and have shown molecular weights ranging from 4886 to 11,948 g/mol. All polymers exhibit thermal stability in the range of 350–500 °C, which can be attributed to their structural geometry, elemental contents, branching, and cross-linking. For instance, the cross-linked polymers with high nitrogen content, DAB-Z-1h and DAB-Z-1O, are more stable than azomethine-based polymers. The cross-linking was characterized by porosity measurements. The azo-based polymer exhibited the highest surface area of 770 m(2)/g with a pore volume of 0.35 cm(3)/g, while the open-chain azomethine-based polymer revealed the lowest surface area of 285 m(2)/g with a pore volume of 0.0872 cm(3)/g. Porous structures with varied hydrophobicities were investigated as adsorbents for separating water-benzene and water-phenol mixtures and selectively binding methane/carbon dioxide gases from the air. The most hydrophobic polymers containing the decafluorbiphenyl linker were suitable for benzene separation, while the best methane uptake values were 6.14 and 3.46 mg/g for DAB-Z-1O and DAB-A-1O, respectively. On the other hand, DAB-Z-1h, with the highest surface area and being rich in nitrogen sites, has recorded the highest CO(2) uptake at 298 K (17.25 mg/g). MDPI 2023-10-23 /pmc/articles/PMC10610692/ /pubmed/37896435 http://dx.doi.org/10.3390/polym15204191 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Altarawneh, Suha S.
El-Kaderi, Hani M.
Richard, Alexander J.
Alakayleh, Osama M.
Aljaafreh, Ibtesam Y.
Almatarneh, Mansour H.
Ababneh, Taher S.
Al-Momani, Lo’ay A.
Aldalabeeh, Rawan H.
Synthesis, Characterization, and Environmental Applications of Novel Per-Fluorinated Organic Polymers with Azo- and Azomethine-Based Linkers via Nucleophilic Aromatic Substitution
title Synthesis, Characterization, and Environmental Applications of Novel Per-Fluorinated Organic Polymers with Azo- and Azomethine-Based Linkers via Nucleophilic Aromatic Substitution
title_full Synthesis, Characterization, and Environmental Applications of Novel Per-Fluorinated Organic Polymers with Azo- and Azomethine-Based Linkers via Nucleophilic Aromatic Substitution
title_fullStr Synthesis, Characterization, and Environmental Applications of Novel Per-Fluorinated Organic Polymers with Azo- and Azomethine-Based Linkers via Nucleophilic Aromatic Substitution
title_full_unstemmed Synthesis, Characterization, and Environmental Applications of Novel Per-Fluorinated Organic Polymers with Azo- and Azomethine-Based Linkers via Nucleophilic Aromatic Substitution
title_short Synthesis, Characterization, and Environmental Applications of Novel Per-Fluorinated Organic Polymers with Azo- and Azomethine-Based Linkers via Nucleophilic Aromatic Substitution
title_sort synthesis, characterization, and environmental applications of novel per-fluorinated organic polymers with azo- and azomethine-based linkers via nucleophilic aromatic substitution
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10610692/
https://www.ncbi.nlm.nih.gov/pubmed/37896435
http://dx.doi.org/10.3390/polym15204191
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