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Depolymerization of robust polyetheretherketone to regenerate monomer units using sulfur reagents

Super engineering plastics, high-performance thermoplastic resins such as polyetheretherketone, and polyphenylene sulfide have been utilized in industries, owing to their high thermal stability and mechanical strength. However, their robustness hinders their depolymerization to produce monomers and...

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Autores principales: Minami, Yasunori, Matsuyama, Nao, Takeichi, Yasuo, Watanabe, Ryota, Mathew, Siby, Nakajima, Yumiko
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9873933/
https://www.ncbi.nlm.nih.gov/pubmed/36697710
http://dx.doi.org/10.1038/s42004-023-00814-8
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author Minami, Yasunori
Matsuyama, Nao
Takeichi, Yasuo
Watanabe, Ryota
Mathew, Siby
Nakajima, Yumiko
author_facet Minami, Yasunori
Matsuyama, Nao
Takeichi, Yasuo
Watanabe, Ryota
Mathew, Siby
Nakajima, Yumiko
author_sort Minami, Yasunori
collection PubMed
description Super engineering plastics, high-performance thermoplastic resins such as polyetheretherketone, and polyphenylene sulfide have been utilized in industries, owing to their high thermal stability and mechanical strength. However, their robustness hinders their depolymerization to produce monomers and low-weight molecules. Presently, chemical recycling for most super engineering plastics remains relatively unexplored. Herein, we report the depolymerization of insoluble polyetheretherketone using sulfur nucleophiles via carbon–oxygen bond cleavages to form benzophenone dithiolate and hydroquinone. Treatment with organic halides converted only the former products to afford various dithiofunctionalized benzophenones. The depolymerization proceeded as a solid–liquid reaction in the initial phase. Therefore, this method was not affected by the shape of polyetheretherketone, e.g., pellets or films. Moreover, this depolymerization method was applicable to carbon- or glass fiber-enforced polyetheretherketone material. The depolymerized product, dithiofunctionalized benzophenones, could be converted into diiodobenzophenone, which was applicable to the polymerization.
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spelling pubmed-98739332023-01-26 Depolymerization of robust polyetheretherketone to regenerate monomer units using sulfur reagents Minami, Yasunori Matsuyama, Nao Takeichi, Yasuo Watanabe, Ryota Mathew, Siby Nakajima, Yumiko Commun Chem Article Super engineering plastics, high-performance thermoplastic resins such as polyetheretherketone, and polyphenylene sulfide have been utilized in industries, owing to their high thermal stability and mechanical strength. However, their robustness hinders their depolymerization to produce monomers and low-weight molecules. Presently, chemical recycling for most super engineering plastics remains relatively unexplored. Herein, we report the depolymerization of insoluble polyetheretherketone using sulfur nucleophiles via carbon–oxygen bond cleavages to form benzophenone dithiolate and hydroquinone. Treatment with organic halides converted only the former products to afford various dithiofunctionalized benzophenones. The depolymerization proceeded as a solid–liquid reaction in the initial phase. Therefore, this method was not affected by the shape of polyetheretherketone, e.g., pellets or films. Moreover, this depolymerization method was applicable to carbon- or glass fiber-enforced polyetheretherketone material. The depolymerized product, dithiofunctionalized benzophenones, could be converted into diiodobenzophenone, which was applicable to the polymerization. Nature Publishing Group UK 2023-01-24 /pmc/articles/PMC9873933/ /pubmed/36697710 http://dx.doi.org/10.1038/s42004-023-00814-8 Text en © The Author(s) 2023 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Article
Minami, Yasunori
Matsuyama, Nao
Takeichi, Yasuo
Watanabe, Ryota
Mathew, Siby
Nakajima, Yumiko
Depolymerization of robust polyetheretherketone to regenerate monomer units using sulfur reagents
title Depolymerization of robust polyetheretherketone to regenerate monomer units using sulfur reagents
title_full Depolymerization of robust polyetheretherketone to regenerate monomer units using sulfur reagents
title_fullStr Depolymerization of robust polyetheretherketone to regenerate monomer units using sulfur reagents
title_full_unstemmed Depolymerization of robust polyetheretherketone to regenerate monomer units using sulfur reagents
title_short Depolymerization of robust polyetheretherketone to regenerate monomer units using sulfur reagents
title_sort depolymerization of robust polyetheretherketone to regenerate monomer units using sulfur reagents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9873933/
https://www.ncbi.nlm.nih.gov/pubmed/36697710
http://dx.doi.org/10.1038/s42004-023-00814-8
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