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Novel Carboxylation Method for Polyetheretherketone (PEEK) Surface Modification Using Friedel–Crafts Acylation

Recently, polyetheretherketone (PEEK) has shown promising dental applications. Surface treatment is essential for dental applications owing to its poor surface energy and wettability; however, no consensus on an effective treatment method has been achieved. In this study, we attempted to carboxylate...

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Autores principales: Lyu, Xinghui, Kanda, Ryuhei, Tsuda, Susumu, Hashimoto, Yoshiya, Fujii, Takamasa, Kashiwagi, Kosuke
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10650194/
https://www.ncbi.nlm.nih.gov/pubmed/37958636
http://dx.doi.org/10.3390/ijms242115651
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author Lyu, Xinghui
Kanda, Ryuhei
Tsuda, Susumu
Hashimoto, Yoshiya
Fujii, Takamasa
Kashiwagi, Kosuke
author_facet Lyu, Xinghui
Kanda, Ryuhei
Tsuda, Susumu
Hashimoto, Yoshiya
Fujii, Takamasa
Kashiwagi, Kosuke
author_sort Lyu, Xinghui
collection PubMed
description Recently, polyetheretherketone (PEEK) has shown promising dental applications. Surface treatment is essential for dental applications owing to its poor surface energy and wettability; however, no consensus on an effective treatment method has been achieved. In this study, we attempted to carboxylate PEEK sample surfaces via Friedel–Crafts acylation using succinic anhydride and AlBr(3). The possibility of further chemical modifications using carboxyl groups was examined. The samples were subjected to dehydration–condensation reactions with 1H,1H-pentadecafluorooctylamine and N,N’-dicyclohexylcarbodiimide. Furthermore, the sample’s surface properties at each reaction stage were evaluated. An absorption band in the 3300–3500 cm(−1) wavenumber region was observed. Additionally, peak suggestive of COOH was observed in the sample spectra. Secondary modification diminished the absorption band in 3300–3500 cm(−1) and a clear F1s signal was observed. Thus, Friedel–Crafts acylation with succinic anhydride produced carboxyl groups on the PEEK sample surfaces. Further chemical modification of the carboxyl groups by dehydration-condensation reactions is also possible. Thus, a series of reactions can be employed to impart desired chemical structures to PEEK surfaces.
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spelling pubmed-106501942023-10-27 Novel Carboxylation Method for Polyetheretherketone (PEEK) Surface Modification Using Friedel–Crafts Acylation Lyu, Xinghui Kanda, Ryuhei Tsuda, Susumu Hashimoto, Yoshiya Fujii, Takamasa Kashiwagi, Kosuke Int J Mol Sci Article Recently, polyetheretherketone (PEEK) has shown promising dental applications. Surface treatment is essential for dental applications owing to its poor surface energy and wettability; however, no consensus on an effective treatment method has been achieved. In this study, we attempted to carboxylate PEEK sample surfaces via Friedel–Crafts acylation using succinic anhydride and AlBr(3). The possibility of further chemical modifications using carboxyl groups was examined. The samples were subjected to dehydration–condensation reactions with 1H,1H-pentadecafluorooctylamine and N,N’-dicyclohexylcarbodiimide. Furthermore, the sample’s surface properties at each reaction stage were evaluated. An absorption band in the 3300–3500 cm(−1) wavenumber region was observed. Additionally, peak suggestive of COOH was observed in the sample spectra. Secondary modification diminished the absorption band in 3300–3500 cm(−1) and a clear F1s signal was observed. Thus, Friedel–Crafts acylation with succinic anhydride produced carboxyl groups on the PEEK sample surfaces. Further chemical modification of the carboxyl groups by dehydration-condensation reactions is also possible. Thus, a series of reactions can be employed to impart desired chemical structures to PEEK surfaces. MDPI 2023-10-27 /pmc/articles/PMC10650194/ /pubmed/37958636 http://dx.doi.org/10.3390/ijms242115651 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
Lyu, Xinghui
Kanda, Ryuhei
Tsuda, Susumu
Hashimoto, Yoshiya
Fujii, Takamasa
Kashiwagi, Kosuke
Novel Carboxylation Method for Polyetheretherketone (PEEK) Surface Modification Using Friedel–Crafts Acylation
title Novel Carboxylation Method for Polyetheretherketone (PEEK) Surface Modification Using Friedel–Crafts Acylation
title_full Novel Carboxylation Method for Polyetheretherketone (PEEK) Surface Modification Using Friedel–Crafts Acylation
title_fullStr Novel Carboxylation Method for Polyetheretherketone (PEEK) Surface Modification Using Friedel–Crafts Acylation
title_full_unstemmed Novel Carboxylation Method for Polyetheretherketone (PEEK) Surface Modification Using Friedel–Crafts Acylation
title_short Novel Carboxylation Method for Polyetheretherketone (PEEK) Surface Modification Using Friedel–Crafts Acylation
title_sort novel carboxylation method for polyetheretherketone (peek) surface modification using friedel–crafts acylation
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10650194/
https://www.ncbi.nlm.nih.gov/pubmed/37958636
http://dx.doi.org/10.3390/ijms242115651
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