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Phenanthrenequinone-Based Hyper-Cross-Linked Polymers via a Waste-Minimizing Friedel–Crafts Alkylation

Manying Liu, Pan Liu, Zikang Lei, Rongjuan Ba, Suxiang Ge, Jiachang Li, Huimin Jia, Yuanting Qiao Orcid Logo, Yange Zhang, Zhi Zheng

ACS Applied Polymer Materials, Volume: 6, Issue: 22, Pages: 13805 - 13812

Swansea University Author: Yuanting Qiao Orcid Logo

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DOI (Published version): 10.1021/acsapm.4c02663

Abstract

Although hyper-cross-linked polymers (HCPs) offer significant advantages, their industrial scalability has been impeded by concerns regarding waste generation. To mitigate this challenge, we have successfully developed an efficient and cost-effective green synthesis method for phenanthrenequinone-ba...

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Published in: ACS Applied Polymer Materials
ISSN: 2637-6105
Published: American Chemical Society (ACS) 2024
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URI: https://cronfa.swan.ac.uk/Record/cronfa68450
Abstract: Although hyper-cross-linked polymers (HCPs) offer significant advantages, their industrial scalability has been impeded by concerns regarding waste generation. To mitigate this challenge, we have successfully developed an efficient and cost-effective green synthesis method for phenanthrenequinone-based HCPs (PQ-HCPs). This method employs a Friedel–Crafts alkylation reaction, utilizing trifluoromethanesulfonic acid as a catalyst and PQ as the starting material. Under low catalyst concentrations, electrophilic sulfonation reactions are predominant. However, increasing the catalyst to a 2 equiv amount significantly shifts the reaction pathway toward Friedel–Crafts alkylation cross-linking. The resultant optimal sample, PQ-HCP-1:3, boasts an impressive specific surface area of up to 428 m2·g–1. Dye adsorption experiments on these samples demonstrated a marked selective affinity for Rhodamine B, with the hydrophilicity of the samples being a pivotal factor in the adsorption process. This innovative approach substantially outperforms traditional methods, which typically involve ferric chloride (FeCl3) and aluminum chloride (AlCl3), by significantly reducing the production of solid waste and effluent during the chemical reaction process.
Keywords: Hyper-cross-linked polymer, green synthesis, solid waste, phenanthrenequinone, trifluoromethanesulfonic acid
College: Faculty of Science and Engineering
Funders: This work was financially supported by the National NaturalScience Foundation of China (Grants 52072327, 62274141,and 22276160), Higher Education and Teaching ReformationProject (2024SJGLX0451), Academic Degrees & GraduateEducation Reform Project of Henan Province (YJS2022JD34),Key Research and Development Projects of Universities inHenan Province (23B430009), and Natural Science Founda-tion of Henan Province (232300420099).
Issue: 22
Start Page: 13805
End Page: 13812