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Amphiphilic Fluoro‐Functionalized Cellulosic Materials: Synthesis, Characterization, and Organic Dye Adsorption Properties

  • The growing interest toward biopolymers application in amphiphilic conditions prompts one to explore the preparation of fluorinated cellulosic materials. Cellulose (CE) and carboxymethylcellulose (CMC) are functionalized with highly fluorinated pendants, through a nucleophilic aromatic substitution on 3-pentadecafluoroheptyl-5-pentafluorophenyl-1,2,4-oxadiazole (FOX) leading to the corresponding fluorinated biopolymers CE-FOX and CMC-FOX. Structural and thermal stability confirm covalent attachment of the fluorinated moiety onto the cellulosic skeleton and highlighted an interesting 2D texture of the CMC-FOX material. Hybrid and amphiphilic features of CE-FOX and CMC-FOX, are confirmed by water and oil contact angle measurements. Applications as adsorbent material for organic contaminants from an aqueous solution are tested by previously incorporating the functional biopolymer into sodium alginate (SA) hydrogel beads. Rhodamine B (RhB) is used as a model wastewater pollutant. Fluoro-functionalization led to a three- to eightfold increase in the dye-removal efficiency of the SA-incorporated biopolymer with respect to the corresponding non-fluorinated material (from 11% to 48% for SA/CE vs SA/CE-FOX beads and from 11% to 94% for SA/CMC vs SA/CMC-FOX beads). Recyclability tests show good residual performance of SA/CMC-FOX beads after seven desorption/reuse cycles opening the way to more sustainable adsorbing processes for the removal of emerging pollutants from contaminated water.

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Metadaten
Document Type:Article
Language:English
Author:Davide Ricci, Andrea Maio, Christian Jahns, Elena Piacenza, Delia Francesca Chillura Martino, Roberto Scaffaro, Margit Schulze, Andrea Pace, Carla Rizzo, Ivana Pibiri, Delia Francesca Chillura Martino
Parent Title (English):European Journal of Organic Chemistry
Article Number:2500035
Number of pages:14
ISSN:1434-193X
DOI:https://doi.org/10.1002/ejoc.202500035
Publisher:Wiley-VCH
Date of first publication:2025/03/25
Publication status:Online Version of Record before inclusion in an issue
Copyright:© 2025 The Author(s). European Journal of Organic Chemistry published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution License
Keywords:cellulose; environmental remediation; fluorinated molecules; functionalized biopolymers; wastewater pollution
Departments, institutes and facilities:Fachbereich Angewandte Naturwissenschaften
Institut für Technik, Ressourcenschonung und Energieeffizienz (TREE)
Dewey Decimal Classification (DDC):5 Naturwissenschaften und Mathematik / 54 Chemie / 547 Organische Chemie
Entry in this database:2025/04/17
Licence (German):License LogoCreative Commons - CC BY - Namensnennung 4.0 International