Regioselective and water-assisted surface esterification of never-dried cellulose: nanofibers with adjustable surface energy†

Autor: Orlando J. Rojas, Caio G. Otoni, Bin Zhao, Roozbeh Abidnejad, Bruno D. Mattos, Marco Beaumont, Tetyana V. Koso, Alistair W. T. King, Anett Kondor
Přispěvatelé: Department of Chemistry, Department of Bioproducts and Biosystems, Universidade Federal de São Carlos, Bio-based Colloids and Materials, University of Helsinki, Surface Measurement Systems Ltd, Aalto-yliopisto, Aalto University
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Zdroj: Green Chemistry
Beaumont, M, Otoni, C G, Mattos, B D, Koso, T V, Abidnejad, R, Zhao, B, Kondor, A, King, A W T & Rojas, O J 2021, ' Regioselective and water-assisted surface esterification of never-dried cellulose : nanofibers with adjustable surface energy ', Green Chemistry, vol. 23, no. 18, pp. 6966-6974 . https://doi.org/10.1039/d1gc02292j
ISSN: 1463-9262
Popis: A new regioselective route is introduced for surface modification of biological colloids in the presence of water. Taking the case of cellulose nanofibers (CNFs), we demonstrate a site-specific (93% selective) reaction between the primary surface hydroxyl groups (C6-OH) of cellulose and acyl imidazoles. CNFs bearing C6-acetyl and C6-isobutyryl groups, with a degree of substitution of up to 1 mmol g−1 are obtained upon surface esterification, affording CNFs of adjustable surface energy. The morphological and structural features of the nanofibers remain largely unaffected, but the regioselective surface reactions enable tailoring of their interfacial interactions, as demonstrated in oil/water Pickering emulsions. Our method precludes the need for drying or exchange with organic solvents for surface esterification, otherwise needed in the synthesis of esterified colloids and polysaccharides. Moreover, the method is well suited for application at high-solid content, opening the possibility for implementation in reactive extrusion and compounding. The proposed acylation is introduced as a sustainable approach that benefits from the presence of water and affords a high chemical substitution selectivity.
We report a versatile and simple preparation of hydrophobic cellulose nanofibers through a spatially confined modification of the primary surface hydroxyl groups.
Databáze: OpenAIRE