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

Marco Beaumont, Caio G. Otoni, Bruno D. Mattos, Tetyana V. Koso, Roozbeh Abidnejad, Bin Zhao, Anett Kondor, Alistair W.T. King, Orlando J. Rojas

Research output: Contribution to journalArticleScientificpeer-review

2 Citations (Scopus)

Abstract

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−1are 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.

Original languageEnglish
Pages (from-to)6966-6974
Number of pages9
JournalGreen Chemistry
Volume23
Issue number18
DOIs
Publication statusPublished - 21 Sep 2021
MoE publication typeA1 Journal article-refereed

Fingerprint

Dive into the research topics of 'Regioselective and water-assisted surface esterification of never-dried cellulose: nanofibers with adjustable surface energy'. Together they form a unique fingerprint.

Cite this