Debugging periodate oxidation of cellulose: Why following the common protocol of quenching excess periodate with glycol is a bad idea

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Journal Title
Journal ISSN
Volume Title
A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä
Date
2023-06-15
Major/Subject
Mcode
Degree programme
Language
en
Pages
11
Series
Carbohydrate Polymers, Volume 310
Abstract
Periodate oxidation of cellulose to produce “dialdehyde cellulose” (DAC) has lately received increasing attention in sustainable materials development. Despite the longstanding research interest and numerous reported studies, there is still an enormous variation in the proposed preparation and work-up protocols. This apparently reduces comparability and causes reproducibility problems in DAC research. Two simple but prevalent work-up protocols, namely glycol quenching and filtration/washing, were critically examined and compared, resulting in this cautionary note. Various analytical techniques were applied to quantify residual iodine species and organic contaminations from quenching side reactions. The commonly practiced glycol addition cannot remove all oxidising iodine compounds. Both glycol and the formed formaldehyde are incorporated into DAC's polymeric structure. Quenching of excess periodate with glycol can thus clearly be discouraged. Instead, simple washing protocols are recommended which do not bear the risk of side reactions with organic contaminants. While simple washing was sufficient for mildly oxidised celluloses, higher oxidised samples were more likely to trap residual (per)iodate, as determined by thiosulfate titration. For work-up, simple washing with water is proposed while determining potential iodine contaminations after washing with a simple colorimetric test and, if needed, removal of residual periodate by washing with an aqueous sodium thiosulfate solution.
Description
Funding Information: We kindly thank Business Finland and UPM-Kymmene Oyj (Finland) for their financial support. We also thank Lisa Ruetz for her help in sample preparation and data collection. The BOKU doctoral school ABC&M and the Austrian Biorefinery Center Tulln (ABCT) are gratefully acknowledged for their support. Publisher Copyright: © 2023 The Authors
Keywords
Cellulose, Cellulose modification, Dialdehyde cellulose, Periodate oxidation, Side reactions, Work-up
Other note
Citation
Simon, J, Fliri, L, Drexler, F, Bacher, M, Sapkota, J, Ristolainen, M, Hummel, M, Potthast, A & Rosenau, T 2023, ' Debugging periodate oxidation of cellulose: Why following the common protocol of quenching excess periodate with glycol is a bad idea ', Carbohydrate Polymers, vol. 310, 120691 . https://doi.org/10.1016/j.carbpol.2023.120691