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Introduction of aldehyde vs. carboxylic groups to cellulose nanofibers using laccase : TEMPO mediated oxidationJaušovec, Darja, 1977- ; Vogrinčič, Robert ; Kokol, VanjaThe chemo-enzymatic modification of cellulose nanofibers (CNFs) using laccase as biocatalysts and TEMPO or 4-Amino-TEMPO as mediators under mild aqueous conditions (pH 5, 30 °C) has been investigated ... to introduce surface active aldehyde groups. 4-Amino TEMPO turned out to be kinetically 0.5-times (50%) more active mediator, resulting to oxoammonium cation intermediacy generated and its in-situ regeneration during the modification of CNFs. Accordingly, beside of around 750 mmol/kg terminally-located aldehydes, originated during CNFs isolation, the reaction resulted to about 140% increase of C6-located aldehydes at optimal conditions, without reducing CNFs crystallinity. While only the C6-aldehydes were wholly transformed into the carboxyls after additional post-treatment using NaOH according to the Cannizzaro reaction, the post-oxidation with air-oxygen in EtOH/water medium or NaClO2 resulted to no- or very small amounts of carboxyls created, respectively, at a simultaneous loss of all C6- and some terminal-aldehydes in the latter due to the formation of highly-resistant hemiacetal covalent linkages with available cellulose hydroxyls. The results indicated a new way of preparing and stabilizing highly reactive C6-aldehydes on cellulose, and their exploitation in the development of new nanocellulose-based materials.Source: Carbohydrate polymers. - ISSN 0144-8617 (Vol. 116, 13 Feb. 2015, str. 74-85)Type of material - article, component part ; adult, seriousPublish date - 2014Language - englishCOBISS.SI-ID - 17683222
Author
Jaušovec, Darja, 1977- |
Vogrinčič, Robert |
Kokol, Vanja
Topics
celulozna nanovlakna |
TEMPO |
lakaza |
oksidacija |
hemiacetali |
cellulose nanofibers |
TEMPO |
laccase |
oxidation |
aldehyde and carboxyil groups |
hemiacetal linkages
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Database name | Field | Year |
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Links to authors' personal bibliographies | Links to information on researchers in the SICRIS system |
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Jaušovec, Darja, 1977- | 25759 |
Vogrinčič, Robert | 34084 |
Kokol, Vanja | 15322 |
Source: Personal bibliographies
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