Journal
POLYMER DEGRADATION AND STABILITY
Volume 95, Issue 8, Pages 1394-1398Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.polymdegradstab.2010.01.017
Keywords
Cellulose; TEMPO-mediated oxidation; Nanofibrils; TEMPO derivatives
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The effect of chemical structures of TEMPO (2,2,6,6-tetramethylpiperidinyl-1-oxy radical) derivatives and its analogous compounds on oxidation efficiency of C6 primary hydroxyls of wood cellulose was investigated using the NaClO/NaBr system at pH 10. Because the oxidation takes place selectively on the surfaces of cellulose microfibrils, individualized and surface-oxidized cellulose nanofibrils can be obtained by simple mechanical treatment in water, when sufficient amounts of carboxylate groups are formed homogeneously in cellulose microfibrils. 4-acetamide-TEMPO and 4-methoxy-TEMPO showed efficient catalytic behavior with short reaction times (<4 h) and high carboxylate contents (>1.1 mmol/g) in oxidation of wood cellulose, comparable to TEMPO. Correspondingly, these TEMPO derivatives as well as TEMPO gave high nanofibril yields >56%. On the other hand, the use of 4-hydroxy-TEMPO and 4-oxo-TEMPO resulted in the lowest efficiency in oxidation: oxidation times >24 h, carboxylate contents <0.3 mmol/g, and individualized and surface-oxidized nanofibril yields <2%. (C) 2010 Elsevier Ltd. All rights reserved.
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