Gewählte Publikation:
A. Potthast, S. Schiehser, T. Rosenau, M. Kostic.
(2009):
Oxidative modifications of cellulose in the periodate system - Reduction and beta-elimination reactions
HOLZFORSCHUNG, 63 (1), 12-17; ISSN 0018-3830
FullText
FullText_BOKU
- Abstract:
- The conversion of cellulose to dialdehyde cellulose (DAC) by treatment with aqueous periodate was studied by the CCOA method, which is a combination of gel permeation chromatography and carbonyl-selective fluorescence labeling. The beta-alkoxy-elimination reaction under alkaline conditions was used as a diagnostic tool to address the regioselectivity of the oxidation at low degrees of conversion. The oxidation proceeded by random oxidant attack; cluster-like or isolated oxidation patterns were excluded. The beta-alkoxy-elimination proceeded as a competitive process during reduction of DAC by sodium borohydride. Reduction was thus inevitably accompanied by a significant loss in molecular weight. The borohydride treatment decompacted the molecules by reducing the aldehyde groups and destroying hemiacetal crosslinks. As a result, highly flexible chains were produced.
- Autor*innen der BOKU Wien:
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Kostic Mirjana
-
Potthast Antje
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Rosenau Thomas
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Schiehser Sonja
- Find related publications in this database (Keywords)
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beta-elimination
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cellulose
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dialdehyde cellulose (DAC)
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gel permeation chromatography
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oxidation
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periodate
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reduction
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