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Cellulose: Chemistry of Cellulose Derivatization

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The European Polysaccharide Network of Excellence (EPNOE)

Abstract

This chapter gives an overview on various possibilities of cellulose functionalization. Particular attention was paid on homogeneous-phase conversions of cellulose in reaction media based on both aprotic-dipolar solvents in combination with salts and ionic liquids. Paths for cellulose esterification via in situ activated carboxylic acids are discussed. Not only etherification and esterification of hydroxyl groups lead to novel derivatives, but also oxidation reactions, in particular catalytic approaches, are of great importance. Recent developments in the synthesis of regioselectively functionalized cellulose ethers are reviewed as well. It is demonstrated that advanced synthesis methods, in particular the application of silicon-based protecting groups, are important to get the regioselectively functionalized cellulose ethers of high structural uniformity. Moreover, novel derivatives could be prepared thereof in subsequent reactions like oxidation and 1,3-dipolar cycloaddition reaction of azide- and alkyne-containing cellulose derivatives.

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Acknowledgments

We are indebted to Marcel Meiland, Marc Kostag, Jana Wotschadlo, and Torsten Jordan for their technical assistance. One of the authors (S. Coseri) acknowledges the financial support of European Social Fund—“Cristofor I. Simionescu” Postdoctoral Fellowship Programme (ID POSDRU/89/1.5/S/55216), Sectoral Operational Programme Human Resources Development 2007–2013.

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Authors and Affiliations

  1. Center of Excellence for Polysaccharide Research, Institute for Organic Chemistry and Macromolecular Chemistry, Friedrich Schiller University of Jena, Humboldtstrasse 10, 07743, Jena, Germany

    Thomas Heinze

  2. Center of Excellence for Polysaccharide Research, Institute for Organic Chemistry and Macromolecular Chemistry, Friedrich Schiller University of Jena, Jena, Germany

    Andreas Koschella

  3. Center of Excellence for Polysaccharide Research, Institute of Organic Chemistry and Macromolecular Chemistry, Friedrich Schiller University of Jena, Jena, Germany

    Tim Liebert

  4. Petru Poni Institute of Macromolecular Chemistry, Iasi, Romania

    Valeria Harabagiu & Sergio Coseri

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  1. Thomas Heinze
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  2. Andreas Koschella
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  3. Tim Liebert
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  4. Valeria Harabagiu
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  5. Sergio Coseri
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Correspondence to Thomas Heinze .

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  1. , Center for Materials Forming, CEMEF Centre de Mise en Forme des Matéri, Rue Claude Daunesse 207, Sophia Antipolis cedex, 06904, France

    Patrick Navard

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Heinze, T., Koschella, A., Liebert, T., Harabagiu, V., Coseri, S. (2012). Cellulose: Chemistry of Cellulose Derivatization. In: Navard, P. (eds) The European Polysaccharide Network of Excellence (EPNOE). Springer, Vienna. https://doi.org/10.1007/978-3-7091-0421-7_10

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