Volume 25, Issue 11 pp. 1371-1375
Short communication

Crosslinking of gelatin by ring opening metathesis under aqueous conditions—an exploratory study

Axel T. Neffe

Corresponding Author

Axel T. Neffe

Institute of Biomaterial Science, Helmholtz-Zentrum Geesthacht, Kantstrasse 55, 14513 Teltow, Germany

Correspondence to: Axel T. Neffe, Institute of Biomaterial Science, Helmholtz-Zentrum Geesthacht, Kantstrasse 55, 14513 Teltow, Germany.

E-mail: [email protected]

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Krystle Chua

Krystle Chua

Institute of Biomaterial Science, Helmholtz-Zentrum Geesthacht, Kantstrasse 55, 14513 Teltow, Germany

ARC Centre of Excellence for Nanoscale BioPhotonics and the School of Chemistry and Physics, The University of Adelaide, Adelaide, South Australia, 5005 Australia

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Karola Luetzow

Karola Luetzow

Institute of Biomaterial Science, Helmholtz-Zentrum Geesthacht, Kantstrasse 55, 14513 Teltow, Germany

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Benjamin F. Pierce

Benjamin F. Pierce

Institute of Biomaterial Science, Helmholtz-Zentrum Geesthacht, Kantstrasse 55, 14513 Teltow, Germany

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Andreas Lendlein

Andreas Lendlein

Institute of Biomaterial Science, Helmholtz-Zentrum Geesthacht, Kantstrasse 55, 14513 Teltow, Germany

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Andrew D. Abell

Andrew D. Abell

ARC Centre of Excellence for Nanoscale BioPhotonics and the School of Chemistry and Physics, The University of Adelaide, Adelaide, South Australia, 5005 Australia

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First published: 28 July 2014
Citations: 3

This article is published in Journal of Polymers for Advanced Technologies as a special issue on 12th PAT Conference in Berlin, 2013, edited by Prof. Andreas Lendlein and Prof. Marc Behl, Institute of Biomaterial Science, Helmholtz-Zentrum Geesthacht GmbH, Centre for Materials and Coastal Research, Kantstr. 55, 14513 Teltow, Germany.

Abstract

Ring-opening metathesis catalysis has received little attention as a means to functionalize or crosslink biopolymers in water since the required catalysts are usually not stable under these conditions. However, biopolymer solubility suggests such a procedure. We show that Grubbs first and second generation catalysts (in emulsion) as well as a water-soluble Hoveyda-Grubbs catalyst can be applied to crosslink glycidyl methacrylated gelatin with norbornene dicarboxylic acid in water by a cross metathesis-ring opening metathesis approach. A mechanistic study suggests that cross metathesis between the functionalized polymer and the cyclic olefin acts as an initiating step for the crosslinking reaction. Copyright © 2014 John Wiley & Sons, Ltd.

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