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Alkynyl Ethers of Glucans: Substituent Distribution in Propargyl-, Pentynyl- and Hexynyldextrans and -amyloses and Support for Silver Nanoparticle Formation

Authors

  • M. Nazir Tahir,

    1. Institut für Lebensmittelchemie, Technische Universität Braunschweig, Schleinitzstr. 20, D-38106 Braunschweig, Germany
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  • Christian Bork,

    1. Institut für Lebensmittelchemie, Technische Universität Braunschweig, Schleinitzstr. 20, D-38106 Braunschweig, Germany
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  • Anna Risberg,

    1. KTH Stockholm, Fibre and Polymer Technology, Teknikringen 58, SE-10444 Stockholm, Sweden
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  • Jennifer C. Horst,

    1. Institut für Pharmazeutische Technologie, Technische Universität Braunschweig, Mendelssohnstr. 1, D-38106 Braunschweig, Germany
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  • Christina Komoß,

    1. Institut für Pharmazeutische Technologie, Technische Universität Braunschweig, Mendelssohnstr. 1, D-38106 Braunschweig, Germany
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  • Antje Vollmer,

    1. Institut für Lebensmittelchemie, Technische Universität Braunschweig, Schleinitzstr. 20, D-38106 Braunschweig, Germany
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  • Petra Mischnick

    Corresponding author
    1. Institut für Lebensmittelchemie, Technische Universität Braunschweig, Schleinitzstr. 20, D-38106 Braunschweig, Germany
    2. KTH Stockholm, Fibre and Polymer Technology, Teknikringen 58, SE-10444 Stockholm, Sweden
    • Institut für Lebensmittelchemie, Technische Universität Braunschweig, Schleinitzstr. 20, D-38106 Braunschweig, Germany Fax: +49 531 391 7230
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  • Dedicated to Prof. Dr. Walther Burchard on the occasion of his 80th birthday.

Abstract

Alkynyldextrans with a DS in the range 0.1–1.67 have been prepared as reactive intermediates for further polymer-analogous functionalisation. DS and substituent distribution were determined by GLC and GLCMS after hydrolysis and acetylation, or methanolysis and trimethylsilylation. Reactivity was in the order O-2 > O-4 ≥ O-3 with pronounced differences in the distinct patterns for propargyl ethers and its higher homologous. A large deviation from a random substituent distribution was observed. Propargyldextrans were not stable during long-time storage in the solid state, while terminal pentynyl and hexynyl ethers are. Pentynyldextrans showed structure formation of various geometries. They bound silver efficiently, yielding silver nanoparticles by reduction.

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