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Issue 37, 2015
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Synthesis of a multifunctional poly(p-phenylene ethynylene) scaffold with clickable azide-containing side chains for (bio)sensor applications

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Abstract

Poly(p-phenylene ethynylene) (PPE) copolymers with alternating alkoxy and azide-functionalized alkoxy side chains were efficiently synthesized via Sonogashira polymerization and the materials were fully characterized. Among the different synthetic protocols investigated, the best results were obtained when employing a pre-polymerization functionalization approach and upon implementing the azide-functionalized side chains on the diiodophenyl building block. End-capping of the conjugated polymer chains is shown to be essential for preventing side reactions. As a proof of principle, phenylacetylene is clicked in a nearly quantitative way on the polymer backbone. Furthermore, successful click-immobilization of randomly alkynylated protein A onto an azide-functionalized PPE film illustrates the potential use of these materials in a variety of (bio)sensor applications.

Graphical abstract: Synthesis of a multifunctional poly(p-phenylene ethynylene) scaffold with clickable azide-containing side chains for (bio)sensor applications

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Article information


Submitted
19 May 2015
Accepted
05 Aug 2015
First published
07 Aug 2015

Polym. Chem., 2015,6, 6720-6731
Article type
Paper

Synthesis of a multifunctional poly(p-phenylene ethynylene) scaffold with clickable azide-containing side chains for (bio)sensor applications

Y. Braeken, P. Verstappen, L. Lutsen, D. Vanderzande and W. Maes, Polym. Chem., 2015, 6, 6720
DOI: 10.1039/C5PY00741K

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