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Issue 38, 2011
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One-pot synthesis of cyclopentadienyl endcapped poly(2-ethyl-2-oxazoline) and subsequent ambient temperature Diels–Alder conjugations†

Mathias Glassner,‡a   Kristian Kempe,‡b   Ulrich S. Schubert,*bc   Richard Hoogenboom*d  and  Christopher Barner-Kowollik*a  
Author affiliations

* Corresponding authors

a Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstr. 18, 76128 Karlsruhe, Germany
E-mail: christopher.barner-kowollik@kit.edu
Fax: +49 72160845740

b Laboratory of Organic and Macromolecular Chemistry (IOMC) and Jena Center of Soft Matter (JCSM), Friedrich-Schiller-University Jena, Humboldstr. 10, 07743 Jena, Germany
E-mail: ulrich.schubert@uni-jena.de
Fax: +49 3641948202

c Dutch Polymer Institute (DPI), John F. Kennedylaan 2, 5612 AB Eindhoven, The Netherlands

d Supramolecular Chemistry Group, Department of Organic Chemistry, Ghent University, Krijgslaan 281 S4, B-90000 Ghent, Belgium
E-mail: richard.hoogenboom@ugent.be
Fax: +32 92644998

Abstract

An efficient method for the preparation of cyclopentadienyl endcapped poly(2-ethyl-2-oxazoline) (PEtOx–Cp) via cationic ring-opening polymerization utilizing sodium cyclopentadienide as a termination agent is presented. Subsequent Diels–Alder reactions with N-substituted maleimides proceed quantitatively at ambient temperature. A block copolymer (PEtOx-b-PEG) is prepared employing maleimide terminated poly(ethylene glycol).

Graphical abstract: One-pot synthesis of cyclopentadienyl endcapped poly(2-ethyl-2-oxazoline) and subsequent ambient temperature Diels–Alder conjugations

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Article information

https://doi.org/10.1039/C1CC14075B
Submitted
07 Jul 2011
Accepted
15 Aug 2011
First published
01 Sep 2011
Chem. Commun., 2011,47, 10620-10622
Article type
Communication
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One-pot synthesis of cyclopentadienyl endcapped poly(2-ethyl-2-oxazoline) and subsequent ambient temperature Diels–Alder conjugations

M. Glassner, K. Kempe, U. S. Schubert, R. Hoogenboom and C. Barner-Kowollik, Chem. Commun., 2011, 47, 10620
DOI: 10.1039/C1CC14075B

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