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Blue emitting side-chain pendant 4-hydroxy-1,3-thiazoles in polystyrenes synthesized by RAFT polymerization
Authors:Alexander M Breul  Christian Pietsch  Roberto Menzel  Johann Schäfer  Anke Teichler  Martin D Hager  Jürgen Popp  Benjamin Dietzek  Rainer Beckert  Ulrich S Schubert
Institution:1. Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich-Schiller-University Jena, Humboldtstr. 10, 07743 Jena, Germany;2. Jena Center for Soft Matter (JCSM), Humboldtstr. 10, 07743 Jena, Germany;3. Dutch Polymer Institute (DPI), P.O. Box 902, 5600 AX Eindhoven, The Netherlands;4. Institute of Photonic Technologies (IPHT), Albert-Einstein-Straße 9, 07745 Jena, Germany;5. Institute of Physical Chemistry (IPC), Friedrich-Schiller-University Jena, Helmholtzweg 4, 07743 Jena, Germany
Abstract:Blue emitting dyes bearing a luciferin analogous chromophore were attached to a polystyrene backbone. For this purpose, 4-hydroxy-1,3-thiazoles were functionalized with a styrene unit and polymerized using the reversible addition–fragmentation chain transfer (RAFT) polymerization technique. Two different chain transfer agents were investigated and one monomer was studied in terms of its kinetic behavior. The polymerization kinetics are presented and discussed in detail, showing a controlled polymerization behavior, resulting in well-defined copolymers with polydispersity indices below 1.2. The obtained polymers were characterized by size exclusion chromatography (SEC), 1H NMR, MALDI-TOF MS and UV–vis absorption and fluorescence spectroscopy. In addition, the UV–vis absorption and emission behavior was investigated in thin films.
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