Alternating Copolymerization by Nitroxide-Mediated Polymerization and Subsequent Orthogonal Functionalization

A novel method for the preparation of functionalized alternating copolymers is presented. Nitroxide‐mediated polymerization of hexafluoroisopropyl acrylate with 7‐octenyl vinyl ether provides the corresponding alternating polymer, which can be chemically modified using two orthogonal polymer‐analogo...

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Veröffentlicht in:Angewandte Chemie International Edition 2015-04, Vol.54 (17), p.5054-5059
Hauptverfasser: Tesch, Matthias, Hepperle, Johannes A. M., Klaasen, Henning, Letzel, Matthias, Studer, Armido
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container_end_page 5059
container_issue 17
container_start_page 5054
container_title Angewandte Chemie International Edition
container_volume 54
creator Tesch, Matthias
Hepperle, Johannes A. M.
Klaasen, Henning
Letzel, Matthias
Studer, Armido
description A novel method for the preparation of functionalized alternating copolymers is presented. Nitroxide‐mediated polymerization of hexafluoroisopropyl acrylate with 7‐octenyl vinyl ether provides the corresponding alternating polymer, which can be chemically modified using two orthogonal polymer‐analogous reactions. A thiol–ene click reaction followed by amidation provides dual‐functionalized alternating copolymers. The potential of this method is illustrated by the preparation of a small library (15 examples) of functionalized alternating copolymers. Alternating through double click: The title reaction of A with hexafluoroisopropyl acrylate (HFIPA) provides alternating polymer B, which can be chemically modified using two orthogonal polymer‐analogous reactions. With this method, a small library of fifteen functionalized alternating copolymers was prepared.
doi_str_mv 10.1002/anie.201412206
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subjects Acrylates
Acrylates - chemistry
active esters
alternating polymerization
Click Chemistry
Copolymerization
Copolymers
Libraries
Magnetic Resonance Spectroscopy
Nitrogen Oxides - chemistry
nitroxide-mediated polymerization
orthogonal functionalization
Polymerization
Polymers - chemical synthesis
Polymers - chemistry
Sulfhydryl Compounds - chemistry
thiol-ene reactions
Vinyl Compounds - chemistry
Vinyl ethers
title Alternating Copolymerization by Nitroxide-Mediated Polymerization and Subsequent Orthogonal Functionalization
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