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-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.
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149 Münster (Germany).
Matthias
M
Tesch
Johannes A M
JA
Hepperle
Henning
H
Klaasen
Matthias
M
Letzel
Armido
A
Studer
D000179:Acrylates / Q000737:chemistry; D057930:Click Chemistry; D009682:Magnetic Resonance Spectroscopy; D009589:Nitrogen Oxides / Q000737:chemistry*; D058105:Polymerization; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry; D014753:Vinyl Compounds / Q000737:chemistry
D000179:Acrylates; D009589:Nitrogen Oxides; D011108:Polymers; D013438:Sulfhydryl Compounds; D014753:Vinyl Compounds; C100195:vinyl ether; C039900:nitroxyl; C036658:acrylic acid
active esters; alternating polymerization; nitroxide-mediated polymerization; orthogonal functionalization; thiol-ene reactions