The ester-functional alkoxyamine 2,2-dimethyl-3-(1-(4-(methoxycarbonyl)phenyl)ethoxy)-4-(4-(methoxycarbonyl)phenyl)-3-azapentane (2) was efficiently synthesized for use as a functional initiator in nitroxide-mediated polymerization. Two equivalents of 1-(4-(methoxycarbonyl)phenyl)ethyl radical were added across the double bond of 2-methyl-2-nitrosopropane to form alkoxyamine 2, which was found to control the polymerization of styrene, isoprene, and n-butyl acrylate. The ester moieties were hydrolyzed for subsequent esterification with 1-pyrenebutanol to form a dipyrene-labeled initiator that was used to probe nitroxide end-group fidelity after styrene polymerization. High retention of nitroxide was confirmed by UV-vis studies over a range of monomer conversions. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 6342–6352, 2009
If you can't find a tool you're looking for, please click the link at the top of the page to "Go to old article view". Alternatively, view our Knowledge Base articles for additional help. Your feedback is important to us, so please let us know if you have comments or ideas for improvement.