Ketone Functionalized Nitroxides: Synthesis, Evaluation of N-Alkoxyamine Initiators, and Derivatization of Polymer Termini
Macromolecules2007Vol. 40(22), pp. 7848–7854
Citations Over TimeTop 21% of 2007 papers
Abstract
Two ketone-bearing N-alkoxyamines have been prepared and evaluated as initiators in nitroxide-mediated polymerization. N-(1-Phenethyloxy)-5,5,8-trimethyl-7-phenyl-azanonan-2-one (1) forms polymers with excellent control of molecular weight and low polydispersities, whereas N-(1-phenethyloxy)-5,8-dimethyl-5,7-phenyl-azanonan-2-one (2) does not effect controlled polymerization at 125 °C. Polymers prepared from initiator 1 retain the ketone functionality on the nitroxide terminus. Near-quantitative functionalization is demonstrated via hydrazone formation.
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