Abstract
This paper describes the synthesis of several highly sterical hindered alkoxyamines based on 6-membered cyclic nitroxides and their application as initiators/regulators in the controlled nitroxide-mediated radical polymerization of n-butyl acrylate and styrene. Rate constant kd and activation energy Ea of the C–O bond of the novel alkoxyamines are reported. Conformational studies on the new nitroxides are performed by X-ray analysis and by DFT calculations. The polymerization of n-butyl acrylate can be conducted at 60 °C showing that these hindered nitroxides are highly valuable to conduct nitroxide-mediated acrylate polymerization (NMP). In addition, low temperature (50 °C) styrene polymerizations are disclosed.
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