Versatile approach to activation of alkoxyamine homolysis by 1,3-dipolar cycloaddition for efficient and safe nitroxide mediated polymerization

An alkoxyamine was prepared from a cyclic aldonitrone nitroxide. The resulting alkoxyamine containing an aldonitrone functional substituent is relatively stable but can react readily with vinyl monomers to form a cycloadduct that has a much higher C-ON homolysis rate. This type of in situ activation...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2019, Vol.55 (2), p.19-193
Main Authors: Edeleva, Mariya, Morozov, Denis, Parkhomenko, Dmitriy, Polienko, Yulia, Iurchenkova, Anna, Kirilyuk, Igor, Bagryanskaya, Elena
Format: Article
Language:English
Subjects:
Activation
Catalysis
Ceramics and Composites
Coatings and Films
Cycloaddition
Electronic
General Chemistry
Materials Chemistry
Metals and Alloys
Optical and Magnetic Materials
Polymerization
Surfaces
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Summary:An alkoxyamine was prepared from a cyclic aldonitrone nitroxide. The resulting alkoxyamine containing an aldonitrone functional substituent is relatively stable but can react readily with vinyl monomers to form a cycloadduct that has a much higher C-ON homolysis rate. This type of in situ activation converts the aldonitrone alkoxyamine into an efficient controlling agent for nitroxide-mediated polymerization. Here we present a study on this reaction of C-ON bond homolysis and application of such an alkoxyamine as an in situ -activated initiator. In situ activation of alkoxyamine towards C-ON bond homolysis by 1,3-dipolar cycloaddition with monomers is reported.
ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/c8cc08541b