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An Improved Catalytic Method for Alkoxyamine Synthesis – Functionalized and Biradical Initiators for Nitroxide-Mediated Radical Polymerization

✍ Scribed by Marc Bothe; Gudrun Schmidt-Naake


Publisher
John Wiley and Sons
Year
2003
Tongue
English
Weight
89 KB
Volume
24
Category
Article
ISSN
1022-1336

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✦ Synopsis


Abstract

Mn(salen)Cl was applied as a low‐cost catalyst for the formation of alkoxyamines from nitroxides and substituted styrenes. These “unimolecular initiators” for nitroxide‐mediated radical polymerization (NMRP) were synthesized using 2,2,6,6‐tetramethyl‐1‐piperidine‐1‐oxyl and 2,2,5‐trimethyl‐4‐phenyl‐3‐azahexane‐3‐oxyl. Functionalized alkoxyamines were obtained from 4‐vinylbenzyl chloride and 4‐vinylbenzyl alcohol. The divinyl compound 1,2‐bis(4‐vinylphenyl)ethane was converted to an alkoxyamine monomer and to bisaminooxy compounds, which can be used as “biradical initiators” for NMRP.

Formation of alkoxyamines using Mn(salen)Cl as the catalyst.

magnified imageFormation of alkoxyamines using Mn(salen)Cl as the catalyst.