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An Improved Catalytic Method for Alkoxyamine Synthesis – Functionalized and Biradical Initiators for Nitroxide‐Mediated Radical Polymerization
Author(s) -
Bothe Marc,
SchmidtNaake Gudrun
Publication year - 2003
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200350002
Subject(s) - nitroxide mediated radical polymerization , polymerization , catalysis , monomer , polymer chemistry , piperidine , chemistry , radical polymerization , nitroxyl , organic chemistry , polymer
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.