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Transformation of the bromine end group into thiol in (Meth)acrylic polymers synthesized by atom transfer radical polymerization

AuthorsLiras, Marta ; García Ballesteros, Olga; Quijada-Garrido, Isabel ; Paris, Raphael
Issue Date2011
PublisherAmerican Chemical Society
CitationMacromolecules 44: 1335-1339 (2011)
AbstractThe halogen end group of polymers prepared via atom transfer radical polymerization (ATRP) can be converted into other functional groups by different chemical modifications. Herein, a new method to modify the bromine end group into a thiol functionality in (meth)acrylic polymers synthesized by ATRP is reported for the first time. Thus, the bromine end group of several poly(methyl methacrylate)s was successfully converted into a thioacetate and then in a mercapto group by a controlled hydrolysis. This end-functionalization was confirmed introducing in situ a fluorescent group by thiol-ene >click> reaction with a synthetic alquene tethered to a 4,4-difluoro-4-bora-3a,4a- diaza-s-indacene (BODIPY) fragment. In addition, two model reactions in which bromide ATRP initiators were transformed into new thiol-functionalized molecules proved that this methodology can be applied to either methacrylic or acrylic polymers synthesized by ATRP. © 2011 American Chemical Society.
Identifiersdoi: 10.1021/ma102829s
Appears in Collections:(ICTP) Artículos
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