Synthesis of polar block grafted syndiotactic polystyrenes via a combination of iridium‐catalyzed activation of aromatic CH bonds and atom transfer radical polymerization

Autor: Lacie V. Brownell, Chulsung Bae, Jihoon Shin
Rok vydání: 2009
Předmět:
Zdroj: Journal of Polymer Science Part A: Polymer Chemistry. 47:6655-6667
ISSN: 1099-0518
0887-624X
Popis: A combination of iridium-catalyzed CH activation/borylation and atom transfer radical polymerization (ATRP) was used to generate polar graft copolymers of syndiotactic polystyrene (sPS). The borylation at aromatic CH bonds of sPS and subsequent oxidation of boronate ester proceeded without negatively affecting the molecular weight properties and the tacticity of sPS. A macroinitiator suitable for ATRP could be synthesized by the esterification of 2-bromo-2-methylpropionyl bromide and hydroxy-functionalized sPS. The graft polymerizations of methyl methacrylate and tert-butyl acrylate from the macroinitiator using ATRP afforded polar block grafted sPS materials, syndiotactic polystyrene-graft-poly(methyl methacrylate) (sPS-g-PMMA) and syndiotactic polystyrene-graft-poly(tert-butyl acrylate) (sPS-g-PtBA). The latter was hydrolyzed to yield an amphiphilic graft copolymer, syndiotactic polystyrene-graft-poly(acrylic acid) (sPS-g-PAA). The structures of the copolymers were characterized by NMR and FTIR spectroscopies. Size exclusion chromatography and 1H NMR spectroscopy were used to study any changes in the molecular weight properties from the parent polymer. A decrease in the hydrophobicity of the graft copolymers was confirmed by water contact angle measurements. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 6655–6667, 2009
Databáze: OpenAIRE