A. Lang, Anne Neubig, M. Sommer
Aug 2, 2010
Citations
0
Influential Citations
44
Citations
Journal
Macromolecules
Abstract
The synthesis of well-defined polymers with pendant perylene bisimide (PBI) groups by a combination of nitroxide-mediated radical polymerization (NMRP) of trimethylsilyl propargyl acrylate followed by copper-catalyzed azide−alkyne cycloaddition (CuAAC, “click” chemistry) is described. The kinetics of NMRP of trimethylsilyl propargyl acrylate polymerization was monitored by 1H NMR and size exclusion chromatography (SEC). Almost quantitative conversion in the “click” reaction with an azide functionalized PBI derivative was proven by FTIR and 1H NMR analysis. Thus, semiconductor polymers carrying PBI pendant groups with Mn up to 15800 g·mol−1 and polydispersity indices as good as 1.16 were obtained by this route. These polymers were compared with poly(perylene bisimide acrylate)s, PPerAcr(CH2)11, and PPerAcr(CH2)6, which were synthesized by direct NMRP of PBI acrylates. These samples do not carry any triazol unit and they differ in their spacer length connecting the PBI unit to the main chain. All polymers w...