화학공학소재연구정보센터
Macromolecules, Vol.39, No.17, 5657-5668, 2006
Synthesis and characterization of C-60-anchored multiarmed polymers with well-defined structures
A multistep procedure for preparing novel C-60-anchored multiarmed polymers with well-defined structures was developed. First, di-, tetra-and octabromo-functionalized molecules with a malonate ester core were synthesized and used as functional initiators for growing two-, four-, and eight-armed poly(tert-butyl acrylate) (PtBA) with well-controlled molecular weight, by atom transfer radical polymerization. Then, C-60-anchored polymers were synthesized by the effective Bingel reaction between C-60 and the malonate ester core of the multiarmed polymers. The NMR analyses of the products demonstrated that C-60 had been covalently bonded to the polymers and UV-vis studies of these polymers revealed strong characteristics of "closed" 6-6-ring-bridged methanofullerene derivatives. As indicated by GPC chromatograms, the molecular weights of the polymers were comparable before and after they are attached to C-60 molecules, suggesting that these polymers were monosubstituted C-60 derivatives. Furthermore, the C-60 contents in these polymers were determined from their light absorbance at 326 nm based on Beer's law and were found to be very close to the theoretical value based on the assumption that C-60-derived polymer was a monoadduct. Additionally, highly water-soluble C-60-anchored multiarmed poly( acrylic acid) were obtained in quantitative yield by the hydrolysis of the C-60-anchored multiarmed PtBA in the presence of trifluoroacetic acid at room temperature.