J. Cernohous, C. Macosko, T. Hoye
Sep 8, 1997
Citations
0
Influential Citations
16
Citations
Journal
Macromolecules
Abstract
Polymers bearing a single succinic anhydride at the chain end were synthesized using anionic polymerization techniques. Specifically, the living anions of poly(methyl methacrylate) (PMMA), polystyrene (PS), polyisoprene (PI), and poly(vinylpyridine) (PVP) were found to exclusively undergo a 1,4-conjugate addition reaction with di-tert-butyl maleate. Only a single maleate adds. The gel permeation chromatograms for the synthesized polymers were found to have very narrow molecular weight distributions (Mw/Mn < 1.15) after the end-capping reaction. Pyrolysis (235 °C, 2−12 h) of the resulting substituted di-tert-butyl succinate ester efficiently produced the related succinic anhydride functional polymers in the case of PMMA and PS. The functionality of these polymers (f ≥ 0.81) was determined following derivatization reactions with various amines. Nuclear magnetic resonance (NMR) spectroscopy and gel permeation chromatography (GPC) of the resulting amides permits quantification of the extent of functionalizati...