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Synthesis of polypropionamide-ureas from N-mesyloxysuccinimide and diamines
Authors:Yoshio Imai  Mitsuru Ueda  Motokazu Ishimori
Abstract:A series of polypropionamide-ureas was synthesized by the polymerization of N-mesyloxysuccinimide with diamines in polar aprotic solvents in the presence of acid acceptors. The polymerization proceeded through the formation of ring-opened adducts, followed by elimination and rearrangement yielding β-isocyanatopropionamide derivatives, which in turn were polymerized to afford polypropionamide-ureas. These polymers had inherent viscosities in the range of 0.1–0.2. Polymers having aliphatic chains which were fusible below 240°C were soluble in acidic solvents, whereas those with aromatic residues dissolved in polar aprotic solvents. Marked decomposition of the polyamide-ureas under thermogravimetric analysis generally occurred at around 320°C under nitrogen.
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