Synthesis of N-aryl azetidine-2,4-diones and polymalonamides prepared from selective ring-opening reactions
Journal
Journal of Applied Polymer Science
Journal Volume
103
Journal Issue
6
Pages
3591-3599
Date Issued
2007
Author(s)
Abstract
Abstract Improved high‐yield synthesis of N ‐aryl azetidine‐2,4‐dione has been achieved. The azetidine‐2,4‐dione undergoes ring‐opening reactions with aliphatic primary amines to form malonamide linkages. More importantly, this compound exhibits a high reactivity toward primary aliphatic amine group over alcohols or secondary amines. This selective end‐group functionalization is useful for preparing useful polymer intermediates. In this study polymalonamides were synthesized by fast addition reaction of aliphatic diamine and azetidine‐2,4‐dione. In the meantime, further application for structure‐controlled reaction also has been demonstrated. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 103: 3591–3599, 2007
Type
journal article