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Synthesis and Ring-Opening Polymerization of 5-Azepane-2-one Ethylene Ketal: A New Route to Functional Aliphatic Polyamides

  作者 Tarkin-Tas, E; Mathias, LJ  
  选自 期刊  Macromolecules;  卷期  2010年43-2;  页码  968-974  
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[摘要]A functional derivative of epsilon-caprolactam, 5-azepane-2-one ethylene ketal or gamma-ethylene ketal epsilon-caprolactam, has been synthesized by a very straightforward and highly efficient Beckmann rearrangement reaction. Homopolymers of this new monomer and its copolymers with epsilon-caprolactam have been synthesized by anionic ring-opening polymerization using N-acetyl-epsilon-caprolactam and NaH. The ketone groups can be easily released by deacetalyzation, and subsequent reaction leads to complete reduction to hydroxyl pendant groups. The ketone-containing (co)polymers respond sensitively to both thermal and photo-cross-linking in this novel class of materials. These new aliphatic polyamides bearing either ketone or hydroxyl pendant groups provide entries into it large number of application areas.

 
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