One-Pot Synthesis of Amide-Functional Main-Chain Polybenzoxazine Precursors

Durukan C., Kışkan B., Yağcı Y.

POLYMERS, vol.11, 2019 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 11
  • Publication Date: 2019
  • Doi Number: 10.3390/polym11040679
  • Journal Name: POLYMERS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Keywords: polybenzoxazine, benzoxazine, polyamide, ring-opening polymerization, dihydrocoumarine, RING-OPENING POLYMERIZATION, BENZOXAZINE MONOMERS, THERMAL POLYMERIZATION, THERMOSETS, 1,3-BENZOXAZINES, MECHANISM, DESIGN, ETHER, CURE
  • Istanbul Technical University Affiliated: Yes


Main-chain polybenzoxazines containing amide linkages were successfully prepared in one pot. Three different polymers were synthesized by reacting 3,4-dihydrocoumarine (DHC) and paraformaldehyde with 1,3-diaminopropane or 1,6-diaminohexane or Jeffamine ED-900. The one-pot reaction proceeded through the combination of the ring-opening of DHC with amines, and subsequent Mannich and ring-closure reactions occurring in a cascading manner. The obtained polymer from Jeffamine exhibited good film-forming properties, and free-standing flexible films were easily solvent- casted on Teflon plates. All polymeric precursors were characterized by spectroscopic analysis, and their curing behavior and thermal stability were investigated by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA).