Aqueously soluble semi-aromatic copolyamides with dual-functional groups as sizing agent

X. Qi, W. Wang, J. Zhang, C. Yan, Y. Zhu, F. Zhang

Research output: Contribution to journalArticlepeer-review

3 Scopus citations


A series of novel aqueously soluble semi-aromatic (co)polyamides, poly[(ethylenedioxy)bis(ethylene) terephthalamide]-ran-poly[(ethylenedioxy)bis(ethylene) (2,5-dihydroxy-3,6-diallyl)terephthalamide] (CRPAOT-x), were prepared via the solid-state Claisen rearrangement reaction of poly[(ethylenedioxy)bis(ethylene) terephthalamide]-ran-poly[(ethylenedioxy)bis(ethylene) 2,5-bis(allyloxy)terephthalamide] (APAOT-x), where x (= 0, 13, 25, 50, 75, and 100) represents the molar fraction of allyloxy containing unit. APAOT-x was obtained through the interfacial copolymerization of terephthaloyl chloride, 2,5-bis(allyloxy)terephthaloyl chloride, and 2,2′-(ethylenedioxy)bis(ethylamine). The reaction conditions including reactant concentration, temperature, and solvent were optimized. The chemical structures of the target (co)polyamides and their precursors were characterized by proton nuclear magnetic resonance (1H NMR) and Fourier transform infrared spectroscopies. The incorporation of hydrophilic (ethylenedioxy)bis(ethylene) units greatly improved the polymer solubility. CRPAOT-x dissolved not only in polar organic solvents such as dimethylformamide, dimethyl sulfoxide, and N-methyl pyrrolidone but also in ammonia water. Due to the presence of hydroxyl groups and oxygen-rich aliphatic units, CRPAOT-x showed excellent affinity toward epoxy resins. The microbond test indicated that the aramid fibers sized by these dual-functional polymers exhibited remarkably enhanced interfacial shear strength in epoxy matrices.

Original languageEnglish (US)
Article number47132
JournalJournal of Applied Polymer Science
Issue number9
StatePublished - Mar 5 2019
Externally publishedYes


  • copolyamide
  • dual-functional
  • microbond test
  • sizing agent

ASJC Scopus subject areas

  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Polymers and Plastics
  • Materials Chemistry


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