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<p>A novel naphthoxazine monomer and its corresponding polybenzoxazine thermoset were synthesized from 2-naphthol and 2-aminoterphthalic acid. The chemical structures were confirmed using FTIR and NMR spectroscopy. Differential scanning calorimetry (DSC) revealed that thermal ring-opening polymerization occurred at approximately 180&#xa0;°C without the use of an external catalyst, facilitated by the presence of carboxylic acid groups. The polymerization kinetics were examined using time-resolved <sup>1</sup>H-NMR spectroscopy, and the curing behavior was further analyzed using FTIR and DSC measurements. Thermogravimetric analysis (TGA) demonstrated the excellent thermal stability of the cured thermoset, showing 5% and 10% weight losses at 360&#xa0;°C and 414&#xa0;°C, respectively, with a char yield of 9% at 700&#xa0;°C. Comparative analysis with unsubstituted naphthoxazine analogs revealed a marked enhancement in thermal stability, attributed to the synergistic effect of the rigid naphthalene backbone and the dicarboxylic acid functionalities. This combination makes the resin a better option for high-performance thermosets by producing noticeably higher decomposition temperatures and enhanced thermal resistance.&#xa0;</p>

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Synthesis of low thermally curable benzoxazine resins

  • 期刊论文

  • 发表日期：

    2025年12月10日

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  • Mahmoud A. Abdelkawy,
  • Thorya A. El-Debaby,
  • Ali H. Gemaey

摘要

A novel naphthoxazine monomer and its corresponding polybenzoxazine thermoset were synthesized from 2-naphthol and 2-aminoterphthalic acid. The chemical structures were confirmed using FTIR and NMR spectroscopy. Differential scanning calorimetry (DSC) revealed that thermal ring-opening polymerization occurred at approximately 180 °C without the use of an external catalyst, facilitated by the presence of carboxylic acid groups. The polymerization kinetics were examined using time-resolved 1H-NMR spectroscopy, and the curing behavior was further analyzed using FTIR and DSC measurements. Thermogravimetric analysis (TGA) demonstrated the excellent thermal stability of the cured thermoset, showing 5% and 10% weight losses at 360 °C and 414 °C, respectively, with a char yield of 9% at 700 °C. Comparative analysis with unsubstituted naphthoxazine analogs revealed a marked enhancement in thermal stability, attributed to the synergistic effect of the rigid naphthalene backbone and the dicarboxylic acid functionalities. This combination makes the resin a better option for high-performance thermosets by producing noticeably higher decomposition temperatures and enhanced thermal resistance.