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首页> 外文期刊>RSC Advances >Synthesis and thermally induced structural transformation of phthalimide and nitrile-functionalized benzoxazine: toward smart ortho-benzoxazine chemistry for low flammability thermosets
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Synthesis and thermally induced structural transformation of phthalimide and nitrile-functionalized benzoxazine: toward smart ortho-benzoxazine chemistry for low flammability thermosets

机译：邻苯二甲酰亚胺和腈官能化苯并恶嗪的合成与热诱导的结构转化：朝向低燃烧热试剂的智能邻苯并恶嗪化学

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摘要

A novel ortho-phthalimide-functionalized benzoxazine monomer containing an ortho-nitrile group has been synthesized in order to further systematically evaluate the thermally induced structural transformation from benzoxazine resin to cross-linked polybenzoxazole. The chemical structure of the synthesized monomer has been confirmed by H-1 and C-13 nuclear magnetic resonance (NMR) spectroscopy and Fourier transform infrared (FT-IR) spectroscopy. Also supporting the detailed structure is H-1-C-13 heteronuclear multiple quantum coherence (HMQC), which identifies the local proton-carbon proximities. The polymerization behaviors, including the ring-opening polymerization of the oxazine rings and the cyclotrimerization of the nitrile functionalities, are studied by differential scanning calorimetry (DSC) and in situ FT-IR. In addition, the subsequent benzoxazole formation after polymerization has also been analyzed using thermogravimetric analysis (TGA) and magic-angle spinning (MAS) solid-state C-13 NMR. The resulting cross-linked polybenzoxazole derived from the benzoxazine monomer exhibits exceptionally high thermal stability and low flammability, with an extremely high T-d5 temperature (550 degrees C), a high char yield value (70%) and an extraordinarily low total heat release (THR of 7.6 kJ g(-1)).
机译：已经合成了一种新的邻邻邻苯二甲酰胺官能化含有邻丁腈基的苯并恶嗪单体，以进一步系统地评估从苯并恶嗪树脂的热诱导的结构转化，以交联的聚苯并购唑。通过H-1和C-13核磁共振（NMR）光谱和傅里叶变换红外（FT-IR）光谱证实了合成单体的化学结构。还支持详细结构是H-1-C-13异核多量子相干（HMQC），其识别局部质子碳近距离。通过差示扫描量热法（DSC）和原位FT-IR研究了聚合性能，包括月环的开环聚合和丁腈官能团的循环型官能化。此外，还使用热重分析（TGA）和魔法角纺丝（MAS）固态C-13 NMR，分析了聚合后随后的苯并恶唑形成。由此得到的来自苯并嗪单体的交联聚苯恶唑唑具有出色的热稳定性和低易燃性，具有极高的T-D5温度（550℃），高炭产率值（70％）和极出的总热释放（thr为7.6 kj g（-1））。

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  • 来源
    《RSC Advances》 |2019年第3期|共10页
  • 作者

    Zhang Kan; Liu Yuqi; Han Lu; Wang Jinyun; Ishida Hatsuo;

  • 作者单位

    Jiangsu Univ Sch Mat Sci &

    Engn Zhenjiang 212013 Peoples R China;

    Jiangsu Univ Sch Mat Sci &

    Engn Zhenjiang 212013 Peoples R China;

    Case Western Reserve Univ Dept Macromol Sci &

    Engn Cleveland OH 44106 USA;

    Jiangsu Univ Sch Mat Sci &

    Engn Zhenjiang 212013 Peoples R China;

    Case Western Reserve Univ Dept Macromol Sci &

    Engn Cleveland OH 44106 USA;

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  • 正文语种 eng
  • 中图分类 化学;
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