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<p>Divanillic acid (DVA)-based aromatic polyamides (PAs) consisting of DVA with linear (methyl, butyl, hexyl, and octyl groups) or branched (isopropyl and isobutyl groups) side chains and 4,4’-methyldianillin were synthesized as high-performance and ultra-high-performance biomass plastics. The DVA PAs were amorphous with high thermal stability (decomposition temperature of ca. 380&#xa0;°C). The glass transition temperature (<i>T</i><sub>g</sub>) of the DVA PAs depended on the side-chain composition in a linear manner, indicating the PA main chain possessed a random structure. The polymers were pressed to form melt-pressed films. The DVA PAs with a higher content of shorter side chains exhibited both higher <i>T</i><sub>g</sub> and tensile strength than those of polymers with a lower content of shorter side chains. The PAs exhibited <i>T</i><sub>g</sub> in the range of ca. 150–253&#xa0;°C. The branched PA with isopropyl side chains exhibited the highest <i>T</i><sub>g</sub> of 253&#xa0;°C and highest tensile strength of 63&#xa0;MPa among the DVA PAs. The PAs with isopropyl side chains and some linear side chains (methyl/hexyl combination) exhibited high tensile strength of approximately 60–70&#xa0;MPa; however, their <i>T</i><sub>g</sub> varied from 170 to 253&#xa0;°C. The branched PA exhibited the highest <i>T</i><sub>g</sub>, tensile strength, and Young’s modulus of the polymers. The thermal stability and mechanical properties of the PAs were tuned by their side-chain structure and composition.</p>

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Synthesis of divanillic acid-based aromatic polyamides with linear and branched side-chains and the effect of side-chain structure on thermal and mechanical properties

  • 期刊论文

  • 出版模式：

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  • 发表日期：

    2025年2月14日

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  • Yukiko Enomoto,
  • Yuto Amanokura,
  • Kazuma Yagura,
  • Tadahisa Iwata

摘要

Divanillic acid (DVA)-based aromatic polyamides (PAs) consisting of DVA with linear (methyl, butyl, hexyl, and octyl groups) or branched (isopropyl and isobutyl groups) side chains and 4,4’-methyldianillin were synthesized as high-performance and ultra-high-performance biomass plastics. The DVA PAs were amorphous with high thermal stability (decomposition temperature of ca. 380 °C). The glass transition temperature (Tg) of the DVA PAs depended on the side-chain composition in a linear manner, indicating the PA main chain possessed a random structure. The polymers were pressed to form melt-pressed films. The DVA PAs with a higher content of shorter side chains exhibited both higher Tg and tensile strength than those of polymers with a lower content of shorter side chains. The PAs exhibited Tg in the range of ca. 150–253 °C. The branched PA with isopropyl side chains exhibited the highest Tg of 253 °C and highest tensile strength of 63 MPa among the DVA PAs. The PAs with isopropyl side chains and some linear side chains (methyl/hexyl combination) exhibited high tensile strength of approximately 60–70 MPa; however, their Tg varied from 170 to 253 °C. The branched PA exhibited the highest Tg, tensile strength, and Young’s modulus of the polymers. The thermal stability and mechanical properties of the PAs were tuned by their side-chain structure and composition.