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<p>Organic-inorganic polymer hybrids were synthesized using a copolymer of DL-3-[<i>α</i>-4-(4,5-diphenyl-1<i>H</i>-imidazole-2-yl)-phenylacryloylamine]-<i>ε</i>-caprolactam and <i>ε</i>-caprolactam (PDC) and three alkoxysilanes: phenyltrimethoxysilane (PhTMOS), tolyltrimethoxysilane (TolTMOS), and tetramethoxysilane (TMOS). Despite the π−π interactions between the aromatic rings in the PDC side chains and those in the inorganic matrix, opaque composites were obtained when PhTMOS or TolTMOS was used as alkoxysilanes. On the other hand, when TMOS was used, the resulting polymer hybrids were transparent. FT-IR spectra of various polymer hybrids prepared by varying the PDC/TMOS ratio revealed that the peak corresponding to the C = O stretching vibration of the amide group in PDC shifted to lower wavenumbers as the proportion of inorganic oxide increased. This indicates that hydrogen bonds are formed between the amide groups in the organic polymer and the hydroxy groups in the inorganic oxide, resulting in a transparent polymer hybrid. Furthermore, TMOS and PDC were mixed in formic acid and stirred at room temperature under UV irradiation for 1&#xa0;h. The mixture was then kept at 40&#xa0;°C for 2 weeks, followed by drying under reduced pressure at 60&#xa0;°C for 2 days. In the hybrid prepared with UV irradiation, UV irradiation partially promoted the crosslinking reaction via dimerization of the cinnamoyl group, improving the thermal stability of the hybrid material.</p>

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Synthesis of organic-inorganic polymer hybrids derived from polyamides with triphenylimidazole skeletons as side chains and alkoxysilanes

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  • 发表日期：

    2026年5月13日

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  • Takeru Iwamura,
  • Masato Takasaki,
  • Kaoru Adachi,
  • Saori Iwamura

摘要

Organic-inorganic polymer hybrids were synthesized using a copolymer of DL-3-[α-4-(4,5-diphenyl-1H-imidazole-2-yl)-phenylacryloylamine]-ε-caprolactam and ε-caprolactam (PDC) and three alkoxysilanes: phenyltrimethoxysilane (PhTMOS), tolyltrimethoxysilane (TolTMOS), and tetramethoxysilane (TMOS). Despite the π−π interactions between the aromatic rings in the PDC side chains and those in the inorganic matrix, opaque composites were obtained when PhTMOS or TolTMOS was used as alkoxysilanes. On the other hand, when TMOS was used, the resulting polymer hybrids were transparent. FT-IR spectra of various polymer hybrids prepared by varying the PDC/TMOS ratio revealed that the peak corresponding to the C = O stretching vibration of the amide group in PDC shifted to lower wavenumbers as the proportion of inorganic oxide increased. This indicates that hydrogen bonds are formed between the amide groups in the organic polymer and the hydroxy groups in the inorganic oxide, resulting in a transparent polymer hybrid. Furthermore, TMOS and PDC were mixed in formic acid and stirred at room temperature under UV irradiation for 1 h. The mixture was then kept at 40 °C for 2 weeks, followed by drying under reduced pressure at 60 °C for 2 days. In the hybrid prepared with UV irradiation, UV irradiation partially promoted the crosslinking reaction via dimerization of the cinnamoyl group, improving the thermal stability of the hybrid material.