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<p>Semiaromatic poly(thioether)s containing alkoxy-substituted 1,3,5-triazine units were synthesized <i>via</i> low-temperature interfacial polycondensations to achieve a balanced combination of a high refractive index (<i>n</i>), a moderate Abbe number (<i>ν</i>), and excellent transparency. Four dichlorotriazine monomers bearing methoxy, ethoxy, <i>n</i>-propoxy, and <i>i</i>-propoxy groups were polymerized with 2,5-bis(sulfanylmethyl)-1,4-dithiane in a chloroform/water biphasic system at 0 °C. The phase-transfer-assisted process afforded polymers with high number-averaged molar mass values of 18,000–51,000 g/mol. The thermal stability of the obtained polymers was confirmed by 5% weight loss temperatures of up to 303 °C. The polymer thin films exhibited excellent optical transparency, with cutoff wavelengths of 282–287 nm and a transmittance of more than 97% at 350 nm. The <i>n</i> values at 594 nm ranged from 1.652 to 1.679, while the <i>ν</i> values were maintained between 24 and 27. Notably, the <i>i</i>-propoxy-substituted polymer exhibited a high Abbe number (<i>ν</i><sub>d</sub>) (26.5), referenced to the Fraunhofer <i>d</i> line at 587.6 nm, along with a high glass transition temperature (<i>T</i><sub>g</sub> = 112 °C). These results demonstrate that integrating sulfur-rich cycloaliphatic units with triazine frameworks provides a practical route to high-molecular-weight optical polymers with <i>n</i> &gt; 1.65, moderate dispersion, high transparency, and high <i>T</i><sub>g</sub>, making them promising candidates for advanced plastic lens applications.</p>

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Synthesis of high-refractive-index poly(thioether)s with alkoxy-substituted triazine units based on facile interfacial polycondensations

  • 期刊论文

  • 发表日期：

    2026年6月17日

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  • Takanori Fukuchi,
  • Keita Watanabe,
  • Ryosuke Takahashi,
  • Kenta Yokawa,
  • He Sun,
  • Takumi Nagasawa,
  • Seigou Kawaguchi,
  • Shinji Ando,
  • Mitsuru Ueda,
  • Tomoya Higashihara

摘要

Semiaromatic poly(thioether)s containing alkoxy-substituted 1,3,5-triazine units were synthesized via low-temperature interfacial polycondensations to achieve a balanced combination of a high refractive index (n), a moderate Abbe number (ν), and excellent transparency. Four dichlorotriazine monomers bearing methoxy, ethoxy, n-propoxy, and i-propoxy groups were polymerized with 2,5-bis(sulfanylmethyl)-1,4-dithiane in a chloroform/water biphasic system at 0 °C. The phase-transfer-assisted process afforded polymers with high number-averaged molar mass values of 18,000–51,000 g/mol. The thermal stability of the obtained polymers was confirmed by 5% weight loss temperatures of up to 303 °C. The polymer thin films exhibited excellent optical transparency, with cutoff wavelengths of 282–287 nm and a transmittance of more than 97% at 350 nm. The n values at 594 nm ranged from 1.652 to 1.679, while the ν values were maintained between 24 and 27. Notably, the i-propoxy-substituted polymer exhibited a high Abbe number (νd) (26.5), referenced to the Fraunhofer d line at 587.6 nm, along with a high glass transition temperature (Tg = 112 °C). These results demonstrate that integrating sulfur-rich cycloaliphatic units with triazine frameworks provides a practical route to high-molecular-weight optical polymers with n > 1.65, moderate dispersion, high transparency, and high Tg, making them promising candidates for advanced plastic lens applications.