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<p>Dimethyl sulfoxide (DMSO) possessing strong solvency and high boiling point is a very important aprotic polar solvent in organic and polymer synthesis. Notably, it is also a useful synthon in organic chemistry. However, the direct incorporation of DMSO in polymer synthesis remains challenging. In this work, DMSO was successfully converted to nitrogen-containing heterocyclic polymers as a monomer <i>via</i> multicomponent polymerizations (MCPs) with dialdehydes and diamines in the presence of K<sub>2</sub>S<sub>2</sub>O<sub>8</sub>/<i>t</i>-BuOK at 120 °C in 6 h. A series of poly(phenylquinoline)s with high <i>M</i><sub>w</sub> values (up to 5.11×10<sup>4</sup>) were obtained in satisfactory yields (up to 82%), performing good solubility, good thermal and morphological stability as well as excellent film-forming ability. The thin films of poly(phenylquinoline)s exhibit high refractive index value in a wide wavelength range of 400–1700 nm. Thus, this work not only enriches the family of MCPs but also provides an efficient strategy for the conversion of DMSO into functional polymeric materials that are potentially applicable in diverse areas.</p>

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Transition-Metal-Free Multicomponent Polyannulations of Dimethyl Sulfoxide, Amines, and Aldehydes toward Poly(phenylquinoline)s

  • 期刊论文

  • 发表日期：

    2025年5月15日

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  • Tian-Yu Cheng,
  • Jun-Guo Fang,
  • Zhao-Liang Wang,
  • Jian-Qing Ding,
  • Die Huang

摘要

Dimethyl sulfoxide (DMSO) possessing strong solvency and high boiling point is a very important aprotic polar solvent in organic and polymer synthesis. Notably, it is also a useful synthon in organic chemistry. However, the direct incorporation of DMSO in polymer synthesis remains challenging. In this work, DMSO was successfully converted to nitrogen-containing heterocyclic polymers as a monomer via multicomponent polymerizations (MCPs) with dialdehydes and diamines in the presence of K2S2O8/t-BuOK at 120 °C in 6 h. A series of poly(phenylquinoline)s with high Mw values (up to 5.11×104) were obtained in satisfactory yields (up to 82%), performing good solubility, good thermal and morphological stability as well as excellent film-forming ability. The thin films of poly(phenylquinoline)s exhibit high refractive index value in a wide wavelength range of 400–1700 nm. Thus, this work not only enriches the family of MCPs but also provides an efficient strategy for the conversion of DMSO into functional polymeric materials that are potentially applicable in diverse areas.