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Precise synthesis of sulfur-containing polymers via cooperative dual organocatalysts with high activity

Author

Listed:
  • Cheng-Jian Zhang

    (Zhejiang University)

  • Hai-Lin Wu

    (Zhejiang University)

  • Yang Li

    (Zhejiang University)

  • Jia-Liang Yang

    (Zhejiang University)

  • Xing-Hong Zhang

    (Zhejiang University)

Abstract

Metal-free and controlled synthesis of sulfur-containing polymer is still a big challenge in polymer chemistry. Here, we report a metal-free, living copolymerization of carbonyl sulfide (COS) with epoxides via the cooperative catalysis of organic Lewis pairs including bases (e.g.: phosphazene, amidine, and guanidine) and thioureas as hydrogen-bond donors, afford well-defined poly(monothiocarbonate)s with 100% alternating degree, >99% tail-to-head content, controlled molecular weights (up to 98.4 kg/mol), and narrow molecular weight distributions (1.13–1.23). The effect of the types of Lewis pairs on the copolymerization of COS with several epoxides is investigated. The turnover frequencies (TOFs) of these Lewis pairs are as high as 112 h−1 at 25 °C. Kinetic and mechanistic results suggest that the supramolecular specific recognition of thiourea to epoxide and base to COS promote the copolymerization cooperatively. This strategy provides commercially available Lewis pairs for metal-free synthesis of sulfur-containing polymers with precise structure.

Suggested Citation

  • Cheng-Jian Zhang & Hai-Lin Wu & Yang Li & Jia-Liang Yang & Xing-Hong Zhang, 2018. "Precise synthesis of sulfur-containing polymers via cooperative dual organocatalysts with high activity," Nature Communications, Nature, vol. 9(1), pages 1-10, December.
    • Handle: RePEc:nat:natcom:v:9:y:2018:i:1:d:10.1038_s41467-018-04554-5
    DOI: 10.1038/s41467-018-04554-5
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    Cited by:

    1. Christoph Fornacon-Wood & Bhargav R. Manjunatha & Merlin R. Stühler & Cesare Gallizioli & Carsten Müller & Patrick Pröhm & Alex J. Plajer, 2023. "Precise cooperative sulfur placement leads to semi-crystallinity and selective depolymerisability in CS2/oxetane copolymers," Nature Communications, Nature, vol. 14(1), pages 1-11, December.

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