One‐Pot Synthesis of Polymers Containing PC Bonds in the Main Chain

  • Siby Mathew
    Interdisciplinary Research Center for Catalytic Chemistry National Institute of Advanced Industrial Science and Technology (AIST) Tsukuba Ibaraki 305‐8565 Japan
  • Yuki Naganawa
    Interdisciplinary Research Center for Catalytic Chemistry National Institute of Advanced Industrial Science and Technology (AIST) Tsukuba Ibaraki 305‐8565 Japan
  • Fan Jiang
    Eco‐Efficient Products and Processes Laboratory Solvay China Co Ltd. 3966 Jin Du Rd., Xin Zhuang Industrial Zone Shanghai 201108 China
  • Raphael Wischert
    Eco‐Efficient Products and Processes Laboratory Solvay China Co Ltd. 3966 Jin Du Rd., Xin Zhuang Industrial Zone Shanghai 201108 China
  • Stephane Streiff
    Eco‐Efficient Products and Processes Laboratory Solvay China Co Ltd. 3966 Jin Du Rd., Xin Zhuang Industrial Zone Shanghai 201108 China
  • Pascal Metivier
    Eco‐Efficient Products and Processes Laboratory Solvay China Co Ltd. 3966 Jin Du Rd., Xin Zhuang Industrial Zone Shanghai 201108 China
  • Yumiko Nakajima
    Interdisciplinary Research Center for Catalytic Chemistry National Institute of Advanced Industrial Science and Technology (AIST) Tsukuba Ibaraki 305‐8565 Japan

Bibliographic Information

Published
2023-03-16
Resource Type
journal article
Rights Information
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/marc.202200921
  • 10.1002/marc.202370023
Publisher
Wiley

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<jats:title>Abstract</jats:title><jats:p>Placement of phosphorus in the polymer main chain leads to organophosphorus polymers with potentially unique chemical and physical properties. Herein, it is demonstrated that the Abramov phosphonylation reaction can be extended to the synthesis of such polymers, by reacting di‐ or tricarbaldehydes with phosphinic acid (PA) in the presence of <jats:italic>N,O</jats:italic>‐bis(trimethylsilyl)acetamide (BSA). This technique affords polymers with main chain PC bonds, wherein phosphorus (V), aromatic rings, and hydroxymethylene moieties are linked by bis(<jats:italic>α</jats:italic>‐hydroxymethylene)phosphinic acid (BHMPA) units. The resulting polymers are water soluble, display resilience against acid‐ and base‐catalyzed hydrolysis, and exhibit superior thermal stability with high char yield in air (≈83%) and nitrogen (≈76%) atmosphere.</jats:p>

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