Thi Thanh Thuy N'Guyen, Karima Oussadi, Véronique Montembault and Laurent Fontaine Synthesis of ω-phosphonated poly(ethylene oxide)s through the combination of kabachnik–fields reaction and “click” chemistry Journal of Polymer Science Part A: Polymer Chemistry 51
Two strategies for the synthesis of phosphonic acid-terminated poly(ethylene oxide) are compared, which used a combination of “click” chemistry and Kabachnik–Fields or Atherton-Todd reaction. The best flexible method uses in a first step the Kabachnik–Fields reaction of dimethyl phosphonate and propargylbenzylimine to yield the corresponding propargyl aminophosphonate. In a second step, “click” reaction with azido-terminated PEO followed by acidic hydrolysis leads to phosphonic acid-terminated poly(ethylene oxide).
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