"Click Chemistry" as a Facile Approach to the Synthesis of Polyphosphazene Glycopolymers

• Published in: Macromolecular chemistry and physics 2011-02, Vol.212 (3), p.272-277
• Main Authors: Huang, Xu, Huang, Xiao-Jun, Yu, An-Guo, Wang, Cang, Dai, Zheng-Wei, Xu, Zhi-Kang
• Format: Article
• Language: English
• Subjects: Alkynes; Applied sciences; conjugated polymers; Exact sciences and technology; FT-IR; Glucose; Glycopolymers; Inorganic and organomineral polymers; NMR; Physicochemistry of polymers; Polyphosphazenes; Preparation; Synthesis
• ISSN: 1022-1352; 1521-3935; 1521-3935
• DOI: 10.1002/macp.201000439

A versatile approach based on click chemistry to synthesize polyphosphazene glycopolymers is presented. The glucose‐substituted polyphosphazene was synthesized by nucleophilic substitution of poly(dichlorophosphazene) with propargylamine and the subsequent azide/alkyne “click” reaction of poly[di(propargylamine)phosphazene] (PDPAP) with azidosugar. The relative proportion of the glucose substituent can be easily controlled over a broad range by varying the amount of azidoglucose used in the azide/alkyne “click” reaction. Polyphosphazene glycopolymers with a high degree of glucosylation were synthesized by nucleophilic substitution of poly(dichlorophosphazene) with propargylamine and subsequent azide/alkyne “click” reaction of poly[di(propargylamine)phosphazene] with azidosugar. The relative proportion of the glucose substituent could be easily controlled over a broad range by varying the amount of azidoglucose used in the azide/alkyne “click” reaction.