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Versatile Pathway to Functional Telechelics via RAFT Polymerization and Click Chemistry
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  • 作者:Sudershan R. Gondi ; Andrew P. Vogt ; Brent S. Sumerlin
  • 刊名:Macromolecules
  • 出版年:2007
  • 出版时间:February 6, 2007
  • 年:2007
  • 卷:40
  • 期:3
  • 页码:474 - 481
  • 全文大小:187K
  • 年卷期:v.40,no.3(February 6, 2007)
  • ISSN:1520-5835
文摘
Two novel azidofunctionalized chain transfer agents (CTAs) were prepared and subsequentlyemployed to mediate the reversible addition-fragmentation chain transfer (RAFT) polymerizations of styrene(Sty) and N,N-dimethylacrylamide (DMA) under a variety of conditions. Trithiocarbonate 2-dodecylsulfanylthiocarbonylsulfanyl-2-methyl-propionic acid 3-azido-propyl ester and dithioester 4-cyano-4-methyl-4-thiobenzoylsulfanyl-butyric acid 3-azido-propyl ester successfully mediated the polymerizations of Sty and DMA. Both RAFTpolymerizations exhibited pseudo-first-order kinetics and a linear Mn dependence with conversion. The resultinghomopolymers (Mn = 4 - 22 × 103 g/mol and Mw/Mn 1.33) were demonstrated to have retained end groupfunctionality, as evidenced by the successful formation of block copolymers. The pha.gif" BORDER=0>-azido terminal polymers andthe azidofunctionalized CTAs were coupled with high efficiency by click chemistry to various alkynes (propargylacrylate, propargyl methacrylate, and propargyl alcohol) in the presence of a Cu(I) catalyst, demonstrating theability to prepare a range of functional telechelics and CTAs.

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