Synthesis and polymerization of fluorinated monomers bearing a reactive lateral group. Part 3 -- synthesis of trifluorovinyl hydroxy and acetoxy monomers

详细信息    查看全文

• 作者：Amé ; duri ; B. ; Boutevin ; B. ; Kostov ; G. K. ; Petrova ; P.
• 关键词：Perfluorovinyl monomers ; Functional monomers ; 1-iodo-1 ; 2-dichloro-1 ; 2 ; 2-trifluoro ethane ; Fluoroalcohol ; Radical addition ; Dechlorination
• 刊名：Journal of Fluorine Chemistry
• 出版年：1998
• 出版时间：October 5, 1998
• 年：1998
• 卷：92
• 期：1
• 页码：69-76
• 全文大小：612 K

文摘

The preparation of two functional perfluorovinyl monomers useful as comonomers in the copolymerization of commercially available monomers is presented. First, 1-iodo-1,2-dichloro-1,2,2-trifluoro ethane (1) was added to allyl alcohol under several initiating conditions and it was found that AIBN is the best initiator. Then, the selective reduction of the iodine atom in the presence of tributyl stannane gave CICF₂CFClC₃H₆OH quantitatively and its dechlorination was optimized leading to F₂C=CFC₃H₆OH in 50 % overall yield from (1). This monomer was quantitatively acetylated by acetyl chloride. All these products and intermediates were characterized by ¹H, ¹⁹F and ¹³C-NMR spectroscopy, and simulated spectra were in very good agreement with those observed experimentally.