Synthesis of Fluorinated Telechelic Diols Based on 3,3,3- Trifluoropropene as Precursors of Well-Defined Fluoropolymers - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2014

Synthesis of Fluorinated Telechelic Diols Based on 3,3,3- Trifluoropropene as Precursors of Well-Defined Fluoropolymers

Résumé

Original fluorinated α,ω-diols containing 3,3,3-trifluoropropene (TFP) units were synthesized. The first step dealt with the radical telomerization of TFP with 1,6-diiodoperfluorohexane. Isolated I(TFP)RF(TFP)I diadduct was subsequently reacted with ethylene, and then a two-step hydrolysis gave rise to α,ω-diols in 25% overall yield. The other strategies dealing with the radical addition of I(TFP)RF(TFP)I onto allyl alcohol or allyl acetate led to α,ω-diols in 13% overall yield. These diols display satisfactory thermal stabilities and low Tg (ca. −60 °C).

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hal-01011859 , version 1 (24-06-2014)

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Georges Kostov, Gérald Lopez, Stephan M. Brandstadter, Bradley Edwards, Bruno Ameduri. Synthesis of Fluorinated Telechelic Diols Based on 3,3,3- Trifluoropropene as Precursors of Well-Defined Fluoropolymers. Organic Letters, 2014, 16, pp.3516−3519. ⟨10.1021/ol501466c⟩. ⟨hal-01011859⟩
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