Synthesis of Fluorinated Telechelic Diols Based on 3,3,3- Trifluoropropene as Precursors of Well-Defined Fluoropolymers - Archive ouverte HAL Access content directly
Journal Articles Organic Letters Year : 2014

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

Abstract

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).

Domains

Polymers
No file

Dates and versions

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

Identifiers

Cite

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⟩
58 View
0 Download

Altmetric

Share

Gmail Facebook X LinkedIn More