Synthesis of fluorinated telomers. Part 4. Telomerization of vinylidene fluoride with commercially available α,ω-diiodoperfluoroalkanes

Article abstract of DOI:10.1016/0022-1139(95)03245-9

The synthesis of a new fluorinated α,ω-diiodo telomer I <(TFE)_x(VDF)_y)>I (A), where TFE and VDF represent tetrafluoroethylene and vinylidene fluoride respectively, has been carried out by telomerization of VDF with α,ω-diiodoperfluoroalkanes.The thermal telomerization of VDF with 1,2-diiodoperfluoroethane IC2F4I led to good yields of the monoadduct IC2F4CH2CF2I and of the diadduct which was composed of an almost equimolar ratio of ICF2CH2C2F4CH2CF2I and IC2F4(CH2CF2)2I, together with a small amount of IC2F4CH2CF2CF2CH2I and a triadduct containing I(VDF)C2F4(VDF)2I and IC2F4(VDF)3I.This procedure has been applied successfully to α,ω-diiodo-n-perfluorobutane and α,ω-diiodo-n-perfluorohexane.The reactivity of VDF relative to the fluorinated α,ω-diiodo telogens has been studied from which it is shown that the environment of the terminal group of the telogen is a major factor affecting the reactivity. - Keywords: Telomerization; Vinylidene fluoride; Thermal initiation; Diiodoperfluoroalkane; NMR spectroscopy; Mass spectrometry