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Synthesis of novel perfluoroalkyl-containing polyethers
Authors:D.N. Bazhin  T.I. Gorbunova  A.Ya. Zapevalov  V.I. Saloutin
Affiliation:I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, GSP-147, 620041 Ekaterinburg, Russia
Abstract:The synthesis of iodo(perfluoroalkyl)epoxides by radical addition of perfluoroalkyl iodides to allyl glycidyl ether and 1,2-epoxydec-9-ene is described. Dehydroiodination of additional products upon treatment with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) gives unsaturated products. The use of Bu3SnH/Bz2O2 as a reduction reagent of iodo(perfluoroalkyl)allyl glycidyl ethers allows to save oxirane ring. Cationic polymerization of saturated or functional (with iodine or double bond) fluoroalkyl oxiranes under action of catalytic amount of BF3.Et2O proceeds only on epoxide group. In case of poly(9-iod-10-(perfluoroalkyl)-1,2-epoxyalkane) iodine atoms are removed by standard zinc reduction.
Keywords:Perfluoroalkyl iodides   Reduction   Dehydroiodination   Fluorinated epoxides   Polymerization   Polyethers
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