6066-46-2Relevant academic research and scientific papers
THE CHEMO-SELECTIVE REDUCTION OF FLUORINATED HALOGENOESTERS WITH SODIUM BOROHYDRIDE. FLUORINATED HALOGENOALKANOLS AND THEIR (METH)ACRYLATES
Paleta, O.,Danda, A.,Stepan, L.,Kvicala, J.,Dedek, V.
, p. 331 - 348 (1989)
Several chlorofluoroalkanols RF-CH2OH (RF is CF3-CFCl, CF2Cl-CF2, CF2Cl-CFCl and CF2Cl) and their methacrylates or acrylates were synthesized.The corresponding polymeric methacrylates have properties of highly-sensitive electron-beam and X-ray resists for microlithography.The main step in the syntheses, which start from halogenoalkanes RF-CCl3, is the chemo-selective reduction of halogenoesters with sodium borohydride, in which the C-Cl bonds in the acyl parts of the esters are not attacked.Relative rates of the reductions of esters RF-COOCH3 are influenced by the structure of halogenoalkyls RF in the order CF2Cl: CF3-CFCl: CF2Cl-CFCl = 4.5:3.5:1.A remarkable reactivity decrease in the reduction rate in the structure possessing a Cl atom at the β-position in the acyl group is discussed.
IONIC TELOMERIZATION OF CHLOROFLUOROPROPIONYL FLUORIDES WITH HEXAFLUOROPROPENE OXIDE
Kvicala, J.,Paleta, O.,Dedek, V.
, p. 441 - 457 (2007/10/02)
Six chlorofluoropropionyl fluorides were synthesized by converting a -CCl3 group in perhalogenated chlorofluoropropanes to a -COF group in two reaction steps.The ionic telomerization of the acyl fluorides with hexafluoropropene oxide, catalyzed by fluoride ion, afforded mainly a mixture of 1:1 to 1:3 telomers.In some cases, substitution of chlorine for fluorine in the acyl moiety and hexafluoropropene oxide oligomerization occured as side reactions.The effect of the number of chlorines in the starting acyl fluoride on the telomer distribution and by product formation is discussed.The reactivity order of the acyl fluorides Y-COF in the telomerization reaction was: CF3-CClF (2a), CClF2-CF2 (2b) > CF3-CCl2 (3a),CClF2-CClF (3b) > CClF2-CCl2 (4a), CCl2F-CClF (4b).Possible reaction pathways are discussed.
