A spectroscopic study on defluorination of poly(tetrafluoroethylene) by alkyllithium/electron-donating solvents.
Defluorination of PTFE by alkyllithium/electron-donating solvents such as N,N,N',N'-tetramethylethylenediamine (TMEDA), hexamethylphosphoramide (HMPA) was studied by means of spectroscopy such as ESR, 7Li- and 13C-NMR, XPS, UV-Vis and IR. Based on the experimental results, it was concluded that an electron from radical species, which was generated in the alkyllithium/electron-donating solvent, was transferred onto PTFE molecule so as to eliminate fluorine atoms from the PTFE and to form carbon-centered radicals on the PTFE; concomitantly, the alkyl group of the alkyllithium was transferred onto the PTFE. Combined with the experimental results of the phenyllithium/HMPA system, mechanism of the fluorine atom elimination reactions from PTFE by the radical species is discussed.
Okuda
Yasuhiro
Y
Electronics & Materials R&D Laboratories, Sumitomo Electric Industries Ltd, 1-1-3 Shimaya, Konohana-Ku, Osaka 554-0024, Japan. okuda-yasuhiro@sei.co.jp
Hayashi
Fumihiro
F
Sakurai
Hiroshi
H
Shiotani
Masaru
M
D000473:Alkanes / Q000737:chemistry; D002244:Carbon / Q000737:chemistry; D003460:Crystallization; D004583:Electrons; D005466:Fluorocarbons / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry; D008094:Lithium / Q000737:chemistry; D015394:Molecular Structure; D008970:Molecular Weight; D012997:Solvents / Q000737:chemistry*; D013057:Spectrum Analysis
D000473:Alkanes; D005466:Fluorocarbons; D005609:Free Radicals; D012997:Solvents; D002244:Carbon; D006859:Hydrogen; D008094:Lithium; C015531:tetrafluoroethylene