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1,2,2‐Trifluorovinyl phenyl ether and 2,3,4,5,6‐pentafluorophenyl 1,2,2‐trifluorovinyl ether and their polymers
Author(s) -
Pummer Walter J.,
Wall Leo A.
Publication year - 1963
Publication title -
polymer engineering and science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.503
H-Index - 111
eISSN - 1548-2634
pISSN - 0032-3888
DOI - 10.1002/pen.760030310
Subject(s) - ether , monomer , tetrafluoroethylene , nucleophile , polymer chemistry , boron trifluoride , polymerization , polymer , materials science , anhydrous , chemistry , organic chemistry , copolymer , catalysis
1,2,2,‐Trifluorovinyl phenyl ether and 2,3,4,5,6,‐pentafluorophenyl 1,2,2‐trifluorovinyl ethers have been prepared, and the nucleophilic reactions of the phenoxide and 2,3,4,5‐pentafluorophenoxide salts with tetrafluoroethylene have been investigated. In general, it is some‐what difficult to control the reaction so as to produce the desired olefinic monomer. Under truly anhydrous conditions and when other sources of active protons are avoided, the olefin is the chief product if excess tetrafluoroethylene is used. The monomer produced is very reactive with phenoxide ions, and the diphenoxyolefins are the chief secondary products. Both monomers failed to polymerize under normal, free radical conditions. With boron trifluoride an oily material was obtained from the trifluorovinyl phenyl ether. High pressure and gamma rays converted both monomers into polymers.