SYNTHESIS AND POLYMERIZATION OF 2,5-DISUBSTITUTED PHENYLACETYLENES CONTAINING TRIFLUOROMETHYL GROUPS

Article abstract of DOI:10.1016/S0022-1139(00)81635-8

Four phenylacetylenes (2-R²-5-R⁵-C6H3C<*>CH : 1a R²=R⁵=CF3; 1b R²=CF3, R⁵=CH3; 1c R²=CH3, R⁵=CF3; 1d R²=R⁵=CH3) were synthesized via lithio compounds or Grignard reagent.Bromo(methyl)benzotrifluorides, the precursors for the lithio compounds, were prepared by the fluorination of the corresponding benzoic acids with sulfur tetrafluoride.Polymerization using transition metal catalysts provided polyacetylenes in high yields for all the monomers, while the yields of γ-ray induced polymerization depended on the monomers.The molecular weights of polyacetylenes have a positive correlation with the yields for all the polymerizations.The substituent effects on the molecular weights and tehrmal stabilities of polymers obtained were discussed.