Journal of Fluorine Chemistry p. 445 - 459 (1990)
Update date:2022-07-30
Topics:
Nishida, Masakazu
Fujii, Shozo
Aoki, Toshiki
Hayakawa, Yoshio
Muramatsu, Hiroshige
Morita, Tomohiko
Fluorination of thiophenedicarboxylic acid with sulfur tetrafluoride in the presence of anhydrous hydrogen fluoride provided mono and bis(trifluoromethyl)thiophenes in moderate yields.Ethynylthiophenes and ethynylfurans containing trifluoromethyl groups were prepared via 2,2-dichloro-1-fluorovinyl compounds.In polymerizations using transitions metal catalysts, 3-ethynylthiophenes gave polymers in high yields, which were soluble in THF and/or fluorocompounds, while 2-ethynylthiophenes polymerized in low yields.In γ-ray induced polymerization, only 2,5-bis(trifluoromethyl)-3-ethynylthiophene afforded the corresponding polymers.Thermal decomposition temperatures of polymers obtained increased by introduction of the trifluoromethyl groups as well as the methyl groups.
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