Novel Fluorine-containing Poly(aryl ether amide)s derived from 2,3,4,5,6-Pentafluorobenzoic Acid

Fluorinated poly(aryl thioether)s and poly(aryl sulfone)s derived from 2,3,4,5,6‐pentafluorobenzoic acid

“…Fluorinated poly(aryl ether)s containing 2,3,5,6‐tetrafluoro‐1,4‐phenylene moiety had been prepared by the nucleophilic aromatic substitution reactions of 1a–c and various bisphenoxides in the presence of potassium carbonate at low temperature 5–7. In the preparation of poly(aryl ether)s, the polymerization temperature and time were of importance to prepare the linear polymers and avoid the crosslinking reaction at ortho positions of aryl fluorides.…”

“…Potassium carbonate was used to convert the TBT into the more reactive thiophenoxide. On the basis of the preparation of fluorinated poly(aryl ether)s,5–7 the polymerization of 1a with TBT was carried out at 80°C. The crosslinking reaction occurred rapidly and insoluble gels were formed.…”

“…4,4′‐Thiobisbenzenthiol (TBT) was obtained from Aldrich (St. Louis, MO) and purified by recrystallization from methanol. 2,5‐Bis(2,3,4,5,6‐pentafluorophenyl)‐1,3,4‐oxadiazole ( 1a ),16, 17 4,4′‐bis(2,3, 4,5,6‐pentafluorobenzoyl)diphenyl ( 1b ),5 and 1,4‐bis (2,3,4,5,6‐pentafluorobenzamido)benzene ( 1c )6 were synthesized from PFBA according to the literature procedures. N,N ‐Dimethylformamide (DMF) and 1‐methy‐2‐pyrrolidinone (NMP) were purchased from Aldrich.…”

“…Many types of the fluorinated aromatic polymers have been synthesized as high‐performance materials for optical and microelectronics devices, aerospace application, gas separation membranes 1–4. Fluorinated aromatic polymers containing 2,3,5,6‐tetrafluoro‐1,4‐phenylene moiety had been prepared from 2,3,4,5,6‐pentafluorobenzoic acid (PFBA), such as poly(aryl ether ketone)s,5 poly (aryl ether amide)s,6 and poly(aryl ether oxadiazole)s 7. The obtained polymers showed excellent solubility into less polar solvents such as toluene and chloroform, and could be cast into tough transparent films.…”