Synthesis and characterization of fluorinated aryl ethers prepared from decafluorobiphenyl

Highly Fluorinated Poly(arylene ether ketone) Prepared by a CaH2‐Mediated Polycondensation Reaction

“…Initial work in our laboratory has shown that this side reaction produces a certain amount of branched and cross-linked structures in the final product when the conventional reaction conditions were used. [4][5][6][7][8][9] Even under mild reaction conditions (i.e., at 113 8C) when molecular sieves were used to dehydrate the solution, a shoulder peak associated with branched structures was observed in the GPC curves of the final products. [3,13] In addition, it was also noted that molecular weights obtained were always lower than the designed values due to this side reaction upsetting the Summary: A new reaction procedure has been developed for the polycondensation of hexafluorobisphenol A (6F-BPA) with bis(pentafluorophenyl) ketone (BPK) in dimethylacetamide (DMAc).…”

“…[14,15] The use of a highly polar solvent induces a higher polarity to BPK and, thereby, selectively promotes the reactivity of the para-fluorines. However, under these conventional reaction conditions with the use of K 2 CO 3 , [5][6][7] water is produced during the reaction and has to be removed due to the potential hydrolysis of the polymer. [16] Therefore, a low boiling, non-polar co-solvent such as toluene has been introduced into the reaction medium to facilitate the removal of water by azeotropic distillation [5][6][7] or by refluxing.…”

“…However, under these conventional reaction conditions with the use of K 2 CO 3 , [5][6][7] water is produced during the reaction and has to be removed due to the potential hydrolysis of the polymer. [16] Therefore, a low boiling, non-polar co-solvent such as toluene has been introduced into the reaction medium to facilitate the removal of water by azeotropic distillation [5][6][7] or by refluxing. [3,13] Unfortunately, this approach reduces the polarity of the polymerization medium and results in a lower selectivity of the reaction.…”

“…Fluorinated poly(arylene ether ketone)s (FPAEK) [1][2][3][4][5] are conventionally prepared by the polycondensation of the phenol groups of hexafluorobisphenol A (6F-BPA) with para-fluorines of bis(pentafluorophenyl) ketone (BPK) using a nucleophilic aromatic substitution reaction (S N Ar), [6][7][8][9][10] which has been traditionally used for the preparation of nonfluorinated poly(arylene ether)s. [11,12] The major problem of this reaction when applied to the preparation of FPAEK is the high tendency of a side reaction at the ortho-fluorines of BPK, [3,4] which are activated by the strong electronwithdrawing effect of the ketone group. [10] This side reaction leads to the formation of branched and eventually crosslinked structures.…”

Methylated and Trifluoromethylated Poly(aryl ethers)

“…To meet the demands, the aromatic polymers with fluoro, trifluoro, adamantyl, and fluorenyl groups have been successfully prepared. [7][8][9][10][11] Fluorinated polymers have been widely utilized for special applications because of their unique characteristics. Optical waveguides, microelectronic devices, lowenergy surfaces, and gas-separation membrances are just a few uses among the various applications.…”