Abstract
A wholly aromatic polyketone containing 2,2′-dimethoxy-1,1′-binaphthylylene moiety was successfully synthesized via electrophilic aromatic aroylation polycondensation with the aid of trifluoromethanesulfonic acid (TfOH) or phosphorus(V) oxide–methanesulfonic acid mixture (P 2O 5–MsOH). The polycondensation reactions employing two sets of monomers of opposite combination that should afford the same structure of repeating unit showed distinct results. The polycondensation employing 2,2′-dimethoxy-1,1′-binaphthyl ( 4) as the acyl-acceptant monomer proceeded to give medium-molecular-weight polymer. The polymer synthesis via transformation of biaryl 4 into the corresponding acyl-donor monomer 12 followed by polycondensation with 2,2′-dimethoxybiphenyl ( 1) predominated the procedure of direct usage of biaryl 4 as the acyl-acceptant monomer. Acyl-acceptant monomer has been demonstrated to play a more crucial role in determination of polymerizability than acyl-donor one.
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