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Two isomeric polymers, which contain meta - or para -phenylene linkages between conducting segments, have been synthesized and compared by electrochemical methods. The nonconjugated poly(1,5-diacetoxy- m -phenylene tetrathienylene) (PMPT-OAc) showed similar electroactivity to the para -isomer, poly(2,5-diacetoxy- p -phenylene tetrathienylene) (PPPT-OAc), in the cyclic voltammetry and in-situ conductivity measurements. Spectroelectrochemistry showed a similar buildup of sub-band-gap electronic transitions. Deacetylation of the polymers was performed successfully by reaction with hydrazine, producing PMPT-OH and PPPT-OH. Both phenol-substituted polymers exhibited greater electroactivity than the acetoxy-substituted polymers. In addition, the phenol substituents were found to lower the “turn-on” potential in the conductivity−potential profile for PMPT-OH, but not for PPPT-OH. An alkoxy-substituted PMPT-OMe shows electroactivity similar to that of PMPT-OAc in the cyclic voltammetry, in-situ conductivity, and spectroelectrochemistry.
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Song et al. (2005) studied this question.
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