Highly Conductive Poly(phenylene thienylene)s: m -Phenylene Linkages Are Not Always Bad

TitleHighly Conductive Poly(phenylene thienylene)s: m -Phenylene Linkages Are Not Always Bad
Publication TypeJournal Article
Year of Publication2005
AuthorsSong, C, Swager, TM
Date Publishedmay
Keywordspolyphenylene polythiophene meta linkage prepn electroactivity acetoxy substituent

Two isomeric polymers, which contain meta- or para-phenylene linkages between conducting segments, were synthesized and compared by electrochem. 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 cond. measurements. Spectroelectrochem. 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 addn., the phenol substituents were found to lower the \"turn-on\" potential in the cond.-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 cond., and spectroelectrochem. [on SciFinder(R)]