Regioselective polymerization of 3-(4-octylphenyl)thiophene with FeCl3

• We have shown that it is possible to regioselectively polymerize 3-(4-octylphenyl) thiophene with FeCl3. Adding FeCl3 slowly to the monomer leads to a soft and therefore regioselective polymerization. The head-to-tail content was determined by H-1 NMR to be 94 +/- 2%. Thin films of the polymer treated with chloroform vapor have an absorption maximum at 602 nm (2.06 eV) with clear vibronic fine structure. Free standing films have a conductivity of 4 S/cm, which is 100 times higher than for earlier prepared poly(3-(4-octylphenyl)thiophene). A mechanism for the regioregular polymerization is also proposed.

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