Synthesis and Properties of an N-Substituted Polypyrrole with Liquid Crystalline Moieties

Abstract

The synthesis and characterisation of a pyrrole monomer substituted at the Nposition with a liquid crystal group are reported. Polymerisation of this compound produced an infusible, soluble liquid crystalline semiconducting polymer. The sidechain of the polymer had a flexible spacer of nine methylene units, terminated by a mesogenic cyanobiphenyl group. All the new compounds were chemically characterised and some were found by hot-stage polarised optical microscopy to exhibit liquid crystal mesophases. The polymer was lightly doped p-type by iodine vapour, and its electrical conductivity was measured.

Pyrrole-Embedded Linear and Helical Graphene Nanoribbons

“…Conductivity values of up to 0.126 ± 0.004 S/cm were measured, which is 2−6 orders of magnitude higher than any N-substituted polypyrrole polymers reported to date. 54,57,58 Although these values are not as high as those obtained for other conjugated polymers, it shows that the planarization of the N-substituted polypyrrole backbone is an efficient strategy to improve its electronic properties.…”

“…The polymer was first oxidized with an excess of silver­(I) triflate (AgOTf) in chlorobenzene and deposited at 75 °C by drop-casting on a glass slide to form a film of 6 μm of thickness. Conductivity values of up to 0.126 ± 0.004 S/cm were measured, which is 2–6 orders of magnitude higher than any N-substituted polypyrrole polymers reported to date. ,, Although these values are not as high as those obtained for other conjugated polymers, it shows that the planarization of the N-substituted polypyrrole backbone is an efficient strategy to improve its electronic properties.…”