Towards crystal engineering of solid-state polymerization in dibromothiophenes?

Journal of Materials Chemistry Pub Date: 2009-06-10 DOI: 10.1039/B822997J

Abstract

Three new dibromothiophene monomers for solid-state polymerization have been synthesized and their solid-state structure was studied by X-ray crystallography. The substituents in the thiophene ring are introduced to induce an anti-orientation of the monomer to resemble the s-trans structure of the polythiophene. The details of the solid-state packing of the new monomers are compared to those of the previously studied 2,5-dibromo(3,4-ethylenedioxythiophene) and related to their reactivity and to the conductivity of the resulting polymers. The same polymers have also been prepared by electrooxidative polymerization on the surface of an electrode.

Graphical abstract: Towards crystal engineering of solid-state polymerization in dibromothiophenes
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