Many electronic devices rely on organic (macro)molecules to adopt <i>polyene</i>-like quinoidal structures under operationally-relevant scenarios, a phenomenon that occurs by breaking the aromaticity of the repeat units. As such, enhancing the <i>polyene</i>-character of a material by introducing non-aromatic π-conjugated constituents into the system is considered a promising approach to promote quinoid formation. This presentation will disclose the results of a comparative analysis encompassing poly(phenylene), poly(3-hexylthiophene), and poly(fluorene)-based copolymers bearing alternating thiophene (PPT, P3HTT, and PFT) and 5,5-dimethylcyclopentadiene co-repeat units (PPCp, P3HTCp, PFCp). Details examining how the identity of the latter manipulates the optical absorption, photoluminescence, thermal properties, (spectro)electrochemistry, and atmospheric stability of these systems will be discussed.

Cyclopentadiene-containing π-conjugated macromolecules: Structure/property correlations and comparisons to their aromatic congeners

251st National Meeting (2016)

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