Engineering polymers with improved charge transport properties from bithiophene-containing polyamides

Bilal Özen, Nicolas Candau, Cansel Temiz, Ferdinand C. Grozema, Farzaneh Fadaei Tirani, Rosario Scopelliti, Jean Marc Chenal, Christopher J.G. Plummer, Holger Frauenrath

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Abstract

Polymer semiconductors show unique combinations of mechanical and optoelectronic properties that strongly depend on their microstructure and morphology. Here, we have used a model π-conjugated bithiophene repeat unit to incorporate optoelectronic functionality into an aliphatic polyamide backbone by solution-phase polycondensation. Intermolecular hydrogen bonding between the amide groups ensured stable short-range order in the form of lamellar crystalline domains in the resulting semiaromatic polyamides, which could be processed from the melt and exhibited structural and thermomechanical characteristics comparable with those of existing engineering polyamides. At the same time, however, pulse-radiolysis time-resolved microwave conductivity measurements indicated charge carrier mobilities that were an order of magnitude greater than previously observed in bithiophene-based materials. Our results hence provide a convincing demonstration of the potential of amide hydrogen bonding interactions for obtaining unique combinations of mechanical and optoelectronic properties in thermoplastic polymers.

Original languageEnglish
Pages (from-to)6281-6292
JournalJournal of Materials Chemistry C
Volume8
Issue number18
DOIs
Publication statusPublished - 2020

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    Özen, B., Candau, N., Temiz, C., Grozema, F. C., Fadaei Tirani, F., Scopelliti, R., Chenal, J. M., Plummer, C. J. G., & Frauenrath, H. (2020). Engineering polymers with improved charge transport properties from bithiophene-containing polyamides. Journal of Materials Chemistry C, 8(18), 6281-6292. https://doi.org/10.1039/c9tc06544j