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Impact of Chirality on Hydrogen-Bonded Supramolecular Assemblies and Photoconductivity of Diketopyrrolopyrrole Derivatives. | LitMetric

AI Article Synopsis

  • * The study analyzes chiral and achiral thiophene-capped diketopyrrolopyrrole derivatives, focusing on how their spacing and hydrogen-bonding stability affect aggregation and optoelectronic characteristics.
  • * Results from spectroscopy, microscopy, and a microwave technique reveal that hydrogen bonding significantly influences the molecular packing and intrinsic charge carrier mobility, highlighting differences between chiral and achiral compounds.

Article Abstract

Hydrogen bonds can efficiently guide the self-assembly of organic materials, enabling to tune the properties of the aggregation processes. In the case of π-conjugated materials, several parameters such as temperature, concentration and solvent can be used to modify the aggregation state while tuning the optoelectronic properties. Chirality can be included within the impacting parameters due to the differences in molecular packing. Here, chiral and achiral thiophene-capped diketopyrrolopyrrole derivatives were designed and synthesized containing amide bonds, with the aim to study the interplay between chiral assemblies and their stabilization through hydrogen-bonding. Differences in aggregation properties were observed with spectroscopy and microscopy, and a contactless microwave-based technique was used to study their intrinsic charge carrier mobility. The positive role of hydrogen-bonding has been highlighted and the differences between chiral and achiral compounds have been elucidated.

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Source
http://dx.doi.org/10.1002/chem.202001540DOI Listing

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