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Supramolecular Chalcogen-Bonded Semiconducting Nanoribbons at Work in Lighting Devices

  • Deborah Romito
  • , Elisa Fresta
  • , Luca M. Cavinato
  • , Hanspeter Kählig
  • , Heinz Amenitsch
  • , Laura Caputo
  • , Yusheng Chen
  • , Paolo Samorì
  • , Jean Christophe Charlier
  • , Rubén D. Costa
  • , Davide Bonifazi

Research output: Contribution to journalArticlepeer-review

28 Scopus citations

Abstract

This work describes the design and synthesis of a π-conjugated telluro[3,2-β][1]-tellurophene-based synthon that, embodying pyridyl and haloaryl chalcogen-bonding acceptors, self-assembles into nanoribbons through chalcogen bonds. The ribbons π-stack in a multi-layered architecture both in single crystals and thin films. Theoretical studies of the electronic states of chalcogen-bonded material showed the presence of a local charge density between Te and N atoms. OTFT-based charge transport measurements showed hole-transport properties for this material. Its integration as a p-type semiconductor in multi-layered CuI-based light-emitting electrochemical cells (LECs) led to a 10-fold increase in stability (38 h vs. 3 h) compared to single-layered devices. Finally, using the reference tellurotellurophene congener bearing a C−H group instead of the pyridyl N atom, a herringbone solid-state assembly is formed without charge transport features, resulting in LECs with poor stabilities (<1 h).

Original languageEnglish
Article numbere202202137
JournalAngewandte Chemie - International Edition
Volume61
Issue number38
DOIs
StatePublished - 19 Sep 2022

Keywords

  • Chalcogen Bond
  • Crystal Engineering
  • Organic Semiconductor
  • Supramolecular Architectures

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