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*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

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
Publication statusPublished - 19 Sept 2022

Keywords

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

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Fields of Expertise

  • Advanced Materials Science

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