Supramolecular Chalcogen-Bonded Semiconducting Nanoribbons at Work in Lighting Devices
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION(2022)
摘要
This work describes the design and synthesis of a pi-conjugated telluro[3,2-beta][1]-tellurophene-based synthon that, embodying pyridyl and haloaryl chalcogen-bonding acceptors, self-assembles into nanoribbons through chalcogen bonds. The ribbons pi-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 Cu-I-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).
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关键词
Chalcogen Bond,Crystal Engineering,Organic Semiconductor,Supramolecular Architectures
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