Harnessing Intramolecular Chalcogen-Chalcogen Bonding in Merocyanines for Utilization in High-Efficiency Photon-to-Current Conversion Optoelectronics

Hyeong Ju Kim, In Sun Jung, Seyoung Jung, Dongmin Kim, Daiki Minami, Sunjung Byun, Taejin Choi, Jisoo Shin, Sungyoung Yun, Chul Joon Heo, Kyung Bae Park, Soo Young Park, Seon Jeong Lim, Hyo Sug Lee, Byoungki Choi

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

A novel series of donor (D)-π-acceptor (A) merocyanine molecules harnessed with intramolecular chalcogen bonding (ChaB) is designed, synthesized, and characterized. ChaB comprises periodic chalcogen atoms, S, Se, and Te, and a neighboring oxygen atom of a carbonyl moiety. Compared to the D-π-A merocyanine dye with nontraditional intramolecular hydrogen bonding, the novel molecules with an intramolecular ChaB exhibit remarkably smaller absorption spectral widths and higher absorption coefficients attributed to their cyanine-like characteristics approaching the resonance parameter (c2) ∼0.5; furthermore, they exhibit better thermal stabilities and electrical charge-carrier transport properties in films. These novel D-π-A merocyanines harnessed with intramolecular ChaB networks are successfully utilized in high-performance color-selective organic photon-to-current conversion optoelectronic devices with excellent thermal stabilities. This study reports that the unique intramolecular ChaB plays an essential role in locking the molecular conformation of merocyanine molecules and enhancing the optical, thermal, and optoelectronic properties of high-performance and high-efficiency organic photon-to-current conversion devices.

Original languageEnglish
Pages (from-to)4360-4370
Number of pages11
JournalACS applied materials & interfaces
Volume14
Issue number3
DOIs
Publication statusPublished - 2022 Jan 26

Keywords

  • chalcogen bonding
  • intramolecular interactions
  • narrow-band absorption
  • optoelectronics
  • organic photodiode

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