Covalent scrambling in porous polyarylthioethers through a stepwise SNAr for tunable bandgap and porosity.

Doyun Kim, Thien Si Nguyen, Hyejeong Lee, Bolormaa Bayarkhuu, Vepa Rozyyev, Jeehye Byun, Sheng Li, Cafer T. Yavuz

Research output: Contribution to journalArticlepeer-review

Abstract

Porous poly(aryl thioether)s offer stability and electronic tunability by robust sulfur-aryl conjugated architecture, but synthetic access is hindered due to limited control over the nucleophilic nature of sulfides and the air sensitivity of aromatic thiols. Here, we report a simple, one-pot, inexpensive, regioselective synthesis of highly porous poly(aryl thioether)s through polycondensation of perfluoroaromatic compounds with sodium sulfide. The unprecedented temperature-dependent para-directing formation of thioether linkages leads to a stepwise transition of the polymer extension into a network, thereby allowing fine control of the porosity and optical bandgaps. The obtained porous organic polymers with ultra-microporosity (
Original languageEnglish (US)
JournalAngewandte Chemie (International ed. in English)
DOIs
StatePublished - Apr 12 2023

Bibliographical note

KAUST Repository Item: Exported on 2023-04-14
Acknowledgements: This work was supported by the institutional program of KIST (2E32442), the National Research Foundation of Korea (NRF) Grant funded by the Korean government (MEST) (2021R1C1C1005774), and baseline funds from the King Abdullah University of Science and Technology (KAUST).

ASJC Scopus subject areas

  • General Chemistry
  • Catalysis

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