TY - JOUR
T1 - Covalent scrambling in porous polyarylthioethers through a stepwise SNAr for tunable bandgap and porosity.
AU - Kim, Doyun
AU - Nguyen, Thien Si
AU - Lee, Hyejeong
AU - Bayarkhuu, Bolormaa
AU - Rozyyev, Vepa
AU - Byun, Jeehye
AU - Li, Sheng
AU - Yavuz, Cafer T.
N1 - 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).
PY - 2023/4/12
Y1 - 2023/4/12
N2 - 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 (
AB - 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 (
UR - http://hdl.handle.net/10754/691067
UR - https://onlinelibrary.wiley.com/doi/10.1002/anie.202304378
U2 - 10.1002/anie.202304378
DO - 10.1002/anie.202304378
M3 - Article
C2 - 37042423
SN - 1433-7851
JO - Angewandte Chemie (International ed. in English)
JF - Angewandte Chemie (International ed. in English)
ER -