A Porous Crystalline Nitrone-Linked Covalent Organic Framework

Kurandina, Daria; Huang, Banruo; Xu, Wentao; Hanikel, Nikita; Darù, Andrea; Stroscio, Gautam D.; Wang, Kaiyu; Gagliardi, Laura; Toste, F. Dean; Yaghi, Omar M.

doi:10.1002/anie.202307674

A Porous Crystalline Nitrone-Linked Covalent Organic Framework

Journal Article · Thu Jul 13 00:00:00 EDT 2023 · Angewandte Chemie (International Edition)

DOI:https://doi.org/10.1002/anie.202307674· OSTI ID:2422608

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Univ. of California, Berkeley, CA (United States)
Univ. of Chicago, IL (United States)
Univ. of California, Berkeley, CA (United States); King Abdulaziz City for Science and Technology, Riyadh (Saudi Arabia)

Herein, we report the synthesis of a nitrone-linked covalent organic framework, COF-115, by combining N, N', N', N'''-(ethene-1, 1, 2, 2-tetrayltetrakis(benzene-4, 1-diyl))tetrakis(hydroxylamine) and terephthaladehyde via a polycondensation reaction. In this study, the formation of the nitrone functionality was confirmed by solid-state ¹³C multi cross-polarization magic angle spinning NMR spectroscopy of the ¹³C-isotope-labeled COF-115 and Fourier-transform infrared spectroscopy. The permanent porosity of COF-115 was evaluated through low-pressure N₂, CO₂, and H₂ sorption experiments. Water vapor and carbon dioxide sorption analysis of COF-115 and the isoreticular imine-linked COF indicated a superior potential of N-oxide-based porous materials for atmospheric water harvesting and CO₂ capture applications. Density functional theory calculations provided valuable insights into the difference between the adsorption properties of these COFs. Lastly, photoinduced rearrangement of COF-115 to the associated amide-linked material was successfully demonstrated.

View Accepted Manuscript (DOE)

Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division (CSGB); Defense Advanced Research Projects Agency (DARPA); National Science Foundation (NSF); National Institutes of Health (NIH)

Grant/Contract Number:: AC02-05CH11231

OSTI ID:: 2422608

Alternate ID(s):: OSTI ID: 1995557

Journal Information:: Angewandte Chemie (International Edition), Journal Name: Angewandte Chemie (International Edition) Journal Issue: 36 Vol. 62; ISSN 1433-7851

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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