A Porous Crystalline Nitrone-Linked Covalent Organic Framework

Herein, we report the synthesis of a nitrone-linked covalent organic framework, COF-115, by combining N, N & PRIME;, N & PRIME;, N & PRIME;& PRIME;& PRIME;-(ethene-1, 1, 2, 2-tetrayltetrakis(benzene-4, 1-diyl))tetrakis(hydroxylamine) and terephthaladehyde via a polycondensation reaction. The formation of the nitrone functionality was confirmed by solid-state C-13 multi cross-polarization magic angle spinning NMR spectroscopy of the C-13-isotope-labeled COF-115 and Fourier-transform infrared spectroscopy. The permanent porosity of COF-115 was evaluated through low-pressure N-2, CO2, and H-2 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.

Automated summary

In this study, a nitrone-linked covalent organic framework, COF-115, was synthesized by polycondensation reaction of N, N', N'', N'''-(ethene-1,1,2,2-tetrayltetrakis(benzene-4,1-diyl))tetrakis(hydroxylamine) and terephthaladehyde. The formation of nitrone functionality was confirmed through spectroscopic analysis. The porous nature of COF-115 was evaluated through sorption experiments and showed potential for water harvesting and CO2 capture applications. Additionally, the photoinduced rearrangement of COF-115 to an associated amide-linked material was successfully demonstrated.