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Chemical Structure| 1610471-69-6

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Xinbo Tong ;

Abstract: Covalent organic frameworks (COFs) are of deep interest in various applications due to their highly tunable architectures and porosities. COFs used as photocatalysts have great potential because they usually possess high surface areas for adsorption, tunable pore and surface functionalities, and various opto-electrical properties determined by the functional groups of building blocks. However, few examples of COFs have been successful in dealing with per- and polyfluoroalkyl substances (PFAS) due to the strong binding between fluorine and carbon atoms. The challenge is designing COFs that include electron-rich rings with a suitable pore size to absorb and degrade the contaminants. Herein, we demonstrate the novel synthesis of a series of COFs or amorphous porous organic polymers (APOP) with delocalized π-conjugated systems, followed by characterization and applications. First, we select a few monomers that contain electron-rich structures, such as pyrene and porphyrin groups, as predicted by band gap energy calculations. We then intentionally choose monomers with C-C triple bonds to combine and explore various solvent and reacting conditions. After the optimized conditions and reactants to form crystalline porous polymers have been found, we synthesize four different COFs and confirm their chemical structures and optical properties by characterizations. Finally, we explore the application of using these COFs as photocatalysts to absorb and photodegrade Perfluorooctanoic Acid (PFOA). Photodegradation experiment results indicate that the Porphyrin-COF has the highest efficiency for PFOA adsorption and degradation, with over 80% PFOA adsorbed and degraded within 3 hours of irradiation.

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Khalil, Safiya ; Meyer, Matthew D ; Alazmi, Abdullah ; Samani, Mohammad HK ; Huang, Po-Chun ; Barnes, Morgan , et al.

Abstract: Covalent organic frameworks (COFs) are crystalline, nanoporous materials of interest for various applications, but current COF synthetic routes lead to insoluble aggregates which precludes processing for practical implementation. Here, we report a COF synthesis method that produces a stable, homogeneous suspension of crystalline COF nanoparticles that enables the preparation of COF monoliths, membranes, and films using conventional solution processing techniques. Our approach involves the use of a polar solvent, di-acid catalyst, and slow reagent mixing procedure at elevated temperatures which altogether enable access to crystalline COF nanoparticle suspension that does not aggregate or precipitate when kept at elevated temperatures. On cooling, the suspension undergoes a thermoreversible gelation transition to produce crystalline and highly porous COF materials. We further show that the modified synthesis approach is compatible with various COF chemistries, including both large- and small-pore imine COFs, hydrazone-linked COFs, and COFs with rhombic and hexagonal topologies, and in each case, we demonstrate that the final product has excellent crystallinity and porosity. The final materials contain both micro- and macropores, and the total porosity can be tuned through variation of sample annealing. Dynamic light scattering measurements reveal the presence of COF nanoparticles that grow with time at room temperature, transitioning from a homogeneous suspension to a gel. Finally, we prepare imine COF membranes and measure their rejection of polyethylene glycol (PEG) polymers and oligomers, and these measurements exhibit size-dependent rejection and adsorption of PEG solutes. This work demonstrates a versatile processing strategy to create crystalline and porous COF materials using solution processing techniques and will greatly advance the development of COFs for various applications.

Keywords: covalent organic frameworks ; processing ; colloidal nanoparticles ; films ; membranes ; monoliths

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Product Details of [ 1610471-69-6 ]

CAS No. :1610471-69-6
Formula : C40H30N4
M.W : 566.69
SMILES Code : NC1=CC=C(C2=C(C3=C45)C=CC5=C(C6=CC=C(N)C=C6)C=C(C7=CC=C(N)C=C7)C4=CC=C3C(C8=CC=C(N)C=C8)=C2)C=C1
MDL No. :MFCD31700814
InChI Key :XDTZQQXBFDIDSL-UHFFFAOYSA-N
Pubchem ID :101573330

Safety of [ 1610471-69-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338
 

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