Rationally fabricating 3D porphyrinic covalent organic frameworks with scu topology as highly efficient photocatalysts

Jin, Fazheng; Lin, En; Wang, Tonghai; Yan, Dong; Yang, Yi; Chen, Yao; Cheng, Peng; Zhang, Zhenjie

doi:10.1016/j.chempr.2022.07.016

Cited by 73 publications

(58 citation statements)

References 56 publications

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“…Such interconnected structures endowed both COFs with much better chemical stability than traditional 2D COFs, which was similar to the reported NKCOF-25-X. 40 In addition, HRTEM (Talos F200X G2) images demonstrated the regular and porous structures of both NKCOFs. As shown in Figure 2d,e, the distinct spacing of the lattice fringe (∼1.1 nm) corresponded to the lattice planes of (040) in NKCOFs, further corroborating the accuracy of the simulated structures for both COFs.…”

Section: ■ Results and Discussionmentioning

confidence: 90%

“…Different from the common 2D COFs, NKCOF-36 and NKCOF-37 possessed interconnected structures in which the neatly arranged tetratopic amino layers were connected by benzene rings from DPTB-Me via covalent bonds (Figure S9). Such interconnected structures endowed both COFs with much better chemical stability than traditional 2D COFs, which was similar to the reported NKCOF-25-X . In addition, HRTEM (Talos F200X G2) images demonstrated the regular and porous structures of both NKCOFs.…”

Section: Resultsmentioning

confidence: 97%

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Rationally Fabricating Three-Dimensional Covalent Organic Frameworks for Propyne/Propylene Separation

et al. 2022

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Efficient propyne/propylene separation to obtain polymer-grade propylene is a crucial and challenging process in industrial production, but it has not yet been realized in the covalent organic framework (COF) field. Addressing this challenge, we synthesize two three-dimensional COF adsorbents via a [8 + 4] construction approach based on an octatopic aldehyde monomer. Upon using the continuous rotation electron diffraction technique and structural simulation, both COFs are successfully determined as rare flu topology. Various characterization techniques prove that both COFs exhibit high crystallinity, high porosity, and good stability. Attributed to their interconnected micropores and nonpolar pore environment, these COFs can efficiently remove trace amounts of propyne from the propyne/propylene (1/99, and 0.1/99.9, v/v) mixture to obtain high-purity propylene (>99.99%), validated by dynamic breakthrough experiments. This work paves a new avenue for propyne/propylene separation using COFs as highly efficient adsorbents.

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Section: ■ Results and Discussionmentioning

confidence: 90%

Section: Resultsmentioning

confidence: 97%

Rationally Fabricating Three-Dimensional Covalent Organic Frameworks for Propyne/Propylene Separation

et al. 2022

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“…Imines are a class of active intermediates that have good bactericidal activity; their pharmacological and biological activities have wide applications in the fields of medicine and biology . In order to further study the structure–property relationship of complexes 1 – 3 , we chose complex 1 as the model catalyst and benzylamine as the model substrate to optimize the reaction conditions (Table ).…”

Section: Resultsmentioning

confidence: 99%

Perylenediimide-Based Hybrid Materials for the Iodoperfluoroalkylation of Alkenes and Oxidative Coupling of Amines: Bay-Substituent-Mediated Photocatalytic Activity

Liu

Yin

et al. 2022

ACS Appl. Mater. Interfaces

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Inorganic−organic donor−acceptor hybrid compounds are an emerging class of multifunctional crystalline materials with well-defined structures built from semiconductive inorganic and organic components. Perylenediimides (PDIs) are a prominent class of electron-deficient organic dyes, which can undergo consecutive photoinduced electron transfers to generate doublet excitedstate radical anions for photoredox-inert chemical bonds. Thus, this is an excellent organic component for building hybrid materials to study the structure−property relationships in organic synthesis. In this context, three molecular structure modified PDI-based hybrid materials, (Me 4 -PDI) 2 •SiW 12 O 40 (1), (Me 4 -Cl 4 -PDI) 2 • SiW 12 O 40 (2), and (Me 4 -Br 2 -PDI) 1.5 •HSiW 12 O 40 (3), were studied. By the introduction of different substituent groups at the bay positions, these three hybrid materials were successfully fabricated to investigate the impact of substituent groups on the photocatalytic activity. As expected, all PDI-based hybrid materials easily underwent consecutive photoexcitation to obtain their excited-state radical anions. However, experimental and theoretical analyses showed that these obtained excited-state radical anions displayed unusual bay-substituent-group-dependent photocatalytic conversion activities for the iodoperfluoroalkylation of alkenes and oxidative coupling of amines. Higher conversion yields were obtained for complexes 1 and 3 (bay-unsubstituted and Br-substituted PDI hybrid materials, respectively), and lower conversion was observed for complex 2 (Cl-substituted PDI hybrid material), which is attributed to the excited-state SOMO-1 energies of the PDI radical anions. The structure−property relationship established in this work provides insights for the further exploration of baysubstituted PDI hybrid materials in other small-molecule photocatalytic transformations.

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“…After this article was available online in open access preprint archive, 58 a 3D COF with noninterpenetrated scu topology, NKCOF-25-H, constructed from the same strategy has been published. 59 Differing from NKCOF-25-H with non-interpenetrated scu topology, TUS-84 exhibits a two-fold interpenetrated scu net, denoted as scu-c (c for catenated), and different unit cell parameters from NKCOF-25-H. Of note, the simulated non-interpenetrated scu net X-ray diffraction (XRD) pattern did not accord with our experimental powder XRD (PXRD) pattern, while the two-fold interpenetrated scu net XRD showed great alignment with our observed PXRD pattern. This case is similar to the non-interpenetrated stp COF (JUC-564) 45 reported by Fang and co-workers and the 2-fold interpenetrated stp COF (Trip-COF 2) 60 reported by Zhao and co-workers, both of which were synthesized using the same building blocks.…”

Section: ■ Introductionmentioning

confidence: 99%

“…Herein, we report the first 3D COF with scu topology, namely, TUS-84, formed through the combination of a tetragonal prism (8-connected) node with a square planar (4-connected) node. After this article was available online in open access preprint archive, a 3D COF with non-interpenetrated scu topology, NKCOF-25-H, constructed from the same strategy has been published . Differing from NKCOF-25-H with non-interpenetrated scu topology, TUS-84 exhibits a two-fold interpenetrated scu net, denoted as scu-c (c for catenated), and different unit cell parameters from NKCOF-25-H. Of note, the simulated non-interpenetrated scu net X-ray diffraction (XRD) pattern did not accord with our experimental powder XRD (PXRD) pattern, while the two-fold interpenetrated scu net XRD showed great alignment with our observed PXRD pattern.…”

Section: Introductionmentioning

confidence: 99%

Three-Dimensional Covalent Organic Framework with scu-c Topology for Drug Delivery

Das

Sekine

Mabuchi

et al. 2022

ACS Appl. Mater. Interfaces

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Three-dimensional (3D) covalent organic frameworks (COFs) exemplify a new generation of crystalline extended solids with intriguing structures and unprecedented porosity. Notwithstanding substantial scope, the reticular synthesis of 3D COFs from pre-designed building units leading to new network topologies yet remains a demanding task owing to the shortage of 3D building units and inadequate reversibility of the linkages between the building units. In this work, by linking a tetragonal prism (8-connected) node with a square planar (4-connected) node, we report the first 3D COF with scu-c topology. The new COF, namely, TUS-84, features a two-fold interpenetrated structure with well-defined porosity and a Brunauer–Emmett–Teller surface area of 679 m2 g–1. In drug delivery applications, TUS-84 shows efficient drug loading and sustained release profile.

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Rationally fabricating 3D porphyrinic covalent organic frameworks with scu topology as highly efficient photocatalysts

Cited by 73 publications

References 56 publications

Rationally Fabricating Three-Dimensional Covalent Organic Frameworks for Propyne/Propylene Separation

Rationally Fabricating Three-Dimensional Covalent Organic Frameworks for Propyne/Propylene Separation

Perylenediimide-Based Hybrid Materials for the Iodoperfluoroalkylation of Alkenes and Oxidative Coupling of Amines: Bay-Substituent-Mediated Photocatalytic Activity

Three-Dimensional Covalent Organic Framework with scu-c Topology for Drug Delivery

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