Synthesis of Ionic Vinylene‐Linked Covalent Organic Frameworks through Quaternization‐Activated Knoevenagel Condensation

Meng, Fancheng; Bi, Shuai; Sun, Zuo‐Bang; Jiang, Biao; Wu, Dongqing; Chen, Jie‐Sheng; Zhang, Fan

doi:10.1002/anie.202104375

Cited by 116 publications

(114 citation statements)

References 84 publications

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“…10 COFs present a remarkable kind of porous crystalline polymer materials that are composed of organic building units through covalent bonds. 11,12 With a well-dened pore structure, promising stabilities and fascinating opto-electronic properties, 13 COFs had shown enormous potential for application in various elds including gas adsorption 14 and separation, 15 sensing, [16][17][18][19] biomedicine, 20,21 energy storage, 22,23 optoelectronics, [24][25][26] and catalysis. [27][28][29][30] Particularly, due to the regular pore structure, considerable stability and extended p-conjugated framework, COFs hold much potential for photocatalysis.…”

Section: Introductionmentioning

confidence: 99%

Facile construction of olefin-linked covalent organic frameworks for enhanced photocatalytic organic transformation via wall surface engineering

et al. 2022

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Section: Introductionmentioning

confidence: 99%

Facile construction of olefin-linked covalent organic frameworks for enhanced photocatalytic organic transformation via wall surface engineering

et al. 2022

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“…[20] Bottom-up synthesis of ionic COFs is an alternative route based on the predesigned charged building blocks, while only a few examples have been reported so far. [21][22][23] To expand diversity, exploration of ionic linkages formed in the condensation of neutral monomers is desirable while still to be well explored. [24,25] Squaraines (SQs) are a class of organic dyes with a unique resonance-stabilized zwitterionic structure.…”

mentioning

confidence: 99%

Multivariate Synthetic Strategy for Improving Crystallinity of Zwitterionic Squaraine‐Linked Covalent Organic Frameworks with Enhanced Photothermal Performance

Ding

Zhou

Weng

et al. 2022

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Two‐dimensional covalent organic frameworks (2D COFs) offer a designable platform to explore porous polyelectrolyte frameworks with periodic ionic skeletons and uniform pore channels. However, the crystallinity of ionized 2D COF is often far from satisfactory as the electrostatic assembly of structures impedes the ordered layered arrangement. Here, a multivariate synthetic strategy to synthesize a highly crystalline squaraine (SQ)‐linked zwitterionic 2D COF is proved. A neutral aldehyde monomer copolymerizes with squaric acid (SA) and amines in a controlled manner, resulting in the ionized COF with linkage heterogeneity in one tetragonal framework. Thus, the zwitterions of SQ are spatially isolated to minimize the electrostatic interaction and maintain the highly ordered layered stacking. With the addition of 85%–90% SA (relative to a total of aldehydes and SA), a fully SQ‐linked zwitterionic 2D COF is achieved by the in‐situ conversion of imine to SQ linkages. Such a highly crystalline SQ‐linked COF promotes absorptivity in a full spectrum and photothermal conversion performances, and in turn, it exhibits enhanced solar‐to‐vapor generation with an efficiency of as high as 92.19%. These results suggest that synthetically regulating charge distribution is desirable to constitute a family of new crystalline polyelectrolyte frameworks.

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“…[3,22,23,[44][45][46][47][48][49][120][121][122][123][124][125][126][127][128][129][130] Moreover, the emerging ion-conducting COFs with excellent ionic conductivity and high cation transfer number can reduce the battery polarization and improve the charging/discharging kinetics of electrodes. [131][132][133][134][135][136][137][138][139][140][141][142][143] The distinctive directional selectivity of ionic conduction in COFs is obviously different from the typical inorganic solid conductors and polymer conductors, so that COFs are suitable for diverse battery applications, including lithium-ion, lithiumsulfur, sodium-ion, [209][210][211][212][213][214] potassium-ion, [215][216][217][218][219] lithium-CO 2 , [220]…”

Section: Applications Of Ion-conducting Cof In Rechargeable Batteriesmentioning

confidence: 99%

“…[ 3,22,23,44–49,120–130 ] Moreover, the emerging ion‐conducting COFs with excellent ionic conductivity and high cation transfer number can reduce the battery polarization and improve the charging/discharging kinetics of electrodes. [ 131–143 ] The distinctive directional selectivity of ionic conduction in COFs is obviously different from the typical inorganic solid conductors and polymer conductors, so that COFs are suitable for diverse battery applications, including lithium‐ion, [ 144–166 ] lithium–sulfur, [ 167–208 ] sodium‐ion, [ 209–214 ] potassium‐ion, [ 215–219 ] lithium–CO 2 , [ 220–223 ] zinc‐ion, [ 224–230 ] zinc–air batteries, [ 231–234 ] etc. In this section, the traditional classification method of battery types is replaced by the classification according to the components among the dif...…”

Section: Applications Of Ion‐conducting Cof In Rechargeable Batteriesmentioning

confidence: 99%

Covalent Organic Framework for Rechargeable Batteries: Mechanisms and Properties of Ionic Conduction

Cao

Wang

et al. 2022

Advanced Energy Materials

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The ionic conduction plays an important role in the charging/discharging kinetics in rechargeable batteries, mainly including the steps of diffusion in the electrodes, transport in the electrolytes, and permeation through the electrode/electrolyte interphases. [8][9][10] Generally, the ionic transport is a critical control step in the electrochemical reactions, because it is much slower kinetics than electron transport. [8,11] Thus, regulating the ion-transport behavior is very vital to achieve fast-charging secondary batteries. [6,12] Mechanism exploration and novel material design become two important strategies to tackle the sluggish ionconduction kinetics. [13][14][15][16][17] In the secondary battery, the environment of ionic conduction can be roughly divided into liquid electrolytes and solid conductors. The ionic diffusion in the liquid electrolytes can be very fast. However, the flammability of organic solvents and the instability of salts (such as LiPF 6 ) at elevated temperature limit its commercial application. [18,19] The solid conductor is a safer choice to replace the current liquid electrolyte, but still suffers a serious impediment of low ionic conductivity. [20,21] Recently, covalent organic frameworks (COFs), an emerging type of crystalline porous materials, are considered to be a potential solid conductor. [22,23] Depending on the topological establishment of building blocks, COFs are classified into 2D COFs and 3D COFs. Unless otherwise noted, the COFs in this review specifically refer to 2D COFs. 2D COFs typically crystallize as stacked sheets through the π-π interaction between adjacent monolayers, meanwhile the organic units are connected by the covalent bond to form reticular framework with periodic channel structure. [24][25][26][27] Based on the nature of synthetic reactions, COFs have been synthesized with boroxine, boronate ester, borosilicate, triazine, imine, hydrazone, borazine, imide, spiroborate, amide linkages, etc. [24,25] In addition, based on the symmetry of the monomers, COFs can be designed in various topologies, such as tetragonal, hexagonal, rhombic, and trigonal. [24,25] Over the recent decades, a variety of synthetic approaches have been developed to prepare COFs, such as solvothermal synthesis, microwave synthesis, ionothermal synthesis, mechanochemical synthesis, and interfacial synthesis. [24,25] Among them, the solvothermal synthesis under a sealed vessel with a suitable temperature can produce highly crystalline COFs, but this method always needs a long Ionic conduction plays a critical role in the process of electrode reactions and the charge transfer kinetics in a rechargeable battery. Covalent organic frameworks (COFs) have emerged as an exciting new class of ionic conductors, and have made great progress in terms of their application in rechargeable batteries. The unique features of COFs, such as well-defined directional channels, functional diversity, and structural robustness, endow COF-based conductors with a low ionic diffusion energy barrier and excellent t...

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Synthesis of Ionic Vinylene‐Linked Covalent Organic Frameworks through Quaternization‐Activated Knoevenagel Condensation

Cited by 116 publications

References 84 publications

Facile construction of olefin-linked covalent organic frameworks for enhanced photocatalytic organic transformation via wall surface engineering

Facile construction of olefin-linked covalent organic frameworks for enhanced photocatalytic organic transformation via wall surface engineering

Multivariate Synthetic Strategy for Improving Crystallinity of Zwitterionic Squaraine‐Linked Covalent Organic Frameworks with Enhanced Photothermal Performance

Covalent Organic Framework for Rechargeable Batteries: Mechanisms and Properties of Ionic Conduction

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