Ultrastable tetraphenyl-<i>p</i>-phenylenediamine-based covalent organic frameworks as platforms for high-performance electrochemical supercapacitors

EL‐Mahdy, Ahmed F. M.; Mohamed, Mohamed Gamal; Mansoure, Tharwat Hassan; Yu, Hsiao‐hua; Chen, Tao; Kuo, Shiao‐Wei

doi:10.1039/c9cc08107k

Cited by 85 publications

(47 citation statements)

References 31 publications

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“…Open (Figure 5a). 30 WBDT shows two redox couples as well, the first at 0.62 V and the second at 0.97 V vs.…”

Section: Chemical Science Accepted Manuscriptmentioning

confidence: 99%

“…27 The doping of this motif through oxidation is a well-studied feature, and the hereby generated radical cations show promising stability as conductive organic materials for charge transport or storage. [28][29][30] Organic salts based on TMPD as the electron donor and tetracyanoquinodimethane (TCNQ) as the electron acceptor show high electrical conductivities. 31 Herein, we demonstrate that the Wurster motif can be embedded into different COFs, defined by using two different linear linker molecules.…”

Section: Wurster-type Compounds Are Electron-rich Molecules Derived Fmentioning

confidence: 99%

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Highly conducting Wurster-type twisted covalent organic frameworks

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“…Open (Figure 5a). 30 WBDT shows two redox couples as well, the first at 0.62 V and the second at 0.97 V vs.…”

Section: Chemical Science Accepted Manuscriptmentioning

confidence: 99%

Section: Wurster-type Compounds Are Electron-rich Molecules Derived Fmentioning

confidence: 99%

Highly conducting Wurster-type twisted covalent organic frameworks

et al. 2020

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“…prepared capacitors composed of TPPDA-TPPyr and TPPDA-TPTPE COFs. [76] Although the reports on COFs for EDLC application are still rare, the appropriate intrinsic characteristics of COFs make us optimistic that this application will be rapidly developed.…”

Section: Electrochemical Double-layer Capacitorsmentioning

confidence: 99%

Electroactive Covalent Organic Frameworks: Design, Synthesis, and Applications

2020

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have been employed as promising electrochemical double-layer capacitor (EDLC) electrodes [34] and electrical conductors. [35] In the field of batteries, electrocatalysis, and fuel cells, COFs have also appeared recently. [36-38] In this review article, the recent progress in the design and synthesis of electroactive COFs and their applications in the fields of electrochemical energy storages (EES), electrochemical energy conversions and electrocatalysis are overviewed. Their performances as capacitor, battery, conductor, fuel cell, and electrocatalysis are discussed. Furthermore, the perspectives on developing electroactive COFs as future smart materials for energy storage and conversion are provided. 2. Design Principles of Electroactive COFs To enable COFs to conduct both ions and electrical charges or store electrochemical energy in capacitors and batteries requires the specific design of electroactive sites within the structure. Similarly, to execute electrocatalytic phenomena in the key electrochemical reactions (e.g., ORR, OER, and HER), COF-based electrocatalysts should possess catalytic sites that are able to undertake efficient catalytic processes and avoid overpotential. [39] Thus, careful design of electroactive COFs with abundant accessible active sites, long-term durability, and if possible, low-cost and greener technologies is pivotal. The design of electroactive COFs has been performed in various strategies. These strategies include preparing COFs with high surface areas and accessible active surfaces, incorporating electroactive sites (e.g., electron-rich species and metals) in their frameworks, and hybridizing COFs with other electroactive components to enhance their electroactivity. To make these more practical, we provide a scheme (Scheme 1) to describe how electroactive COFs were designed so far and further discuss them in the following subsections. 2.1. Electroactive Bulk and Exfoliated COFs The accessible surface areas and active sites in porous materials influence their activities. Therefore, bulk and exfoliated COFs have been prepared to improve the accessibility toward their electroactive sites (Scheme 1a). COFs have been widely prepared as bulk crystalline powder and employed in various applications. [40-43] Meanwhile, efforts in the development of bulk COFs with controlled pore size and to drive for more accessibility of the active sites were reported. For example, Jiang and co-workers prepared a high-surface-area mesoporous 2D imide-linked D TP-A NDI-COF with a pore size of 5.06 nm for the construction of Li-ion battery electrode. [44] Li and co-workers reported another 2D imide-linked PIBN-based COF with a pore size of 1.4 nm for a similar application. [45] These two electroactive COFs with distinct porosity exhibited remarkable and unique performances in the field of battery. In addition, COFs have also been prepared as bulk thin films or membranes. For example, Halder et al. synthesized flexible, self-standing, and chemically stable thick sheet (≈200 µm) TpOMe-DAQ film (where TpOMe ...

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“…[23][24][25][26][27] COFs have attracted considerable interest for their use in such applications as gas storage, adsorption, energy storage, separation, semiconducting materials, and catalysis, due to their low densities and π-stacked architectures. [28][29][30][31][32][33][34][35][36][37][38][39][40] Reversibility in the formation of covalent bonds during their network-forming reactions confers self-healing capacity to COFs, allowing repair of any structural defects and promoting the reorganization of their frameworks to provide long-range order and crystallinity. [41] Herein, we report the syntheses of two ultrastable luminescent 2D COFs-PyTA-BC and PyTA-BC-Ph-having high Brunauer-Emmett-Teller (BET) surface areas (up to 1445 m 2 g −1 ), through Schiff base formation under solvothermal conditions from 4,4′,4″,4′″-pyrene-1,3,6,8-tetrayl)tetraaniline (PyTA-4NH 2 ) and two tetraformyl carbazole species having different conjugation lengths: 3,3′,6,6′-tetraformyl-9,9′-bicarbazole (BC-4CHO) and 4,4′,4″,4′″-([9,9´-bicarbazole]-3,3′,6,6′-tetrayl) tetrabenzaldehyde (BC-Ph-4CHO), respectively (Figure 1a,b).…”

Section: Introductionmentioning

confidence: 99%

Dual‐Function Fluorescent Covalent Organic Frameworks: HCl Sensing and Photocatalytic H₂ Evolution from Water

EL‐Mahdy

Elewa

Huang

et al. 2020

Advanced Optical Materials

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Two ultrastable luminescent covalent organic frameworks (COFs), PyTA‐BC and PyTA‐BC‐Ph, are synthesized through polycondensations of 4,4′,4″,4′″‐pyrene‐1,3,6,8‐tetrayl)tetraaniline (PyTA‐4NH2) with two carbazole‐based derivatives having different degrees of conjugation. The PyTA‐BC and PyTA‐BC‐Ph COFs exhibit ultrahigh thermal stabilities (up to 421 °C), excellent crystallinity, and high Brunauer–Emmett–Teller surface areas (up to 1445 m2 g−1). These COFs display strong fluorescence emissions in various solvents, with their emission maxima gradually red‐shifting upon increasing the polarity of the solvent (solvatochromism). Upon exposure to HCl, they respond very rapidly and sensitively in terms of changing their colors and fluorescence emission maxima. In the presence of a sacrificial electron donor, these COFs mediate the highly efficient photocatalytic evolution of H2 from water. In the absence of a noble metal cocatalyst, the COFs and ascorbic acid provide a photocatalytic H2 production of up to 1183 µmol g−1 h−1 (λ ≥ 420 nm); this value is the highest reported to date for a COF. Such COFs appear to be potentially useful as chemosensors for the naked‐eye and sensitive spectroscopic detection of HCl and as cocatalysts for the sustainable photocatalytic production of H2 from water.

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Ultrastable tetraphenyl-p-phenylenediamine-based covalent organic frameworks as platforms for high-performance electrochemical supercapacitors

Abstract: In this study we synthesized two tetraphenyl-p-phenylenediamine-based covalent organic frameworks (TPPDA-TPPyr and TPPDA-TPTPE COFs) for potential use in high-performance electrochemical supercapacitors.

Cited by 85 publications

References 31 publications

Highly conducting Wurster-type twisted covalent organic frameworks

Highly conducting Wurster-type twisted covalent organic frameworks

Electroactive Covalent Organic Frameworks: Design, Synthesis, and Applications

Dual‐Function Fluorescent Covalent Organic Frameworks: HCl Sensing and Photocatalytic H₂ Evolution from Water

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Ultrastable tetraphenyl-p-phenylenediamine-based covalent organic frameworks as platforms for high-performance electrochemical supercapacitors

Abstract: In this study we synthesized two tetraphenyl-p-phenylenediamine-based covalent organic frameworks (TPPDA-TPPyr and TPPDA-TPTPE COFs) for potential use in high-performance electrochemical supercapacitors.

Cited by 85 publications

References 31 publications

Highly conducting Wurster-type twisted covalent organic frameworks

Highly conducting Wurster-type twisted covalent organic frameworks

Electroactive Covalent Organic Frameworks: Design, Synthesis, and Applications

Dual‐Function Fluorescent Covalent Organic Frameworks: HCl Sensing and Photocatalytic H2 Evolution from Water

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Product

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Dual‐Function Fluorescent Covalent Organic Frameworks: HCl Sensing and Photocatalytic H₂ Evolution from Water