Benzotrithiophene and triphenylamine based covalent organic frameworks as heterogeneous photocatalysts for benzimidazole synthesis

Luo, Bingcai; Chen, Ying; Zhang, Yubao; Huo, Jianqiang

doi:10.1016/j.jcat.2021.08.005

Cited by 35 publications

(26 citation statements)

References 45 publications

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“…In addition, the pairing of BTDDA and electron-rich units can lead to significant delocalization of charges within the conjugated framework molecule, and the resulting polymer exhibits a narrower band gap and enhanced light absorption in the near-infrared region. Our previous study 59 has shown that the benzotrithiophene (BTT) unit can be designed as an efficient COF photocatalyst and has good photosensitivity.…”

Section: Introductionmentioning

confidence: 99%

Photocatalytic conversion of arylboronic acids to phenols by a new 2D donor–acceptor covalent organic framework

et al. 2022

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Section: Introductionmentioning

confidence: 99%

Photocatalytic conversion of arylboronic acids to phenols by a new 2D donor–acceptor covalent organic framework

et al. 2022

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“…The photoactivity of the BDT-COF HODs was also demonstrated by impedance experiments comparing the device under illumination and in the dark (Figure 12d). The authors also reported a low dielectric constant for the COF films, assigned to the highly po- 13a), in which the TPA behaves as the electron donor of the coupling pair [39]. In this material, the piled structure corresponds to a totally eclipsed fashion where each BTT is located between two others.…”

Section: Functionalized Thiophenes As Building Blocksmentioning

confidence: 97%

“…This strategy allows to easily adjust the band gap, energy level and photoelectric performance of the framework. The BTT-TPA-COF has a narrow band gap with strong absorption in the spectral range between 200 nm to the near infrared (up to 800 nm, Figure 13b) [39]. Besides, the material is stable in a broad temperature (up to 300 • C) and pH (from 1 to 13) ranges.…”

Section: Functionalized Thiophenes As Building Blocksmentioning

confidence: 99%

“…In general, most of MOF, COF and HOF materials are constructed through building blocks that provide angles of 60 • , 120 • and/or 180 • , while the thiophene, having five-member rings, cannot provide a factor angle of 360 • , hampering the formation of crystalline materials (Figure 1b). Despite of this drawback, COFs based on thiophenes have been reported [24,39,40]. Although few examples are available where thiophene monomer forms part of the building blocks, the construction of crystalline 2D assemblies can be more easily achieved by using building units based on fused thiophene with other rings (Figure 1c) [41].…”

Section: Introductionmentioning

confidence: 99%

“…This scaffold has C3 symmetry, a rigid and planar structure and, as a large fused aromatic system, can behave as electron acceptor moiety. B. Luo et al used this BTT unit in combination with triphenylamine TPA linker to yield the BTT-TPA-COF (Figure13a), in which the TPA behaves as the electron donor of the coupling pair[39]. In this material, the piled structure corresponds to a totally eclipsed fashion where each BTT is located between two others.…”

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Thiophene-Based Covalent Organic Frameworks: Synthesis, Photophysics and Light-Driven Applications

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Porous crystalline materials, such as covalent organic frameworks (COFs), have emerged as some of the most important materials over the last two decades due to their excellent physicochemical properties such as their large surface area and permanent, accessible porosity. On the other hand, thiophene derivatives are common versatile scaffolds in organic chemistry. Their outstanding electrical properties have boosted their use in different light-driven applications (photocatalysis, organic thin film transistors, photoelectrodes, organic photovoltaics, etc.), attracting much attention in the research community. Despite the great potential of both systems, porous COF materials based on thiophene monomers are scarce due to the inappropriate angle provided by the latter, which hinders its use as the building block of the former. To circumvent this drawback, researchers have engineered a number of thiophene derivatives that can form part of the COFs structure, while keeping their intrinsic properties. Hence, in the present minireview, we will disclose some of the most relevant thiophene-based COFs, highlighting their basic components (building units), spectroscopic properties and potential light-driven applications.

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In Search of Covalent Organic Framework Photocatalysts: A DFT‐Based Screening Approach

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et al. 2023

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Covalent organic frameworks (COFs) stand out as prospective organic‐based photocatalysts given their intriguing optoelectronic properties, such as visible light absorption and high charge‐carrier mobility. The “Clean, Uniform, Refined with Automatic Tracking from Experimental Database” (CURATED) COFs is a database of reported experimental COFs that until now remained mostly unexplored for photocatalysis. In this study, the CURATED COFs database is screened for discovering potential photocatalysts using a set of DFT‐based descriptors that cost‐effectively assesses visible light absorption, preliminary thermodynamic feasibility of the desired pair of redox reactions, charge separation, and charge‐carrier mobility. The workflow can shortlist 13 COFs as prospective candidates for water splitting, and identify materials (Nx‐COF (x = 0–3)) that have been reported as candidates for hydrogen evolution reaction. Overall, the strategy addresses the challenge of exploring a large number of COFs by directing future research toward a selective group of COFs, while providing valuable insights into the structural design for achieving a desired photocatalytic process.

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Benzotrithiophene and triphenylamine based covalent organic frameworks as heterogeneous photocatalysts for benzimidazole synthesis

Cited by 35 publications

References 45 publications

Photocatalytic conversion of arylboronic acids to phenols by a new 2D donor–acceptor covalent organic framework

Photocatalytic conversion of arylboronic acids to phenols by a new 2D donor–acceptor covalent organic framework

Thiophene-Based Covalent Organic Frameworks: Synthesis, Photophysics and Light-Driven Applications

In Search of Covalent Organic Framework Photocatalysts: A DFT‐Based Screening Approach

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