A porous, crystalline truxene-based covalent organic framework and its application in humidity sensing

Singh, Harpreet; Tomer, Vijay K.; Jena, Nityasagar; Bala, Indu; Sharma, Nidhi; Nepak, Devadutta; Sarkar, Abir De; Kailasam, Kamalakannan; Pal, Santanu Kumar

doi:10.1039/c7ta05043g

Cited by 128 publications

(120 citation statements)

References 58 publications

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“…In addition to this, the sensor 44 also show decent reversibility with a deviation of 2.3% during adsorption and desorption processes. The quick recovery and stability of 44 were confirmed by PXRD analysis and repeated response transients of samples after prolonged humidity exposures …”

Section: Role Of Truxene System In Photocatalytic Processesmentioning

confidence: 81%

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Functionalized Truxene Scaffold: A Promising Advanced Organic Material for Digital Era

2019

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Truxene and its congeners due to its structural, thermal, and optoelectronic properties, has recently became important not only in biological systems but also in the field of material and environmental sciences. The remarkable scope and its applicability ranging from sensory materials to photocatalysts and fluorescent probes, forces the scientific community to think about the design and construction of architecturally simple yet much powerful novel functional materials possessing the truxene scaffold(s) in their structures. Herein, we have focused to assemble a series of ground‐breaking achievements in recent years of truxene‐based functional materials with special emphasis on their applicability in material sciences and technology. We hope that the present review will boost the current scenario of truxene and its various domains.

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Section: Role Of Truxene System In Photocatalytic Processesmentioning

confidence: 81%

“…In 2017, Harpreet et al. has reported the synthesis of novel covalent organic frameworks (COFs) 44 through the condensation of truxene 42 and 1,4‐phenylenediboronic acid 43 as shown in scheme …”

Section: Some Selected Recent Approaches Towards the Synthesis Of Trumentioning

confidence: 99%

Functionalized Truxene Scaffold: A Promising Advanced Organic Material for Digital Era

2019

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“…The HOMO/LUMO levelso ft hese triindolo-truxene derivatives range from À5.57/À2.08 eV to À6.13/À4.03 eV,a nd their optical bandgapsf rom 3.49 to 2.03 eV.W ep rovide here not only strategies for functionalization of triindolo-truxene, but also systematic investigationso ft heir structure-property relationships. The facile modifications, tunable energy levels, and the controllable molecular packing of triindolo-truxene derivatives make them promising building blocks for organic electronics and for construction of more complicated architectures,s uch as covalent/metal organic frameworks, [60][61] molecular cages, [62] and supramolecular complexes. [63] Experimental Section…”

Section: Resultsmentioning

confidence: 99%

Triindolo‐Truxene Derivatives: Design, Synthesis, and Fine‐Tuning of Electronic Properties and Molecular Assembly through Molecular Engineering

Chen

Zhou

et al. 2018

Chemistry A European J

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Triindolo-truxene, a C 3 -symmetric moleculew ith a large p-conjugated plane, hass ix methylene carbon atoms and three aromatic carbon atoms that can be facilely functionalized. Herein, butyl, carbonyl, cyano, and/or malononitrile groups were introduced at six methylene carbon atoms (6-, 14-, 22-or 8-, 16-, 24-positions) and/or three aromatic carbon atoms (2-, 10-, and1 8-positions)o ft riindolo-truxene to produce eight derivatives. Their photophysical properties, electrochemical properties,a nd molecular assembly can be effectively modulated by substituents and substitution patterns. Incorporation of electron-deficient groups led to redshifts in both the absorption and emissiono ft hesed erivatives and also lowered their HOMO and LUMO levels.D iffer-ent substitution patterns resulted in the differentintramolecular donor-acceptor interactions. Electron-deficient substituents at the methylene carbon atoms in the 6-, 14-, and 22positions led to intramolecular charget ransfer from the fluorene arms to the truxenec ore, whereas the corresponding substitutions at the methylene carbon atoms in the 8-, 16-, and 24-positions resulted in intramolecular charget ransfer from the truxene core to the fluorene arms. The molecular packingi ns ingle crystals and molecular aggregationi ns olution are also influenced by the substituents and substitution patterns.T hisw ork provides as traightforwards trategy to alter the properties of triindolo-truxene.Supporting information and the ORCID identification number(s) for the author(s) of this articlecan be found under: https://doi.Figure 4. Photographs of triindolo-truxene derivatives in CH 2 Cl 2 (1 10 À5 m) under sunlight (top) and under3 65 nm UV light (bottom).Figure 5. Cyclic voltammograms of a) 2a-2d and b) 3a-3d in CH 2 Cl 2 .

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“…[12] PDT leads to a worsened tumor hypoxia through oxygen consumption and vascular shutdown effects. [19] In the catalytic field, POF materials have also been demonstrated as available candidates for introducing photosensitizer building blocks into frameworks to avoid aggregation behavior, since its periodic structures could increase the molecular distance between two photosensitizers. [14] The limitations of hypoxia and PDT can be overcome by choosing porous organic frameworks (POFs).…”

Section: Doi: 101002/adtp201900059mentioning

confidence: 99%

Porphyrin‐Based Porous Organic Frameworks as Oxygen Reservoirs to Overcome Tumor Hypoxia for Enhanced Photodynamic Therapy

Wei

Huang

Shen

et al. 2019

Advanced Therapeutics

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Photodynamic therapy kills cancer cells by transferring energy from lasers to tumor-dissolved O 2 to generate highly cytotoxic reactive oxygen species using a photosensitizer. However, the effectiveness of PDT is impaired by the aggregation of photosensitizer and an inadequate oxygen supply in tumors. Here, to overcome above limitations, novel porous organic frameworks (POFs) are reported using photosensitizer porphyrin as building blocks connected through imine condensation reactions. Upon both characteristic with the high porosity and the large surface area, TAPP-B4-POFs exhibit excellent O 2 carrying capacity. After carrying O 2 , O 2 @TAPP-B4-POFs generate ROS efficiency in both normoxic and hypoxic environment, which can induce cancer cell apoptosis. Moreover, the antitumor experiment on 4T1 murine breast cancer model demonstrates that O 2 @TAPP-B4-POFs can almost completely suppress tumor progression with good security. These results reveal that photosensitizer-based POFs materials are promising candidates as oxygen reservoirs to overcome tumor hypoxia for enhanced photodynamic therapy.

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A porous, crystalline truxene-based covalent organic framework and its application in humidity sensing

Abstract: Sensing mechanism illustrating proton hopping between the water molecules physisorbed on the COF-TXDBA surface.

Cited by 128 publications

References 58 publications

Functionalized Truxene Scaffold: A Promising Advanced Organic Material for Digital Era

Functionalized Truxene Scaffold: A Promising Advanced Organic Material for Digital Era

Triindolo‐Truxene Derivatives: Design, Synthesis, and Fine‐Tuning of Electronic Properties and Molecular Assembly through Molecular Engineering

Porphyrin‐Based Porous Organic Frameworks as Oxygen Reservoirs to Overcome Tumor Hypoxia for Enhanced Photodynamic Therapy

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