Thienyltriazine based conjugated porous organic polymers: tuning of the porosity and band gap, and CO<sub>2</sub> capture

Kumar, Neha Rani; Das, Prasenjit; Agrawal, Abhijeet R.; Mandal, Sanjay K.; Zade, Sanjio S.

doi:10.1039/d1ma00621e

Cited by 15 publications

(16 citation statements)

References 58 publications

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“…Zade et al synthesized a thiophene and triazine functionalized conjugated porous polymer (TT-CPP3) by the Glaser coupling reaction and used it for CO 2 capture. 111 The cost-effective Glaser coupling process was used to create a variety of butenyl CMPs from arylene monomers with various configurations, which exhibited high CO 2 adsorption capacity. 112…”

Section: Glaser Coupling Reactionsmentioning

confidence: 99%

Porous organic polymers (POPs) for environmental remediation

2023

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Section: Glaser Coupling Reactionsmentioning

confidence: 99%

Porous organic polymers (POPs) for environmental remediation

2023

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“…The polymers were analyzed using several physicochemical methods. The chemical structure of TPA-BZ was studied by solid-state 13 C nuclear magnetic resonance (SS-NMR), which confirms the success of the polymerization reaction. The peaks at 82.8 and 94.5 ppm corresponding to the CC bond indicate the presence of alkyl carbon.…”

Section: Resultsmentioning

confidence: 82%

Cobalt Nanoparticle-Modified π-Conjugated Mesoporous Polymers for Electrocatalysis

Singh

Ghorai

Kar

2023

ACS Appl. Nano Mater.

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A donor−acceptor pair-based redox-active conjugated mesoporous polymer (TPA-BZ) is synthesized herein via tetrakis(triphenylphosphine)palladium-catalyzed Sonogashira coupling using triphenylamine (TPA) and a benzaldehyde (BZ) derivative. The polymer exhibits the oxygen reduction reaction (ORR) and hydrogen evolution reaction (HER) owing to its semiconductive nature, adequate surface area, and mesoporosity. However, the functionality of the polymer is aggrandized when it is in-situ-modified with just 12.5 wt % cobalt nanoparticles (∼20− 70 nm) to afford Co@TPA-BZ. It is observed that there is a reduction in band gap and an increase in surface area with much more refined pores aiding in enhanced electrode−electrolyte interaction. Co@TPA-BZ exhibits the oxygen evolution reaction along with enhanced ORR and HER. The intermolecular orbital interactions and subsequent charge transfer between reaction intermediates and polymers are elucidated by natural bond orbital analysis. Density functional theory computations provide a descriptor for reactions, clearly signifying the role of cobalt nanoparticles in the lowering of overpotentials and increase in the reaction kinetics.

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“…The signals marked with asterisks at 47.4 and 48.5 ppm for ANT and NAP , respectively, refer to the spinning sidebands, cf. Figure . The thermal stability of polymers ANT and NAP was examined by thermogravimetric analyses (TGA) under a N 2 atmosphere.…”

Section: Resultsmentioning

confidence: 85%

Bottom-Up De Novo Synthesis of Porous Organic Polymers with Enone Functionalities as Supports for Pd and Cu Nanoparticles for Catalytic Tandem Synthesis

Yadav

Sahoo

Moorthy

2022

ACS Appl. Nano Mater.

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Two porous organic polymers (POPs), namely, ANT and NAP based on N,N,N′,N′-tetrakis(4-acetylphenyl)anthracene-9,10-diamine and N,N,N′,N′-tetrakis(4acetylphenyl)naphthalene-1,4-diamine, respectively, as core scaffolds and enone functionalities as the connecting backbones, were synthesized using an aldol condensation reaction. The enone backbones of the POPs mimic α,β-unsaturated ketone functionalities of dibenzylideneacetone (dba), which is frequently employed to stabilize Pd(0), e.g., Pd 2 (dba) 3 , for effective utilization in the catalysis of a myriad of organic transformations. We have thus leveraged the chalcone motifs inherent to ANT and NAP for stabilization of Pd(0) or Cu(0) nanoparticles (NPs) to provide access to POPs embedded with Pd(0) and Cu(0) nanoparticles, i.e., Pd@ANT, Pd@NAP, Cu@ANT, and Cu@NAP. Pd@POPs are shown to be applicable to facile synthesis of therapeutically useful N-arenesulfonylindoles and 2-arylbenzofurans by tandem Songashira coupling−cyclization reactions in a recyclable manner without any perceptible loss of their catalytic efficiency for up to 15 catalytic cycles. In a similar manner, Cu@POPs are shown to serve for expedient synthesis of (i) 1-aryl-1H-indazoles by tandem imine formation− Ullmann coupling, and (ii) unsymmetrical diaryl selenides by tandem activation of diphenyl diselenide−coupling with arylboronic acids in a recyclable fashion for up to eight catalytic cycles. The results thus attest to the fact that mechanisms that allow stabilization of nanoparticles can be built into the design of building blocks to develop, in a bottom-up fashion, robust POPs as supports, which obviate leaching issues and permit recyclability by precluding any loss in the catalytic efficacy of the catalysts. Furthermore, it is shown that POPs exhibit selective adsorption of clean and green fuel, namely, hydrogen gas over nitrogen, with a very high selectivity factor.

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Thienyltriazine based conjugated porous organic polymers: tuning of the porosity and band gap, and CO₂ capture

Abstract: A series of four thiophene and triazine containing conjugated porous polymers (CPPs) comprising of the same building block, tris(thienyl)triazine, is synthesized using the alkyne cyclotrimerization reaction for TT-CPP1, Sonogashira coupling...

Cited by 15 publications

References 58 publications

Porous organic polymers (POPs) for environmental remediation

Porous organic polymers (POPs) for environmental remediation

Cobalt Nanoparticle-Modified π-Conjugated Mesoporous Polymers for Electrocatalysis

Bottom-Up De Novo Synthesis of Porous Organic Polymers with Enone Functionalities as Supports for Pd and Cu Nanoparticles for Catalytic Tandem Synthesis

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Thienyltriazine based conjugated porous organic polymers: tuning of the porosity and band gap, and CO2 capture

Abstract: A series of four thiophene and triazine containing conjugated porous polymers (CPPs) comprising of the same building block, tris(thienyl)triazine, is synthesized using the alkyne cyclotrimerization reaction for TT-CPP1, Sonogashira coupling...

Cited by 15 publications

References 58 publications

Porous organic polymers (POPs) for environmental remediation

Porous organic polymers (POPs) for environmental remediation

Cobalt Nanoparticle-Modified π-Conjugated Mesoporous Polymers for Electrocatalysis

Bottom-Up De Novo Synthesis of Porous Organic Polymers with Enone Functionalities as Supports for Pd and Cu Nanoparticles for Catalytic Tandem Synthesis

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Thienyltriazine based conjugated porous organic polymers: tuning of the porosity and band gap, and CO₂ capture