Crown Ether- and Benzoxazine-Linked Porous Organic Polymers Displaying Enhanced Metal Ion and CO₂ Capture through Solid-State Chemical Transformation

Macromolecules, Год журнала: 2022, Номер 55(17), С. 7879 - 7892

Опубликована: Авг. 9, 2022

In this paper, we describe dual crown ether (CE)- and benzoxazine (BZ)-linked porous organic polymers (CE-BZ-POPs) incorporating pyrene (Py) tetraphenylethylene (TPE) units, synthesized through a multistep process involving Schiff-base formation, reduction, Mannich condensation, Sonogashira–Hagihara coupling, with their structures confirmed using Fourier transform infrared solid-state nuclear magnetic resonance spectroscopy. The presence of both CE BZ units in POPs has never been explored previously. Here, the underwent chemical transformations thermal ring-opening polymerization without curing agent or any catalyst. resulting bridges phenolic facilitated CO2 capture, mediated strong acid/base and/or intermolecular hydrogen bonding interactions; furthermore, bound strongly metal ions specific metal–ligand interactions, suggesting that these CE-BZ-POPs might be useful for wastewater treatment.

Язык: Английский

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Ultrastable two-dimensional fluorescent conjugated microporous polymers containing pyrene and fluorene units for metal ion sensing and energy storage

European Polymer Journal, Год журнала: 2023, Номер 189, С. 111980 - 111980

Опубликована: Март 9, 2023

Язык: Английский

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Solid state chemical transformation provides a fully benzoxazine-linked porous organic polymer displaying enhanced CO₂ capture and supercapacitor performance

Polymer Chemistry, Год журнала: 2023, Номер 14(20), С. 2494 - 2509

Опубликована: Янв. 1, 2023

We synthesized a fully benzoxazine (BZ)-linked POP comprising TPA and DHPT units through Sonogashira–Hagihara coupling ring opening polymerization for CO 2 capture energy storage.

Язык: Английский

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Design and Synthesis of Bisulfone-Linked Two-Dimensional Conjugated Microporous Polymers for CO2 Adsorption and Energy Storage

Molecules, Год журнала: 2023, Номер 28(7), С. 3234 - 3234

Опубликована: Апрель 4, 2023

We have successfully synthesized two types of two-dimensional conjugated microporous polymers (CMPs), Py-BSU and TBN-BSU CMPs, by using the Sonogashira cross-coupling reaction BSU-Br2 (2,8-Dibromothianthrene-5,5',10,10'-Tetraoxide) with Py-T (1,3,6,8-Tetraethynylpyrene) TBN-T (2,7,10,15-Tetraethynyldibenzo[g,p]chrysene), respectively. characterized chemical structure, morphology, physical properties, potential applications these materials various analytical instruments. Both CMPs showed high thermal stability decomposition temperatures (Td10) up to 371 °C char yields close 48 wt%, as determined thermogravimetric analysis (TGA). exhibited a higher specific surface area porosity 391 m2 g-1 0.30 cm3 g-1, respectively, due their large micropore mesopore structure. These extended π-conjugated frameworks areas are promising organic electroactive that can be used electrode for supercapacitors (SCs) gas adsorption. Our experimental results demonstrated CMP had better electrochemical characteristics longer discharge time course capacitance 70 F g-1. Additionally, an excellent retention rate 99.9% in 2000-cycle test. The CO2 uptake capacity were 1.60 1.45 mmol at 298 K 1 bar. indicate BSU-based this study electrical testing capture.

Язык: Английский

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Porous carbon materials augmented with heteroatoms derived from hyperbranched biobased benzoxazine resins for enhanced CO2 adsorption and exceptional supercapacitor performance

Journal of Energy Storage, Год журнала: 2023, Номер 78, С. 110166 - 110166

Опубликована: Дек. 22, 2023

Язык: Английский

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Robust Nitrogen-Doped Microporous Carbon via Crown Ether-Functionalized Benzoxazine-Linked Porous Organic Polymers for Enhanced CO₂ Adsorption and Supercapacitor Applications

ACS Applied Materials & Interfaces, Год журнала: 2024, Номер 16(31), С. 40858 - 40872

Опубликована: Июль 22, 2024

Nitrogen-doped carbon materials, characterized by abundant microporous and nitrogen functionalities, exhibit significant potential for dioxide capture supercapacitors. In this study, a class of porous organic polymer (POP) were successfully synthesized linking Cr-TPA-4BZ-Br4 tetraethynylpyrene (Py-T). The model benzoxazine monomers Cr-TPA-4BZ using the traditional three-step method [involving CH═N formation, reduction NaBH4, Mannich condensation]. Subsequently, Sonogashira coupling reaction connected Py-T monomers, forming Cr-TPA-4BZ-Py-POP. successful synthesis Cr-TPA-4BZ-Py-POP was confirmed through various analytical techniques. After verifying Cr-TPA-4BZ-Py-POP, carbonization KOH activation procedures conducted. These crucial steps led to formation poly(Cr-TPA-4BZ-Py-POP)-800, material with structure akin graphite. practical applications, poly(Cr-TPA-4BZ-Py-POP)-800 exhibited noteworthy CO2 adsorption capacity 4.4 mmol/g, along specific capacitance values 397.2 159.2 F g–1 at 0.5 A (measured in three-electrode cell) 1 symmetric coin cell), respectively. exceptional dual capabilities stem from optimal ratio heteroatom doping. outstanding performance holds promise addressing contemporary energy environmental challenges, making substantial contributions both sectors.

Язык: Английский

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Designing strategically functionalized conjugated microporous polymers with pyrene and perylenetetracarboxylic dianhydride moieties with single-walled carbon nanotubes to enhance supercapacitive energy storage efficiency

Journal of Power Sources, Год журнала: 2024, Номер 608, С. 234624 - 234624

Опубликована: Май 4, 2024

Язык: Английский

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Tetraphenylanthraquinone and Dihydroxybenzene-Tethered Conjugated Microporous Polymer for Enhanced CO₂ Uptake and Supercapacitive Energy Storage

JACS Au, Год журнала: 2024, Номер 4(9), С. 3593 - 3605

Опубликована: Авг. 16, 2024

Conjugated microporous polymers (CMPs) feature extended excellent porosity properties and fully conjugated electronic systems, making them highly effective for several uses, including photocatalysis, dye adsorption, CO2 capture, supercapacitors, so on. These are known their high specific surface area adjustable porosity. To synthesize DHTP-CMPs (specifically TPE-DHTP CMP Anthra-DHTP CMP) with abundant nitrogen (N) oxygen (O) adsorption sites spherical structures, we employed a straightforward Schiff-base [4 + 2] condensation reaction. This involved using 2,5-dihydroxyterephthalaldehyde (DHTP-2CHO) as the primary building block phenolic OH group source, along two distinct structures: 4,4′,4″,4"'-(ethene-1,1,2,2-tetrayl)tetraaniline (TPE-4NH2) 4,4′,4″,4"'-(anthracene-9,10-diylidenebis(methanediylylidene))tetraaniline (Anthra-4Ph-4NH2). The synthesized had remarkable BET (BETSA) of 431 m2 g–1. Additionally, it exhibited outstanding thermal stability, shown by Td10 505 °C. Furthermore, practical implementation, demonstrates significant capacity capturing CO2, measuring 1.85 mmol g–1 at temperature 273 K 1 bar. In three-electrode test, has capacitance 121 F 0.5 A even after undergoing 5000 cycles, maintains retention rate 79%. Due to pore characteristics, N O, conjugation properties, this Anthtra-DHTP holds potential capture supercapacitor applications. work will pave way development materials based on postmodification additional groups, facilitating use in photodegradation, lithium battery applications,

Язык: Английский

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Hybrid Porous Polymers Combination of Octavinylsilsesquioxane/Pyrene with Benzothiadiazole Units for Robust Energy Storage and Efficient Photocatalytic Hydrogen Production from Water

ACS Applied Polymer Materials, Год журнала: 2024, Номер 6(10), С. 5945 - 5956

Опубликована: Май 3, 2024

We investigated the performance that is improved in various applications through molecular structural alterations. Specifically, we emphasized importance of controlling branching densities organic moieties as a useful tactic for varying surface area and porosity hybrid porous organic/inorganic polymers (HPPs), which include octavinylsilsesquioxane (OVS) units. This study shows adjusting could greatly enhance energy storage hydrogen production. The two-branched chemical structure (4,7-dibromo-2,1,3-benzothiadiazole, BT-Br2) four-branched compound (1,1,2,2-tetrakis(4-bromophenyl)ethylene, TPE-Br4) are individually reacted with OVS 1,3,6,8-tetrabromopyrene (Py-Br4) twice to prepare HPPs. These materials high or low cross-linking density, well small large areas, synthesized by this dual reaction, also produces HPPs different densities. Based on Brunauer–Emmett–Teller calculations, OVS-Py-BT HPP has more than 4.5 times larger OVS-Py-TPE material. Remarkably, exhibited exceptional results supercapacitor applications, specific capacitance values 248 54 F/g HPPs, respectively, determined galvanostatic charge–discharge. significantly outperformed photocatalytic evolution. evident from their respective evolution rates: 1348 μmol g–1 h–1 much lower 11.3 HPP.

Язык: Английский

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Construction of cationic conjugated microporous polymers containing pyrene units through post-cationic modification for enhanced antibacterial performance

Journal of the Taiwan Institute of Chemical Engineers, Год журнала: 2024, Номер 157, С. 105448 - 105448

Опубликована: Март 19, 2024

Язык: Английский

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