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Chemical Structure| 267221-90-9 Chemical Structure| 267221-90-9

Structure of 267221-90-9

Chemical Structure| 267221-90-9

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Medrano, Oscar ; Zhou, Qiong ; Shakir, Batul ; Narváez-Lozano, Guillermo A ; Hickey, Edward ; Bayro, Marvin J , et al.

Abstract: Here, we report the synthesis and characterization of two porous two-dimensional conjugated polyelectrolytes (2D CPEs) exhibiting persistent room-temperature open-shell character (radical/ polaron) alongside dual ionic and electronic conductivity in aqueous environments. The 2D CPEs incorporate the self-doping, hydrophilic subunit potassium 4,4’-(4H-cyclopenta[2,1-b:3,4-b’]dithiophene-4,4-diyl)bis(butane-1-sulfonate) (CPDTSO3K2) with archetypal porous linkers: triphenylamine (2D CPE-TPA) and triphenyltriazine (2D CPE-TRZ). Gas physisorption measurements revealed BET (Langmuir) surface areas of 9.7 (10.4) m2·g−1 (N2) and 113 (341) m2·g−1 (CO2) for 2D CPE-TPA, and 23.7 (40.3) m2·g−1 (N2) and 142 (334) m2·g−1 (CO2) for 2D CPE-TRZ, comparable to archetypal porous polymers. Electron paramagnetic resonance (EPR) and UV−vis-NIR spectroscopy confirmed an open-shell configuration with Voigtian-shaped EPR signals. Solid-state EPR revealed a higher polaron concentration than in solution, specifically after acid-fumed exposure, revealing that intermolecular interactions enhance radical availability, stability, and interchain delocalization. Cyclic voltammetry indicated pseudocapacitive behavior with low turn-on potentials of 0.22 V (2D CPE-TPA) and 0.60 V (2D CPE-TRZ) vs Ag/AgCl. Electrochemical impedance spectroscopy estimated electrical conductivities of 1.1 mS·cm−1 (2D CPE-TPA) and 0.9 mS·cm−1 (2D CPE-TRZ), with Warburg analysis indicating higher ionic conductivity in 2D CPE-TPA (3.4 μS·cm−1) versus 2D CPE-TRZ (0.31 μS·cm−1), both correlating better with pore dimension rather than with overall porosity. Our findings underscore the role of self-doping moieties for persistent intermolecular radical formation and charge-ion transport, positioning 2D CPEs as promising electroactive porous and magnetic materials.

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Product Details of [ 267221-90-9 ]

CAS No. :267221-90-9
Formula : C36H48B3NO6
M.W : 623.20
SMILES Code : CC1(C)C(C)(C)OB(C2=CC=C(N(C3=CC=C(B4OC(C)(C)C(C)(C)O4)C=C3)C5=CC=C(B6OC(C)(C)C(C)(C)O6)C=C5)C=C2)O1
MDL No. :MFCD28098209
InChI Key :QNGUSFKMKLSUKS-UHFFFAOYSA-N
Pubchem ID :11479119

Safety of [ 267221-90-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 267221-90-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 267221-90-9 ]

[ 267221-90-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 2620-76-0 ]
  • [ 267221-90-9 ]
  • C75H51N7 [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In toluene; at 110℃; for 16h;Inert atmosphere; Under an argon atmosphere,The compound tribromotriphenylamine (5 g, 8.02 mmol),The compound benzimidazole (8.41 g, 24.07 mmol)And sodium carbonate (4.25g, 40.12mmol) was added to the two-necked flask,Add 100ml of toluene for complete dissolution,Accelerate the four triphenylphosphorus (185.42mg, 160.46umol),The temperature was raised to 110 C and reacted for 16 hours.Extraction with ethyl acetate,After the organic layer was completely washed with brine,Add anhydrous magnesium sulfate to dry;After the solution is concentrated,Purification by silica gel column chromatography (eluent petroleum ether / methylene chloride = 4/1, v / v)The product was placed in the refrigerator for a long time to get a white solid,Yield 70%.
 

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