Cubic Ag<sub>2</sub>O nanoparticle incorporated mesoporous silica with large bottle-neck like mesopores for the aerobic oxidative synthesis of disulfide

Das, Paramita; Ray, Suman; Bhaumik, Asim; Banerjee, Biplab; Mukhopadhyay, Chhanda

doi:10.1039/c4ra14802a

Cited by 26 publications

(13 citation statements)

References 72 publications

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“…Figure 5b shows that exposure of the thiol solution to ambient air for 24 hours leads to the near-complete conversion of 3 to its disulfide, as evidenced by the appearance of a S−S signal between 480-550 cm −1 and the disappearance of the S−H signal at 2570 cm −1 . 79 Further bubbling of O2 for 1 hour led to the loss of the disulfide signal and the appearance of absorption at 1070 cm −1 characteristic of =S=O species (Figure 5b). The sharp peak in the FTIR spectrum of 2 is assigned to the C=O stretching present in this ester molecule, consistent with that observed in Nikolić et al 80 The region between 700 and Consistent with FTIR measurements, exposing a thiol solution of 3 to air for 24 hours showed high coverages of ferrocene molecules in cyclic voltammetry, indicating a high density monolayer (Figure 5c).…”

Section: Conversion Of Thiols To Disulfidesmentioning

confidence: 99%

Covalent Linkages of Molecules and Proteins to Si–H Surfaces Formed by Disulfide Reduction

et al. 2020

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Thiols and disulfides contacts have been, for decades, key for connecting organic molecules to surfaces and nanoclusters as they form self-assembled monolayers (SAMs) on metals such as gold (Au) under mild conditions. In contrast, they have not been similarly deployed on Si owing to the harsh conditions required for monolayers formation. Here, we show that SAMs can be simply formed by dipping Si−H surfaces into dilute solutions of organic molecules or proteins comprising disulfide bonds. We demonstrate that S−S bonds can be spontaneously reduced on Si−H, forming covalent Si−S bonds in the presence of traces of water, and that this grafting can be catalyzed by electrochemical potential. Cyclic disulfide can be spontaneously reduced to form complete monolayers in 1 hour and the reduction can be catalyzed electrochemically to form full surface coverages within 15 minutes. In contrast, the kinetics of SAM formation of the cyclic disulfide molecule on Au was found to be three folds slower than that on Si. It is also demonstrated that dilute thiol solutions can form monolayers on Si−H following oxidation to disulfides under ambient conditions; the supply of too much oxygen, however, inhibits SAM formation. The electron-transfer kinetics of the Si-S enabled SAMs on Si-H is comparable to that on Au SAMs, suggesting that Si−S contacts are electrically transmissive. We further demonstrate the prospective of this spontaneous disulfide reduction by forming a monolayer of protein azurin on a Si-H surface within 1 hour. The direct reduction of disulfides on Si electrodes opens new capabilities for a range of fields, including molecular electronics, for which highly conducting SAM-electrode contacts are necessary, and for emerging fields such as bio-molecular electronics as disulfide linkages could be exploited to wire proteins between Si electrodes, within context of the current Si-based technologies.

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Section: Conversion Of Thiols To Disulfidesmentioning

confidence: 99%

Covalent Linkages of Molecules and Proteins to Si–H Surfaces Formed by Disulfide Reduction

et al. 2020

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“…The S-H bond stretch, ν(SH), is typically present in the 2500-2600 cm -1 range as shown in the IR spectrum in Figure 2a. 28 This is evident in the spectrum of PhSH whereas this peak is absent in the spectra of PTS, PPS, and PHS marking the conversion of the thiol into corresponding polysulfides. Characteristic peaks of the phenyl polysulfide bonds are visible in the 400-550 cm -1 region (supporting Figure S2).…”

Section: Resultsmentioning

confidence: 97%

A Class of Organopolysulfides As Liquid Cathode Materials for High-Energy-Density Lithium Batteries

Bhargav

Bell

Karty

et al. 2018

ACS Appl. Mater. Interfaces

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Sulfur-based cathodes are promising to enable high-energy-density lithium-sulfur batteries; however, elemental sulfur as active material faces several challenges, including undesirable volume change (∼80%) when completely reduced and high dependence on liquid electrolyte wherein an electrolyte/sulfur ratio >10 μL mg is required for high material utilization. These limit the attainable energy densities of these batteries. Herein, we introduce a new class of phenyl polysulfides CHS CH (4 ≤ x ≤ 6) as liquid cathode materials synthesized in a facile and scalable route to mitigate these setbacks. These polysulfides possess sufficiently high theoretical specific capacities, specific energies, and energy densities. Spectroscopic techniques verify their chemical composition and computation shows that the volume change when reduced is about 37%. Lithium half-cell testing shows that phenyl hexasulfide (CHSCH) can provide a specific capacity of 650 mAh g and capacity retention of 80% through 500 cycles at 1 C rate along with superlative performance up to 10 C. Furthermore, 1302 Wh kg and 1720 Wh L are achievable at a low electrolyte/active material ratio, i.e., 3 μL mg. This work adds new members to the cathode family for Li-S batteries, reduces the gap between the theoretical and practical energy densities of batteries, and provides a new direction for the development of alternative high-capacity cathode materials.

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“…[6] However, the disulfides are stable and noncorrosive and catalyst non-poisonous. [7] Therefore, to utilize the reaction of disulfide and aldehyde through the cleavage of the SÀ S bond via reductive or oxidative strategy have been reported extensively in recent years (Scheme 1). For example, in 2015, Mukhopadhyay et al reported an O 2 oxidizing method to synthesize benzothiazoles by the SÀ S bond cleavage of 2,2'disulfanediyldianilines using a silica-supported heterogeneous catalyst (MCM-PP) in water.…”

Section: Introductionmentioning

confidence: 99%

CuCl₂ or I₂/DMSO Catalyzed S‐S Bond Cleaving/Cyclization Reactions to Synthesize 2‐Arylbenzothiazoles via 2,2′‐Disulfanediyldianilines and Aromatic Aldehyde

Zhao

et al. 2022

ChemistrySelect

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Two feasible and convenient SÀ S bond cleaving/cyclization reactions for the synthesis of 2-arylbenzothiazoles catalyzed by CuCl 2 or I 2 /DMSO via 2,2'-disulfanediyldianilines and aromatic aldehydes have been reported. The reactions are compatible with a range of substrates and could successfully generate 2-arylbenzothiazoles in moderate to excellent yields, respectively. For the reactions, 'one-pot' conditions were applied and readily available starting materials were employed. The importance of the protocols were attractive for synthetic method.

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Cubic Ag₂O nanoparticle incorporated mesoporous silica with large bottle-neck like mesopores for the aerobic oxidative synthesis of disulfide

Abstract: Ag2O nanoparticle supported on silica with large bottle-neck like mesopores for the aerobic oxidative synthesis of disulphides in water.

Cited by 26 publications

References 72 publications

Covalent Linkages of Molecules and Proteins to Si–H Surfaces Formed by Disulfide Reduction

Covalent Linkages of Molecules and Proteins to Si–H Surfaces Formed by Disulfide Reduction

A Class of Organopolysulfides As Liquid Cathode Materials for High-Energy-Density Lithium Batteries

CuCl₂ or I₂/DMSO Catalyzed S‐S Bond Cleaving/Cyclization Reactions to Synthesize 2‐Arylbenzothiazoles via 2,2′‐Disulfanediyldianilines and Aromatic Aldehyde

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Cubic Ag2O nanoparticle incorporated mesoporous silica with large bottle-neck like mesopores for the aerobic oxidative synthesis of disulfide

Abstract: Ag2O nanoparticle supported on silica with large bottle-neck like mesopores for the aerobic oxidative synthesis of disulphides in water.

Cited by 26 publications

References 72 publications

Covalent Linkages of Molecules and Proteins to Si–H Surfaces Formed by Disulfide Reduction

Covalent Linkages of Molecules and Proteins to Si–H Surfaces Formed by Disulfide Reduction

A Class of Organopolysulfides As Liquid Cathode Materials for High-Energy-Density Lithium Batteries

CuCl2 or I2/DMSO Catalyzed S‐S Bond Cleaving/Cyclization Reactions to Synthesize 2‐Arylbenzothiazoles via 2,2′‐Disulfanediyldianilines and Aromatic Aldehyde

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Product

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About

Cubic Ag₂O nanoparticle incorporated mesoporous silica with large bottle-neck like mesopores for the aerobic oxidative synthesis of disulfide

CuCl₂ or I₂/DMSO Catalyzed S‐S Bond Cleaving/Cyclization Reactions to Synthesize 2‐Arylbenzothiazoles via 2,2′‐Disulfanediyldianilines and Aromatic Aldehyde