Catalytic hydrogenation of quinones in the presence of Pt, Pd, and Rh catalysts

Khidekel, M. L.; Polkovnikov, B. D.; Taber, A. M.; Balandin, Alexander A.

doi:10.1007/bf00846618

Cited by 5 publications

(3 citation statements)

References 8 publications

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“…[13][14] along with the simultaneous electrolysis process at the cathode and anode. This observation highlights outstanding kinetics advantages 32,33 . Generally, the hydrogenation reaction rate of quinone is faster, and the similar substance, such as 2ethylanthraquinone, has the rate constant of hydrogenation is k=65 m 3 m -3 cat 34 .…”

Section: Lab-scale System Performancementioning

confidence: 62%

Scalable and low-energy decoupled electrochemical CO2 capture

Liu,

Wu,

Wang

et al. 2024

Preprint

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Electrochemical CO2 capture with renewable electricity provides a promising avenue for efficient decarbonization but faces challenges by instability, discontinuity, high energy consumption, and difficulties in scale-up. Here, we first propose a scalable electrochemical CO2 capture strategy by separating the traditional single electrochemical redox reaction process into a stepwise electrochemical-chemical redox reaction process. Hydrogen evolution reaction and redox carrier oxidation reaction swings the pH of electrolyte at the cathode and anode to capture CO2 efficiently which avoids side effects through decoupling of electrochemical-swing for CO2 capture and redox carrier regeneration in different times and spatial domains. We demonstrate a stable electrochemical CO2 capture process over 200 hours with low energy consumption (49.15 kJ mol-1 CO2 at 10 mA cm-2). Furthermore, the system is tunable and modular. Molecular design can be used to tailor the potential and allow scalability across various process sizes, making it a promising strategy for large-scale decarbonization.

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Section: Lab-scale System Performancementioning

confidence: 62%

Scalable and low-energy decoupled electrochemical CO2 capture

Liu,

Wu,

Wang

et al. 2024

Preprint

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“…Organic mediators have been the focus of substantial recent attention for use in aqueous redox flow batteries (RFBs) and related energy-storage devices. − Quinones, aminoxyls, and other redox-active organic molecules complement the more widely used inorganic mediators, such as V, Fe, and Zn ions, in these devices . Aqueous RFBs with organic mediators have been shown to support high power densities (≥1 W/cm 2 ), and anthraquinones are commonly featured anodic mediators in these applications. − Meanwhile, quinones have been widely used as reagents and catalytic mediators in chemical oxidation reactions, , and they undergo efficient catalytic oxidation − and reduction − over heterogeneous catalysts. A noteworthy example of the latter application is the “anthraquinone process” for industrial production of hydrogen peroxide, which features a two-stage sequence involving catalytic hydrogenation of an anthraquinone derivative followed by autoxidation of the corresponding anthrahydroquinone to generate H 2 O 2 and the quinone derivative. , Collectively, these precedents provided an important foundation for the present study, which takes advantage of anthraquinones and heterogeneous catalysts to mediate the electrochemical oxidation of H 2 in an off-electrode compartment.…”

mentioning

confidence: 99%

“…The catalytic hydrogenation of anthraquinones has been extensively investigated in organic solvents and neutral aqueous media, − but such conditions are not conducive to fuel cell applications, which favor strongly acidic or basic aqueous conditions. Hydrogenation of quinones in acidic media has been reported only for the parent 1,4-benzoquinone, which has a potential ( E 1/2 ≈ 700 mV vs NHE) more than 450 mV higher than that of AQDS .…”

mentioning

confidence: 99%

Anthraquinone-Mediated Fuel Cell Anode with an Off-Electrode Heterogeneous Catalyst Accessing High Power Density When Paired with a Mediated Cathode

et al. 2020

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The development of processes for electrochemical energy conversion and chemical production could benefit from new strategies to interface chemical redox reactions with electrodes. Here, we employ a diffusible low-potential organic redox mediator, 9,10-anthraquinone-2,7-disulfonic acid (AQDS), to promote efficient electrochemical oxidation of H2 at an off-electrode heterogeneous catalyst. This unique approach to integrate chemical and electrochemical redox processes accesses power densities up to 228 mW/cm2 (528 mW/cm2 with iR-correction). These values are significantly greater than those observed in previous mediated electrochemical H2 oxidation methods, including those using enzymes or inorganic mediators. The approach described herein shows how traditional catalytic chemistry can be coupled to electrochemical devices.

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Direct Synthesis of Hydroquinones from Quinones through Sequential and Continuous‐Flow Hydrogenation‐Derivatization Using Heterogeneous Au–Pt Nanoparticles as Catalysts

et al. 2019

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Pt–Au bimetallic nanoparticle catalysts immobilized on dimethyl polysilane (Pt–Au/(DMPSi‐Al2O3)) have been developed for selective hydrogenation of quinones to hydroquinones. High reactivity, selectivity, and robustness of the catalysts were confirmed under continuous‐flow conditions. Various direct derivatizations of quinones, such as methylation, acetylation, trifluoromethanesulfonylation, methacrylation, and benzoylation were successfully performed under sequential and continuous‐flow conditions to afford the desired products in good to excellent yields. Especially, air‐sensitive hydroquinones, such as anthrahydroquinones and naphthohydroquinones, could be successfully generated and derivatized under closed sequential and continuous‐flow conditions without decomposition.

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Catalytic hydrogenation of quinones in the presence of Pt, Pd, and Rh catalysts

Cited by 5 publications

References 8 publications

Scalable and low-energy decoupled electrochemical CO2 capture

Scalable and low-energy decoupled electrochemical CO2 capture

Anthraquinone-Mediated Fuel Cell Anode with an Off-Electrode Heterogeneous Catalyst Accessing High Power Density When Paired with a Mediated Cathode

Direct Synthesis of Hydroquinones from Quinones through Sequential and Continuous‐Flow Hydrogenation‐Derivatization Using Heterogeneous Au–Pt Nanoparticles as Catalysts

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