Quinones Electrochemistry in Room-Temperature Ionic Liquids

Nikitina, Victoria A.; Nazmutdinov, Renat R.; Tsirlina, Galina A.

doi:10.1021/jp1095807

Cited by 48 publications

(55 citation statements)

References 43 publications

(49 reference statements)

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“…[51][52][53] The two-step redox behavior of Na 2 DBQ in EC:PC (1:1 v/v) and ILelectrolytes are shown in Figure 3a. In SIB applications, the dianion interacts with 2 Na + ions and releases them upon complete oxidation, which results in reversible sodiation.…”

Section: Resultsmentioning

confidence: 99%

Enhanced Cycle Performance of Quinone-Based Anodes for Sodium Ion Batteries by Attachment to Ordered Mesoporous Carbon and Use of Ionic Liquid Electrolyte

Gurkan

Qiang

Chen

et al. 2017

J. Electrochem. Soc.

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Sodium ion batteries (SIBs) have emerged as a potential alternative to lithium ion batteries due to their chemical similarities. Key considerations for SIBs include energy storage capacity, lifetime, cost, and safety. Major challenges associated with high performance organic electrodes for rechargeable batteries are their poor electrical conductivity and dissolution of the active material in common electrolytes. The poor conductivity limits the rate performance, while dissolution leads to poor cycle performance and short lifetimes. Here we demonstrate a route to address these challenges in a sodium ion battery for 2,5-disodium-1,4-benzoquinone, Na 2 DBQ (organic active material), through immobilization of the Na 2 DBQ on high surface area ordered mesoporous carbon, OMC, and use of 1-methyl-3-propylpyrrolidinium bis(fluoromethylsulfonyl)imide ionic liquid (IL) electrolyte, NaFSI/[PYR13] [FSI]. These changes increase the rate capability and capacity retention after cycling when compared Na 2 DBQ anodes using standard carbonate electrolytes. At 22 • C, the inclusion of the OMC leads to similar capacities for the IL-and carbonate-electrolytes, but the improved thermal stability of the IL enables safe operation at 60 • C, which more than doubles the discharge capacities due to enhanced ion mobility and charge transfer kinetics. At 60 • C, the capacity retention was 83% for the IL-electrolyte after 300 cycles. For the materials examined here, the use of IL electrolyte does not adversely impact the performance of organic anode sodium-ion batteries and provides advantages with a wider operating temperature range and improved safety when compared to typical carbonate-based electrolytes. The move toward clean energy technologies associated with electrical vehicles and renewable energy production requires energy storage systems that are safe, reliable and economical.1,2 Lithium ion batteries (LIBs) have dominated energy storage solutions for portable devices due to their high energy density (∼200 Wh/kg). 3 The need for improved performance has fueled significant efforts in new electrode materials to enhance the energy density of LIBs. 4,5 However, the growing demands for large-scale energy storage generate questions regarding the future availability and the cost of lithium, which could adversely impact the competitiveness of intermittent energy sources.6-8 Sodium with its orders of magnitude greater natural abundance compared to Li can potentially address these availability and cost concerns, 9 but the larger atomic size (Na + : 4.44 Å 3 and Li + : 1.84 Å 3 ) and higher intrinsic mass per charge of sodium leads to lower theoretical capacity for sodium ion batteries (SIBs) in comparison to LIBs. Challenges for SIBs include improving the reversible insertion electrode materials for Na + for enhanced discharge capacity and cyclability.10 In addition to the active materials for the electrodes, the selection of the electrolyte impacts performance, safety and cost. 11A variety of carbon materials, including ordered mesoporous ca...

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Section: Resultsmentioning

confidence: 99%

Enhanced Cycle Performance of Quinone-Based Anodes for Sodium Ion Batteries by Attachment to Ordered Mesoporous Carbon and Use of Ionic Liquid Electrolyte

Gurkan

Qiang

Chen

et al. 2017

J. Electrochem. Soc.

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“…The distribution constant, D, is equal to (3) where M = molarity of Ni(OEPone) − in the RTIL or THF phase, #mol is the number of moles of Ni(OEPone) − in the RTIL or THF phase, VRTIL is the total volume of added RTIL and VTHF is the total volume of added THF. If moltotal = #molRTIL + #molTHF, then, dividing the top and bottom of the right-hand side by moltotal, we obtain (4) where XNi,RTIL is the mole fraction of Ni(OEPone) − in the RTIL phase and XNi,THF is the mole fraction of Ni(OEPone) − in the THF phase. Rearranging this equation, we can obtain (5) For VTHF = 1.00 mL, eq 5 becomes (6) A value of D = 2.8 was obtained from eq 6 ( Figure S5).…”

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confidence: 99%

Spectroscopic Evidence of Nanodomains in THF/RTIL Mixtures: Spectroelectrochemical and Voltammetric Study of Nickel Porphyrins

Atifi

2015

Anal. Chem.

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The presence and effect of RTIL nanodomains in molecular solvent/RTIL mixture were investigated by studying the spectroelectrochemistry and voltammetry of nickel octaethylporphyrin (Ni(OEP)) and nickel octaethylporphinone (Ni(OEPone)). Two oxidation and 2−3 reduction redox couples were observed, and the UV−visible spectra of all stable products in THF and RTIL mixtures were obtained. The E°values for the reduction couples that were studied were linearly correlated with the Gutmann acceptor number, as well as the difference in the E°values between the first two waves (ΔE 12 °= |E 1 °− E 2 °|). The ΔE 12 °for the reduction was much more sensitive to the %RTIL in the mixture than the oxidation, indicating a strong interaction between the RTIL and the anion or dianion. The shifts in the E°values were significantly different between Ni(OEP) and Ni(OEPone). For Ni(OEP), the E 1 °values were less sensitive to the %RTIL than were observed for Ni(OEPone). Variations in the diffusion coefficients of Ni(OEP) and Ni(OEPone) as a function of %RTIL were also investigated, and the results were interpreted in terms of RTIL nanodomains. To observe the effect of solvation on the metalloporphyrin, Ni(OEPone) was chosen because it contains a carbonyl group that can be easily observed in infrared spectroelectrochemistry. It was found that the ν CO band was very sensitive to the solvent environment, and two carbonyl bands were observed for Ni(OEPone) − in mixed THF/RTIL solutions. The higher energy band was attributed to the reduced product in THF, and the lower energy band attributed to the reduced product in the RTIL nanophase. The second band could be observed with as little as 5% of the RTIL. No partitioning of Ni(OEPone) + into the RTIL nanodomain was observed. DFT calculations were carried out to characterize the product of the first reduction. These results provide strong direct evidence of the presence of nanodomains in molecular solvent/RTIL mixtures.

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“…The results of the spectral studies indicated that the mechanism of sensing of cyanide ion by the receptors is via H-bond formation between the imidazole N-H and the cyanide ion followed by deprotonation. 50 The ORTEP diagram of R5-CNcomplex is shown in Figure 7 and the crystal data are also collected in Table 1.…”

Section: H Nmr Spectral Studiesmentioning

confidence: 99%

Benzoquinone–imidazole hybrids as selective colorimetric sensors for cyanide in aqueous, solid and gas phases

et al. 2015

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Five new chemosensors (R1-R5), possessing benzoquinone as signaling unit and imidazole as H-bond donor unit, for cyanide sensing have been rationally designed, synthesized and characterized by NMR and mass spectroscopy. The structure of R5 was confirmed by single crystal XRD studies. These receptors exhibited prominent visual colour change toward cyanide ion over other common anions in aqueous HEPES buffer-DMF (9:1 v/v) medium. The complexation of receptor-CNhas been addressed by UV-Vis, fluorescence and 1 H NMR spectra and was supported by electrochemical and DFT studies. The mechanism of sensing involves formation of H-bond between imidazole N-H and CNion. The stoichiometry of the receptor-CNcomplexes was found to be 1:2 (receptor-CN -) and the detection limit was observed to be in the range of 1.1-3 nM. The test strips based on R5 were fabricated, which could act as convenient and efficient CNtest kits. Notably, the novelty of the present investigation is that the receptor R5 selectively senses CNion in solid, aqueous and gas phases i.e. 'a complete receptor'.

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Quinones Electrochemistry in Room-Temperature Ionic Liquids

Cited by 48 publications

References 43 publications

Enhanced Cycle Performance of Quinone-Based Anodes for Sodium Ion Batteries by Attachment to Ordered Mesoporous Carbon and Use of Ionic Liquid Electrolyte

Enhanced Cycle Performance of Quinone-Based Anodes for Sodium Ion Batteries by Attachment to Ordered Mesoporous Carbon and Use of Ionic Liquid Electrolyte

Spectroscopic Evidence of Nanodomains in THF/RTIL Mixtures: Spectroelectrochemical and Voltammetric Study of Nickel Porphyrins

Benzoquinone–imidazole hybrids as selective colorimetric sensors for cyanide in aqueous, solid and gas phases

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