A green Li–organic battery working as a fuel cell in case of emergency

Renault, Stéven; Gottis, Sébastien; Barrès, Anne-Lise; Courty, Matthieu; Chauvet, O.; Dolhem, Franck; Poizot, Philippe

doi:10.1039/c3ee40878g

Cited by 109 publications

(137 citation statements)

References 46 publications

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“…137,140 Note that other "green" positive electrode materials have been proposed such as ellagic acid ( Figure 6.8(g)) or the redox cofactor riboflavin (Figure 6.8(h)) but their oxidized state (nonlithiated compound) prohibits a possible use in Li-ion cell. As previously explained, 137,140,193 the presence of permanent negative charges in the vicinity of redox active carbonyls in both oxidized and reduced states enables a quite good stability toward aprotic liquid electrolyte (no dissolution) but also a shift toward lower potential values as compared to carboxylic acids. Such structures that belong this time to inverse W€ urster-type redox systems, 141 react typically at lower potential in comparison with quinonic-type structures previously reported (i.e., in the range of 0.6e1.6 V vs Li þ /Li 0 ).…”

Section: Particular Case Of the Redox-active C ¼ O Moietymentioning

confidence: 84%

“…This situation being highly detrimental to the development of high-energy density organic batteries, Poizot and coworkers have pointed out the interest of using redox-active structures bearing permanent negative charges (anionic backbone) to overcome this unwanted dissolution. 181 However, the output voltage was limited to an average value of w1 V. More recently, the successful synthesis of dilithium (2,5-dilithium-oxy)-terephthalate (namely Li 4 -p-DHT or Li 4 DHTPA, Figure 6.8(f)) first reported by Renault et al,193 enables the achievement of another symmetric and all-organic LiB working at an average voltage of 1.8 V (130 Wh/kg) 194 thanks to a peculiar dual and antagonist redox-activity. The first attempt was reported in 2009 through the use of tetralithium salt of tetrahydroxybenzoquinone (Li 4 C 6 O 6 , Figure 6.8(e)), an amphoteric redox compound able to cycle between Li 2 C 6 O 6 and Li 6 C 6 O 6 .…”

Section: Particular Case Of the Redox-active C ¼ O Moietymentioning

confidence: 99%

“…The first attempt was reported in 2009 through the use of tetralithium salt of tetrahydroxybenzoquinone (Li 4 C 6 O 6 , Figure 6.8(e)), an amphoteric redox compound able to cycle between Li 2 C 6 O 6 and Li 6 C 6 O 6 . Note that both Li 4 C 6 O 6 and Li 4 -p-DHT materials could also be classified as sustainable electrode materials since they can be synthesized from processes involving water and naturally abundant starting reagents (e.g., myo-inositol, phytic acid, or glucose 181,193 ), making the concept of "renewable LiBs" possible. One of them is based on the quinonic-type backbone for a positive electrode application (i.e., CÀOLi/C ¼ O) whereas the other is based on carboxylate functional groups (i.e., CO 2 Li/CO 2 Li 2 , see below) for a negative electrode application.…”

Section: Particular Case Of the Redox-active C ¼ O Moietymentioning

confidence: 99%

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Perspectives in Lithium Batteries

Poizot

Dolhem

Gaubicher

et al. 2015

Lithium Process Chemistry

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Section: Particular Case Of the Redox-active C ¼ O Moietymentioning

confidence: 84%

Section: Particular Case Of the Redox-active C ¼ O Moietymentioning

confidence: 99%

Section: Particular Case Of the Redox-active C ¼ O Moietymentioning

confidence: 99%

See 1 more Smart Citation

Perspectives in Lithium Batteries

Poizot

Dolhem

Gaubicher

et al. 2015

Lithium Process Chemistry

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“…[90] As an example, NTCDA could realize approximately 18-Li uptake with a cut-off voltage of 0.001 V (vs Li + /Li), giving a high capacity of ≈1800 mAh g -1 (Figure 4a). Generally, both low crystalline [94] and nanostructures [38,95,96] increase the utilization of carbonyls. Recently, Lee et al found that nonfused aromatic compounds also showed superlithiation.…”

Section: Capacity-orientedmentioning

confidence: 99%

Molecular Engineering with Organic Carbonyl Electrode Materials for Advanced Stationary and Redox Flow Rechargeable Batteries

2017

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Organic carbonyl electrode materials that have the advantages of high capacity, low cost and being environmentally friendly, are regarded as powerful candidates for next-generation stationary and redox flow rechargeable batteries (RFBs). However, low carbonyl utilization, poor electronic conductivity and undesired dissolution in electrolyte are urgent issues to be solved. Here, we summarize a molecular engineering approach for tuning the capacity, working potential, concentration of active species, kinetics, and stability of stationary and redox flow batteries, which well resolves the problems of organic carbonyl electrode materials. As an example, in stationary batteries, 9,10-anthraquinone (AQ) with two carbonyls delivers a capacity of 257 mAh g (2.27 V vs Li /Li), while increasing the number of carbonyls to four with the formation of 5,7,12,14-pentacenetetrone results in a higher capacity of 317 mAh g (2.60 V vs Li /Li). In RFBs, AQ, which is less soluble in aqueous electrolyte, reaches 1 M by grafting -SO H with the formation of 9,10-anthraquinone-2,7-disulphonic acid, resulting in a power density exceeding 0.6 W cm with long cycling life. Therefore, through regulating substituent groups, conjugated structures, Coulomb interactions, and the molecular weight, the electrochemical performance of carbonyl electrode materials can be rationally optimized. This review offers fundamental principles and insight into designing advanced carbonyl materials for the electrodes of next-generation rechargeable batteries.

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“…For example, one of the earliest attempts was through the synthesis of lithium salts [8,9,[13][14][15], which delivered relatively better cycling stability and specific capacity compared with the previously reported small molecules. It was reported that Li 2 C 8 H 4 O 4 (Li terephthalate) could accept two lithium ions to give an initial reversible capacity of 300 mAh g −1 at 1 C [9].…”

mentioning

confidence: 99%

A novel quinone-based polymer electrode for high performance lithium-ion batteries

Xie

Wang

et al. 2016

Sci. China Mater.

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dissolution issue without sacrificing the electrochemical performance.In the past two decades, several strategies have been comprehensively proposed and evaluated. For example, one of the earliest attempts was through the synthesis of lithium salts [8,9,[13][14][15], which delivered relatively better cycling stability and specific capacity compared with the previously reported small molecules. It was reported that Li 2 C 8 H 4 O 4 (Li terephthalate) could accept two lithium ions to give an initial reversible capacity of 300 mAh g −1 at 1 C [9]. In addition, all-organic LIBs fabricated by the tetralithium salt of 2,3,5,6-tetrahydroxy-1,4-benzoquinone (Li 4 C 6 O 6 , THQ) and the tetralithium salt of 2,5-dihydroxyterephthalic acid (Li 4 C 8 H 2 O 6 , Li 4 DHTPA) were evaluated respectively [8,14]. The cells were able to provide reversible capacities of 120 and 200 mAh g −1 after 50 cycles and 20 cycles, separately at low current densities. Although these organic salts displayed better electrochemical performances as compared with the old-designed organic molecules, the cycling ability of them was still not stable and the specific capacities were still low as compared with the inorganic electrode materials. From the perspective of molecular design, another strategy is to increase the molecular weight of organic compounds by polymerization [16]. Especially, these polymers with large conjugated structures are not easily dissolved into the electrolytes. Nevertheless, increasing the molecular weight through polymerization could only somewhat resolve the dissolution issue. More importantly, the specific capacity of the larger structures will decrease accordingly.Hence, in order to achieve a compromising result between the cycling stability and the specific capacity, our strategy is to develop quinone-based rigid backbone polymers with the chemically stable thianthrene structures. Recently, polymers containing redox-active carbonyl groups (C=O) have been thoroughly investigated [12,[17][18][19][20][21][22][23][24][25][26][27]. Especially, quinones are regarded as the most promising types ABSTRACT Designing of high electrochemical performance organic electrode materials has attracted tremendous attention. Recent investigations revealed that quinone-based polymers along with the stable thioether bonds could achieve a high specific capacity and a good cycling stability simultaneously. In this study, we synthesized a novel ladder-structured polymer poly(2,3-dithiino-1,4-benzoquinone) (PDB) through a simple two-step polymerization. The electrochemical performance indicated that PDB could achieve a high reversible specific capacity of 681 mAh g −1 with 98.4% capacity retention after 100 cycles. A good rate performance was also achieved with a fast recovery of the capacity after testing at different current densities. Ultra-long cycling performance of PDB was also investigated. The promising results of PDB provided us more confidence to continue searching for high performance polymers through the modification of organic structu...

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A green Li–organic battery working as a fuel cell in case of emergency

Cited by 109 publications

References 46 publications

Perspectives in Lithium Batteries

Perspectives in Lithium Batteries

Molecular Engineering with Organic Carbonyl Electrode Materials for Advanced Stationary and Redox Flow Rechargeable Batteries

A novel quinone-based polymer electrode for high performance lithium-ion batteries

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