Evaluation of polyketones with N-cyclic structure as electrode material for electrochemical energy storage: case of tetraketopiperazine unit

Abstract

International audiencePursuing the electrochemical evaluation vs. Li of carbonyl-based cyclic structures deriving from the oxocarbon family, polyketones with N-cyclic structure are investigated to probe the potential modifications. In this communication, we specifically report on the electrochemical investigation of our first selected family of heterocycles based on the 2,3,5,6-tetraketopiperazine unit. Working in a systematic way, a series of tetraketopiperazine molecules with quite different R groups as substituents (i.e., phenyl, allyl and propyl functions) have been synthesized and characterized. Such small molecules were found to rapidly solubilise in commonly used electrolytes. To bypass this issue, we have prepared an oligomeric form via acyclic diene metathesis (ADMET). Preliminary results on the poly-N,N'-diallyl-2,3,5,6-tetraketopiperazine oligomer show a sustained reversible capacity of 110 mAh/g at near 2.45 V. The insight gained from this work is the fact that two intracyclic nitrogen atoms or a lithiated ene-diolate functionality in the C6-based polyketone cyclic structure induces a similar tuning of the redox potential

Perspectives in Lithium Batteries

“…Again, polymeric materials were mainly reported in the literature to circumvent the solubility issues. 191,192 However, in the latter case, the use of a viscous gel polymer electrolyte was necessary to achieve reasonable results. 188 Nokami et al reported a polymer-bound pyrene-4,5,9,10-tetraone (PPYT, Figure 6.8(b)) showing remarkable chargeedischarge properties with a high specific capacity of 231 mAh/g, even at a 30 C-rate.…”

Influence of the cellulose substrate on the electrochemical properties of paper-based polypyrrole electrode materials

“…There is currently a high demand for lightweight, inexpensive, flexible, and environmentally friendly energy storage devices for a number of applications including new types of portable electronics, propulsion of all-electric or hybrid vehicles as well as for the management of intermittent renewable energy sources [1][2][3][4][5][6].…”

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

“…They are reduced in the voltage range of 1.5 to 2.5 V vs Li + /Li and are also potential cathode materials for rechargeable batteries. [76,77] One notable characteristic is the high initial reduction potential of organic radicals (>3 V vs Li + /Li), which is the highest among carbonyl electrodes. However, only half of the carbonyls can be reversibly reduced, leading to a practical capacity lower than 250 mAh g -1 .…”