Poly[N‐(10‐oxo‐2‐vinylanthracen‐9(10H)‐ylidene)cyanamide] as a novel cathode material for li‐organic batteries

Abstract

Redox‐active polymers draw significant attention as active material in secondary batteries during the last decade. A new anthraquinone‐based redox‐active monomer was designed, which electrochemical behavior was tailored by mono‐modification of one keto group. The monomer exhibits two one‐electron redox reactions and has a low molar mass, resulting in a high theoretical capacity of 207 mAh/g. The polymerization of the monomer was optimized by variation of solvent and initiator. Moreover, the electrochemical behavior was studied using cyclic voltammetry and the polymer was used as active material in a composite electrode in lithium organic batteries. The polymer reveals a cell potential of 2.3 V and a promising capacity of 137 mAh/g. During the first 100 cycles, the capacity drops to 85% of the initial value. The influence of the charging speed on the charging/discharging properties of the batteries was further investigated. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 2517–2523

Polymer-Based Organic Batteries

“…In a similar approach, a modified anthraquinone with an N -cyanoimide replacing one keto group was utilized . The functionalization yields an isomeric mixture, which could be used without isolation, due to the similar electrochemical properties of the isomers, involving two-electron storage.…”

Poly(DCAQI): Synthesis and characterization of a new redox-active polymer

“…Fc + /Fc) as well as to the monofunctionalized N ‐(10‐oxo‐2‐vinylanthracen‐9(10 H )‐ylidene)cyanamide ( E 1 1/2 = −0.88 V and E 2 1/2 = −1.31 V vs . Fc + /Fc) . The utilization of TBAClO 4 as electrolyte salt shifts the redox signals to E 1 1/2 = −0.65 and E 2 1/2 = −1.16 V vs .…”

“…The preparation of monomer 2 was carried out from 2‐vinylanthraquinone 1 as shown in Scheme , which can be straightforwardly obtained in a two‐step procedure from the commercially available 2‐aminoanthraquinone . Subsequently, the carbonyl groups were transformed into N ‐cyanoimine groups utilizing titanium(IV) chloride and bis (trimethylsilyl)carbodiimide.…”

“…Fc + /Fc. This signal can be presumably assigned to the reduction of the carbonyl group of the N ‐(10‐oxo‐anthracen‐9(10 H )‐ylidene)cyanamide, which is most likely formed by a partial hydrolysis of N ‐cyanoimine moieties to carbonyl groups (Fig. ).…”

Polymer Electrode Materials for Lithium‐Ion Batteries

“…[ 52 ] The template‐free method usually optimizes the synthesis conditions (e.g., temperature, solvent, and the ratio of monomer to initiator). [ 251 ] The change of synthesis conditions can affect the polymerization degree, the arrangement of polymer chains, the aggregation of the polymer, and even the micromorphology. [ 180,252,253 ] For example, the MW of polymer can be improved by increasing the concentration of initiators since the radical elimination is restricted and chain propagation is guaranteed.…”