A Laterally Extended Perylene Hexacarboxylate via Diels-Alder Reaction for High-Performance Organic Lithium-Ion Batteries

• Published in: Electrochimica acta 2017-11, Vol.254, p.255-261
• Main Authors: Li, Lei, Hong, Yu-Jian, Chen, Dong-Yang, Lin, Mei-Jin
• Format: Article
• Language: English
• Subjects: Batteries; conjugated carboxylates; Cycloaddition; Diels-Alder reaction; Diels-Alder reactions; Electrode materials; Electrodes; Electrons; hexalithium benzo[ghi]perylene hexacarboxylate; Lithium-ion batteries; Organic chemistry; Organic lithium-ion batteries; Rechargeable batteries
• ISSN: 0013-4686; 1873-3859
• DOI: 10.1016/j.electacta.2017.09.119

The lateral extension of the well-known tetralithium perylene tetracarboxylate leads to perylene hexacarboxylate (Li6-BPHC, see TOC) via a facile Diels-Alder reaction, which possesses an enhanced performance for organic lithium-ion batteries. [Display omitted] •Diels-Alder reaction is an efficient strategy to incorporate more redox groups into and extend π systems in one-step.•Diels-Alder reaction is anticipated to be an efficient approach to achieve high-performance organic electrode materials.•A laterally extended perylene hexacarboxylate via Diels-Alder reaction has been design as a proof-of-concept example.•The electrochemical studies indicated it indeed possess a higher specific capacity and more stable cycling performance.•This finding is of considerable realistic significance for the high-performance organic electrode materials. The Diels-Alder reaction is a well-known [4+2] cycloaddition in organic chemistry, which is employed in this article as an efficient approach towards high-performance organic electrode materials since it can achieve the incorporation of more redox groups and extension of π systems in one step. As a proof-of-concept example, we reported that a hexalithium benzo[ghi]perylene hexacarboxylate (Li6-BPHC) by the lateral extension of well-known organic anode material, tetralithium perylene tetracarboxylate (Li4-PTC), via a facile Diels-Alder reaction, which has been demonstrated to not only store nearly six electrons per molecule at a current density of 280mAg−1 but also possess a highly stable cycling performance over 100 cycles.