A Self‐Polymerized Nitro‐Substituted Conjugated Carbonyl Compound as High‐Performance Cathode for Lithium‐Organic Batteries

Li, Qiang; Wang, Haidong; Wang, Heng‐guo; Si, Zhenjun; Li, Chunping; Bai, Jie

doi:10.1002/cssc.201903112

Cited by 46 publications

(40 citation statements)

References 63 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Nitro was employed previously as an electron‐withdrawing substituting group to modify electrochemical properties of organic electrode materials. [ 8,43,44 ] It was found electrochemically active with the ability to accept two electrons each group to form a dianion. [ 8,45,46 ] However, the nitro group in several aromatic compounds was revealed to undergo an irreversible electrochemical reduction in the first discharge, rendering redox‐reversible azo groups responsible for subsequent redox reactions.…”

Section: Introductionmentioning

confidence: 99%

Nitroaromatics as High‐Energy Organic Cathode Materials for Rechargeable Alkali‐Ion (Li⁺, Na⁺, and K⁺) Batteries

Liu

2020

Advanced Energy Materials

View full text Add to dashboard Cite

Cathode materials are vital to the performance of alkali-ion batteries. Inorganic transitional metal oxides with insertion chemistry, such as LiCoO 2 , LiFePO 4 , and LiNi x Co y Mn 1−x−y O 2 , have been the predominant cathode materials in conventional LIBs. Constructed with heavy metallic elements, conventional inorganic cathode materials typically have restricted specific energy capacity (theoretical: <300 mAh g −1) with little room for further improvements. [1,2] Meanwhile, their applicability in SIBs and KIBs is often hindered due to kinetic and stability issues, where their rigid lattice structures can restrict diffusion/storage of Na + and K + ions of larger sizes than Li +. [7] In addition, produced from minerals with limited availabilities, the use of inorganic cathode materials is neither sustainable nor environmentally benign. In this regard, organic cathode materials have recently attracted increasing attention. Relative to conventional inorganic cathode materials, they show distinct advantages, including higher theoretical capacity due to their construction from abundant light elements, structural diversity with tunable electrochemical properties, rational synthesis from sustainable stocks and low costs. In addition, their less-rigid structures are beneficial for the storage and mobility of larger-sized Na + and K + ions. [8,9] With organic materials, energy storage is achieved through the reversible reaction of alkali ions with their redox-active functional groups. To date, a large family of organic cathode materials incorporating various redox-active functional groups have been developed, which have been well summarized in several recent comprehensive reviews. [10-16] The predominant redoxactive functional groups reported thus far include carbonyl (CO) functionalities, [8,9,17-25] imine (CN) functionalities, [26-29] disulfides (SS), [30-33] radicals, [34-39] and azo (NN), [40-42] with the first two types most heavily focused on. Despite the significant progress, the majority of organic cathode materials developed to date, however, still has restricted specific capacity (generally <300 mAh g −1), energy density (<750 Wh kg −1 for LIBs), and/or cycle life. [10-16] It is thus imperative to explore and discover new redox functionalities that render higher-energy multielectron organic cathode materials with high cyclic stability. We report in this work a new group of nitroaromatic compounds, para-, ortho-, and meta-dinitrobenzene (p-, o-, and m-DNB, respectively) containing dual two-electron accepting nitro groups, as reversible high-energy multielectron organic cathode Organic cathode materials with existing redox functionalities are attracting increasing attention for rechargeable alkali-ion batteries due to their high theoretical gravimetric capacity, molecular diversity, and sustainability. However, they are still restricted in specific capacity and energy density. The discovery of new multielectron redox-active functionalities that can impart significantly enhanced capacity and energy density i...

show abstract

Section: Introductionmentioning

confidence: 99%

Nitroaromatics as High‐Energy Organic Cathode Materials for Rechargeable Alkali‐Ion (Li⁺, Na⁺, and K⁺) Batteries

Liu

2020

Advanced Energy Materials

View full text Add to dashboard Cite

show abstract

“…理论上, 具有 HAT 结构的框架材料应具有良好的电导率和可逆氧化还原反应位点以及明确的孔道结构以实现有效的离子迁移 [27] . 电导率通常与材料 HOMO(最高占据分子轨道)-LUMO(最低未占据分子轨道)间隙有关, 较小的 HOMO-LUMO 间隙会导致低电阻(高电导率) [28] . 基于上述原理, 张玉根课题组 [29] [30] 经过密度泛函理论的计算, 对具有两个 HATN 单元和一种连接原子的模型单元进行了评估, 结果表明, 经双氮键连接的 HATN 构建体的 LUMO-HOMO 间隙最低.…”

Section: Hat 衍生物在离子电池方面的应用unclassified

Recent Advancements of Hexaazatriphenylene-Based Materials for Energy Applications

Cui¹,

Liu²,

Du³

2021

Chinese Journal of Organic Chemistry

View full text Add to dashboard Cite

Hexaazatriphenylene (HAT) is an electron deficient, rigid, planar, aromatic discotic molecule with three fused pyrazine rings and excellent π-π stacking ability. Due to its excellent topology and electronic properties, HAT has been exploited as structural motifs of supramolecules, covalent organic frameworks (COFs), porous hydrogen-bonded organic frameworks (HOFs), and metal organic frameworks (MOFs). HAT derivatives have been utilized in catalysis, semiconductors, monomolecular magnets, water oxidation, proton conduction, etc. In recent years, motivated by the increasing energy demand, scientists have intensively studied the energy applications of HAT derivatives. In this paper, the recent progress of HAT derivatives in the field of energy has been reviewed. Keywords tripyrazine (HAT) derivatives; energy application; covalent organic framework 三亚吡嗪(Hexaazatriphenylene, HAT) (Scheme 1), 由三个稠合的吡嗪环构成, 具有良好的对称性, sp 2 杂化作用使它拥有出色的电子缺陷性质和高 π-π 堆积趋势. 作为刚性且平面的氮杂芳香族骨架, HAT 是最小二维含氮的多环芳香族体系. 1981 年 Nasielski-Hinkens 等 [1] 报道了 HAT 的合成, 由于结合了独特拓扑结构和电子特征以及强配位能力, HAT 吸引了科学家们的研究兴趣, 不断涌现出基于 HAT 的聚合物、大分子、配合物等. 近年来, 随着有机多孔材料 [2] 的发展, HAT 作为构建新型多孔聚合物的明星构建基块 [3] 被广泛用于构筑新型金属配合物 [4] 、固有微孔聚合物(PIMs) [5] 、共轭微孔聚合物图式 1 HAT 的结构 Scheme 1 Structure of HAT (CMPs) [6] 、多孔氢键有机框架(HOFs) [7] 和共价有机框架 (COFs) [8] . 通过对 HAT 的修饰和构建, HAT 衍生物已被广泛应用于质子传导 [9] 、催化剂 [10] 、半导体 [11] 、单分子磁体 [12] 、气体分离 [13] 、水氧化 [14] 和电化学储能 [15] 等众有机化学综述与进展 4168 http://sioc-journal.cn/

show abstract

“…Li et al reported a self-polymerized nitro-substituted conjugated carbonyl compound (2,3-dinitropyrene- 4,5,9,10-tetraone, PT-2NO 2 ) (15) as a high-performance cathode material for LIB. 53 The nitro group can be electrochemically reduced to an azo functional group that can serve as both a linker and a redox-active group. This is an effective strategy to simplify synthetic methods to form polymers without sacrificing theoretical capacity.…”

Section: Formation Of Higher-ordered Structuresmentioning

confidence: 99%

Design strategies for organic carbonyl materials for energy storage: Small molecules, oligomers, polymers and supramolecular structures

Schon

McAllister

et al. 2020

EcoMat

View full text Add to dashboard Cite

Organic electrodes are attractive candidates for electrochemical energy storage devices because they are lightweight, inexpensive and environmentally friendly. In recent years, many researchers have focused on the development of carbonyl-containing materials for organic electrodes. These materials demonstrate promising results as the next generation of rechargeable batteries owing to their fast redox kinetics and structural diversity in design. However, these electrodes still exhibit intrinsic drawbacks such as solubility in battery electrolytes and low electrical conductivity. This review provides recent examples of organic carbonyl-containing electrodes that highlight strategies to overcome these inherent limitations, and pave the way to develop an organic rechargeable battery that has high-energy density and long cycle life.

show abstract

A Self‐Polymerized Nitro‐Substituted Conjugated Carbonyl Compound as High‐Performance Cathode for Lithium‐Organic Batteries

Cited by 46 publications

References 63 publications

Nitroaromatics as High‐Energy Organic Cathode Materials for Rechargeable Alkali‐Ion (Li⁺, Na⁺, and K⁺) Batteries

Nitroaromatics as High‐Energy Organic Cathode Materials for Rechargeable Alkali‐Ion (Li⁺, Na⁺, and K⁺) Batteries

Recent Advancements of Hexaazatriphenylene-Based Materials for Energy Applications

Design strategies for organic carbonyl materials for energy storage: Small molecules, oligomers, polymers and supramolecular structures

Contact Info

Product

Resources

About

A Self‐Polymerized Nitro‐Substituted Conjugated Carbonyl Compound as High‐Performance Cathode for Lithium‐Organic Batteries

Cited by 46 publications

References 63 publications

Nitroaromatics as High‐Energy Organic Cathode Materials for Rechargeable Alkali‐Ion (Li+, Na+, and K+) Batteries

Nitroaromatics as High‐Energy Organic Cathode Materials for Rechargeable Alkali‐Ion (Li+, Na+, and K+) Batteries

Recent Advancements of Hexaazatriphenylene-Based Materials for Energy Applications

Design strategies for organic carbonyl materials for energy storage: Small molecules, oligomers, polymers and supramolecular structures

Contact Info

Product

Resources

About

Nitroaromatics as High‐Energy Organic Cathode Materials for Rechargeable Alkali‐Ion (Li⁺, Na⁺, and K⁺) Batteries

Nitroaromatics as High‐Energy Organic Cathode Materials for Rechargeable Alkali‐Ion (Li⁺, Na⁺, and K⁺) Batteries