Two-Electron Redox Compounds for High-Density Flow Batteries

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Traditional aqueous redox flow batteries are limited by low energy density due to their narrow operational potential window and concentration of active materials, while non-aqueous systems are underdeveloped, particularly in cation-based configurations.

Innovation Solution

A non-aqueous redox flow battery design featuring a catholyte with two-electron redox active compounds, a cation-permeable separator, and specific organic solvents and electrolytes, allowing cations to shuttle between electrodes for charge balancing, utilizing compounds like 1,4-dimethoxynaphthalene and 2-ethyl-9,10-dimethoxyanthracene for enhanced energy density.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If traditional aqueous redox flow batteries are used, then the system is safe and easy to operate, but the energy density is low due to narrow operational potential window and limited active material concentration

Engineering Contradiction:
Improveenergy densityVSAvoidoperational potential window
Core Design Contradiction:
Quantity of substanceVSAdaptability or versatility

Solution Approach 1:

The patent changes the fundamental parameter of the electrolyte system from aqueous to non-aqueous (organic) solvents, enabling operational potentials exceeding 3.0 V vs. Li/Li+ and accommodating two-electron redox processes. This parameter change directly resolves the contradiction by expanding the operational potential window from the water electrolysis limit to beyond 3.0 V, thereby increasing energy density while maintaining system functionality

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite electrolyte systems combining organic redox-active compounds (such as dimethoxynaphthalene and dimethoxyanthracene derivatives) with non-aqueous solvents and lithium salts. This composite approach enables simultaneous achievement of high operating potentials, two-electron transfer capability, and stable electrochemical performance, resolving the energy density limitation of traditional aqueous systems

Inventive Principle:
Principle #40Composite materials

2Quantity of substance

If non-aqueous redox flow batteries are developed, then the operational potential window and energy density are improved, but the system complexity and development maturity are reduced

Engineering Contradiction:
Improveenergy densityVSAvoidsystem development maturity
Core Design Contradiction:
Quantity of substanceVSDevice complexity

Solution Approach 1:

The patent employs organic redox-active compounds that can be synthesized through straightforward chemical methods from commercially available starting materials. These organic molecules serve as replaceable, cost-effective active materials that enable high energy density without requiring complex or rare components, thus improving energy density while managing system complexity through use of simple, synthesizable materials

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent systematically adjusts multiple parameters including solvent composition (carbonate esters, chain length), redox-active compound structure (substituent positions and types), and electrolyte concentration to optimize performance. This parameter optimization approach enables achievement of high energy density with relatively simple system configurations, managing development complexity through methodical parameter tuning rather than complex system architecture

Inventive Principle:
Principle #35Parameter changes

3Quantity of substance

If two-electron redox active compounds are used, then the capacity and energy storage are enhanced, but the chemical stability and reversibility are challenged

Engineering Contradiction:
ImprovecapacityVSAvoidelectrochemical reversibility
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The patent designs composite molecular structures where redox-active cores (naphthalene or anthracene with dimethoxy groups) are combined with stabilizing substituents (halogens, alkyl groups, ether linkages). This composite molecular architecture enables simultaneous achievement of two-electron transfer capability and high electrochemical reversibility, as evidenced by stable cyclic voltammetry responses and capacity retention over multiple cycles

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent introduces different substituent groups at specific positions on the aromatic core to provide localized functions: electron-withdrawing groups (F, Cl, Br) at certain positions stabilize the radical cation intermediates, while electron-donating groups (alkyl, alkoxy) at other positions maintain electron density for reversible electron transfer. This local quality differentiation enables two-electron capacity while preserving electrochemical stability and reversibility

Inventive Principle:
Principle #3Local quality

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The solution enables high energy density and capacity, as demonstrated by reversible two-electron transfers and stable performance over multiple cycles, surpassing previous organic redox materials in redox flow batteries.

Implementation Method 1

two-electron redox active compound represented by Formula I, II, III

Methodology Applied
Scientific EffectRedox reactions: Redox Reactions

Implementation Method 2

cations shuttle between the two electrolytes to balance the charges that develop as a result of oxidation and reduction of components in the electrolytes

Methodology Applied
Scientific EffectIon transport: Ion Repulsion/Attraction

Implementation Method 3

a cation-permeable separator (e.g., a membrane or other cation-permeable material) partitioning the negative electrode/anolyte from the positive electrode/catholyte

Methodology Applied
Scientific EffectIon exchange: Ion Exchange

Data Source

PatentUS9991542B2Two-electron high potential and high capacity redox active molecules for energy storage applications
Publication Date: 2018.06.05 UCHICAGO ARGONNE LLC
  • US9991542B2 patent drawing
  • US9991542B2 patent drawing
  • US9991542B2 patent drawing

AI summary

A non-aqueous redox flow battery includes a catholyte including a compound of formula (I), a compound of formula (II), or a compound of formula (III):wherein two R groups have the formula X, wherein X is X, wherein X is a group of formula IV-A or IV-B;