Aqueous TEMPO Electrolyte Production for Scalable Redox-Flow Cells

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Solution Overview

Problem

Existing production processes for redox-flow cells using TEMPO-derivatives are complex, require multiple solvents, and result in high losses and costs, making them unsuitable for industrial scale, while current aqueous solutions lack flexibility in anion choice and require base addition.

Innovation Solution

A process involving the reaction of N,N,2,2,6,6-hexamethyl-4-piperidinamine with dimethyl carbonate in a saturated C1 to C4 alcohol, followed by solvent change to water, oxidation with hydrogen peroxide, and pH adjustment, results in an aqueous solution of TEMPO-derivatives with controlled composition and properties suitable for redox-flow cells.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If existing production processes for TEMPO-derivatives are used, then pure compounds are obtained, but the process complexity increases and industrial scalability decreases

Engineering Contradiction:
Improvepurity of TEMPO-derivative compoundVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The invention extracts and eliminates the problematic intermediate solid separation steps from the production process. By using a continuous aqueous phase process without solid intermediate compounds, the method removes the need for filtration and centrifugation steps, thereby reducing process complexity while maintaining product purity.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention changes the physical state parameters of the reaction system by using aqueous solutions throughout the process instead of organic solvents that form solid intermediates. This parameter change from solid-liquid to liquid-liquid system eliminates the need for solid handling and separation operations, simplifying the overall process.

Inventive Principle:
Principle #35Parameter changes

2Quantity of substance

If existing production processes with multiple solvents are used, then TEMPO-derivatives are produced, but solvent recycling becomes complicated and costs increase

Engineering Contradiction:
Improveproduction of TEMPO-derivativeVSAvoidsolvent recycling
Core Design Contradiction:
Quantity of substanceVSEase of manufacture

Solution Approach 1:

The invention uses water as a universal solvent that serves multiple functions throughout the entire production process - as reaction medium, product solvent, and electrolyte component. This eliminates the need for multiple different solvents and their associated recycling processes, simplifying manufacturing while maintaining production efficiency.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The invention creates a homogeneous aqueous reaction system where all steps occur in the water phase, eliminating the need for solvent changes and complex recycling operations. The uniform aqueous environment simplifies both production and subsequent handling of the TEMPO-derivative.

Inventive Principle:
Principle #33Homogeneity

3Productivity

If base addition is used during oxidation step, then oxidation proceeds efficiently, but additional salts are formed requiring removal

Engineering Contradiction:
Improveoxidation efficiencyVSAvoidsalt removal
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The invention employs an auto-catalytic oxidation mechanism where the reaction itself generates the necessary conditions for continued oxidation without requiring external base addition. The hydroperoxide intermediate formed during oxidation self-regulates the pH, eliminating the need for additional base and preventing salt formation that would require removal.

Inventive Principle:
Principle #25Self-service

Solution Approach 2:

The invention converts the typically harmful effect of pH change during oxidation into a beneficial self-regulating feature. The pH decrease during oxidation is not countered by base addition but is instead utilized as part of the reaction mechanism, with the pH naturally returning to optimal levels as the reaction progresses, eliminating salt waste.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

4Manufacturing precision

If filtration and centrifugation steps are used, then solid intermediates are separated, but time loss and yield reduction occur

Engineering Contradiction:
Improveseparation of intermediatesVSAvoidprocessing time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The invention extracts and eliminates the solid intermediate formation entirely from the reaction pathway by using a continuous aqueous phase process. Without solid intermediates, there is no need for filtration or centrifugation steps, thereby eliminating the associated time losses and yield reductions from these separation operations.

Inventive Principle:
Principle #2Taking out (Extraction)

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 process enables an efficient, low-cost production of an aqueous solution with controlled anion composition, suitable for industrial scale, maintaining energy storage properties comparable to state-of-the-art solutions without additional base addition.

Implementation Method 1

oxidation with hydrogen peroxide

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

redox-flow cells with new organic compounds as redox couple comprising 2,2,6,6-tetramethylpiperidinyl-oxyl (TEMPO)-derivates

Methodology Applied
Scientific EffectRedox reactions: Redox Reactions

Data Source

PatentUS12577204B2Solution of tempo-derivatives for use as electrolyte in redox-flow cells
Publication Date: 2026.03.17 BASF SE
  • US12577204B2 patent drawing
  • US12577204B2 patent drawing
  • US12577204B2 patent drawing

AI summary

The present invention relates to a solution comprising water and different 2,2,6,6-tetramethyl-piperidinyl-oxyl (TEMPO)-derivatives, a process for the production of this solution, a process for making a redox-flow cell comprising the solution as electrolyte, a redox-flow cell comprising the solution as an electrolyte in one chamber of the cell and the use of the redox-flow cell for storing electrical energy.