Catechol Disulfonamides for Liquid Detergent Stain Removal

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Solution Overview

Problem

Liquid detergents and cleaning agents often inadequately remove bleachable stains, particularly those containing polymerizable substances like polyphenolic dyes, due to the absence of bleaching agents, which can lead to intensification of soiling during the washing process.

Innovation Solution

Incorporating catechol disulfonamides into detergents and cleaning agents, specifically compounds of the general formula (I), which improve washing performance by stabilizing bleaching agents and enhancing the removal of bleachable stains without oxidative bleaching agents.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If bleaching agents are omitted from liquid detergents to ensure stability, then formulation stability is improved, but removal of bleachable stains deteriorates

Engineering Contradiction:
Improveformulation stabilityVSAvoidstain removal effectiveness
Core Design Contradiction:
Stability of the object's compositionVSReliability

Solution Approach 1:

The patent introduces catechol disulfonamides as intermediary substances that mediate between the stabilizing requirement and the stain removal function. These compounds complex with metal ions (particularly iron) to form stable complexes that prevent catalytic decomposition of peroxides while simultaneously enabling oxidation of stains, thus serving as both stabilizer and activator

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the chemical parameters of the detergent system by introducing catechol disulfonamides with specific molecular structures (formula I) that have optimal complexing constants with metal ions. This parameter change allows the system to maintain peroxide stability while preserving bleaching activity against stains

Inventive Principle:
Principle #35Parameter changes

2Object-affected harmful factors

If bleaching agents are omitted to protect textile dyes from fading, then color protection is improved, but removal of polyphenolic stains deteriorates

Engineering Contradiction:
Improvedye fading protectionVSAvoidpolyphenolic stain removal
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

Catechol disulfonamides act as intermediaries that enable selective oxidation. They complex with metal ions to create a controlled oxidation system that removes polyphenolic stains through chelation-assisted oxidation while being gentler on textile dyes compared to free peroxide decomposition

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent converts the potential harm of metal ion-catalyzed peroxide decomposition into a benefit by using catechol disulfonamides to control this reaction. The metal ion complexing creates a controlled oxidation pathway that selectively targets stains while protecting dyes

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

3Device complexity

If washing is performed without bleaching agents, then formulation simplicity is improved, but intensification of soiling deteriorates

Engineering Contradiction:
Improveformulation complexityVSAvoidsoiling intensification
Core Design Contradiction:
Device complexityVSObject-generated harmful factors

Solution Approach 1:

Catechol disulfonamides serve as intermediary agents that prevent the harmful polymerization reactions of polyphenolic substances during washing. By complexing with metal ions, they eliminate the catalytic effect that would otherwise cause stain intensification, while maintaining formulation simplicity

Inventive Principle:
Principle #24Intermediary (Mediator)

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

Significantly improves the removal of bleachable stains, including those from food products and drinks, by stabilizing bleaching agents and preventing the worsening of soiling during the washing process, as demonstrated by increased whiteness and stain removal efficiency.

Implementation Method 1

3,5-Disubstituted catecholsulfonamides and their complexing properties for iron were described by Schwert et al. in J. Med. Chem. 2005, 48, 7482-7485

Methodology Applied
Scientific EffectComplexation:

Implementation Method 2

the removal of bleachable soils, which are normally at least partially removed by the peroxygen-based bleaching agent

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentEP3877493B1Detergents and cleaning agents having improved performance
Publication Date: 2024.09.11 HENKEL KGAA
  • EP3877493B1 patent drawing
  • EP3877493B1 patent drawing
  • EP3877493B1 patent drawing

AI summary

The present invention relates to the use of disubstituted sulfonamides of catechol in detergents and cleaning agents for improving the washing or cleaning performance with respect to bleachable stains.