Acylhydrazone Bleach for Low-Temperature Disinfection

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Solution Overview

Problem

Conventional detergents and cleaning agents, especially at low temperatures, fail to effectively remove gram-negative bacteria such as Pseudomonas aeruginosa, leading to hygiene risks and the spread of germs during washing processes, as existing bleaching agents like hydrogen peroxide and percarboxylic acids have limited disinfecting effects.

Innovation Solution

Combining peroxygen-containing bleaching agents with acylhydrazones of a specific formula, which enhance the antimicrobial effectiveness of detergents and cleaning agents by improving the disinfecting power without causing oxidative damage to textiles, even at low washing temperatures.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional bleaching agents (hydrogen peroxide, percarboxylic acids) are used at low temperatures, then bleaching performance is maintained, but disinfecting effect is significantly limited

Engineering Contradiction:
Improvedisinfecting effectVSAvoidwashing temperature
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The invention changes the chemical parameters of the bleaching system by introducing acylhydrazone compounds with specific molecular structures (formula I) that have higher reactivity at low temperatures. These compounds contain electron-withdrawing substituents and cyclic ammonium groups that enhance their disinfecting capability without requiring high temperatures, thus resolving the contradiction between maintaining low temperature operation and achieving effective disinfection.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite bleaching system by combining conventional peroxygen-containing bleaching agents with acylhydrazone compounds. This composite approach allows the synergistic interaction between the two components, where the acylhydrazone enhances the disinfecting effect of the peroxide-based agents at low temperatures, overcoming the limitation of conventional single-component systems.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional bleaching catalysts (MnTACN) are used at low temperatures, then bleaching performance is improved, but hygiene performance shows no improvement

Engineering Contradiction:
Improvehygiene performanceVSAvoidcatalyst structure
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The invention modifies the catalyst structure by incorporating cyclic ammonium groups and electron-withdrawing substituents into the acylhydrazone ligand framework. This structural parameter change fundamentally alters the catalytic properties, enabling the complex to generate highly reactive oxygen species at low temperatures that possess strong disinfecting activity, thereby improving hygiene performance without increasing operational complexity.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If stronger oxidizing agents are used to improve disinfection at low temperatures, then antimicrobial effectiveness increases, but oxidative damage to textiles increases

Engineering Contradiction:
Improveantimicrobial effectivenessVSAvoidoxidative damage to textile
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The acylhydrazone compounds exhibit local quality enhancement by concentrating their oxidizing action specifically on microbial cell structures. The cyclic ammonium groups and electron-withdrawing substituents enable selective interaction with bacterial cell walls and membranes, allowing the oxidizing agents to penetrate and destroy microorganisms while being less aggressive toward textile fibers, thus achieving localized disinfection with minimized damage.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The acylhydrazone compounds act as intermediaries that mediate between the peroxygen bleaching agents and the microbial targets. They facilitate controlled release and activation of reactive oxygen species at the site of microbial contact, providing enhanced disinfection while the acylhydrazone structure itself protects surrounding textile materials from excessive oxidative damage through its stabilizing properties.

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

The combination significantly increases the antimicrobial effectiveness against gram-negative bacteria, ensuring improved germ removal at temperatures below 60°C, including room temperature, thereby enhancing laundry hygiene and reducing germ transmission.

Implementation Method 1

Hydrogen peroxide and in particular short-chain percarboxylic acids such as peracetic acid, which are released from bleach activators such as TAED under the perhydrolytic effect of hydrogen peroxide, ensure a certain level of laundry hygiene through the washing process

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

the use of the combination of peroxygen-containing bleaching agents with acylhydrazones results in a significant increase in the antimicrobial effectiveness of detergents and cleaning agents against gram-negative bacteria, such as Pseudomonas aeruginosa

Methodology Applied
Scientific EffectAntimicrobial action:

Implementation Method 3

The performance of compounds of general formula (I) or general formula (II) can optionally be influenced by the presence of manganese, titanium, cobalt, nickel or copper ions

Methodology Applied
Scientific EffectComplex formation:

Data Source

PatentEP3095847B1Washing and cleaning product with improved hygiene performance
Publication Date: 2019.09.11 HENKEL KGAA
  • EP3095847B1 patent drawing
  • EP3095847B1 patent drawing
  • EP3095847B1 patent drawing

AI summary

The antimicrobial efficacy of detergents and cleaning agents against gram-negative bacteria, fungi, and yeasts was to be improved. This was achieved primarily through the use of a combination of a peroxygen-containing bleach with an acylhydrazone.