Aza-Michael Oligo(β-Amino Ester) Detergents for Dye Transfer

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Solution Overview

Problem

Existing detergents fail to effectively prevent dye transfer from dyed textiles to undyed or differently colored textiles during washing, leading to undesirable color changes and discoloration.

Innovation Solution

The use of oligo(β-amino esters) obtained through aza-Michael addition of primary monoamines, primary or secondary diamines to diesters of monoethylenically unsaturated monocarboxylic acids and diols, which act as dye transfer inhibitors in detergents, reducing both dye fading and deposition on undyed textiles.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If polymers with high affinity for dyes are used to prevent dye deposition, then dye transfer inhibition improves, but dye fading from textile increases

Engineering Contradiction:
Improvedye deposition on textilesVSAvoiddye fading from textile
Core Design Contradiction:
Object-affected harmful factorsVSObject-generated harmful factors

Solution Approach 1:

The invention changes the chemical parameters of the dye transfer inhibitor by using oligo(β-amino esters) with specific molecular weight ranges (100-10,000 g/mol) and controlled degrees of oligomerization (1-30). This parameter optimization allows the inhibitor to bind dyes in the wash liquor without strongly attracting dyes from textile fibers, thus preventing both dye deposition and excessive dye fading.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite functional material by combining multiple components in the detergent formulation: oligo(β-amino esters) as the primary dye transfer inhibitor, surfactants for cleaning, and auxiliary additives. This composite approach allows the oligo(β-amino esters) to specifically target dye transfer while other components handle cleaning functions, reducing the need for high-affinity polymers that cause dye fading.

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If conventional dye transfer inhibitors are used, then dye deposition is reduced, but color loss from textiles increases

Engineering Contradiction:
Improvedye transfer to undyed textilesVSAvoiddye loss from dyed textiles
Core Design Contradiction:
Object-affected harmful factorsVSLoss of substance

Solution Approach 1:

The invention optimizes the molecular weight parameter of the dye transfer inhibitor to the range of 100-10,000 g/mol, which is significantly lower than conventional high molecular weight polymers. This parameter change reduces the inhibitor's affinity for dye molecules, allowing it to bind free dyes in the wash liquor without strongly extracting dyes from textile fibers, thus reducing both dye transfer and dye loss.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The oligo(β-amino esters) act as a simplified model or 'copy' of natural protective substances found in textiles, providing dye transfer inhibition through mild interactions rather than strong chemical binding. This approach replicates the protective function of natural textile components while avoiding the harsh effects of conventional synthetic polymers.

Inventive Principle:
Principle #26Copying

3Object-affected harmful factors

If high concentrations of dye transfer inhibitors are used to prevent discoloration, then staining prevention improves, but textile color fidelity deteriorates

Engineering Contradiction:
Improvetextile discolorationVSAvoidtextile color fidelity
Core Design Contradiction:
Object-affected harmful factorsVSManufacturing precision

Solution Approach 1:

The invention changes the concentration parameter to optimal low levels (0.01-5 wt.%, preferably 0.05-0.5 wt.%) by using highly efficient oligo(β-amino esters) with controlled oligomerization degrees. This allows effective dye transfer inhibition at low concentrations, avoiding the need for high doses that would cause excessive dye binding and color fidelity loss.

Inventive Principle:
Principle #35Parameter changes

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

Oligo(β-amino esters) significantly reduce dye transfer, maintaining the color integrity of textiles by minimizing fading and discoloration, especially when washing white textiles with dyed items, and are effective in concentrations of 0.01 wt.% to 5 wt.% in detergents.

Implementation Method 1

The use of oligo(β-amino esters) obtainable by aza-Michael addition of primary monoamines or primary or secondary diamines to diesters of monoethylenically unsaturated monocarboxylic acids and diols

Methodology Applied
Scientific EffectAza-Michael addition: Chemical Bonding

Data Source

PatentEP4460557B1Color-protecting detergents
Publication Date: 2025.10.15 HENKEL KGAA
  • EP4460557B1 patent drawing
  • EP4460557B1 patent drawing
  • EP4460557B1 patent drawing

AI summary

The aim of the invention is to improve the color protection properties of detergents when used to wash colored textiles. This aim is essentially achieved by using oligo(β-amino ester) that is obtained by aza-Michael addition of primary monoamines or primary or secondary diamines on diesters from monethylenically unsaturated monocarboxylic acids and diols.