Alkyl Glucoside Stabilization of Oxidation Dye Precursors

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Solution Overview

Problem

Existing hair coloring systems face issues with premature autoxidation of oxidation dye precursors due to atmospheric oxygen, leading to undesirable discoloration and reduced dye performance, as current methods using reducing agents can weaken the oxidizing agents and affect color performance.

Innovation Solution

A ready-to-use hair coloring agent containing a combination of two different alkyl glucosides with varying alkyl chain lengths, along with developer-type and coupler-type oxidation dye precursors, minimizes autoxidation by stabilizing the mixture and maintaining color performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If reducing agents are used to minimize autoxidation of oxidation dye precursors, then discoloration is reduced, but the oxidizing agent strength is weakened and color performance is affected

Engineering Contradiction:
ImprovediscolorationVSAvoidcolor performance
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent introduces alkyl glucosides as intermediary substances that mediate between the oxidation dye precursors and atmospheric oxygen. These glucosides act as protective agents that prevent direct autoxidation of the dye precursors without interfering with the hydrogen peroxide oxidizing agent, thus eliminating the need for reducing agents that would weaken the oxidizing strength.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the chemical environment parameters by introducing alkyl glucosides with specific molecular structures (containing sugar moieties and alkyl chains) that modify the reaction kinetics. This parameter change creates a protective effect against autoxidation while maintaining the effectiveness of hydrogen peroxide as the oxidizing agent.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If oxidation dye precursors are packaged separately from oxidizing agent, then premature reaction is prevented, but convenience of use is reduced

Engineering Contradiction:
Improvedye formation controlVSAvoidconvenience of use
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent merges the oxidation dye precursors and alkyl glucosides into a single cosmetic carrier preparation that can be applied directly to the hair, eliminating the need for separate packaging. The alkyl glucosides remain stable in this combined formulation and only activate the dye precursors when hydrogen peroxide is applied, maintaining both convenience and control.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The patent performs preliminary protective action by incorporating alkyl glucosides into the cosmetic carrier before application. These glucosides are pre-positioned to prevent autoxidation during storage and application, but only activate the dye precursors when the oxidizing agent is applied, ensuring proper timing of the dye formation reaction.

Inventive Principle:
Principle #10Preliminary action

3Device complexity

If atmospheric oxygen is present during application, then no additional reagents are needed, but autoxidation of dye precursors occurs

Engineering Contradiction:
Improvereagent quantityVSAvoidautoxidation
Core Design Contradiction:
Device complexityVSObject-affected harmful factors

Solution Approach 1:

The patent converts the potentially harmful effect of atmospheric oxygen into a beneficial protective mechanism. The alkyl glucosides are designed to react with or inhibit atmospheric oxygen's oxidizing action on the dye precursors, transforming the harmful autoxidation process into a controlled interaction that protects the dye precursors while maintaining the intended dye formation when hydrogen peroxide is applied.

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

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 agent effectively prevents premature discoloration and maintains color intensity by stabilizing the oxidation dye precursors, ensuring a cosmetically appealing and effective hair coloring process without loss in performance.

Implementation Method 1

the atmospheric oxygen contained in the atmosphere also acts as an oxidizing agent towards developers and couplers... This undesirable process is also known as autoxidation of the dye precursors

Methodology Applied
Scientific EffectAutoxidation: Oxidation

Implementation Method 2

the developers used as oxidation dye precursors (such as p-phenylenediamine derivatives or p-aminophenol derivatives) are first oxidatively converted by hydrogen peroxide into a reactive intermediate, also called quinoneimine or quinonediimine

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 3

which then undergoes an oxidative coupling reaction with the couplers to form the respective Dye reacts

Methodology Applied
Scientific EffectOxidative coupling: Oxidation

Data Source

PatentEP2931233B1Reduction of the autoxidation of agents for the oxidative dyeing and/or bleaching of keratin fibers
Publication Date: 2018.03.28 HENKEL KGAA
  • EP2931233B1 patent drawing
  • EP2931233B1 patent drawing
  • EP2931233B1 patent drawing

AI summary

The subject matter of the invention is an agent for the oxidative dyeing and/or bleaching of keratin fibers, in particular human hair, comprising in a cosmetic carrier (a) at least a first alkyl glucoside of formula (I), in which R1 is an unbranched or branched, saturated or unsaturated C20-C28 alkyl group and n is an integer from 1 to 10, (b) at least a second alkyl glucoside of formula (II), in which R2 is an unbranched or branched, saturated or unsaturated C8-C18 alkyl group and m is an integer from 1 to 10, (c) at least one oxidation dye precursor of the developer type, and d) at least one oxidation dye precursor of the coupler type.