Cationic para-aminophenol oxidation base for hair dye

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Solution Overview

Problem

Existing hair dye compositions using oxidation bases like para-aminophenol often result in colorings that are not intense enough or too selective, and lack resistance to external agents such as light and washing.

Innovation Solution

Development of cationic para-aminophenol compounds that serve as oxidation bases, offering a wider range of colors with improved intensity, chromaticity, and resistance to external agents when used in hair dye compositions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional para-aminophenol oxidation bases are used, then the dyeing process is simple, but the color intensity and chromaticity are insufficient

Engineering Contradiction:
Improvedyeing process simplicityVSAvoidcolor intensity and chromaticity
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The invention modifies the chemical structure of para-aminophenol oxidation bases by introducing cationic groups (such as quaternary ammonium groups) at specific positions (ortho or meta to the amino group). This structural parameter change transforms neutral oxidation bases into cationic ones, which significantly improves color intensity and chromaticity while maintaining the ease of the dyeing process. The cationic charge enables better interaction with keratin fibers, resulting in more vibrant and intense hair coloring.

Inventive Principle:
Principle #35Parameter changes

2Device complexity

If conventional oxidation bases are used, then the formulation is straightforward, but the resistance to external agents (light, washing, perspiration) is poor

Engineering Contradiction:
Improveformulation complexityVSAvoidresistance to external agents
Core Design Contradiction:
Device complexityVSReliability

Solution Approach 1:

By changing the chemical parameter of the oxidation base from neutral to cationic through the introduction of charged groups, the invention achieves superior resistance to external agents. The cationic character enhances the binding affinity to negatively charged sites on hair keratin, creating more durable color fastness against light, washing, and perspiration. This single parameter change (adding cationic groups) simultaneously improves multiple performance aspects without complicating the formulation process.

Inventive Principle:
Principle #35Parameter changes

3Ease of operation

If conventional oxidation bases are used, then the application is simple, but the uniformity of color along the hair fiber is poor (too selective)

Engineering Contradiction:
Improveapplication simplicityVSAvoidcolor uniformity
Core Design Contradiction:
Ease of operationVSManufacturing precision

Solution Approach 1:

The introduction of cationic groups into the oxidation base structure changes its electrostatic properties, enabling more uniform distribution and interaction along the hair fiber. The positive charge allows the dye to interact more consistently with the negatively charged keratin surfaces, reducing selectivity and improving color uniformity from root to tip. This parameter change maintains application simplicity while achieving superior color homogeneity.

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

The cationic para-aminophenol compounds enhance the dyeing properties of hair dyes by providing more intense and uniform color with better resistance to external factors like light, washing, and perspiration.

Implementation Method 1

These oxidation bases are colourless or weakly coloured compounds, which, when combined with oxidizing products, may give rise to coloured compounds via a process of oxidative condensation

Methodology Applied
Scientific EffectOxidative condensation: Oxidation

Data Source

PatentUS9271910B2Dye composition comprising a cationic <i>para</i>-aminophenol oxidation base
Publication Date: 2016.03.01 LOREAL SA
  • US9271910B2 patent drawing
  • US9271910B2 patent drawing
  • US9271910B2 patent drawing

AI summary

The present invention relates to a para-aminophenol compound of formula (I) the addition salts thereof with an acid and the solvates thereof, dye composition comprising the latter and a dyeing process.