6-Hydroxybenzomorpholine Oxidation Dye Composition for Grey Coverage

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Solution Overview

Problem

Existing hair dye compositions using oxidation dye precursors often result in unsatisfactory dyeing power, limited color range, insufficient color persistence, and uneven color distribution along the hair shaft.

Innovation Solution

A composition comprising 6-hydroxybenzomorpholine, 2-amino-5-ethylphenol, and N,N-dicarboxymethyl glutamic acid, along with optional additional couplers and oxidation bases, to achieve intense, uniform, and persistent coloration with good grey hair coverage.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If conventional oxidation dye precursors are used, then the dyeing process is simple, but the dyeing power is weak and color range is limited

Engineering Contradiction:
Improvedyeing powerVSAvoidcomposition complexity
Core Design Contradiction:
Quantity of substanceVSDevice complexity

Solution Approach 1:

The patent combines multiple oxidation dye precursors (ortho-phenylenediamine, para-phenylenediamine, ortho-aminophenol, para-aminophenol) with specific couplers (resorcinol, hydroquinone, 1,2,4-trihydroxybenzene) and N,N-dicarboxymethyl glutamic acid to create a composite dyeing composition. This composite approach enables intense coloration, wide color range, and good grey hair coverage while maintaining reasonable composition complexity.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional dyeing compositions are used, then the application process is straightforward, but color persistence is insufficient

Engineering Contradiction:
Improvecolor persistenceVSAvoidapplication complexity
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent optimizes the concentration parameters of key components: oxidation bases (0.1-10% w/w), couplers (0.1-10% w/w), and N,N-dicarboxymethyl glutamic acid (0.1-5% w/w). These parameter adjustments enhance color persistence against light, shampoo, and perspiration while maintaining a straightforward application process requiring only mixing with oxidizing agent and applying to hair.

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If conventional oxidation bases are used, then the dyeing process is quick, but color uniformity is poor along the hair shaft

Engineering Contradiction:
Improvecolor uniformityVSAvoiddyeing time
Core Design Contradiction:
Stability of the object's compositionVSLoss of time

Solution Approach 1:

The patent employs multiple oxidation bases (ortho- and para-phenylenediamines, ortho- and para-aminophenols) and various couplers that work synergistically at different locations along the hair shaft. This local quality approach ensures uniform color distribution from root to tip, addressing the selective coloring issue where different sections of hair receive different shades.

Inventive Principle:
Principle #3Local quality

4Quantity of substance

If conventional dye precursors are used, then the composition is simple, but grey hair coverage is insufficient

Engineering Contradiction:
Improvegrey hair coverageVSAvoidprecursor complexity
Core Design Contradiction:
Quantity of substanceVSDevice complexity

Solution Approach 1:

The patent creates a composite system combining multiple oxidation bases with specific couplers (resorcinol, hydroquinone, 1,2,4-trihydroxybenzene) and N,N-dicarboxymethyl glutamic acid. This composite formulation provides intense coloration that effectively covers grey hair while maintaining a manageable composition structure.

Inventive Principle:
Principle #40Composite materials

5Adaptability or versatility

If conventional couplers are used, then the color range is limited, but the composition remains simple

Engineering Contradiction:
Improvecolor rangeVSAvoidcoupler variety
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent selects couplers (resorcinol, hydroquinone, 1,2,4-trihydroxybenzene) that serve multiple functions: they provide wide color range, ensure uniform color distribution, enhance color persistence, and contribute to grey hair coverage. This multi-functionality approach expands color versatility while keeping the coupler variety manageable.

Inventive Principle:
Principle #6Universality (Multi-functionality)

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 composition provides intense, uniform color with improved fastness and selectivity, ensuring good coverage of grey hair and consistent dyeing performance over time.

Implementation Method 1

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

Methodology Applied
Scientific EffectOxidative condensation: Oxidation

Data Source

PatentUS12390408B2Composition comprising two particular oxidation dye precursors, and a particular carboxylic acid
Publication Date: 2025.08.19 LOREAL SA
  • US12390408B2 patent drawing
  • US12390408B2 patent drawing
  • US12390408B2 patent drawing

AI summary

The invention relates to a composition comprising at least one oxidation coupler chosen from 6-hydroxybenzomorpholine of formula (I), one of its addition salts, its solvates and/or the solvates of its salts, at least one oxidation coupler chosen from 2-amino-5-ethylphenol of formula (II), one of its addition salts, its solvates and/or the solvates of its salts, and at least one compound chosen from N, N-dicarboxymethyl glutamic acid, one of its salts, and mixtures thereof. The invention also relates to a process for dyeing keratin fibres, preferably the hair, comprising the application of the composition to said keratin fibres.