Aminopyrazolopyridine Dye Composition with Indole Coupler

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Solution Overview

Problem

Existing hair dye compositions using aminopyrazolopyridine oxidation bases face limitations in intensity, chromaticity, selectivity, and resistance to external agents such as shampooing, light, and weather.

Innovation Solution

A dye composition combining specific aminopyrazolopyridine bases with an indole-type coupler, providing improved intensity, chromaticity, and resistance to external agents, and a process for dyeing keratin fibers using this composition.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If aminopyrazolopyridine oxidation bases are used for dyeing hair, then varied shades can be obtained, but the dyeing properties are insufficient in terms of intensity, chromaticity, selectivity and resistance to shampooing

Engineering Contradiction:
Improvecolor intensityVSAvoidresistance to shampooing
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The patent combines aminopyrazolopyridine oxidation bases with specific indole-type couplers to create a composite dye system. This composite approach allows the oxidation base to provide varied shades while the coupler enhances color intensity, chromaticity, and resistance to shampooing, thereby resolving the contradiction between color variety and dyeing performance.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent modifies the chemical structure of the coupler by introducing specific substituents (halogen atoms, hydroxyl groups, alkoxy groups, alkyl groups) at defined positions. These parameter changes in the molecular structure optimize the coupling reaction with the oxidation base, resulting in improved color intensity, chromaticity, and resistance to shampooing while maintaining the ability to produce varied shades.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If oxidation bases are combined with couplers to obtain varied shades, then color variety is achieved, but the chromaticity and intensity are insufficient

Engineering Contradiction:
Improveshade varietyVSAvoidchromaticity
Core Design Contradiction:
Adaptability or versatilityVSIllumination intensity

Solution Approach 1:

The patent introduces specific substituent parameters (halogen, hydroxyl, alkoxy, alkyl groups) at defined positions on the coupler structure. These parameter modifications enhance the electron density and reactivity of the coupler, leading to improved chromaticity and color intensity while preserving the ability to generate varied shades through different oxidation base combinations.

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If existing oxidation bases are used, then dyeing process is simple, but the selectivity and uniformity of coloring along the keratin fibre is poor

Engineering Contradiction:
Improvedyeing process simplicityVSAvoidcolor uniformity
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent creates a composite dye system where the indole-type coupler acts as a mediator that promotes uniform distribution and coupling along the keratin fibre. This composite approach maintains the simplicity of the two-component dyeing process while significantly improving color uniformity and selectivity, as the coupler ensures consistent reaction throughout the hair fibre.

Inventive Principle:
Principle #40Composite materials

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 achieves intense, non-selective, and resistant hair shades that maintain color integrity against shampooing and environmental factors.

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

PatentEP2464424B1Dye composition comprising a heterocyclic oxidation base and an indole coupler
Publication Date: 2019.09.25 LOREAL SA
  • EP2464424B1 patent drawing
  • EP2464424B1 patent drawing
  • EP2464424B1 patent drawing

AI summary

The subject of the present invention is dye composition for keratin fibres, comprising, in suitable dyeing medium, a coupler of formula (I) or addition salts thereof with an acid a particular cationic or noncationic aminopyrazolopyridine derivative. The composition of the present invention makes it possible in particular to obtain a colouring with varied, intense and/or chromatic, aesthetic and relatively nonselective shades which are highly resistant to the various attacks to which the hair may be subjected.