Pyrazolo[1,2-a]pyrazol-1-one Hair Dye Composition for Red Tones

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Solution Overview

Problem

Classic oxidation-based hair dye compositions fail to produce vibrant, reflective red, copper, or mahogany tones that are uniformly visible and long-lasting on natural or colored hair, especially when used at acidic pH.

Innovation Solution

A hair dye composition comprising 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one as the first oxidation base, para-phenylenediamine as the second oxidation base, meta-aminophenol as the coupler, and an oxidizing agent, with a pH ranging from 5.5 to 7.5, which allows for the development of intense, homogeneous, and resistant color reflections.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of operation

If classic oxidation bases (para-aminophenol, orthoaminophenol) are used at acidic pH, then the dyeing process is simple and fast, but the color reflections in red, copper or mahogany tones are not sufficiently visible and homogeneous

Engineering Contradiction:
Improvedyeing process simplicityVSAvoidcolor uniformity and visibility
Core Design Contradiction:
Ease of operationVSManufacturing precision

Solution Approach 1:

The patent combines multiple oxidation bases (pyrazolo[1,2-a]pyrazol-1-one as first oxidation base, para-phenylenediamine as second oxidation base) with couplers (meta-aminophenol) to create a synergistic system that produces superior color reflections. This combination resolves the contradiction by merging the simplicity of classic oxidation mechanisms with the enhanced color performance of multi-component systems.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The dye composition uses a composite approach by incorporating different oxidation bases and couplers in specific proportions. The pyrazolo[1,2-a]pyrazol-1-one compound combined with para-phenylenediamine and meta-aminophenol creates a composite chemical system that achieves both operational simplicity and superior color uniformity through the synergistic interaction of multiple components.

Inventive Principle:
Principle #40Composite materials

2Device complexity

If classic oxidation bases are used, then the formulation is simple, but the color reflections are not resistant to shampoos, light, sweat and permanent deformation

Engineering Contradiction:
Improveformulation complexityVSAvoidcolor resistance
Core Design Contradiction:
Device complexityVSReliability

Solution Approach 1:

The patent merges multiple oxidation bases with different resistance characteristics. The pyrazolo[1,2-a]pyrazol-1-one provides foundational color development while para-phenylenediamine enhances resistance to fading. This combination creates a formulation that maintains color integrity against shampoos, light, sweat, and deformation while keeping the overall formulation relatively simple.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The patent optimizes the pH parameter (ranging from 5.5 to 7.5) and the proportions of different oxidation bases and couplers to enhance color resistance. By adjusting these parameters, the formulation achieves superior resistance to environmental factors without significantly increasing formulation complexity.

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one is used as first oxidation base, then powerful red, copper or mahogany reflections are achieved, but the composition requires precise pH control (5.5 to 7.5)

Engineering Contradiction:
Improvecolor reflection qualityVSAvoidpH control requirement
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent establishes an optimal pH range (5.5 to 7.5) for the pyrazolo[1,2-a]pyrazol-1-one oxidation base to function effectively. This parameter optimization allows the achievement of powerful color reflections while providing a manageable pH control window that balances performance with practical formulation requirements.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The pyrazolo[1,2-a]pyrazol-1-one compound serves multiple functions: it acts as an oxidation base, contributes to color development, and works synergistically with para-phenylenediamine and meta-aminophenol. This multi-functionality allows the system to achieve superior color reflections while the pH control requirement remains manageable through the collaborative action of multiple components.

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 achieves visible, powerful, and aesthetically pleasing red, copper, or mahogany tones that are resistant to hair-related stressors like shampoos, light, and permanent deformation, ensuring uniform color from root to tip.

Implementation Method 1

Precursors of oxidation dyes, or oxidation bases, are colorless or weakly colored compounds which, associated with oxidizing products, can give rise, through an oxidative condensation process, to colored or coloring compounds.

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

through an oxidative condensation process, to colored or coloring compounds

Methodology Applied
Scientific EffectOxidative condensation: Oxidation

Data Source

PatentEP1927377B1Dye composition of acidic pH comprising 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, a para- phenylenediamine, a meta-aminophenol and an oxidizing agent
Publication Date: 2012.12.26 LOREAL SA
  • EP1927377B1 patent drawing
  • EP1927377B1 patent drawing
  • EP1927377B1 patent drawing

AI summary

Composition for dyeing of keratinous fibers comprises a primary oxidation base comprising 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one (I) and its salts, a secondary oxidation base comprising para-phenylene diamines, a coupler comprising meta-aminophenols and an oxidizing agent. The pH of the composition is 5.5-7.5. Composition for dyeing of keratinous fibers comprises a primary oxidation base comprising 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one of formula (I) and its salts, a secondary oxidation base comprising para-phenylene diamines, a coupler comprising meta-aminophenols and an oxidizing agent. The pH of the composition is 5.5-7.5. Independent claims are included for: (1) dyeing of keratinous fibers comprising application of the dyeing composition on the keratinous fibers and rinsing, optionally washing with shampoo, rinsing again and drying; and (2) a device with compartments comprising a first compartment containing a composition (A1) comprising a primary oxidation base comprising 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one (I) and its salts, a secondary oxidation base comprising para-phenylene diamines, a coupler comprising meta-aminophenols and an oxidizing agent and a composition (A2) comprising an oxidizing agent in a medium. [Image].