Diamino-Pyrazolone Hair Dye Composition for Intense Warm Shades

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Solution Overview

Problem

Current hair dye compositions using oxidation bases struggle to achieve a wide range of intense, varied, and resistant shades, particularly at neutral pH, especially for warm shades like reds and oranges, while maintaining color intensity and uniformity.

Innovation Solution

A composition comprising a diamino-N,N-dihydro-pyrazolone derivative as an oxidation base, combined with a coupler and a surfactant such as alkyl ether carboxylic acids or polyglucosides, to create a dyeing process that produces intense, varied, and resistant hair colors at neutral pH.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If conventional oxidation bases (para-phenylenediamine and para-aminophenol derivatives) are used at basic pH, then a wide range of colors can be obtained, but the chromaticity and color intensity are insufficient, especially for warm shades

Engineering Contradiction:
Improveshade rangeVSAvoidcolor intensity and chromaticity
Core Design Contradiction:
Adaptability or versatilityVSManufacturing precision

Solution Approach 1:

The patent changes the chemical structure parameter by introducing diamino-N,N-dihydro-pyrazolone derivatives as oxidation bases, which have different chemical properties compared to conventional para-phenylenediamine and para-aminophenol derivatives. This structural parameter change enables achieving intense warm shades (reds, oranges) while maintaining good chromaticity and color intensity at neutral pH

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite dyeing system by combining diamino-N,N-dihydro-pyrazolone derivatives with specific couplers (meta-phenylenediamines, meta-aminophenols, meta-hydroxyphenols, and heterocyclic compounds) and surfactants. This composite approach allows obtaining a rich palette of intense colors with excellent chromaticity and resistance properties

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If oxidation bases are used to achieve varied shades, then color variety is improved, but color uniformity and resistance to external agents deteriorate

Engineering Contradiction:
Improveshade varietyVSAvoidcolor uniformity and resistance
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent optimizes the chemical parameters by selecting specific diamino-N,N-dihydro-pyrazolone derivatives with particular substituent patterns (R1-R4 groups) that facilitate uniform penetration and bonding to keratin fibers, thereby achieving both shade variety and color uniformity with enhanced resistance to shampoos, light, sweat, and permanent deformations

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops a composite formulation combining oxidation bases with specific couplers and surfactants that work synergistically. The surfactant component (alkyl ether carboxylic acids, polyglucosides, or glycerolated surfactants) improves fiber penetration and color uniformity while enhancing resistance properties, thus resolving the contradiction between shade variety and color durability

Inventive Principle:
Principle #40Composite materials

3Ease of operation

If neutral pH bases are used, then color variety is limited, but the formulation is safer and more comfortable for hair

Engineering Contradiction:
ImprovepH neutrality and safetyVSAvoidshade range
Core Design Contradiction:
Ease of operationVSAdaptability or versatility

Solution Approach 1:

The patent changes the oxidation base parameter from conventional neutral pH bases to diamino-N,N-dihydro-pyrazolone derivatives that function effectively at neutral pH while providing superior color results. This parameter change enables achieving intense warm shades and varied color palettes without compromising the safety and comfort of neutral pH formulation

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 solution enables the achievement of intense and varied hair colors that are resistant to external agents like shampoos, light, and sweat, while providing excellent color uniformity and tenacity, particularly for warm shades.

Implementation Method 1

The 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 EffectOxidative condensation: Oxidation

Implementation Method 2

at least one surfactant chosen from alkyl (C8-C30) ether carboxylic acids and their salts, alkyl (C12-C30) polyglucosides and mono or polyglycerolated surfactants

Methodology Applied
Scientific EffectSurfactant action: Surfactant

Data Source

PatentEP1733713B1Composition for dyeing keratinic fibres comprising a diamino-N,N-dihydro-pyrazolone dervative, a coupling agent and a selected surface-active agent
Publication Date: 2010.06.02 LOREAL SA
  • EP1733713B1 patent drawing
  • EP1733713B1 patent drawing
  • EP1733713B1 patent drawing

AI summary

Composition for coloring of keratinous fibers comprises an oxidation base such as diamino-N,N-dihydropyrazolone derivatives (I) or their salts, a coupling agent and a surface-active agent, in a medium. Composition for coloring of keratinous fibers comprises an oxidation base such as diamino-N,N-dihydropyrazolone derivatives of formula (I) or their salts, a coupling agent and a surface active agent of 8-30C alkyl ether carboxylic acids and their salts, 12-30C alkyl polyglucosides or mono or polyglycerol surface active agents, in a medium. Either R 1, R 2Q; Q : 1-10C alkyl (optionally substituted by OR 5, NR 6R 7, carboxy, sulfonic, CONR 6R 7, SO 2NR 6R 7, heteroaryl or T), T or 5-6 membered heteroaryl (optionally substituted by 1-4C alkyl or 1-2C alkoxy); or NR 1R 25-7 membered heterocycle (optionally substituted by halo, amino, (di)1-4C alkyl amino, OH, COOH, carboxamido, 1-2C alkoxy or 1-4C alkyl (optionally substituted by OH, amino, (di)alkylamino, alkoxy, carboxy or sulfonyl)); either R 3, R 4H or Q; or NR 3R 4, NR 1R 25-7 membered heterocycle (where the carbons are optionally replaced by O or N and optionally substituted); T : aryl (optionally substituted by 1-4C alkyl, OH, 1-2C alkoxy or (di)1-4C alkyl amino); R 5H, 1-4C alkyl (optionally substituted by 1-2C alkoxy, OH, CONR 8R 9, SO 2R 8 or T) or T; R 6, R 7R 5, CONR 8R 9 or SO 2R 8; and R 8, R 9H, 1-4C alkyl (optionally substituted by OH or 1-2C alkoxy). Independent claims are also included for: (1) dyeing of keratinous fibers comprising application of the composition on fibers in the presence of an oxidizing agent; and (2) a device with several compartments comprising the composition and the oxidizing agent in different compartments. [Image].