Resorcinol Stabilization via N-acetyl Methionine Complexes

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Solution Overview

Problem

4-substituted resorcinol derivatives are unstable and prone to oxidation, making them challenging to formulate in cosmetically acceptable vehicles, which affects their storage stability and cosmetic efficacy.

Innovation Solution

Incorporating N-acetyl methionine as a stabilizer in topical cosmetic compositions to prevent oxidation and discoloration of 4-substituted resorcinol derivatives, such as 4-ethyl resorcinol and 4-hexyl resorcinol, thereby enhancing their stability and cosmetic benefits.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If 4-substituted resorcinol derivatives are used in cosmetic compositions, then skin lightening and pigmentation control benefits are achieved, but the compounds undergo oxidation and discoloration during storage

Engineering Contradiction:
Improvecosmetic efficacyVSAvoidstorage stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

Amino acids, particularly cysteine and methionine, are used as intermediary substances that chemically interact with 4-substituted resorcinol derivatives to form stable complexes. This intermediary action prevents direct oxidation of the resorcinol compounds while maintaining their skin lightening efficacy, thereby resolving the contradiction between cosmetic effectiveness and storage stability.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The invention changes the chemical state of resorcinol derivatives by forming complexes with amino acids, which alters their oxidation resistance properties. This parameter change from free resorcinol to amino acid complex maintains the desired cosmetic effects while significantly improving storage stability and preventing discoloration.

Inventive Principle:
Principle #35Parameter changes

2Stability of the object's composition

If stabilizing agents are added to prevent oxidation of resorcinol derivatives, then storage stability is improved, but the formulation complexity increases

Engineering Contradiction:
Improveoxidative stabilityVSAvoidformulation complexity
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

Amino acids serve multiple functions simultaneously: they act as stabilizing agents to prevent oxidation, provide skin conditioning benefits, and enhance the overall cosmetic performance of the composition. This multi-functionality reduces formulation complexity by consolidating multiple roles into a single ingredient.

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

Solution Approach 2:

The invention uses readily available, inexpensive amino acids that are easily incorporated into formulations. These simple, short-chain amino acids provide effective stabilization without requiring complex synthesis or specialized handling, thereby minimizing formulation complexity while achieving the desired oxidative stability.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 use of N-acetyl methionine effectively stabilizes 4-substituted resorcinol derivatives against oxidation, improving their storage stability and maintaining their cosmetic effectiveness, including skin lightening and pigmentation control.

Implementation Method 1

Oxidative instability is an undesirable characteristic in 4-substituted resorcinols. There is a need, therefore, for an agent that will stabilize 4-substituted resorcinols against oxidation.

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentEP3996664B1Stabilization of resorcinol compounds in cosmetic compositions
Publication Date: 2024.08.21 UNILEVER GLOBAL IP LTD
  • EP3996664B1 patent drawing
  • EP3996664B1 patent drawing
  • EP3996664B1 patent drawing

AI summary

Topical cosmetic compositions containing a 4-substituted resorcinol derivative along with N-acetyl methionine exhibit improved storage stability and oxidative stability. A method of stabilizing 4-ethyl resorcinol or 4-hexyl resorcinol in a composition comprising a cosmetically acceptable vehicle by adding to the composition Acetyl Methionine in an amount sufficient to stabilize said 4-ethyl resorcinol or 4-hexyl resorcinol. Use of the N-Acetyl Methionine and stabilized 4-substituted resorcinol derivatives in the manufacture of a topical cosmetic composition.