Vanillin Derivative Preservatives for Cosmetic Formulations

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Solution Overview

Problem

Conventional chemical preservatives in cosmetic and dermatological compositions, such as parabens and formaldehyde-releasing compounds, can cause skin irritation and have variable effectiveness, while also posing environmental concerns and compatibility issues with emulsions.

Innovation Solution

The use of novel vanillin derivatives as antimicrobial agents with a broad spectrum of activity, specifically compounds of formula (I) and (I′), which are incorporated into cosmetic, dermatological, or pharmaceutical compositions to prevent microbial contamination without causing skin irritation and are environmentally friendly.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional chemical preserving agents (parabens, formaldehyde-releasing compounds) are used, then microbial contamination is prevented, but skin irritation occurs and environmental toxicity increases

Engineering Contradiction:
Improveantimicrobial effectivenessVSAvoidskin irritation and environmental toxicity
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the chemical structure of vanillin by introducing specific substituents (R1-R6 groups including halogens, alkyl chains, and hydroxyl groups) to create derivatives with enhanced antimicrobial activity and reduced toxicity. This structural parameter change allows the preservative to maintain effectiveness while improving safety profile

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses vanillin as a core molecular structure and combines it with various functional groups to create composite molecular structures. These composite molecules integrate the beneficial properties of vanillin (natural origin, low toxicity) with the antimicrobial properties of substituted groups, achieving both effectiveness and safety

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional preserving agents are used, then microbial protection is achieved, but formulation stability and compatibility are compromised

Engineering Contradiction:
Improvemicrobial protectionVSAvoidemulsion stability and formula compatibility
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent optimizes the hydrophobicity-hydrophilicity balance of vanillin derivatives by adjusting the length and position of alkyl chains and the number of hydroxyl groups. This parameter optimization ensures compatibility with both aqueous and oily phases in emulsion formulations, maintaining stability while providing effective microbial protection

Inventive Principle:
Principle #35Parameter changes

3Adaptability or versatility

If broad-spectrum antimicrobial activity is achieved, then protection against multiple microorganisms is provided, but skin tolerance and environmental safety may be compromised

Engineering Contradiction:
Improveantimicrobial spectrum breadthVSAvoidskin tolerance and environmental safety
Core Design Contradiction:
Adaptability or versatilityVSObject-affected harmful factors

Solution Approach 1:

The patent divides the antimicrobial activity into multiple independent functional groups attached to the vanillin core. Each substituent (R1-R6) can interact with different microbial targets, providing broad-spectrum activity. The segmented structure allows each group to contribute specifically to antimicrobial action without requiring high overall concentrations, thus improving skin tolerance

Inventive Principle:
Principle #1Segmentation

Data Source

PatentUS11691937B2Use of vanillin derivatives as preserving agents, preserving process, compounds and composition
Publication Date: 2023.07.04 LOREAL SA
  • US11691937B2 patent drawing
  • US11691937B2 patent drawing
  • US11691937B2 patent drawing

AI summary

The present invention relates to the use, in a cosmetic, dermatological or pharmaceutical composition, of at least one compound of formula (I):in which:R2 represents a hydrogen atom or a methyl or ethyl radical;R3 represents a linear C1-C12 alkyl radical, optionally substituted with a hydroxyl group; or a linear C2-C12 alkenyl radical, optionally substituted with a hydroxyl group;as a preserving agent.The invention also relates to certain novel compounds and to the cosmetic, dermatological or pharmaceutical compositions comprising them.