Phenolic Compound Solubility via Hydrotrope Mediation

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Solution Overview

Problem

Phenolic compounds, particularly polyphenols, have limited water solubility, restricting their application in cosmetics and other uses, and existing methods to enhance solubility often come with drawbacks such as high costs, reduced activity, or compatibility issues with cosmetic formulations.

Innovation Solution

A cosmetic composition comprising at least two phenolic compounds (baicalin and resveratrol), hydrotropes (nicotinamide and caffeine), a lipid-soluble antioxidant (Vitamin E), and an emulsifier, which effectively increases the water solubility of phenolic compounds and stabilizes the antioxidant in a water-based emulsion.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If phenolic compounds are used in cosmetic formulations, then antioxidant protection is provided, but water solubility is limited

Engineering Contradiction:
Improveantioxidant protectionVSAvoidwater solubility
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent employs hydrotropes (nicotinamide and caffeine) as intermediary substances that mediate between the hydrophobic phenolic compounds and the aqueous environment. These hydrotropes form mixed micelles or solubilization complexes that enable phenolic compounds to dissolve in water without chemical modification, maintaining their antioxidant activity while achieving sufficient solubility for cosmetic formulations.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the physical-chemical parameters of the system by adjusting the concentration of hydrotropes, pH, and temperature to optimize the solubility of phenolic compounds. By controlling these parameters, the formulation achieves a balance between maintaining phenolic compound stability and achieving adequate water solubility for cosmetic application.

Inventive Principle:
Principle #35Parameter changes

2Quantity of substance

If delivery systems or chemical modification are used to improve solubility, then water solubility increases, but cost increases and activity may be reduced

Engineering Contradiction:
Improvewater solubilityVSAvoidcost and complexity
Core Design Contradiction:
Quantity of substanceVSEase of manufacture

Solution Approach 1:

The patent uses inexpensive, readily available hydrotropes (nicotinamide and caffeine) that are already common in cosmetic formulations, rather than expensive specialized delivery systems or requiring chemical modification of the phenolic compounds. This approach achieves solubility enhancement through simple physical mixing and formulation techniques, significantly reducing manufacturing costs and complexity.

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

3Quantity of substance

If strong organic solvents or diterpene glycosides are used as solubilizers, then solubility improves, but safety and compatibility with cosmetic formulations deteriorate

Engineering Contradiction:
ImprovesolubilityVSAvoidsafety and compatibility
Core Design Contradiction:
Quantity of substanceVSObject-affected harmful factors

Solution Approach 1:

The patent changes the type of solubilizing agent from harsh organic solvents to mild hydrotropes that are safe for cosmetic use. By adjusting the concentration and type of hydrotrope, the formulation achieves adequate solubility while maintaining skin compatibility and safety, eliminating the harmful effects associated with strong organic solvents.

Inventive Principle:
Principle #35Parameter changes

4Reliability

If lipid-soluble antioxidants are incorporated into water-based compositions, then complete protection against oxidative stress is achieved, but emulsion stability becomes challenging

Engineering Contradiction:
Improveoxidative stress protectionVSAvoidemulsion stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent creates a composite emulsion system that combines water-soluble phenolic compounds (solubilized by hydrotropes) with lipid-soluble antioxidants (solubilized by emulsifiers). This composite formulation integrates both types of antioxidants in a single stable water-based emulsion, providing comprehensive protection against oxidative stress while maintaining physical stability through proper emulsifier selection and formulation optimization.

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 significantly enhances the solubility of phenolic compounds in water, maintaining stability upon dilution and providing effective protection against oxidative stress, with synergistic antioxidant activity demonstrated in skin applications.

Implementation Method 1

The at least one hydrotrope should be present in an amount that is effective to solubilize said at least two phenolic compounds in the water phase of the composition

Methodology Applied
Scientific EffectSolubilization: Solvation

Implementation Method 2

The at least one emulsifier should be present in an amount sufficient to create a water-in-oil or oil-in-water emulsion that is effective to solubilize the lipid-soluble antioxidant

Methodology Applied
Scientific EffectEmulsion: Emulsion

Implementation Method 3

Antioxidants protect cells from the damage of oxidative stress by scavenging free radicals and inhibiting following oxidation reactions

Methodology Applied
Scientific EffectFree radical scavenging: Oxidation

Data Source

PatentEP3019148B1Compositions containing two phenolic compounds for cosmetic use
Publication Date: 2019.10.02 LOREAL SA
  • EP3019148B1 patent drawingFigure 1~2
  • EP3019148B1 patent drawing
  • EP3019148B1 patent drawing

AI summary

The present invention relates to compositions comprising: (a) at least two phenolic compounds (one flavoid and one non-flavoid); (b) at least one hydrotrope; (c) at least one emulsifier; (d) a lipid-soluble antioxidant; and (e) water. The at least one hydrotrope should be present in an amount that is effective to solubilize said at least two phenolic compounds in the water phase of the composition. The at least one emulsifier should be present in an amount sufficient to create a water-in-oil or oil-in-water emulsion that is effective to solubilize the lipid- soluble antioxidant. The compositions are useful for cosmetic purposes and other uses.