Schiff Base Compounds for Blue Light Absorption and Stability

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Solution Overview

Problem

Current cosmetic solutions are inadequate in effectively filtering blue light, which contributes to skin aging, and existing blue-light absorbing compounds face challenges in stability and incorporation into formulations.

Innovation Solution

Development of a family of Schiff base compounds that absorb in the 400-500 nm wavelength interval, providing effective blue light absorption and stability in cosmetic formulations, including their use in topical applications for skin aging prevention and treatment.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If existing blue-light absorbing compounds are used, then blue light filtering is provided, but stability in formulations is compromised

Engineering Contradiction:
Improveblue light filteringVSAvoidformulation stability
Core Design Contradiction:
Object-affected harmful factorsVSStability of the object's composition

Solution Approach 1:

The patent modifies the chemical structure of existing blue light absorbing compounds by introducing specific substituent groups (halogens, alkyl groups, alkoxy groups) at defined positions on the molecular core. These parameter changes in molecular structure enhance photostability and formulation stability while preserving the 400-500 nm absorption capability, thereby resolving the contradiction between blue light filtering effectiveness and formulation stability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures combining a stable core structure (e.g., benzotriazole, triazine, or indazole rings) with various stabilizing substituent groups. This composite approach integrates multiple functional elements that work synergistically: the core provides blue light absorption while the substituents provide oxidative and photostability, thus achieving both blue light filtering and formulation stability simultaneously.

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If blue light absorbing compounds are incorporated into cosmetic formulations, then skin aging prevention is achieved, but compound stability deteriorates

Engineering Contradiction:
Improveskin aging preventionVSAvoidcompound stability
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent systematically varies molecular parameters including substituent types (fluorine, chlorine, methyl, ethyl, methoxy groups), substituent positions (2, 4, 5, 6 positions on the core ring), and core structures (benzotriazole, triazine, indazole) to optimize the balance between skin protection efficacy and compound stability. These parameter modifications result in derivatives that maintain high blue light absorption efficiency while exhibiting superior stability profiles in cosmetic formulations.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention addresses the inherent instability of blue light absorbing compounds by introducing electron-withdrawing and electron-donating groups that stabilize the molecular structure through resonance and inductive effects. The halogen substituents (fluorine, chlorine) particularly enhance photostability by strengthening the molecular framework and reducing susceptibility to photo-degradation, thereby converting the potential harm of instability into a benefit of enhanced reliability.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

3Object-affected harmful factors

If effective blue light absorption is achieved, then skin photoaging protection is improved, but formulation incorporation becomes difficult

Engineering Contradiction:
Improveskin photoaging protectionVSAvoidformulation incorporation
Core Design Contradiction:
Object-affected harmful factorsVSEase of manufacture

Solution Approach 1:

The patent modifies physical-chemical parameters of the compounds including solubility, molecular weight, and lipophilicity through strategic substituent selection. These parameter changes enable the compounds to be effectively incorporated into various cosmetic formulation types (creams, lotions, serums) while maintaining their blue light absorption functionality. The balanced molecular design ensures compatibility with common cosmetic ingredients and formulation vehicles.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention introduces specific functional groups at specific positions on the molecular core to provide localized properties: the core structure provides blue light absorption, while peripheral substituents provide solubility, stability, and formulation compatibility. This local differentiation of molecular properties allows the compound to simultaneously achieve effective blue light filtering and easy formulation incorporation without compromising either function.

Inventive Principle:
Principle #3Local quality

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 Schiff base compounds effectively absorb blue light, preventing and treating signs of skin aging such as wrinkles, hyperpigmentation, and sagging by maintaining stability in cosmetic formulations, thus offering a viable solution for blue light-induced skin damage.

Implementation Method 1

The Schiff base compounds prepared according to the invention show effective absorption in the 400-500 nm wavelength interval

Methodology Applied
Scientific EffectLight absorption: Absorption (EM radiation)

Data Source

PatentEP4477212A1Blue-light absorbing compounds and compositions
Publication Date: 2024.12.18 ESENCIAS MOLES SA
  • EP4477212A1 patent drawingFigure 1
  • EP4477212A1 patent drawingFigure 2
  • EP4477212A1 patent drawingFigure 3

AI summary

The present invention relates to the cosmetic use of compounds of formula (I) and cosmetic compositions comprising said compounds in the treatment and/or prevention of signs of skin aging, in particular signs of skin photoaging caused by blue light. The present invention also relates to methods for the cosmetic treatment and/or prevention of signs of skin aging, in particular signs of skin photoaging caused by blue light, comprising the topical application of compounds of formula (I) and cosmetic compositions comprising said compounds.