Silicon-Based Tocopherol Derivatives for Cosmetic Formulations

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Solution Overview

Problem

Vitamin E compounds, such as tocopherols and tocotrienols, face challenges in solubilization and compatibility with polymers like silicones used in cosmetic and pharmaceutical compositions, which hinders their retention of antioxidant properties and beneficial effects.

Innovation Solution

The development of silicon-based tocopherol derivatives, where a silicon group is bound to the tocopherol molecule, either through an oxygen atom in the chromanol ring or as a silylated alkyl group, enhancing solubility and compatibility with silicones, and allowing for the formation of unique hybrid organosilicon compounds that act as solvents for waxes and improve skin treatment properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If vitamin E compounds are used in cosmetic formulations, then antioxidant properties and skin benefits are provided, but solubility and compatibility with polymers like silicones are poor

Engineering Contradiction:
Improveantioxidant propertiesVSAvoidsolubility and compatibility
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent creates hybrid organosilicon compounds by combining tocopherol molecules with silicon-based groups (such as siloxane chains). This composite structure integrates the antioxidant properties of vitamin E with the solubility and compatibility characteristics of silicones, resolving the contradiction between maintaining biological activity and achieving formulation compatibility.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The silicon-based group acts as an intermediary bridge between the tocopherol molecule and the silicone polymer matrix. This intermediate structure facilitates interaction between the antioxidant compound and the polymer formulation, enabling solubilization while preserving the active antioxidant function through the chromanol ring system.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Adaptability or versatility

If vitamin E is derivatized to improve solubility, then compatibility with formulations is enhanced, but retention of useful properties and beneficial effects is compromised

Engineering Contradiction:
ImprovecompatibilityVSAvoiduseful properties
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent applies local modification by attaching silicon-based groups to specific positions on the tocopherol molecule (such as the chromanol ring or side chain) without altering the core chromanol structure responsible for antioxidant activity. This localized derivatization improves solubility while preserving the essential biological properties through the intact chromanol ring.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

By creating hybrid organosilicon compounds that combine the tocopherol core with silicon-based functional groups, the patent achieves both improved compatibility and retention of antioxidant properties. The composite structure allows the molecule to function as both a solubilized formulation component and an active antioxidant.

Inventive Principle:
Principle #40Composite materials

3Stability of the object's composition

If tocopherol esters are synthesized from natural sources, then stability and utility in vitamins are improved, but solubilization in cosmetic formulations remains difficult

Engineering Contradiction:
ImprovestabilityVSAvoidsolubilization
Core Design Contradiction:
Stability of the object's compositionVSAdaptability or versatility

Solution Approach 1:

The patent changes the chemical parameters of tocopherol by introducing silicon-based functional groups with different hydrophobicity and solubility characteristics. This parameter modification enables the compound to dissolve in silicone-based cosmetic formulations while maintaining the stability provided by the esterified chromanol structure.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS7790701B2Silicon-based tocopherol derivatives
Publication Date: 2010.09.07 GELEST INC
  • US7790701B2 patent drawing
  • US7790701B2 patent drawing
  • US7790701B2 patent drawing

AI summary

Silicon-based tocopherol derivatives are provided, as well as methods for making the same, in which the derivatives have a tocopherol molecule having a silicon-based group. The derivatives are useful in cosmetic compositions, have antioxidant properties, enhance solubility and compatibility in cosmetic formulations having silicon-based materials within the compositions.