Morpholine Amide Solubilizers for UV Filter Crystallization
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Solution Overview
Problem
Existing sunscreen formulations with organic UV filters face issues of poor oil-solubility and crystallization, leading to decreased UV protection efficacy and adverse effects on the sensorial characteristics of cosmetic products.
Innovation Solution
The use of specific amide oils, such as those with a morpholine ring structure, as solubilizing agents for organic UV filters like benzophenone derivatives, hydroxyphenyl triazine derivatives, and trianilino-s-triazine derivatives, to enhance their solubility and distribution within the hydro-lipid film on the skin.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If conventional solubilizing agents (amides with piperidine ring) are used for UV filters, then UV protection is provided, but the UV absorbers have poor oil-solubility and tend to crystallize, significantly decreasing UV protection efficacy
Solution Approach 1:
The patent changes the chemical structure parameters of the solubilizing agent by replacing the piperidine ring with a morpholine ring structure (formula I). This structural parameter change fundamentally alters the solubilizing properties, enabling optimal distribution of UV absorbers in the hydro-lipid film while preventing crystallization and maintaining high UV protection efficacy.
Solution Approach 2:
The patent creates a composite solubilizing system by combining specific morpholine-containing amide oils (formula I) with organic UV filters (formula II). This composite approach enhances the overall performance by synergistically combining the solubilizing capabilities of the morpholine structure with the UV-absorbing properties of the filter molecules, achieving both high solubility and high UV protection.
2Reliability
If UV absorbers are included in cosmetic sun care products, then UV protection is achieved, but the sensorial characteristics of the emulsion are adversely affected
Solution Approach 1:
The patent optimizes the molecular parameters of the solubilizing agent (formula I) to achieve the right balance between UV protection performance and sensorial properties. The specific combination of R1 (C6-C11 alkyl), R2 and R3 (forming morpholine ring with optional C1-C4 alkyl substitution) creates a molecule that provides effective UV protection while maintaining compatible sensorial characteristics in cosmetic formulations.
3Reliability
If UV absorbers are distributed within the hydro-lipid film on skin, then effective UV protection is achieved, but poor solubilization leads to suboptimal distribution and reduced efficacy
Solution Approach 1:
The patent introduces the morpholine-containing amide oil (formula I) as an intermediary substance that mediates between the organic UV filters and the hydro-lipid film on skin. This intermediary agent facilitates optimal distribution of the UV absorbers within the film, ensuring uniform coverage and maximizing UV protection efficacy while preventing crystallization.
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 amide oils improve the solubilization and distribution of UV filters, leading to enhanced UV protection performance without compromising the sensorial properties of cosmetic products, ensuring effective coverage across the UV-A/UV-B range.
Implementation Method 1
the use of specific amide oils as solubilizing agents for dissolving organic UV filters
Data Source
AI summary
Disclosed is the use of the compounds (A) corresponding to formula (1) wherein R1 represents C6-C24alkyl; R2 is hydrogen; or d-C4alkyl; R3 is a radical of formula (1 a) *-(CH2)n1-R4 R4 is a heterocyclic or aromatic radical comprising 4 to 6 carbon atoms which can contain from 1 to 3 nitrogen and/or oxygen atoms; n-1 is a number from 0 to 5; or R2 and R3 together with the linking nitrogen atom form a heterocyclic radical comprising 4 to 6 carbon atoms which can contain one or more oxygen or nitrogen atoms; as solubilizing agent for organic UV filters (B) selected from (B1 ) benzophenone derivatives, (B2) hydroxyphenyl triazine derivatives; and (B3) trianilino-s-triazine derivatives.