Singlet Oxygen Scavenger Chemical Stability

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Solution Overview

Problem

Existing singlet oxygen scavengers have poor chemical stability, leading to a decrease in their singlet oxygen scavenging function over time during storage.

Innovation Solution

The use of specific active components such as hexyl diethyl amino hydroxy benzoyl benzoate, 2-phenyl benzimidazole-5-sulfonic acid, and 2-hydroxy-4-methoxy-5-(sodiooxysulfonyl) benzophenone, which exhibit a high singlet oxygen scavenging function, as identified by their singlet oxygen quenching rate constants.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional singlet oxygen scavengers are used, then singlet oxygen scavenging function is provided, but chemical stability is poor leading to deterioration during storage

Engineering Contradiction:
Improvesinglet oxygen scavenging functionVSAvoidchemical stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent applies parameter changes by systematically varying the molecular structure of benzophenone derivatives, specifically modifying substituents at different positions (R1-R6 groups) to optimize both singlet oxygen scavenging activity and chemical stability. This involves changing parameters such as substituent types, positions, and combinations to achieve the desired balance between reactivity and stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material principles by creating benzophenone derivative molecules with multiple functional groups and complex substituent patterns. These composite molecular structures combine electron-donating and electron-withdrawing groups, aromatic and aliphatic components, to achieve synergistic effects that enhance both scavenging function and storage stability

Inventive Principle:
Principle #40Composite materials

2Reliability

If radical active oxygen scavengers are used, then radical scavenging activity is achieved, but singlet oxygen scavenging function cannot be predicted

Engineering Contradiction:
Improveradical scavenging activityVSAvoidsinglet oxygen scavenging capability
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies universality by designing benzophenone derivative molecules that can function as both radical scavengers and singlet oxygen scavengers. The molecular structure incorporates features that enable dual functionality: the benzophenone core provides singlet oxygen quenching capability while appropriate substituents add radical scavenging activity, making the compound versatile against multiple types of active oxygen species

Inventive Principle:
Principle #6Universality (Multi-functionality)

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

These active components provide a stable and effective singlet oxygen scavenging function, capable of suppressing reactions involved with singlet oxygen, particularly useful in skin care products to prevent skin aging and damage.

Implementation Method 1

substances that exhibit the action of eliminating the active oxygen species... 2-hydroxy-4-methylbenzophenone-5-sulfate... singlet oxygen scavenger

Methodology Applied
Scientific EffectSinglet oxygen quenching: Absorption (physical)

Data Source

PatentUS11390808B2Singlet oxygen scavenger
Publication Date: 2022.07.19 SHISEIDO CO LTD

AI summary

A singlet oxygen scavenger includes, as an active component, hexyl diethyl amino hydroxy benzoyl benzoate, 1-(4-methoxy phenyl)-3-(4-tert-butyl phenyl)-1, 3-propanedione, terephthalylidene-3, 3′-dicamphor-10, 10′-disulfonate, 2-ethyl hexyl 4-methoxy cinnamate, or 2-ethyl hexyl 2-cyano-3, 3-diphenyl acrylate; or 2-phenyl benzimidazole-5-sulfonic acid, 4, 4′, 4″-[(1, 3, 5-triazine-2, 4, 6-triyl) tris (imino)] trisbenzoic acid tris (2-ethyl hexyl), octyl salicylate, or 3, 3, 5-trimethyl cyclohexyl salicylate; or 2-hydroxy-4-methoxy-5-(sodiooxysulfonyl) benzophenone, drometrizol trisiloxane, 2-hydroxy-4-methoxy benzophenone, or 4-methyl benzylidene camphor.