Damascone Precursor Compounds for Controlled Fragrance Release
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Solution Overview
Problem
Existing fragrance compounds, such as damascone, are not effectively released in a controlled manner and often have undesirable odors or notes, limiting their use in consumer products.
Innovation Solution
Development of precursor compounds, specifically ethyl S-(4-oxo-4-(2',6',6'-trimethylcyclohex-3'-en-1'-yl)butan-2-yl)cysteinate and ethyl N,S-bis(4-oxo-4-(2',6',6'-trimethylcyclohex-3'-en-1'-yl)butan-2-yl)cysteinate, which decompose spontaneously upon exposure to air, releasing damascone and enhancing deposition and continuous release in consumer products.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If damascone is used directly as a fragrance compound, then the desired fragrance effect is achieved, but the compound has undesirable odors and limited stability
Solution Approach 1:
The patent applies preliminary action by creating precursor compounds (cysteine adducts) that are prepared in advance and remain stable during storage. These precursors are then activated in situ under specific conditions (pH change, temperature, air exposure) to release the desired damascone fragrance, eliminating the need to handle and store the unstable, odorous damascone directly.
2Duration of action of moving object
If fragrance compounds are released immediately, then the fragrance effect is strong initially, but the release is not controlled and duration is limited
Solution Approach 1:
The patent implements dynamics by designing a fragrance delivery system that transitions from a stable, inactive precursor state to an active fragrance-releasing state based on changing environmental conditions. The cysteine adduct precursors remain stable during storage but dynamically activate when exposed to pH changes, temperature variations, or air, providing controlled and prolonged fragrance release.
Solution Approach 2:
The patent applies parameter changes by utilizing changes in pH, temperature, and oxygen exposure to trigger the decomposition of precursor compounds and release of damascone. These parameter changes allow controlled activation of the fragrance release mechanism, extending the duration and improving the controllability of the fragrance effect.
3Reliability
If precursor compounds are used to release damascone, then stability and controlled release are improved, but the device complexity increases
Solution Approach 1:
The patent uses an intermediary substance (cysteine adduct) that acts as a stable precursor compound. This intermediary is chemically bonded to the damascone molecule, providing storage stability and controlled release properties. The cysteine adduct serves as a mediator that protects the damascone during storage and controls its release under specific conditions, without requiring complex external delivery systems.
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 precursor compounds provide a stable, prolonged, and controlled release of damascone, eliminating undesirable odors and enhancing fragrance deposition and longevity in detergents and fabric conditioners.
Implementation Method 1
the compound of formula (I) as herein below described can act as precursor for the release, by spontaneous air oxidation, of damascone
Implementation Method 2
The compounds of formula (I) are very stable when not exposed to the ambient air, i.e. when stored neat or in a diluent conventionally used in conjunction with odorants
Data Source
AI summary
The present invention relates to compounds of formula (I) as herein defined, capable of releasing fragrant compounds in a controlled manner into the surroundings. The present invention is also concerned with a process for their production, and consumer products comprising them.