Thioether Precursors for Persistent Fruity Fragrance Notes
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Solution Overview
Problem
Fruity and blackcurrant notes in perfumery have high volatility and low persistence, making them unsuitable for prolonged fragrance effects in applications like fine fragrances, cosmetics, and laundry, where continuous effectiveness is required.
Innovation Solution
A compound of formula (I) is used as a precursor to generate compounds of formula (II) and (III), allowing for the release of exotic, fruity, or blackcurrant notes with increased persistence through novel cleavage reactions, and the structure of residues R1 to R6 is optimized for fragrance release properties.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Ease of manufacture
If fruity and blackcurrant notes are used in perfumery, then attractive fragrance character is achieved, but persistence and duration of action are reduced
Solution Approach 1:
The patent applies preliminary action by incorporating the fragrance molecules into a precursor compound (formula I) before application. The precursor remains stable during application and storage, then releases the active fragrance molecules (formulas II and III) in situ over time through gradual decomposition or reaction, providing prolonged persistence while maintaining the desired fruity and blackcurrant character.
Solution Approach 2:
The invention segments the fragrance delivery system into three distinct components: the precursor compound (formula I), the first fragrance molecule (formula II with thiocarbonyl group), and the second fragrance molecule (formula III with carbonyl group). This segmentation allows each component to have optimized properties - the precursor for stability and persistence, and the fragrance molecules for attractive character - while working together to solve the contradiction.
2Speed
If top notes with high volatility are used, then initial impression and perception are improved, but persistence and substantivity deteriorate
Solution Approach 1:
The precursor compound acts as an intermediary between the application medium and the volatile fragrance molecules. It provides a stable carrier that gradually releases the volatile top notes (formulas II and III), allowing them to achieve high initial perception through volatility while the precursor ensures prolonged substantivity by controlling the release rate over time.
Solution Approach 2:
The invention changes the physical and chemical parameters of the fragrance system by using the precursor-fragrance molecule relationship. The precursor has low volatility and high stability, while the released fragrance molecules have high volatility for top note character. This parameter change across different stages (precursor storage → fragrance release) resolves the contradiction between speed of perception and duration of action.
3Adaptability or versatility
If blackcurrant and passionfruit notes are used, then attractive alternative to traditional scents is achieved, but volatility increases and persistence decreases
Solution Approach 1:
The patent creates a composite fragrance system combining the precursor compound (formula I) with specific structural characteristics that enable controlled release of blackcurrant and passionfruit notes (formulas II and III). This composite approach allows the fragrance to provide attractive alternative scents while the precursor-matrix structure ensures prolonged persistence by controlling the release kinetics of the volatile components.
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 approach enables the generation of fragrance molecules with improved persistence and adaptability, providing strong, long-lasting fruity and blackcurrant notes suitable for various applications without disturbing off-odors, enhancing the longevity and intensity of fragrance effects.
Implementation Method 1
It has now been found that β-thiocarbonyl compounds according to the present invention undergo cleavage of the bond between the sulfur atom and the carbon atom in δ-position to the carbonyl group (herein referred to as 'δ-cleavage').
Data Source
AI summary
Disclosed is a use of a compound of formula (I), a composition of matter comprising a compound of formula (I) and a consumer product comprising a compound of formula (I).