Pro-fragrance compounds for sustained scent release
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Solution Overview
Problem
The perfumery industry seeks compounds that can release fragrant alcohols and aldehydes over a prolonged period, particularly when exposed to ambient oxygen, as existing methods fail to control the release effectively.
Innovation Solution
A compound of Formula (I) is provided, capable of releasing fragrant alcohols, formate esters, or aryl aldehydes when oxidized, derived from cinnamyl alcohol or cinnamyl aldehyde, which can be used in perfumes and fabric softeners to impart a long-lasting odor.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Duration of action of moving object
If conventional fragrant compounds are used directly, then immediate fragrance effect is achieved, but the duration of fragrance release is short
Solution Approach 1:
The patent applies preliminary action by designing pro-fragrance compounds that are pre-configured with fragrance moieties masked in a stable molecular structure. These compounds undergo oxidation in situ to release the fragrance, meaning the fragrance release mechanism is prepared in advance but only activates when exposed to oxygen, thereby extending duration without requiring complex external delivery systems.
2Duration of action of moving object
If pro-fragrance compounds are designed to release fragrance upon oxidation, then prolonged fragrance release is achieved, but control over release timing becomes difficult
Solution Approach 1:
The patent employs parameter changes by systematically modifying the molecular structure of pro-fragrance compounds, specifically adjusting the oxidation susceptibility of the linker group while maintaining stability under storage conditions. By changing parameters such as the presence of oxygen-sensitive bonds and the steric environment around the fragrance moiety, the invention achieves both prolonged release and controllable timing through environmental triggers like oxygen exposure.
3Stability of the object's composition
If stable pro-fragrance compounds are used, then storage stability is improved, but fragrance release intensity decreases
Solution Approach 1:
The patent converts the potential harm of stable but inactive pro-fragrance compounds into a benefit by designing molecules where the stability is conditional. The pro-fragrance remains stable during storage but contains latent reactive sites that are activated upon oxidation. This transforms the stability from a limiting factor into an advantage, as the compound can be stored indefinitely and then delivers intense fragrance release when triggered, effectively converting storage stability into a可控 release mechanism.
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 compound ensures a sustained fragrance release for over a week, enhancing the perfuming effect by controlling the odor release when exposed to oxygen, outperforming standalone fragrances in longevity and intensity.
Implementation Method 1
a compound of Formula I is capable of releasing a compound, when oxidized, selected from the group consisting of a fragrant alcohol of formula R1OH, a fragrant formate of formula R1OCH═O and a fragrant aryl aldehyde of Formula (III)
Data Source
AI summary
A compound is provided of Formula (I)wherein R1 represents a C3 to C20 hydrocarbon group derived from an alcohol of formula R1OH, from a formate of formula R1OCH═O, or a cinnamyl aldehyde of Formula (II)wherein a compound of Formula I is capable of releasing a compound, when oxidized, selected from the group consisting of a fragrant alcohol of formula R1OH, a fragrant formate ester of formula R1OCH═O and aryl aldehyde of Formula (III)wherein R2 is, independently, hydrogen atom, hydroxyl group, optionally substituted C1-C6 alkyl group, C1-C6 alkoxy group, or —O(C═O)CH(CH3)2 wherein any two of R2 may form an optionally substituted 5 or 6 membered ring. The compounds are useful for example as a precursor for the prolonged delivery or release of fragrant compounds such as fragrant alcohols, fragrant aldehydes or fragrant formates.