Bicyclic Aldehyde Perfuming Ingredient Lily of the Valley Citrus Notes
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Solution Overview
Problem
Current perfumery compounds with floral, powdery odors lack specific lily of the valley and citrus notes, and their structural differences hinder their use in imparting unique organoleptic impressions.
Innovation Solution
Development of C15-C18 bi-cyclo derivatives with specific structural features, such as 5-(2,3-dihydro-1H-inden-5-yl)-4-methylpent-4-enal, which can exist as E or Z isomers, to provide lily of the valley and citrus notes without anisic duality, allowing for their use in perfuming compositions and consumer products.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Ease of manufacture
If compounds with floral, powdery odors are used, then a general floral scent is achieved, but specific lily of the valley and citrus notes are lacking
Solution Approach 1:
The patent applies parameter changes by modifying the molecular structure of known bi-cyclo compounds (formula I) by varying the alkanediyl group (A) chain length (C3-5) and substituents (R1, R2, R3), which changes the olfactory parameters to achieve specific lily of the valley and citrus notes while maintaining the bi-cyclo core structure
2Adaptability or versatility
If structurally different cyclic moieties are used, then structural diversity is achieved, but specific lily of the valley and citrus odor notes are not obtained
Solution Approach 1:
The patent applies local quality by maintaining a consistent bi-cyclo core structure (formula I) while making localized changes to specific regions (alkanediyl group length and substituents), which allows structural diversity while preserving the specific lily of the valley and citrus odor characteristics associated with the core structure
3Quantity of substance
If prior art compounds are used, then perfuming capability is achieved, but anisic duality and powdery notes are present which are undesired
Solution Approach 1:
The patent applies the taking out principle by removing the problematic anisic/powdery characteristics from the perfuming compounds while retaining the desirable bi-cyclo core structure and lily of the valley/citrus notes, achieving a purified scent profile without the unwanted duality
Data Source
AI summary
The present invention relates to the field of perfumery and provides certain bi-cyclo derivatives of formula (I)wherein R1 represents a hydrogen atom or a C1-2 alkyl group; R2 represents a hydrogen atom or a methyl group; and A represents a group of formula C3-5 alkanediyl group; at least one of said R1 or R2 represents a group containing at least one carbon atom. The compounds are in the form of a E or Z isomer or of a mixture thereof. These compounds are valuable perfuming ingredients capable of imparting lily of the valley and citrus notes to consumer products.