C-6 Substituted Indanone Derivatives for Low Odor Threshold Fragrance
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Solution Overview
Problem
The fragrance industry lacks powerful and long-lasting fruity, floral odor compounds with low odor threshold values, which are essential for creating impactful and sustained scent notes in perfumes and fabric care products.
Innovation Solution
Development of C-6 substituted indanone derivatives with specific structural variations, such as 6-isobutyl-2-methyl-2,3-dihydro-1H-inden-1-one, that possess a low odor threshold value, allowing for their use in low concentrations to achieve strong, fruity, floral, and green facets in fragrance compositions.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Duration of action of moving object
If conventional fruity compounds are used, then they provide light top notes, but they lack power and longevity
Solution Approach 1:
The patent modifies the chemical structure of indanone derivatives by introducing specific substituents at the C-6 position (such as isobutyl, sec-butyl, tert-butyl groups) and varying R1 and R2 groups to optimize the balance between volatility and odor intensity. These structural parameter changes result in compounds that provide long-lasting fragrance notes while requiring lower concentrations for effective odor expression.
2Quantity of substance
If C-4, C-5, or C-7 substituted indanone derivatives are used, then they provide certain odor profiles, but they have higher odor threshold values compared to C-6 substituted equivalents
Solution Approach 1:
The patent applies local quality by specifically targeting the C-6 position of the indanone ring for substitution with particular groups (isobutyl, sec-butyl, tert-butyl). This localized structural modification at a specific position dramatically reduces the odor threshold value compared to substitutions at other positions (C-4, C-5, C-7), while the patent systematically explores variations at R1 and R2 positions to fine-tune the olfactory properties.
Data Source
AI summary
The present invention refers to indanone derivatives of formula (I) wherein R1, R2, R3 and R4 have the same meaning as given in the description. The invention further refers to perfume compositions and fragrance applications comprising them.