Cyclohexenone Compounds for Superadditive Olfactory Enhancement

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Solution Overview

Problem

The fragrance and flavor industry faces challenges in enhancing specific odor aspects, particularly floral and fruity olfactory impressions, due to insufficient understanding of fragrance perception mechanisms and the relationship between chemical structure and sensory properties, leading to unpredictable outcomes from structural changes in fragrance materials.

Innovation Solution

The use of compounds of Formula (I), specifically cyclohexenones with defined residues R1 to R6, in mixtures to achieve superadditive enhancement of olfactory impressions by combining with other fragrance and flavor materials, enhancing floral and fruity notes without overpowering the overall sensory impression.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Measurement precision

If compounds of Formula (I) are used to enhance floral and fruity olfactory impressions, then the olfactory impression is superadditively enhanced, but the understanding of fragrance perception mechanisms and relationship between chemical structure and sensory properties remains insufficient

Engineering Contradiction:
Improveolfactory impression enhancementVSAvoidunderstanding of fragrance perception mechanisms
Core Design Contradiction:
Measurement precisionVSLoss of information

Solution Approach 1:

The patent applies parameter changes by systematically varying the chemical structure of cyclohexenone compounds (changing R1-R6 substituents) to optimize olfactory enhancement. By modifying molecular parameters such as substituent positions and types, the invention achieves superadditive enhancement of floral and fruity notes while establishing structure-odor relationships that address the knowledge gap.

Inventive Principle:
Principle #35Parameter changes

2Quantity of substance

If compounds of Formula (I) are used at low dosages to enhance olfactory impressions, then the enhancement effect is achieved, but maintaining harmonized and intensified odor profile without overpowering becomes challenging

Engineering Contradiction:
Improvedosage of compoundsVSAvoidmaintaining harmonized odor profile
Core Design Contradiction:
Quantity of substanceVSEase of operation

Solution Approach 1:

The patent applies local quality by selecting specific cyclohexenone derivatives with particular substituent patterns (R1-R6 configurations) that provide targeted enhancement of floral and fruity notes. Each compound variant is optimized for specific olfactory characteristics, allowing precise control over the odor profile enhancement without overpowering the overall fragrance composition.

Inventive Principle:
Principle #3Local quality

3Adaptability or versatility

If structural changes are made in fragrance materials to enhance specific odor aspects, then the desired fragrance notes may be accentuated, but the outcomes become unpredictable due to insufficient understanding of structure-sensory relationships

Engineering Contradiction:
Improveaccentuation of desired fragrance notesVSAvoidpredictability of outcomes
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent applies preliminary action by pre-optimizing the chemical structure of cyclohexenone compounds based on established structure-odor relationships. Rather than making random structural changes, the invention uses predetermined molecular configurations (specific R1-R6 substituent patterns) that have been identified to reliably produce floral and fruity enhancement, thus making the outcomes predictable and reliable.

Inventive Principle:
Principle #10Preliminary action

Data Source

PatentUS10045551B2Use of defined cyclohexenones as agents for the superadditive enhancement of an olfactory impression and fragrance and/or flavor material composition
Publication Date: 2018.08.14 SYMRISE GMBH & CO KG
  • US10045551B2 patent drawing
  • US10045551B2 patent drawing
  • US10045551B2 patent drawing

AI summary

A compound of Formula (I)or of a mixture comprising two, three, four, five, six or a plurality of different compounds of Formula (I) for the superadditive enhancement of an olfactory impression. The invention also relates to novel fragrance and/or flavor material compositions which, in addition to a compound of Formula (I) or a mixture thereof, further contains one, two, three or a plurality of further fragrance and/or flavor materials, the fragrance and/or flavor material or the further fragrance and/or flavor materials not being compound of Formula (I).