Cyclohexane Derivatives for Odor Note Modification

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Solution Overview

Problem

The flavor and fragrance industry lacks compounds that can enhance, modify, or improve odor notes, limiting the creation of new fragrances for perfumes, personal care products, and household items.

Innovation Solution

The use of specific organic compounds of formula (I), where R1 signifies -CH3, CH2CH3, or -CH2CH2CH3, and R2, R3, and R4 have specific definitions, as flavor and fragrance materials, either alone or in combination with other known odorant molecules, in formulations that include diluents and auxiliary agents.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If conventional flavor and fragrance compounds are used, then existing fragrance formulations can be maintained, but the ability to enhance, modify, or improve odor notes is limited

Engineering Contradiction:
Improveability to enhance and modify odor notesVSAvoidavailability of novel fragrance compounds
Core Design Contradiction:
Adaptability or versatilityVSQuantity of substance

Solution Approach 1:

The patent applies parameter changes by systematically varying the molecular structure of fragrance compounds through different substituent groups (R1-R6) at specific positions on the cyclohexane ring. By changing parameters such as methyl, ethyl, propyl groups at position 2 and hydroxy, methoxy, acetoxy groups at positions 3 and 4, the invention creates a series of derivatives with modified odor characteristics, thereby enhancing adaptability while maintaining a manageable quantity of compounds.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If new organic compounds are developed to improve fragrance capabilities, then odor note enhancement is achieved, but formulation complexity increases

Engineering Contradiction:
Improveodor note enhancement capabilityVSAvoidformulation complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent applies universality by designing a core cyclohexane structure (1-acetyl-2-substituted-3,4-disubstituted-cyclohexane) that serves as a universal platform for multiple fragrance applications. This multi-functional core structure can accommodate various substituent combinations to achieve different odor notes, reducing formulation complexity while maintaining enhancement capabilities across multiple product types.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent applies local quality by introducing specific functional groups at particular positions on the cyclohexane ring to achieve localized odor modifications. For example, placing hydroxy or acetoxy groups at positions 3 and 4 while maintaining a substituent at position 2 creates specific odor characteristics without requiring complete restructuring of the entire molecule, thereby managing complexity while achieving targeted odor enhancement.

Inventive Principle:
Principle #3Local quality

3Reliability

If specific organic compounds of formula (I) are used to enhance odor notes, then fragrance improvement is achieved, but the concentration range for optimal performance must be precisely controlled

Engineering Contradiction:
Improvefragrance improvement effectivenessVSAvoidconcentration control precision
Core Design Contradiction:
ReliabilityVSManufacturing precision

Solution Approach 1:

The patent applies parameter changes by establishing an optimal concentration range (0.0001-10 wt-%) for the fragrance compounds in formulations. This parameter optimization ensures reliable fragrance improvement while providing a broad enough range to accommodate manufacturing variations without requiring extreme precision, thus balancing effectiveness with manufacturing feasibility.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP2904080B1Flavor and fragrance formulation (i)
Publication Date: 2018.12.12 DSM IP ASSETS BV
  • EP2904080B1 patent drawingFigure 1
  • EP2904080B1 patent drawingFigure 2
  • EP2904080B1 patent drawingFigure 3

AI summary

The present invention relates to the use of specific organic compounds as flavor and fragrance material. Furthermore the invention relates to new specific organic compounds and their synthesis, as well as to flavor and fragrance formulations comprising at least one of the specific organic compounds.