Methyl Cyclohexane Carboxylates for Fragrance Innovation

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Solution Overview

Problem

The fragrance industry faces a continuous need for new chemical entities to create innovative perfumes and personal care products, as variations in chemical structure significantly impact odor and characteristics, necessitating the discovery of new fragrance compounds.

Innovation Solution

The use of methyl cyclohexane carboxylates, represented by specific structural formulas, which can be incorporated into perfumes and personal care products to enhance fragrance through catalytic hydrogenation or transesterification reactions, offering a range of olfactory profiles including fruity, floral, and spicy notes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If new chemical entities are continuously discovered to create innovative fragrances, then fragrance variety and innovation are improved, but the complexity of chemical research and development increases

Engineering Contradiction:
Improvefragrance varietyVSAvoidchemical research complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent modifies existing chemical structures by changing parameters such as substituting hydrogen atoms with methyl groups at specific positions (ortho, meta, or para) on the cyclohexane ring. This systematic parameter variation generates new fragrance compounds with distinct olfactory characteristics while following a structured approach to chemical modification.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention divides the fragrance development process into systematic steps: starting with a base chemical structure (cyclohexane carboxylate), identifying specific modification positions on the ring, and applying substitutions at those positions. This segmentation allows for organized exploration of chemical space rather than random discovery.

Inventive Principle:
Principle #1Segmentation

2Adaptability or versatility

If chemical structure variations are exploited to create new odor profiles, then fragrance innovation is improved, but the time required for compound discovery and validation increases

Engineering Contradiction:
Improveodor profile varietyVSAvoidcompound discovery time
Core Design Contradiction:
Adaptability or versatilityVSLoss of time

Solution Approach 1:

The patent performs preliminary structural analysis to identify the most promising modification positions on the cyclohexane ring before actually synthesizing the compounds. By pre-determining which positions (ortho, meta, or para) are most likely to yield desirable odor profiles, the time for trial-and-error synthesis is reduced.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

Systematic variation of chemical parameters (substitution positions and types) allows for efficient exploration of odor profiles. The structured approach to modifying the cyclohexane ring at specific positions enables rapid generation of diverse compounds without time-consuming random screening.

Inventive Principle:
Principle #35Parameter changes

3Adaptability or versatility

If multiple substitution positions on the cyclohexane ring are explored, then fragrance diversity is improved, but the complexity of synthesis and purification increases

Engineering Contradiction:
Improvefragrance diversityVSAvoidsynthesis complexity
Core Design Contradiction:
Adaptability or versatilityVSEase of manufacture

Solution Approach 1:

The patent applies local quality by focusing modifications at specific positions (ortho, meta, or para) on the cyclohexane ring rather than uniformly modifying the entire structure. This localized approach allows for targeted exploration of odor profiles while maintaining manageable synthesis complexity at each position.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The synthesis process is segmented into separate steps for each substitution position, allowing the complex task of creating multiple derivatives to be broken down into manageable individual syntheses. Each position can be optimized independently for synthesis ease and purification.

Inventive Principle:
Principle #1Segmentation

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

These compounds effectively enhance fragrance formulations by providing desirable top notes, body, and substantivity, making them suitable for various perfumery applications, including men's and women's fragrances, while also being adaptable to different consumer preferences.

Implementation Method 1

The use of methyl cyclohexane carboxylates, represented by specific structural formulas, which can be incorporated into perfumes and personal care products to enhance fragrance through catalytic hydrogenation or transesterification reactions

Methodology Applied
Scientific EffectCatalytic hydrogenation: Hydrogenation

Implementation Method 2

The use of methyl cyclohexane carboxylates, represented by specific structural formulas, which can be incorporated into perfumes and personal care products to enhance fragrance through catalytic hydrogenation or transesterification reactions

Methodology Applied
Scientific EffectTransesterification: Chemical Bonding

Data Source

PatentEP2070512B1Methyl cyclohexane carboxylates and their use in perfume compositons
Publication Date: 2012.10.31 INTERNATIONAL FLAVORS & FRAGRANCES INC
  • EP2070512B1 patent drawing
  • EP2070512B1 patent drawing
  • EP2070512B1 patent drawing

AI summary

The present invention a method of improving, enhancing or modifying a fragrance formulation through the addition of an olfactory acceptable amount of the following compound: wherein R represents a straight, branched, or cyclic C1 to C5 hydrocarbon moiety containing saturated and/or unsaturated bonds, or a C3 to C5 glycolether, and wherein the methyl substituent is located in the ortho, meta, or para position on the cyclohexane ring.