Ambergris Fragrance Compounds Stability and Solubility

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Solution Overview

Problem

The perfume industry faces challenges in finding novel fragrances with desirable olfactory properties, such as stability, biodegradability, and dermatological compatibility, particularly for ambergris and indole-like notes, which often have limited stability and high reactivity with other fragrances.

Innovation Solution

Compounds of formula (I), characterized by their ambergris- and indole-like scents, exhibit high stability, biodegradability, and low reactivity, making them suitable for use in perfumes as top notes, even at low dosages, and are compatible with various solvents and other fragrances.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If traditional ambergris fragrances are used to achieve the desired olfactory note, then the ambergris scent is imparted, but the stability and extensiveness are limited

Engineering Contradiction:

ImprovestabilityVSAvoidolfactory note quality

Core Design Contradiction:

Stability of the object's compositionVSReliability

Solution Approach 1:

The patent modifies the chemical structure of traditional ambergris compounds by introducing specific substituents (R = methyl or ethyl; R1 = H, methyl or ethyl) at defined positions of the cyclohexane ring. This structural parameter change enhances stability and extensiveness while preserving the characteristic ambergris olfactory note, resolving the contradiction between stability and olfactory quality.

Inventive Principle:

Principle #35Parameter changes

2Quantity of substance

If high dosages of fragrances are used to achieve intense scent, then the odour intensity is improved, but the biodegradability and dermatological safety deteriorate

Engineering Contradiction:

ImprovedosageVSAvoiddermatological safety

Core Design Contradiction:

Quantity of substanceVSObject-affected harmful factors

Solution Approach 1:

The patent achieves high odour intensity at low dosages (0.01-5% in fragrance compositions) through optimized molecular structure with specific substituents. This reduces the quantity of substance needed while maintaining effective scent levels, thereby improving biodegradability and dermatological safety by minimizing exposure to potential irritants.

Inventive Principle:

Principle #35Parameter changes

3Adaptability or versatility

If novel fragrance compounds are synthesized to achieve unique olfactory properties, then the olfactory novelty is improved, but the predictability of odour and secondary properties deteriorates

Engineering Contradiction:

Improveolfactory noveltyVSAvoidodour prediction accuracy

Core Design Contradiction:

Adaptability or versatilityVSMeasurement precision

Solution Approach 1:

The patent establishes a systematic approach by defining specific structural parameters (R and R1 substituents on cyclohexane framework) that correlate with desired olfactory properties. This structured parameter modification allows predictable generation of novel ambergris-like scents with controlled characteristics, improving both novelty and predictability simultaneously.

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The patent creates composite fragrance compositions combining compound (I) with solvents and optionally other fragrances in specific ratios. This composite approach allows the core novel compound to provide unique olfactory properties while the formulation components ensure stability, solubility, and safety, making the overall system predictable and versatile.

Inventive Principle:

Principle #40Composite materials

4Illumination intensity

If fragrances with high radiance and adhesion are developed, then the scent intensity is improved, but the solubility and miscibility worsen

Engineering Contradiction:

ImproveradianceVSAvoidsolubility

Core Design Contradiction:

Illumination intensityVSStability of the object's composition

Solution Approach 1:

The patent formulates compound (I) with specific solvents (alcohols, esters, ethers, ketones, or their mixtures) to create soluble fragrance compositions. The solvent system ensures high solubility and miscibility while the compound (I) structure maintains high radiance and adhesion properties, resolving the contradiction between scent intensity and solubility through proper formulation.

Inventive Principle:

Principle #40Composite materials

Data Source

PatentUS10920169B2Ambergris and/or indole-like compositions of odoriferous substances

Publication Date: 2021.02.16 SYMRISE GMBH & CO KG

AI summary

The present invention primarily relates to the use of one or more compound(s) of formula (I)as fragrance, wherein R is methyl or ethyl and R1 is H, methyl or ethyl. The invention further relates to new fragrance compositions comprising one or more compound(s) of formula (I), as described herein, the use of said fragrance compositions, perfumed articles comprising said fragrance compositions, and various methods of perfuming said articles or for imparting, modifying and/or enhancing certain olfactory notes.