Enriched E-isomer Macrocyclic Musk Mixtures for Fragrance
Find Innovative SolutionsGenerate Solutions
Solution Overview
Problem
The perfume industry faces challenges in enhancing pleasant olfactory aspects and masking or reducing unpleasant odors in fragrance substances, requiring compounds that are easily accessible, highly effective at low concentrations, colorless, stable, and non-toxic.
Innovation Solution
A mixture of trans- and cis-configurated compounds of formula (I), specifically cyclohexadec-8-en-1-one and cyclopentadec-4-en-1-one, in a weight ratio of 75:25 to 90:10, which can be combined with other fragrance substances to create perfumes with desired scents and properties.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If fragrance substances are used to enhance pleasant olfactory aspects, then olfactory effectiveness is improved, but concentration requirements may increase leading to detectable inherent odors
Solution Approach 1:
The patent changes the stereochemical configuration parameter of the macrocyclic musk compounds by enriching the mixture in trans-isomers (compounds of formula I) which provide superior olfactory effectiveness at lower concentrations compared to cis-isomers. This parameter change allows achieving the desired olfactory effect with reduced concentration, preventing detectable inherent odors.
2Reliability
If high concentrations of fragrance substances are used, then olfactory effectiveness is improved, but colorlessness and stability are compromised
Solution Approach 1:
The patent changes the stereochemical composition parameter by enriching trans-isomers which demonstrate superior stability and colorlessness properties at lower concentrations. The trans-configurated macrocyclic musk compounds maintain their chemical stability and colorless appearance even when used at optimized low concentrations, unlike higher concentrations that would compromise these properties.
3Ease of manufacture
If cis-configurated macrocyclic musk compounds are used, then availability is improved, but olfactory effectiveness at low concentrations deteriorates
Solution Approach 1:
The patent extracts and enriches the trans-configurated isomers (compounds of formula I) from the naturally occurring mixture of cis and trans isomers. Although trans-isomers are less abundant in nature, the patent selectively concentrates them to achieve the desired olfactory effectiveness at low concentrations, separating the beneficial trans-isomer component from the less effective cis-isomer background.
4Reliability
If fragrance substances with detectable inherent odors are used, then olfactory effectiveness is improved, but masking unpleasant odors becomes less effective
Solution Approach 1:
The patent changes the concentration parameter by enabling effective use of trans-configurated macrocyclic musk compounds at very low concentrations (0.01-10% in perfumed products). At these reduced concentrations, the inherent odor of the fragrance substance becomes undetectable, allowing it to effectively mask unpleasant odors without introducing its own detectable odor profile.
Data Source
AI summary
Herein described are novel mixtures, containing or consisting of a first compound (E) and a second compound (Z), wherein compounds (E) and (Z) are compounds of formula (I) with identical constitutional formulawherein it applies that one of the four wavy lines denotes a double bond and the remaining wavy lines denote a single bond, respectively, and X is selected from —CH2— and —CH2—CH2—,and the first compound (E) is trans-configurated and the second compound (Z) is cis-configurated, wherein the weight ratio of compound (E) to compound (Z) in the mixture is in the range of 75:25, preferably of 80:20, to 90:10,uses of such mixtures, methods for producing such mixtures as well as products containing such mixtures.