Oxa-Macrocyclic Musk Compounds for Fragrance Biodegradability
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Solution Overview
Problem
Existing musk fragrance compounds, such as Muscone, are poorly biodegradable and have limited water solubility, which affects their stability and sustainability in perfumery applications.
Innovation Solution
Development of novel oxa-macrocyclic fragrance compounds with a musk-based note, specifically designed to have improved biodegradability, chemical stability, and water solubility, as described by the general formula (I).
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If traditional musk compounds like Muscone are used, then intense musk odor is achieved, but biodegradability is poor and water solubility is limited
Solution Approach 1:
The patent applies parameter changes by modifying the chemical structure of musk compounds - specifically introducing oxygen atoms into the macrocyclic ring system to create oxa-macrocyclic structures. This structural modification changes the biodegradability parameter while maintaining the desired musk odor properties, resolving the contradiction between intense odor and poor biodegradability
Solution Approach 2:
The invention creates composite molecular structures by combining carbonyl groups with oxygen-containing macrocyclic rings. This composite approach allows the molecule to exhibit both the intense musk odor characteristic of traditional musks and the improved biodegradability enabled by the oxygen-containing structure
2Reliability
If traditional musk compounds are used, then characteristic musk odor is achieved, but water solubility is limited affecting stability
Solution Approach 1:
The patent changes the chemical parameters by introducing oxygen atoms at specific positions in the macrocyclic ring (creating oxa-macrocyclic structures). This parameter modification enhances water solubility while simultaneously improving chemical stability, as the oxygen-containing structure allows for better hydration and reduced aggregation
3Ease of manufacture
If synthetic substances with intense musk odor are developed, then fragrance intensity is improved, but chemical stability may be compromised
Solution Approach 1:
The patent applies local quality by strategically placing oxygen atoms at specific positions within the macrocyclic ring system rather than uniformly modifying the entire structure. This localized modification allows the molecule to maintain chemical stability in most regions while gaining improved solubility and controlled biodegradability at the oxygen-containing sites, achieving intense fragrance with maintained stability
Data Source
AI summary
The invention is in the field of fragrances and relates to novel oxa-macrocyclic fragrance compounds according to general formula (I) with a musk-based note and improved biological degradability and further with improved chemical stabilities. The invention also relates to methods for preparing these compounds. Furthermore, the present invention also relates to fragrance compositions comprising one or more of the inventive compounds. Moreover, the invention relates to the use of these compounds or fragrance compositions as an odorant or for improving the fixation of a fragrance compound or a fragrance composition as well as for the preparation of a perfumed product. In addition, the present invention thus also refers to the use of said compounds or compositions for the preparation of a perfumed products as well as perfumed products as such.