Cyclopropane Fragrance Composition for Diffusive Lasting Citrus Notes

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Solution Overview

Problem

There is a lack of compounds that effectively impart a floral or citrus-like odor with high diffusibility, long-lasting quality, and stability for use in various cosmetic, pharmaceutical, and food products, with existing substances failing to meet these requirements.

Innovation Solution

A compound with a cyclopropane ring, specifically synthesized through methods involving allyl alcohol derivatives and cyclopropane formation, is used to create a flavor and/or fragrance composition that provides a strong floral or citrus-like odor, excellent diffusibility, and long-lasting characteristics.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional flavor and fragrance compounds are used, then basic odor functionality is provided, but high diffusibility, long-lasting quality, and stability are insufficient

Engineering Contradiction:
Improvestability and longevity of odorVSAvoiddiffusibility and odor quality
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent modifies the chemical structure by introducing a cyclopropane ring with specific substituents (aromatic group, hydroxyl group, and various alkyl groups) to change the physical and chemical parameters of the molecule. This structural modification results in improved diffusibility, odor quality, stability, and longevity simultaneously, resolving the contradiction between reliability and adaptability.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If existing cyclopropane compounds are used, then some odor characteristics are achieved, but the combination of floral/citrus-like odor with high diffusibility and long-lasting quality is not satisfied

Engineering Contradiction:
Improveodor quality (floral/citrus-like)VSAvoidlong-lasting quality
Core Design Contradiction:
Adaptability or versatilityVSDuration of action of moving object

Solution Approach 1:

The patent creates a composite molecular structure combining a cyclopropane ring with aromatic groups, hydroxyl groups, and various alkyl substituents. This composite structure integrates multiple functional groups that work together to provide both the desired floral/citrus-like odor quality and the long-lasting characteristics, resolving the contradiction between odor quality and duration.

Inventive Principle:
Principle #40Composite materials

Data Source

PatentEP2985273B1Compound having cyclopropane ring, and flavor and/or fragance composition containing same
Publication Date: 2018.07.04 TAKASAGO INTERNATIONAL CORP
  • EP2985273B1 patent drawing
  • EP2985273B1 patent drawing
  • EP2985273B1 patent drawing

AI summary

The purpose of the present invention is to provide a compound having a cyclopropane ring, which can impart a floral or citrus-like aroma. The present invention provides a flavor composition containing at least one compound represented by formula (1). (In the formula, R1, R2, R3 and R5 independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, wherein at least two groups among R1, R2, R3 and R5 independently represent an alkyl group; R4 represents a group selected from a formyl group, a hydroxymethyl group, a 1-hydroxy-1-ethyl group, a 1-hydroxy-1-propyl group, a 1-hydroxy-1-butyl group and a 2-hydroxy-1-propyl group; m represents 0 to 2; n represents 0 or 1; and a wavy line stands for a cis-configuration, a trans-configuration or a mixture of a cis-configuration and a trans-configuration with respect to position-2 on a cyclopropane ring.)