Cyclic Acetal Compounds for Unique Fruity Fragrance Profiles

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Solution Overview

Problem

The fragrance industry lacks new chemical entities that can provide unique and varied odor profiles, limiting the creativity of perfumers in developing new fragrances for perfumes, colognes, and personal care products.

Innovation Solution

The development and use of cyclic acetal compounds, specifically those with saturated C2-C4 alkyl substituents at the 1 and 4 positions of a bicycle octane ring, which impart unexpected fruity and other notes, allowing for the enhancement or modification of fragrance formulations.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If new chemical entities are developed to provide unique odor profiles, then the creativity and versatility of fragrance formulations is improved, but the complexity of chemical structure design and synthesis increases

Engineering Contradiction:
Improvefragrance formulation versatilityVSAvoidchemical structure complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent applies parameter changes by systematically varying the alkyl substituent parameters (chain length C2-C4, saturation, branching at 1 and 4 positions) on the bicyclooctane core structure. This allows generation of multiple fragrance compounds with distinct odor profiles while maintaining a consistent molecular framework, thus improving formulation versatility without proportionally increasing structural complexity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures by combining a bicyclooctane core with various alkyl substituents. This composite approach allows the base structure to provide a consistent olfactory foundation while the variable substituents introduce diversity, enabling perfumers to achieve varied fragrance profiles through systematic substitution rather than completely different molecular frameworks

Inventive Principle:
Principle #40Composite materials

2Manufacturing precision

If small variations in chemical structures are made to create new fragrance notes, then the olfactory characteristics are improved, but the difficulty of synthesizing and characterizing each variant increases

Engineering Contradiction:
Improveolfactory characteristic precisionVSAvoidsynthesis difficulty
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent segments the fragrance molecule into a stable core structure (bicyclooctane) and variable substituent groups (alkyl chains at positions 1 and 4). This segmentation allows the core to remain constant while only the substituents need to be varied to achieve different olfactory characteristics, simplifying the synthesis and characterization process compared to redesigning entire molecular structures

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The bicyclooctane core structure serves as a universal platform that can support multiple different alkyl substituent combinations while maintaining structural stability. This multi-functionality allows a single core structure to generate multiple fragrance variants with precise control over olfactory characteristics, reducing the overall complexity of synthesis and characterization across the fragrance series

Inventive Principle:
Principle #6Universality (Multi-functionality)

Data Source

PatentUS7820616B1Cyclic acetal compounds and their use in perfume compositions
Publication Date: 2010.10.26 INTERNATIONAL FLAVORS & FRAGRANCES INC
  • US7820616B1 patent drawing
  • US7820616B1 patent drawing
  • US7820616B1 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 saturated C2-C4 alkyl straight chain or branched.