Beta-oxy Carbonyl Compounds for Controlled Fragrance Release

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Solution Overview

Problem

The perfume industry faces challenges with fragrances that are too volatile or have poor substantivity, leading to brief and intense perfuming effects, particularly in applications like laundry, where the goal is to maintain the perfuming effect over time.

Innovation Solution

Development of monomeric, oligomeric, and polymer-supported compounds with β-oxy or β-thio carbonyl moieties that release odoriferous molecules such as α,β-unsaturated ketones, aldehydes, or carboxylic esters, enhancing the stability and tenacity of fragrances on surfaces.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If volatile fragrances are used to provide strong initial perfuming effect, then the intensity of the fragrance is improved, but the duration of action is reduced

Engineering Contradiction:
Improvefragrance intensityVSAvoidduration of perfuming effect
Core Design Contradiction:
Illumination intensityVSDuration of action of moving object

Solution Approach 1:

The patent applies preliminary action by using precursor compounds that are applied first and then slowly transform into the active fragrance molecules. The precursor compounds (containing β-oxy or β-thio carbonyl moieties) are applied to the surface before the fragrance is fully released, allowing the fragrance to be generated progressively over time rather than all at once. This resolves the contradiction by providing both initial presence (through the precursor application) and prolonged duration (through slow transformation).

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent uses intermediary compounds as mediators between the application and the final fragrance. The precursor compounds act as intermediaries that gradually convert into the active fragrance molecules. These intermediaries carry the fragrance potential but release it slowly, thereby extending the duration of action while maintaining fragrance intensity through controlled transformation rather than direct application of volatile fragrances.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of manufacture

If fragrances with poor substantivity are used to maintain simplicity in composition, then the ease of manufacture is improved, but the reliability of fragrance retention is reduced

Engineering Contradiction:
Improvesimplicity of compositionVSAvoidfragrance retention
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of fragrance compounds to create precursor molecules with specific functional groups (β-oxy or β-thio carbonyl moieties). These structural parameter changes enable the compounds to have both good substantivity (through their molecular structure interacting with the surface) and controlled release characteristics. The change from simple volatile fragrances to these structured precursors improves reliability while maintaining reasonable ease of manufacture through established synthetic methods.

Inventive Principle:
Principle #35Parameter changes

3Device complexity

If simple fragrance compounds are used to reduce device complexity, then the ease of operation is improved, but the duration of action is reduced

Engineering Contradiction:
Improvecomplexity of fragrance systemVSAvoidduration of perfuming effect
Core Design Contradiction:
Device complexityVSDuration of action of moving object

Solution Approach 1:

The patent applies segmentation by dividing the fragrance system into two functional parts: the precursor compound (which provides stability and controlled release) and the active fragrance molecule (which provides the desired odor). This segmentation allows the system to achieve prolonged duration without requiring complex mechanisms, as the transformation from precursor to active fragrance occurs through a simple chemical process rather than a complex device or system.

Inventive Principle:
Principle #1Segmentation

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

These compounds provide a controlled and prolonged release of odoriferous molecules, improving the substantivity and longevity of fragrances on textiles and other surfaces, addressing the issue of volatility and poor staying power in perfumery applications.

Implementation Method 1

compounds comprising at least one β-oxy or β-thio carbonyl moiety capable of liberating an active molecule such as, for example, an α,β-unsaturated ketone, aldehyde or carboxylic ester

Methodology Applied
Scientific EffectChemical decomposition: Decomposition (biological)

Data Source

PatentUS7723286B2Compounds for a controlled release of active molecules
Publication Date: 2010.05.25 FIRMENICH SA
  • US7723286B2 patent drawing
  • US7723286B2 patent drawing
  • US7723286B2 patent drawing

AI summary

The present invention relates to the field of perfumery. More particularly, it concerns compounds comprising at least one β-oxy or β-thio carbonyl moiety capable of liberating a perfuming molecule such as, for example, an α,β-unsaturated ketone, aldehyde or carboxylic ester. The present invention concerns also the use of the compounds in perfumery as well as the perfuming compositions or perfumed articles comprising the invention's compounds.