Dynamic Aminal Mixtures for Controlled Perfuming Release

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Solution Overview

Problem

Current perfumery compositions struggle to provide a long-lasting and evenly distributed perfuming effect for volatile aldehydes and ketones, as existing systems either decompose prematurely or unevenly enhance the perfuming performance of individual ingredients, leading to instability and odor profile distortions.

Innovation Solution

A dynamic mixture is formed by combining diamine derivatives of specific formulae with perfuming aldehydes and ketones in a water-containing medium, utilizing reversible chemical reactions to achieve controlled and prolonged release, thereby enhancing the perfuming performance of all constituents in a mixture.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Duration of action of moving object

If precursor compounds are used to release perfuming material by chemical reaction, then the perfuming effect can be enhanced, but the compounds decompose during storage and release fragrance before desired use

Engineering Contradiction:
Improveperfuming effect durationVSAvoidstorage stability
Core Design Contradiction:
Duration of action of moving objectVSReliability

Solution Approach 1:

The patent applies preliminary action by pre-synthesizing stable aminal derivatives that serve as fragrance precursors. These derivatives are prepared in advance and stored stably, then activated only when needed through contact with water or humidity during application. This resolves the contradiction by enabling the fragrance material to be ready for release at the precise moment of use while maintaining stability during storage.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent uses water or humidity as an intermediary trigger to activate the fragrance release. The aminal derivatives remain stable during storage but undergo hydrolysis when exposed to water/humidity during application, releasing the fragrance material. This intermediary mechanism allows controlled activation only when and where needed, preventing premature release during storage while enabling enhanced perfuming effect during use.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Duration of action of moving object

If dibenzyl diamines are used to prolong perfuming effect, then some ingredients show improved lastingness, but the effect is unevenly distributed across individual perfuming compounds causing odor profile distortions

Engineering Contradiction:
Improveperfuming lastingnessVSAvoidodor profile consistency
Core Design Contradiction:
Duration of action of moving objectVSStability of the object's composition

Solution Approach 1:

The patent applies local quality by designing aminal derivatives with specific structural characteristics (aliphatic or alicyclic hydrocarbon chains with 2-20 carbon atoms) that create localized optimal interaction zones with fragrance molecules. This structural design enables uniform distribution of the prolonging effect across all perfuming compounds in the mixture, preventing odor profile distortions while maintaining enhanced lastingness for each individual compound.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent employs parameter changes by systematically varying the hydrocarbon chain length (2-20 carbons) and structure (aliphatic or alicyclic) of the aminal derivatives to optimize their interaction with different fragrance molecules. This parameter optimization ensures that all perfuming compounds in the mixture receive a uniform prolonging effect, maintaining odor profile consistency while extending lastingness, thereby resolving the uneven distribution problem of prior art dibenzyl diamines.

Inventive Principle:
Principle #35Parameter changes

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

The dynamic mixture ensures a more even and prolonged release of perfuming compounds, improving the perfuming effect by several orders of magnitude and maintaining stability over time, thus addressing the limitations of prior art systems.

Implementation Method 1

combining, in the presence of water, at least one diamine derivative of formula (I)... with at least two perfuming aldehydes and/or ketones... utilizing reversible chemical reactions to achieve controlled and prolonged release

Methodology Applied
Scientific EffectReversible chemical reaction: Chemical Bonding

Data Source

PatentEP2697347B1Equilibrated dynamic mixtures to control the release of perfuming aldehydes and ketones
Publication Date: 2016.11.16 FIRMENICH SA
  • EP2697347B1 patent drawingFigure 1
  • EP2697347B1 patent drawingFigure 2
  • EP2697347B1 patent drawing

AI summary

The present invention concerns a dynamic mixture obtained by combining, in the presence of water, at least one diamine derivative, comprising at least one heteroaryl moiety, with at least two perfuming aldehydes and/or ketones. The invention's mixture is capable of releasing in a controlled and prolonged manner said perfuming compounds, in particular perfuming ingredients, into the surrounding environment. The invention's dynamic mixture gives rise to a more evenly distributed positive effect for the release of the different carbonyl compounds which are part of the mixture than other examples reported in the prior art.