Polysiloxane Conjugates for Controlled Fragrance Release

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Solution Overview

Problem

Current perfume industry technologies fail to effectively prolong the release of active ingredients for several hours, as existing polymer-based systems only provide a prolonged effect over several days, which is inadequate for skin applications where rapid fragrance release is needed.

Innovation Solution

Development of polysiloxane conjugates with a β-thio carbonyl moiety that release odoriferous molecules like α,β-unsaturated ketones or aldehydes, offering superior performance compared to prior art polymers, allowing for controlled and rapid fragrance release within hours.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Duration of action of moving object

If polymer-based systems are used to prolong fragrance release, then the duration of fragrance effect is extended to several days, but the release speed becomes too slow for skin applications where rapid fragrance release within hours is needed

Engineering Contradiction:
Improveduration of fragrance effectVSAvoidrelease speed of fragrance
Core Design Contradiction:
Duration of action of moving objectVSSpeed

Solution Approach 1:

The invention changes the chemical parameters of the polymer system by using polysiloxane backbone with specific β-thio carbonyl moiety structures. This chemical parameter change enables the polymer to release fragrance within hours rather than days, while still providing prolonged effect. The specific molecular structure parameters (siloxane bonds, β-thio carbonyl groups) are optimized to achieve the desired release kinetics.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite molecular structure combining polysiloxane backbone with β-thio carbonyl moieties that can liberate active molecules. This composite structure integrates the stability and prolonging effect of polymer systems with the rapid release capability of smaller molecules, resolving the contradiction between duration and release speed.

Inventive Principle:
Principle #40Composite materials

2Reliability

If existing polymers are used for fragrance delivery, then the substantivity is improved, but the olfactory performance and fragrance intensity are insufficient for fine perfumery applications

Engineering Contradiction:
ImprovesubstantivityVSAvoidolfactory performance
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The invention applies local quality by incorporating specific functional groups (β-thio carbonyl moieties) at particular positions within the polysiloxane chain. These localized functional groups are responsible for fragrance liberation, while the rest of the polysiloxane structure provides substantivity. This local functionalization allows the polymer to exhibit both good substantivity and high olfactory performance.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention optimizes molecular parameters including the choice of R1, R2, R3, R4, and R5 groups in the repeating unit structure to balance substantivity and fragrance release. By adjusting these structural parameters, the polymer achieves both improved reliability (substantivity) and enhanced productivity (olfactory performance) suitable for fine perfumery.

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 polysiloxane conjugates provide a significant and controlled release of fragrance molecules within hours, enhancing the olfactory performance and substantivity, making them suitable for fine perfumery and skin applications.

Implementation Method 1

Owing to their particular chemical structure the polymers of the invention are capable of releasing, via a decomposition reaction, a residue and an odoriferous molecule

Methodology Applied
Scientific EffectDecomposition: Decomposition (biological)

Data Source

PatentUS9902920B2Polysiloxanes as fragrance delivery systems in fine perfumery
Publication Date: 2018.02.27 FIRMENICH SA
  • US9902920B2 patent drawing
  • US9902920B2 patent drawing
  • US9902920B2 patent drawing

AI summary

The present invention relates to the field of perfumery. More particularly, it concerns polymers derived from siloxane derivatives and comprising at least one β-thio carbonyl moiety capable of liberating an active molecule such as, for example, an α,β-unsaturated ketone or aldehyde. The present invention concerns also the use of polymers in perfumery as part of a perfuming or malodor counteracting composition as well as the perfuming compositions or perfumed articles comprising the invention's compounds.