Polysiloxane Profragrance Conjugates for Controlled Odor Release

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Solution Overview

Problem

The perfume industry faces challenges in achieving prolonged and improved olfactory performance from perfuming ingredients due to volatility and poor substantivity, with existing polymer-based solutions offering modest performance and poor dispersion and deposition.

Innovation Solution

Development of polysiloxane conjugates with a β-thio carbonyl moiety that release odoriferous molecules such as α,β-unsaturated ketones or aldehydes, providing superior performance compared to free active molecules and prior art polymers, with controlled release properties and good flowability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Duration of action of moving object

If polymer-based fragrance delivery systems are used to prolong the effect of perfuming ingredients, then the duration of action is improved, but the performance is relatively modest compared to monomeric derivatives

Engineering Contradiction:
Improveduration of fragrance effectVSAvoidolfactory performance
Core Design Contradiction:
Duration of action of moving objectVSReliability

Solution Approach 1:

The patent modifies the chemical structure of polymer-based profragrances by incorporating specific functional groups (β-thio carbonyl moieties, siloxane backbones) to optimize the balance between duration and intensity of fragrance release, achieving superior olfactory performance compared to conventional polymers

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention combines polymer structures with specific functional moieties (β-thio carbonyl groups, siloxane units) to create composite profragrance materials that exhibit both prolonged duration and enhanced intensity of fragrance release, resolving the contradiction between duration and performance

Inventive Principle:
Principle #40Composite materials

2Reliability

If non-flowable crosslinked siloxane-based polymers are used to improve deposition and fragrance delivery, then the fragrance delivery is enhanced, but the dispersion is poor

Engineering Contradiction:
Improvefragrance deliveryVSAvoiddispersion
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent adjusts the flowability parameters of siloxane-based polymers by modifying crosslinking density and molecular weight, achieving an optimal balance between deposition capability and dispersion properties for effective fragrance delivery

Inventive Principle:
Principle #35Parameter changes

3Reliability

If chemical binding of polymers to target surface is promoted to improve fragrance delivery, then the deposition is improved, but the target surface is modified

Engineering Contradiction:
ImprovedepositionVSAvoidsurface modification
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent employs sacrificial polymer structures that provide temporary anchoring during application but are designed to degrade or release without permanently modifying the target surface, achieving deposition without harmful long-term effects

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The invention introduces intermediary functional groups that facilitate temporary binding during application but allow for reversible detachment, enabling effective fragrance delivery without permanent surface modification

Inventive Principle:
Principle #24Intermediary (Mediator)

4Reliability

If polysiloxane conjugates with β-thio carbonyl moiety are used to achieve controlled release, then the substantivity is improved, but the complexity of the polymer structure increases

Engineering Contradiction:
ImprovesubstantivityVSAvoidpolymer structure
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent optimizes the molecular weight, functional group composition, and chain architecture of polysiloxane conjugates to achieve controlled fragrance release and improved substantivity while managing structural complexity through systematic parameter adjustment

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 offer enhanced fragrance delivery and substantivity, outperforming traditional monomeric profragrances and prior art polymers in terms of intensity and duration of odor release, while maintaining flowable properties.

Implementation Method 1

the invention's co-polymers are capable of releasing, via a decomposition reaction, a residue and an odoriferous molecule such as, for example, an α,β-unsaturated ketone or aldehyde

Methodology Applied
Scientific EffectDecomposition: Decomposition (biological)

Data Source

PatentEP3010960A1Polysiloxane conjugates as fragrance delivery systems
Publication Date: 2016.04.27 FIRMENICH SA

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.