Liquid Fragrance Composition Preventing Crystallization

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Cyclohexylidene phenyl acetonitrile (PEONILE™) tends to crystallize at low temperatures, leading to rapid solidification and processing challenges in perfumery, as it is not easily blended with other ingredients due to thermodynamic incompatibility and undesirable olfactive changes.

Innovation Solution

A liquid fragrance composition comprising cyclohexylidene phenyl acetonitrile combined with specific ingredients such as cyclohexyl salicylate, MEFROSOL™, HEDIONE™, diethyl phthalate, and others, which form thermodynamically compatible eutectic mixtures that remain liquid across a broad temperature range and maintain olfactive acceptability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If cyclohexylidene phenyl acetonitrile is stored at low temperatures, then its stability is improved, but it crystallizes and solidifies

Engineering Contradiction:
ImprovestabilityVSAvoidease of handling
Core Design Contradiction:
Stability of the object's compositionVSEase of operation

Solution Approach 1:

The patent applies parameter changes by modifying the physical state parameters through formulation. Specifically, it creates a liquid composition containing cyclohexylidene phenyl acetonitrile combined with other fragrance ingredients at controlled concentrations (e.g., 0.1-10% w/w), which prevents crystallization while maintaining stability. This transforms the pure compound's temperature-sensitive solid-liquid equilibrium into a stable liquid mixture across a broader temperature range.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite materials by formulating a multi-component liquid composition. The cyclohexylidene phenyl acetonitrile is combined with other fragrance ingredients (such as salicylates, alcohols, or esters) to create a composite liquid system. This composite formulation prevents phase separation and crystallization that would occur with the pure compound, while maintaining the desired olfactive properties and stability.

Inventive Principle:
Principle #40Composite materials

2Ease of operation

If cyclohexylidene phenyl acetonitrile is heated to prevent crystallization, then it remains liquid and blendable, but burnt off-notes develop

Engineering Contradiction:
ImproveblendabilityVSAvoidburnt off-notes
Core Design Contradiction:
Ease of operationVSObject-generated harmful factors

Solution Approach 1:

The patent applies preliminary action by pre-formulating the cyclohexylidene phenyl acetonitrile with other compatible fragrance ingredients before use. This pre-mixed liquid composition ensures the compound remains in liquid form and blendable without requiring subsequent heating steps. The formulation is designed to prevent crystallization through compositional design rather than thermal management, thereby avoiding burnt off-notes.

Inventive Principle:
Principle #10Preliminary action

3Temperature

If other fragrance ingredients are mixed with cyclohexylidene phenyl acetonitrile to depress melting point, then liquid state is maintained, but thermodynamic incompatibility causes phase separation

Engineering Contradiction:
Improveliquid state maintenanceVSAvoidthermodynamic compatibility
Core Design Contradiction:
TemperatureVSStability of the object's composition

Solution Approach 1:

The patent applies local quality by carefully selecting specific fragrance ingredients with appropriate molecular characteristics that are locally compatible with cyclohexylidene phenyl acetonitrile. The formulation uses ingredients from specific chemical families (salicylates, alcohols, esters) at controlled concentration ranges, creating localized molecular environments that prevent phase separation while maintaining liquid state across the required temperature range.

Inventive Principle:
Principle #3Local quality

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 composition prevents crystallization and maintains stability from -20°C to 50°C, allowing for efficient handling and blending of cyclohexylidene phenyl acetonitrile, reducing processing time and costs while preserving its desired fragrance characteristics.

Implementation Method 1

The melting point of a specific target substance can be depressed by mixing it with a second substance, which second substance has i) a lower melting point, or ii) forms a eutectic mixture with the target substance.

Methodology Applied
Scientific EffectEutectic mixture formation: Phase Change

Implementation Method 2

crystallisation can occur at temperatures below about 28 degrees centigrade, particularly when the liquid comes into contact with irregular packaging surfaces or solid impurities

Methodology Applied
Scientific EffectCrystallization prevention: Crystallisation

Data Source

PatentUS10238592B2Organic compounds
Publication Date: 2019.03.26 GIVAUDAN SA

AI summary

A liquid fragrance composition consisting essentially of:cyclohexylidene phenyl acetonitrile; andone or more ingredients selected from the group consisting of cyclohexyl salicylate, MEFROSOL™ (3-methyl-5-phenyl-pentan-1-ol), HEDIONE™ (methyl 2-(3-oxo-2-pentylcyclopentyl)acetate), diethyl phthalate, isopropyl myristate, amyl salicylate, iso-amyl salicylate, benzyl salicylate, iso-bornyl salicylate, cis-3 hexenyl salicylate, ethyl salicylate, iso-butyl salicylate, methyl salicylate and phenylethyl salicylate; and optionallyone or more of 3-methyl-5-phenylpentan-1-ol (MEFROSOL™); an alcohol comprising more than 3 carbon atoms selected from the group consisting of benzyl alcohol, 1-hexanol, 1-heptanol, 1-octanol, cyclohexanol, cyclohexyl propanol, methyl phenyl carbinol, phenyl ethyl alcohol and dimethyl benzyl carbinol; or a glycol ether.