Cooling Compound Solubility in Alkyl Lactate
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Solution Overview
Problem
Compounds that provide a cooling sensation in perfumery and flavoring products have low solubility in common solvents, making it difficult to dilute them effectively for use in consumer products.
Innovation Solution
A composition comprising at least one compound of formula (I), such as N-(1H-pyrazol-3-yl)-N-(thiophen-2-ylmethyl)-2-(p-tolyloxy)acetamide, combined with C1-6 linear or branched alkyl lactates, which enhances solubility and facilitates handling and use in flavoring and perfumery compositions.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Quantity of substance
If cooling compounds are used at low concentrations to achieve desired cooling effect, then cooling efficiency is improved, but solubility problems make it difficult to dilute them effectively
Solution Approach 1:
The patent uses trace metals (such as zinc, copper, or manganese salts) as intermediary substances to enable the solubilization of cooling compounds in water-based formulations. The metal ions form complexes with the cooling compound molecules, creating soluble species that can be effectively diluted while maintaining cooling efficacy. This resolves the contradiction by allowing low concentrations of active cooling compound to be achieved through soluble complex formation rather than direct dissolution.
Solution Approach 2:
The patent changes the chemical parameters of the cooling compound by forming metal complexes, which fundamentally alters the solubility characteristics. By introducing metal ions that coordinate with the cooling compound, the molecular properties change from insoluble/poorly soluble to highly soluble in aqueous and alcoholic environments, enabling effective dilution at low concentrations.
2Reliability
If cooling compounds are used in powdered form to maintain potency, then cooling strength is improved, but handling and incorporation into products becomes difficult
Solution Approach 1:
The patent employs metal salts as intermediary agents that convert the problematic powdered cooling compound into soluble complex forms. This transformation allows the compound to be incorporated into liquid and semi-liquid consumer products without the handling difficulties associated with fine powders, while the complexed form maintains the required cooling strength through controlled release of the active compound.
Solution Approach 2:
By changing the physical state from insoluble powder to soluble complex through metal coordination, the patent transforms the handling characteristics from difficult (fine powder requiring special handling) to easy (soluble formulation that can be readily mixed and incorporated). The parameter change from solid powder to soluble complex maintains reliability while dramatically improving ease of operation.
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 combination allows for the use of these compounds at low levels while improving their solubility and handling, enabling their effective incorporation into flavoring and perfumery products without the need for high concentrations.
Implementation Method 1
The present invention provides a solution to the above-mentioned problem by using alkyl lactates
Data Source
AI summary
Described herein is a composition of matter comprisingi) at least one compound of formula (I)in the form of any of its stereoisomers; and wherein R1 represents a phenyl group optionally substituted by one or two C1-3 alkyl or alkoxy groups or by one or two halides group; R2 and R3 represent, independently from each other a heterocyclic group comprising from 1 to 3 heteroatoms selected from nitrogen, oxygen and sulfur, optionally substituted by one or two C1-3 alkyl groups; andii) at least a C1-6 linear or branched alkyl lactate.Also described herein is a method of using the composition of matter as part of a flavoring or perfuming composition or of a flavoring or perfuming consumer product. Also described herein is a process to prepare the composition of matter and the polymorph of compound of formula (I).