Menthol Glycinate Esters for Prolonged Cooling and Solubility
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Solution Overview
Problem
Existing cooling agents, such as menthol, provide a short-lived cooling sensation and are limited in their ability to enhance flavor and solubility in consumer products.
Innovation Solution
Development of menthol glycinates, which are esters of menthol connected to glycine or glycine derivatives, providing a prolonged cooling effect and improved solubility through a slow hydrolysis rate, allowing for enhanced flavoring in food products.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Duration of action of moving object
If menthol is used as a cooling agent, then cooling sensation is provided, but the cooling effect is short-lived
Solution Approach 1:
The patent applies preliminary action by converting menthol into menthol glycinates (esters) beforehand. These esters serve as precursor compounds that slowly hydrolyze to release menthol over time, thereby extending the duration of cooling sensation. The esterification process prepares the menthol in a stable, slow-release form that gradually breaks down to provide sustained cooling effect.
Solution Approach 2:
The patent changes the chemical parameters of menthol by forming esters with glycine or glycine derivatives. This chemical modification alters the hydrolysis rate, solubility, and release profile of menthol, transforming it from a rapidly acting cooling agent into a sustained-release formulation that maintains cooling effect over an extended period.
2Quantity of substance
If menthol is used in consumer products, then cooling sensation is achieved, but solubility and flavor enhancement are limited
Solution Approach 1:
The patent modifies the solubility parameters of menthol through esterification with glycine derivatives. The resulting menthol glycinates exhibit improved water solubility compared to native menthol, enabling better incorporation into aqueous-based consumer products while maintaining the characteristic cooling sensation and adding flavor enhancement properties from the glycine component.
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
Menthol glycinates offer a prolonged cooling sensation and improved solubility, making them suitable for various consumer products including toothpaste, mouthwash, candy, gum, and insect repellents, with a slow release of menthol and glycine derivatives.
Implementation Method 1
providing a prolonged cooling effect and improved solubility through a slow hydrolysis rate
Implementation Method 2
Menthol's ability to chemically trigger the cold-sensitive TRPM8 receptors is responsible for the well-known cooling sensation it provokes
Data Source
AI summary
A compound that includes a menthol glycinate. The menthol glycinate includes a menthol connected to a glycine or glycine derivative, via an ester linkage. The groups on the N atom are referred to as R1 and R2, and R1 and R2 are independently selected from the group consisting of: H, alkyl and R1 and R2 together with the N atom to which they are attached form a 4-8-member ring. R1 and R2 each contain at most 20 carbon atoms.


