Anionic Cannabinoid Phenolates for Aqueous Solubility
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Solution Overview
Problem
Cannabinoid molecules are insoluble in water, limiting their formulation in beverages and reducing their bioavailability.
Innovation Solution
The deprotonation of hydroxyl substituents in cannabinoid molecules to produce anionic cannabinoid molecules, which are then dissolved in protic polar solvents like water, forming stable phenolate groups with delocalized negative charges.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Quantity of substance
If cannabinoid molecules are used in their conventional form, then they maintain their natural chemical structure and biological activity, but they exhibit poor solubility in water which limits formulation and bioavailability
Solution Approach 1:
The patent applies parameter changes by modifying the chemical state of the cannabinoid molecules through deprotonation of hydroxyl groups to form anionic species. This chemical transformation changes the solubility parameter from insoluble to highly soluble in aqueous environments, enabling beverage formulations without complex emulsifiers or solvents while preserving biological activity
Solution Approach 2:
The patent uses Brønsted bases as intermediaries to facilitate the deprotonation reaction. These bases temporarily interact with the cannabinoid hydroxyl groups to generate the anionic form, which then stabilizes in aqueous solution. The intermediary enables the transformation without requiring complex formulation processes
2Quantity of substance
If cannabinoid molecules are deprotonated to form anionic species, then water solubility is dramatically improved, but the chemical structure is modified from its natural state
Solution Approach 1:
The patent applies dynamics by creating a reversible chemical system where anionic cannabinoid molecules can be converted to protonated forms and vice versa depending on pH conditions. This dynamic equilibrium allows the composition to adapt to different environmental conditions while maintaining solubility benefits, and the natural structure is restored upon protonation
Solution Approach 2:
The patent utilizes parameter changes by controlling pH to regulate the protonation state. The anionic form is generated through controlled deprotonation using Brønsted bases, and the chemical structure can be reverted to its natural state by adjusting pH, thus maintaining structural integrity while achieving solubility improvements
3Reliability
If conventional cannabinoid formulations are used, then the molecules remain in their original form, but their bioavailability is limited due to poor water solubility
Solution Approach 1:
The patent applies parameter changes by transforming the chemical state from neutral to anionic through deprotonation. This fundamental parameter change in charge state dramatically improves aqueous solubility, which directly enhances bioavailability by enabling the molecules to be delivered in water-based systems such as beverages without requiring lipid carriers or complex absorption mechanisms
Data Source
AI summary
This patent document discloses compositions and methods related to anionic cannabinoid molecules that contain oxide substituents.