Construction of Cyclodextrin-Based Covalent Organic Frameworks for Efficient Encapsulation of Menthol
Yuxing Tong1,2,3, Ben Liu1,2,3, Yang Yu1,2,3
1China Tobacco Hubei Industrial Co., Ltd., Wuhan, 430040, PR China.
New cyclodextrin-based covalent organic frameworks (CD-COFs) effectively encapsulate menthol, enhancing flavor stability in food processing. Gamma-CD-COF-Li demonstrated superior performance, offering improved thermal stability for food ingredients.
Area of Science:
- Materials Science
- Food Chemistry
- Supramolecular Chemistry
Background:
- Flavoring ingredients like menthol face significant losses due to volatility and poor thermal stability during food processing.
- Encapsulation into inclusion complexes (ICs) is an effective strategy to improve flavor stability.
- Cyclodextrin-based covalent organic frameworks (CD-COFs) offer potential for enhanced encapsulation.
Purpose of the Study:
- To synthesize novel, food-safe CD-COFs for improved menthol encapsulation.
- To evaluate the encapsulation efficiency and thermal stability of menthol within these CD-COFs.
- To compare the performance of different CD-COFs and counterions for flavor stabilization.
Main Methods:
- Facile microwave-assisted synthesis of three-dimensional anionic CD-COFs with spiroborate linkages.
- Preparation of menthol inclusion complexes (menthol/CD-COF-ICs).
- Measurement of encapsulation efficiency and thermal stability of menthol in various CD-COF materials.
Main Results:
- The synthesized CD-COFs exhibited high surface area and novel cavities, enhancing menthol encapsulation.
- Gamma-CD-COF-Li achieved a superior menthol encapsulation efficiency of 25.9%, outperforming other tested CD-COFs.
- Menthol/gamma-CD-COF-Li-ICs demonstrated enhanced thermal stability, preventing menthol evaporation at elevated temperatures.
Conclusions:
- CD-COFs, particularly gamma-CD-COF-Li, are highly effective in encapsulating and stabilizing volatile flavoring ingredients like menthol.
- This research highlights the potential of covalent organic framework technology for improving the stability and application of flavors in the food industry.
- The developed CD-COFs offer a promising solution for reducing flavor losses during food processing and storage.
Related Concept Videos
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Intramolecular Claisen Condensation of Dicarboxylic Esters: Dieckmann Cyclization
Preparation of Epoxides
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of...
Cycloaddition Reactions: MO Requirements for Thermal Activation
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Crown Ethers


