New Menthol-Based Hydrophobic Deep Eutectic Solvents as a Tool for Lactic Acid Extraction
Source abstract
Abstract
In recent years, deep eutectic solvents (DESs) have attracted a lot of attention as a substitute for the current toxic organic solvents and can be applied in many chemical processes such as extraction and synthesis. The development of new deep eutectic solvents for use in the isolation of valuable biologically active substances with significant benefits for health, the environment, and others is being investigated with increasing scientific interest. Deep eutectic solvents were prepared using menthol as a hydrogen bond donor and different tertiary amines as hydrogen bond acceptors by varying the ratio of the two constituents. The DESs obtained were analyzed using densitometry, viscosimetry, IR, TGA, and DSC. The potential of the DESs for extraction and re-extraction was evaluated with a water solution of lactic acid. All the DESs obtained are suitable for the extraction of lactic acid. Deep eutectic solvents based on menthol and dioctyl amine (M/DOA 2:1), trioctyl amine (M/TOA 2:1), tridodecyl amine (M/TDDA 1:2), and trihexyl amine (M/THA 2:1) show highest results.
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Research context
OpenAlex topics: Ionic liquids properties and applications · Analytical Chemistry and Chromatography · Chemical and Physical Properties in Aqueous Solutions
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
Affiliations
Institute of Chemical Engineering, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria
Institute of Polymers, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria
Funding
Bulgarian Ministry of Education and Science
References (51)
Show source-provided references
1. Schuegerl Recovery of Lactic Acid from Aqueous Model Solutions and Fermentation Broths10.1016/S0032-9592(98)00143-5 ↗
2. Alexandri, M., Schneider, R., and Venus, J. (2018). Membrane Technologies for Lactic Acid Separation from Fermentation Broths Derived from Renewable Resources. Membranes, 8.10.3390/membranes8040094 ↗
3. Separation and Purification of Lactic Acid from Fermentation Broth Using Membrane-Integrated Separation Processes10.1021/acs.iecr.7b02011 ↗
4. Din, N.A.S., Lim, S.J., Maskat, M.Y., Mutalib, S.A., and Zaini, N.A.M. (2021). Lactic Acid Separation and Recovery from Fermentation Broth by Ion-Exchange Resin: A Review. Bioresour. Bioprocess., 8.10.1186/s40643-021-00384-4 ↗
5. Reactive Extraction Technologies for Organic Acids in Industrial Fermentation Processes—A Review10.1016/j.seppur.2024.129881 ↗
6. Liquid-Liquid Extraction of Lactic Acid Using Non-Toxic Solvents10.1016/j.cdc.2021.100823 ↗
7. The Liquid-Liquid Extractive Fermentation of L–Lactic Acid in a Novel Semi-Partition Bioreactor (SPB)10.1016/j.jbiotec.2022.10.017 ↗
8. Extraction of Lactic Acid Using the Polyethylene Glycol–Sodium Sulfate–Water System10.1134/S0040579521010188 ↗
9. Lactic Acid Extraction by Means of Long Chain Tertiary Amines: A Comparative Theoretical and Experimental Study10.1021/ie3005463 ↗
10. Reactive Extraction of Lactic Acid Using Environmentally Benign Green Solvents and Synergistic Mixture of Extractants
11. Comparison of the Efficiencies of Amine Extractants on Lactic Acid with Different Organic Solvents10.1021/je900446d ↗
12. Preparation of Novel, Moisture-Stable, Lewis-Acidic Ionic Liquids Containing Quaternary Ammonium Salts with Functional Side Chains10.1039/b106357j ↗
13. Novel Solvent Properties of Choline Chloride/Urea mixtures10.1039/b210714g ↗
14. Insights into the Nature of Eutectic and Deep Eutectic Mixtures10.1007/s10953-018-0793-1 ↗
15. Deep Eutectic Solvents (DESs) and Their Applications10.1021/cr300162p ↗
16. New Horizons in the Extraction of Bioactive Compounds Using Deep Eutectic Solvents: A Review10.1016/j.aca.2017.05.012 ↗
17. Ionic Deep Eutectic Solvents for the Extraction and Separation of Natural Products10.1016/j.chroma.2019.03.046 ↗
18. Application of Deep Eutectic Solvents for Separation and Determination of Bioactive Compounds in Medicinal Plants10.1016/j.indcrop.2021.114047 ↗
19. Application of Deep Eutectic Solvents (DES) for Phenolic Compounds Extraction: Overview, Challenges, and Opportunities10.1021/acs.jafc.7b01054 ↗
20. Natural Deep Eutectic Solvents as a New Extraction Media for Phenolic Metabolites in Carthamus tinctorius L.10.1021/ac400432p ↗
21. Fanali, C., Gallo, V., Della Posta, S., Dugo, L., Mazzeo, L., Cocchi, M., Piemonte, V., and De Gara, L. (2021). Choline Chloride–Lactic Acid-Based NADES As an Extraction Medium in a Response Surface Methodology-Optimized Method for the Extraction of Phenolic Compounds from Hazelnut Skin. Molecules, 26.10.3390/molecules26092652 ↗
22. Microwave-Assisted Extraction of Valuable Phenolics from Sunflower Pomace with Natural Deep Eutectic Solvents and Food Applications of the Extracts
23. Novel Tributyl Phosphate-Based Deep Eutectic Solvent: Application in Microwave Assisted Extraction of Carotenoids10.1016/j.foodchem.2024.140418 ↗
24. Selection of Deep Eutectic Solvents for Extractive Deterpenation of Lemon Essential Oil10.1016/j.molliq.2022.118524 ↗
25. Ultrasound-Assisted Deep Eutectic Solvents Extraction of Podophyllotoxins from Juniperus Sabina L: Optimization, Enrichment, and Anti-Drug Resistant Bacteria Activity10.1016/j.indcrop.2024.119408 ↗
26. Hydrophobic Eutectic Solvents for Extraction of Natural Phenolic Antioxidants from Winery Wastewater10.1016/j.seppur.2020.117590 ↗
27. Intensification of Formic Acid from Dilute Aqueous Solutions Using Menthol Based Hydrophobic Deep Eutectic Solvents10.1016/j.jics.2021.100303 ↗
28. An Advanced Approach for the Recovery of Acetic Acid from Its Aqueous Media: Deep Eutectic Liquids versus Ionic Liquids10.1007/s13399-019-00599-8 ↗
29. Realization for Rapid Extraction of Citric Acid from Aqueous Solutions Using Deep Eutectic Solvents10.1016/j.molliq.2024.125699 ↗
30. Menthol-Based Deep Eutectic Solvent Dispersive Liquid–Liquid Microextraction: A Simple and Quick Approach for the Analysis of Phthalic Acid Esters from Water and Beverage Samples10.1021/acssuschemeng.0c02603 ↗
31. Thymol-Menthol-Based Deep Eutectic Solvent as a Modifier in Reactive Liquid–Liquid Extraction of Carboxylic Acids from Pretreated Sweet Sorghum Silage Press Juice10.1016/j.seppur.2022.123060 ↗
32. Reactive Liquid-Liquid Extraction of Lactic Acid from Microfiltered Sweet Sorghum Silage Press Juice in an Agitated Extraction Column Using a Hydrophobic Natural Deep Eutectic Solvent as Modifier10.1016/j.jclepro.2024.142463 ↗
33. Recovery of Nicotinic Acid (Niacin) Using Hydrophobic Deep Eutectic Solvent: Ultrasonication Facilitated Extraction10.1016/j.cdc.2022.100934 ↗
34. Green Extraction of Palmitic Acid from Palm Oil Using Betaine-Based Natural Deep Eutectic Solvents10.14716/ijtech.v9i2.1008 ↗
35. Optimization of Palmitic Acid Extraction from Palm Oil with Betaine-Based Natural Deep Eutectic Solvent Using Response Surface Methodology10.1063/1.5134605 ↗
36. Extraction Performance Evaluation of Amide-Based Deep Eutectic Solvents for Carboxylic Acid: Molecular Dynamics Simulations and a Mini-Pilot Study10.1016/j.seppur.2022.122360 ↗
37. Extraction of Adipic, Levulinic and Succinic Acids from Water Using TOPO-Based Deep Eutectic Solvents10.1016/j.seppur.2020.116692 ↗
38. In-Situ Formation of Hydrophobic Deep Eutectic Solvents to Separate Lactic Acid: Lactam as Hydrogen Bond Acceptor and Lactic Acid as Hydrogen Bond Donor10.1016/j.seppur.2024.128511 ↗
39. Menthol-Based Eutectic Mixtures: Novel Potential Temporary Consolidants for Archaeological Excavation Applications10.1016/j.culher.2019.04.009 ↗
40. Relationship between the Broad OH Stretching Band of Methanol and Hydrogen-Bonding Patterns in the Liquid Phase10.1021/jp800995m ↗
41. Communication: Frequency Shifts of an Intramolecular Hydrogen Bond as a Measure of Intermolecular Hydrogen Bond Strengths10.1063/1.4752246 ↗
42. Menthol-Based Eutectic Mixtures: Hydrophobic Low Viscosity Solvents10.1021/acssuschemeng.5b00532 ↗
43. Design of Controlled Release Systems for THEDES—Therapeutic Deep Eutectic Solvents, Using Supercritical Fluid Technology10.1016/j.ijpharm.2015.06.038 ↗
44. Liquid–Liquid Extraction of Lower Alcohols Using Menthol-Based Hydrophobic Deep Eutectic Solvent: Experiments and COSMO-SAC Predictions10.1021/acs.iecr.7b05270 ↗
45. (2025, February 13). Chemical BooK, Dioctylamine (1120-48-5). Available online: https://www.chemicalbook.com/ProductMSDSDetailCB7389427_EN.htm.
46. (2025, February 13). Chemical BooK, Tridodecylamine (102-87-4). Available online: https://www.chemicalbook.com/ChemicalProductProperty_US_CB5727311.aspx.
47. Coformer Screening Using Thermal Analysis Based on Binary Phase Diagrams10.1007/s11095-014-1296-4 ↗
48. Special Designed Menthol-Based Deep Eutectic Liquid for the Removal of Herbicide 2,4-Dichlorophenoxyacetic Acid through Reactive Liquid–Liquid Extraction10.1007/s11696-020-01218-x ↗
49. Selective Separation of Lactic, Malic, and Tartaric Acids Based on the Hydrophobic Deep Eutectic Solvents of Terpenes and Amides10.1039/D1GC01088C ↗
50. Hydrophobic Deep Eutectic Solvents as Water-Immiscible Extractants10.1039/C5GC01451D ↗
51. Development of New Hydrophobic Deep Eutectic Solvents Based on Trioctylphosphine Oxide for Reactive Extraction of Carboxylic Acids10.1021/acs.iecr.0c04551 ↗