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Articles

Efficient emulsifying properties of monoglycerides synthesized via simple and green route

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Pages 1902-1910 | Received 16 Apr 2019, Accepted 22 Jun 2019, Published online: 12 Jul 2019

References

  • Chappat, M. Some Applications of Emulsions. Colloids Surf. A 1994, 91, 57–77. DOI:10.1016/0927-7757(94)02976-8.
  • Williams, P. A. Food Emulsions: principles, Practice, and Techniques. Int. J. Food Sci. Technol. 2010, 36, 223–224. DOI:10.1046/j.1365-2621.2001.00459.x.
  • Smith, D. H. Foams: fundamentals and Applications in the Petroleum Industry. Energy Fuels 1996, 10, 266–266. DOI:10.1021/ef950077m.
  • Coteron, A.; Martinez, M.; Aracil, J. Reactions of Olive Oil and Glycerol over Immobilized Lipases. J. Amer. Oil Chem. Soc. 1998, 75, 657–660. DOI:10.1007/s11746-998-0080-1.
  • Kralova, I.; Sjöblom, J. Surfactants Used in Food Industry: A Review. J. Disper. Sci. Technol. 2009, 30, 1363–1383. DOI:10.1080/01932690902735561.
  • Singh, D.; Patidar, P.; Ganesh, A.; Mahajani, S. Esterification of Oleic Acid with Glycerol in the Presence of Supported Zinc Oxide as Catalyst. Ind. Eng. Chem. Res. 2013, 52, 14776–14786. DOI:10.1021/ie401636v.
  • Dı́az, I.; Márquez-Alvarez, C.; Mohino, F.; Pérez-Pariente, Jn.; Sastre, E. Combined Alkyl and Sulfonic Acid Functionalization of MCM-41-Type Silica: Part 2. esterification of Glycerol with Fatty Acids. J Catal 2000, 193, 295–302. DOI:10.1006/jcat.2000.2899.
  • Sonntag, N. O. V. Glycerolysis of Fats and Methyl Esters — Status, Review and Critique. J. Am. Oil Chem. Soc. 1982, 59, 795A–802A. DOI:10.1007/BF02634442.
  • Elfman-Börjesson, I.; Härröd, M. Synthesis of Monoglycerides by Glycerolysis of Rapeseed Oil Using Immobilized Lipase. J. Amer. Oil Chem. Soc. 1999, 76, 701–707. DOI:10.1007/s11746-999-0162-8.
  • Noureddini, H.; Harmeier, S. E. Enzymatic Glycerolysis of Soybean Oil. J. Amer. Oil Chem. Soc. 1998, 75, 1359–1365. DOI:10.1007/s11746-998-0183-8.
  • Cao, S. G.; Gao, X. G.; Zhang, K. C. Enzymatic Preparation of Monoglycerides via Glycerolysis of Fats and Oils Catalyzed by Lipase from Pseudomonas Speciesa. Ann. NY. Acad. Sci. 1996, 799, 670–677. DOI:10.1111/j.1749-6632.1996.tb33272.x.
  • Noureddini, H.; Harkey, D. W.; Gutsman, M. R. A Continuous Process for the Glycerolysis of Soybean Oil. J. Amer. Oil Chem. Soc. 2004, 81, 203–207. DOI:10.1007/s11746-004-0882-y.
  • Corma, A.; Iborra, S.; Miquel, S.; Primo, J. Catalysts for the Production of Fine Chemicals: production of Food Emulsifiers, Monoglycerides, by Glycerolysis of Fats with Solid Base Catalysts. J Catal. 1998, 173, 315–321. DOI:10.1006/jcat.1997.1930.
  • Kantekin-Erdogan, M. N.; Ketenoglu, O.; Tekin, A. Effect of Monoglyceride Content on Emulsion Stability and Rheology of Mayonnaise. J. Food Sci. Technol. 2019, 56, 443–450. DOI:10.1007/s13197-018-3506-2.
  • Damstrup, M. L.; Jensen, T.; Sparsø, F. V.; Kiil, S. Z.; Jensen, A. D.; Xu, X. Solvent Optimization for Efficient Enzymatic Monoacylglycerol Production Based on a Glycerolysis Reaction. J. Amer. Oil Chem. Soc. 2005, 82, 559–564. DOI:10.1007/s11746-005-1109-y.
  • Damstrup, M. L.; Abildskov, J.; Kiil, S.; Jensen, A. D.; Sparso, F. V.; Xu, X. Evaluation of Binary Solvent Mixtures for Efficient Monoacylglycerol Production by Continuous Enzymatic Glycerolysis. J. Agric. Food Chem. 2006, 54, 7113–7119. DOI:10.1021/jf061365r.
  • Damstrup, M. L.; Jensen, T.; Sparsø, F. V.; Kiil, S. Z.; Jensen, A. D.; Xu, X. Production of Heat-Sensitive Monoacylglycerols by Enzymatic Glycerolysis in Tert-Pentanol: Process Optimization by Response Surface Methodology. J. Amer. Oil Chem. Soc. 2006, 83, 27–33. DOI:10.1007/s11746-006-1171-5.
  • Guo, Z.; Chen, B.; Lopez Murillo, R.; Tan, T.; Xu, X. Functional Dependency of Structures of Ionic Liquids: do Substituents Govern the Selectivity of Enzymatic Glycerolysis. Org. Biomol. Chem. 2006, 4, 2772–2776. DOI:10.1039/B606900B.
  • Guo, Z.; Xu, X. Lipase-Catalyzed Glycerolysis of Fats and Oils in Ionic Liquids: A Further Study on the Reaction System. Green Chem. 2006, 8, 54–62. DOI:10.1039/B511117J.
  • Zhong, N.; Li, L.; Xu, X.; Cheong, L. Z.; Xu, Z.; Li, B. High Yield of Monoacylglycerols Production through Low-Temperature Chemical and Enzymatic Glycerolysis. Eur. J. Lipid Sci. Technol. 2013, 115, 684–690. DOI:10.1002/ejlt.201200377.
  • Satriana, Arpi, N.; Supardan, M. D.; Gustina, R. T.; Mustapha, W. A. W. Low-Temperature Glycerolysis of Avocado Oil. AIP Conference Proceedings 2018, 1940, 020100. DOI:10.1063/1.5028015.
  • Athas, J. C.; Jun, K.; McCafferty, C.; Owoseni, O.; John, V. T.; Raghavan, S. R. An Effective Dispersant for Oil Spills Based on Food-Grade Amphiphiles. Langmuir 2014, 30, 9285–9294. DOI:10.1021/la502312n.
  • Yunita, P.; Irawan, S.; Kania, D. Optimization of Water-Based Drilling Fluid Using Non-Ionic and Anionic Surfactant Additives. Procedia Eng. 2016, 148, 1184–1190. DOI:10.1016/j.proeng.2016.06.628.
  • Audibert-Hayet, A.; Dalmazzone, C. Surfactant System for Water-Based Well Fluids. Colloids Surf. A 2006, 288, 113–120. DOI:10.1016/j.colsurfa.2006.04.050.
  • Negm, N. A.; Tawfik, S. M.; Abdou, M. I.; Badr, E. A.; Ghuiba, F. M. Evaluation of Some Nonionic Surfactants Derived from Tannic Acid as Additives for Water-Based Mud. J. Surfact. Deterg. 2015, 18, 309–319. DOI:10.1007/s11743-014-1627-9.
  • Feng, J. Q.; Gang, H. Z.; Li, D. S.; Liu, J. F.; Yang, S. Z.; Mu, B. Z. Characterization of Biosurfactant Lipopeptide and Its Performance Evaluation for Oil-Spill Remediation. RSC Adv. 2019, 9, 9629–9632. DOI:10.1039/C9RA01430F.
  • Song, D.; Liang, S.; Zhang, Q.; Wang, J.; Yan, L. Development of High Efficient and Low Toxic Oil Spill Dispersants Based on Sorbitol Derivants Nonionic Surfactants and Glycolipid Biosurfactants. JEP 2013, 04, 16. DOI:10.4236/jep.2013.41B004.
  • Zhang, Q. Q.; Cai, B. X.; Xu, W. J.; Gang, H. Z.; Liu, J. F.; Yang, S. Z.; Mu, B. Z. The Rebirth of Waste Cooking Oil to Novel Bio-Based Surfactants. Sci. Rep. 2015, 5, 9971DOI:10.1038/srep09971.
  • Rosen, M. J. Selection of Surfactant Pairs for Optimization of Interfacial Properties. J. Am. Oil Chem. Soc. 1989, 66, 1840–1843. DOI:10.1007/BF02660759.
  • Griffin, W. C. Calculation of HLB Values of Non-Ionic Surfactants. J. Soc. Cosmet. Chem. 1954, 5, 249–256.
  • Kumar, N.; Mandal, A. Thermodynamic and Physicochemical Properties Evaluation for Formation and Characterization of Oil-in-Water Nanoemulsion. J. Mol. Liq. 2018, 266, 147–159. DOI:10.1016/j.molliq.2018.06.069.
  • Loi, C. C.; Eyres, G. T.; Birch, E. J. Effect of Mono- and Diglycerides on Physical Properties and Stability of a Protein-Stabilised Oil-in-Water Emulsion. J. Food Eng. 2019, 240, 56–64. DOI:10.1016/j.jfoodeng.2018.07.016.
  • Hsu, J.-P.; Nacu, A. Behavior of Soybean Oil-in-Water Emulsion Stabilized by Nonionic Surfactant. J. Colloid Interface Sci. 2003, 259, 374–381. DOI:10.1016/S0021-9797(02)00207-2.
  • Sriprablom, J.; Luangpituksa, P.; Wongkongkatep, J.; Pongtharangkul, T.; Suphantharika, M. Influence of pH and Ionic Strength on the Physical and Rheological Properties and Stability of Whey Protein Stabilized o/w Emulsions Containing Xanthan Gum. J. Food Eng. 2019, 242, 141–152. DOI:10.1016/j.jfoodeng.2018.08.031.
  • Ho, C. C.; Ahmad, K. Electrokinetic Behavior of Palm Oil Emulsions in Dilute Electrolyte Solutions. J. Colloid Interface Sci. 1999, 216, 25–33. DOI:10.1006/jcis.1999.6248.
  • Yaghmur, A.; De Campo, L.; Sagalowicz, L.; Leser, M. E.; Glatter, O. Emulsified Microemulsions and Oil-Containing Liquid Crystalline Phases. Langmuir 2005, 21, 569–577. DOI:10.1021/la0482711.
  • Novales, B.; Ropers, M. H.; Douliez, J.-P. Use of Fatty Acid/Monoglyceride Vesicle Dispersions for Stabilizing O/W Emulsions. Colloids Surf. A 2005, 269, 80–86. DOI:10.1016/j.colsurfa.2005.06.070.
  • Mao, L.; Calligaris, S.; Barba, L.; Miao, S. Monoglyceride Self-Assembled Structure in O/W Emulsion: formation, Characterization and Its Effect on Emulsion Properties. Food Res. Int. 2014, 58, 81–88. DOI:10.1016/j.foodres.2014.01.042.
  • Engström, L. Aggregation and Structural Changes in the L2-Phase in the System Water/Soybean Oil/Sunflower Oil Monoglycerides. J. Disper. Sci. Technol. 1990, 11, 479–489. DOI:10.1080/01932699008943272.
  • Moran-Valero, M. I.; Ruiz-Henestrosa, V. M. P.; Pilosof, A. M. R. Synergistic Performance of Lecithin and Glycerol Monostearate in Oil/Water Emulsions. Colloids Surf. B 2017, 151, 68–75. DOI:10.1016/j.colsurfb.2016.12.015.
  • Krog, N. J.; Sparsø, F. V.; Friberg, S. E.; Larsson, K.; Sjöblom, J. Food Emulsifiers: Their Chemical and Physical Properties. In Food Emulsions Friberg SE, Larsson K, Sjöblom J., Eds.; Marcel Dekker: New York, 2004; pp. 86–87.
  • Warisnoicharoen, W.; Lansley, A. B.; Lawrence, M. J. Nonionic oil-in-water microemulsions: the effect of oil type on phase behaviour. Int. J. Pharm. 2000, 198, 7–27. DOI:10.1016/S0378-5173(99)00406-8.
  • Wang, X.; Alvarado, V. Effects of Aqueous-Phase Salinity on Water-in-Crude Oil Emulsion Stability. J. Disper. Sci. Technol. 2012, 33, 165–170. DOI:10.1080/01932691.2010.548689.
  • Akpan, E. U.; Enyi, G. C.; Nasr, G.; Yahaya, A. A.; Ahmadu, A. A.; Saidu, B. Water-Based Drilling Fluids for High-Temperature Applications and Water-Sensitive and Dispersible Shale Formations. J. Petrol Sci. Eng. 2019, 175, 1028–1038. DOI:10.1016/j.petrol.2019.01.002.
  • Mapelli, F.; Scoma, A.; Michoud, G.; Aulenta, F.; Boon, N.; Borin, S.; Kalogerakis, N.; Daffonchio, D. Biotechnologies for Marine Oil Spill Cleanup: Indissoluble Ties with Microorganisms. Trends Biotechnol. 2017, 35, 860–870. DOI:10.1016/j.tibtech.2017.04.003.

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