External factors affecting polymorphic crystallization of lipids

European Journal of Lipid Science and Technology

Volumn 115, Issue 11, 2013, Pages 1224-1238

  Sato, Kiyotaka ^a   Bayés García, Laura ^b   Calvet, Teresa ^b   Cuevas Diarte, Miquel Àngel ^b   Ueno, Satoru ^a  

^a HIROSHIMA UNIVERSITY   (Japan)

^b UNIVERSITY OF BARCELONA   (Spain)

Author keywords

Additive effects; Lipid crystallization; Polymorphism; Shear effects; Temperature treatment

Indexed keywords

EID: 84887406973     PISSN: 14387697     EISSN: 14389312     Source Type: Journal    
DOI: 10.1002/ejlt.201300049     Document Type: Article

References (105)

1. Sato, K., Ueno, S., Crystallization, transformation and microstructures of polymorphic fats in colloidal dispersion states. Curr. Opin. Colloid Interface Sci. 2011, 16, 384-390.
2. Larsson, K., Quinn, P., Sato, K., Tiberg, F., Lipids: Structure, Physical Properties and Functionality, The Oily Press, Bridgwater 2006.
3. Himawan, C., Starov, V. M., Stapley, A. G. F., Thermodynamic and kinetic aspects of fat crystallization. Adv. Colloid Interface Sci. 2006, 122, 3-33.
4. Marangoni, A. G., Acevedo, N., Maleky, F., Co, E. et al., Structure and functionality of edible fats. Soft Matter 2012, 8, 1275-1300.
5. Acevedo, N. C., in: Marangoni, A. G. (Ed.), Structure-Function Analysis of Edible Fats, AOCS Press, Urbana 2012, pp. 5-24.
6. Aquilano, D., Sgualdino, G., in Garti, N., Sato, K. (Eds.), Crystallization Processes in Fats and Lipid Systems, Marcel Dekker, New York, USA 2001, pp. 1-51.
7. Falini, G., Fermani, S., Gazzano, M., Ripamonti, A., Oriented crystallization of vaterite in collagenous matrices. Chem. Eur. J. 1998, 4, 1048-1052.
8. Zhao, D., Zhu, Y., Ruan, Q., Zhang, S. et al., Polymorph selection and nanocrystallite rearrangement of calcium carbonate in carboxymethyl chitosan aqueous solution: Thermodynamic and kinetic analysis. Mater. Res. Bull. 2010, 45, 80-87.
9. Llinas, A., Goodman, J. M., Polymorph control: Past, present and future. Drug Discovery Today 2008, 13, 198-210.
10. Aree, T., Chaichit, N., Engkakul, C., Polymorphism in β-cyclodextrin-benzoic acid inclusion complex: A kinetically controlled crystal growth according to the Ostwald's rule. Carbohydr. Res. 2008, 343, 2451-2458.
11. Sato, K., Garti, N., in: Garti, N., Sato, K. (Eds.), Crystallization and Polymorphism of Fats and Fatty Acids, Marcel Dekker, New York 1988, pp. 3-7.
12. Ueno, S., Minato, A., Seto, H., Amemiya, Y., Sato, K., Synchrotron radiation X-ray diffraction study of liquid crystal formation and polymorphic crystallization of SOS (sn-1, 3-Distearoyl-2-oleoyl Glycerol). J. Phys. Chem. B 1997, 101, 6847-6854.
13. Koyano, T., Hachiya, I., Arishima, T., Sagi, N., Sato, K., Polymorphism of POS. II. kinetics of melt crystallization. J. Am. Oil Chem. Soc. 1991, 68, 716-718.
14. Rousset, P., Rappaz, M., Minner, E., Polymorphism and solidification kinetics of the binary system POS-SOS. J. Am. Oil Chem. Soc. 1998, 75, 857-864.
15. Smith, K. W., Cain, F. W., Talbot, G., Crystallisation of 1, 3-dipalmitoyl-2-oleoylglycerol and tripalmitoylglycerol and their mixtures from acetone. Eur. J. Lipid Sci. Technol. 2005, 107, 583-593.
16. Maleky, F., Acevedo, N. C., Marangoni, A. G., Cooling rate and dilution affect the nanostructure and microstructure differently in model fats. Eur. J. Lipid Sci. Technol. 2009, 114, 748-759.
17. Bourlieu, C., Guillard, V., Ferreira, M., Powell, H. et al., Effect of cooling rate on the structural and moisture barrier properties of high and low melting point fats. J. Am. Oil Chem. Soc. 2010, 87, 133-145.
18. Campos, R., Narine, S. S., Marangoni, A. G., Effect of cooling rate on the structure and mechanical properties of milk fat and lard. Food Res. Int. 2002, 35, 971-981.
19. Martini, S., Herrera, M. L., Hartel, R. W., Effect of cooling rate on nucleation behavior of milk fat-sunflower oil blends. J. Agric. Food Chem. 2001, 49, 3223-3229.
20. Martini, S., Herrera, M. L., Hartel, R. W., Effect of cooling rate on crystallization behavior of milk fat fraction/sunflower oil blends. J. Am. Oil Chem. Soc. 2002, 79, 1055-1062.
21. Chong, C. L., Kamarudin, Z., Lesieur, P., Marangoni, A. G. et al., Thermal and structural behaviour of crude palm oil: Crystallisation at very slow cooling rate. Eur. J. Lipid Sci. Technol. 2007, 109, 410-421.
22. Calliauw, G., Gibon, V., de Greyt, W., Plees, L. et al., Phase composition during palm olein fractionation and its effect on soft PMF and superolein quality. J. Am. Oil Chem. Soc. 2007, 84, 885-891.
23. Lopez, C., Lesieur, P., Bourgaux, C., Ollivon, M., Thermal and structural behavior of anhydrous milk fat. 3. Influence of cooling rate. J. Dairy Sci. 2005, 88, 511-526.
24. Perez-Martinez, D., Alvarez-Salas, C., Charo-Alonso, M., Dibildox-Alvarado, M. E., Toro-Vazquez, J. F., The cooling rate effect on the microstructure and rheological properties of blends of cocoa butter with vegetable oils. Food Res. Int. 2007, 40, 47-62.
25. Tippetts, M., Martini, S., Effect of cooling rate on lipid crystallization in oil-in-water emulsions. Food Res. Int. 2009, 42, 847-855.
26. Gliguem, H., Ghorbel, D., Lopez, C., Michon, C. et al., Crystallization and Polymorphism of triacylglycerols contribute to the rheological properties of processed Cheese. J. Agric. Food Chem. 2009, 57, 3195-3203.
27. Roenholt, S., Kirkensgaard, J. J. K., Pedersen, T. B., Mortensen, K., Knudsen, J. C., Polymorphism, microstructure and rheology of butter. Effects of cream heat treatment. Food. Chem. 2012, 135, 1730-1739.
28. Acevedo, N. C., Marangoni, A. G., Characterization of the nanoscale in triacylglycerol crystal networks. Cryst. Growth Des. 2010, 10, 3327-3333.
29. Acevedo, N. C., Marangoni, A. G., Towards nanoscale engineering of triacylglycerol crystal networks. Cryst. Growth Des. 2010, 10, 3334-3339.
30. Foubert, I., Dewettinck, K., Vanrolleghem, P. A., Modelling of the crystallization kinetics of fats. Trends Food Sci. Technol. 2003, 14, 79-92.
31. Foubert, I., Dewettinck, K., Janssen, G., Vanrolleghem, P. A., Modelling two-step isothermal fat crystallization. J. Food Eng. 2006, 75, 551-559.
32. Foubert, I., Fredrick, E., Vereecken, J., Sichien, M., Dewettinck, K., Stop-and-return DSC method to study fat crystallization. Thermochim. Acta 2008, 471, 7-13.
33. Marangoni, A. G., Tang, D., Singh, A. P., Nonisothermal nucleation of triacylglycerol melts. Chem. Phys. Lett. 2006, 419, 259-264.
34. Marangoni, A. G., Aurand, T. C., Martini, S., Ollivon, M., A probabilistic approach to model the nonisothermal nucleation of triacylglycerol melts. Cryst. Growth Des. 2006, 6, 1199-1205.
35. Humphrey, K. L., Narine, S. S., Diminishing marginal utility of cooling rate increase on the crystallization behavior and physical properties of a lipid sample. J. Am. Oil Chem. Soc. 2007, 84, 709-716.
36. Bouzidi, L., Narine, S. S., Evidence of critical cooling rates in the nonisothermal crystallization of triacylglycerols: A case for the existence and selection of growth modes of a lipid crystal network. Langmuir 2010, 26, 4311-4319.
37. Fredrick, E., Van de Walle, D., Walstra, P., Zijtveld, J. H. et al., Isothermal crystallization behaviour of milk fat in bulk and emulsified state. Int. Dairy J. 2011, 21, 685-695.
38. Bayes-Garcia, L., Calvet, T., Cuevas-Diarte, M.-A., Ueno, S., Sato, K., In situ synchrotron radiation X-ray diffraction study of crystallization kinetics of polymorphs of 1, 3-dioleoyl-2-palmitoyl glycerol (OPO). Cryst. Eng. Commun. 2011, 13, 3592-3599.
39. Bayes-Garcia, L., Calvet, T., Cuevas-Diarte, M.-A., Ueno, S., Sato, K., In situ observation of transformation pathways of polymorphic forms of 1, 3-dipalmitoyl-2-oleoyl glycerol (POP) examined with synchrotron radiation X-ray diffraction and DSC. Cryst. Eng. Commun. 2013, 15, 302-314.
40. Bayes-Garcia, L., Calvet, T., Cuevas-Diarte, M.-A., Ueno, S., Sato, K., Crystallization and transformation of polymorphic forms of trioleoyl glycerol and 1, 2-dioleoyl-3-rac-linoleoyl glycerol. J. Phys. Chem. B 2013, 117, 9170-9181.
41. Sato, K., Arishima, T., Wang, Z. H., Ojima, K. et al., Polymrphism of POP and SOS.I. Occurrence and polymorphic transformation. J. Am. Oil Chem. Soc. 1989, 66, 664-674.
42. Timms, R. E., Confectionary Fats Handbook, The Oily Press, Bridgwater 2003.
43. Drelon, N., Gravier, E., Daheron, L., Boisserie, L. et al., Influence of tempering on the mechanical properties of whipped dairy creams. Int. Dairy J. 2006, 16, 1454-1463.
44. Wille, R. L., Lutton, E. S., Polymorphism of cocoa butter. J. Am. Oil Chem. Soc. 1966, 43, 491-496.
45. Fredrick, E., Walstra, P., Dewettinck, K., Factors governing partial coalescence in oil-in-water emulsions. Adv. Colloid Interface Sci. 2010, 153, 30-42 and references therein.
46. Higaki, K., Sasakura, Y., Koyno, T., Hachiya, I., Sato, K., Physical analyses of gel-like behavior of binary mixtures of high-melting and low-melting fats. J. Am. Oil Chem. Soc. 2003, 80, 263-270.
47. Higaki, K., Koyano, T., Hachiya, Y., Sato, K., In situ observation of microstructure of β-fat gel made of binary mixtures of high-melting and low-melting fats. Food Res. Int. 2004, 37, 2-10.
48. Sangwal, K., Additives and Crystallization Processes. From Fundamentals to Applications, John Wiley & Sons, Chichester 2007.
49. Smith, K. W., Bhaggan, K., Talbot, G., van Malssen, K., Crystallization of fats: Influence of minor components and additives. J. Am. Oil Chem. Soc. 2011, 88, 1085-1101 (see references therein).
50. Wassell, P., Okamura, A., Young, N. W. G., Bonwick, G. et al., Synchrotron radiation macrobeam and microbeam X-ray diffraction studies of interfacial crystallization of fats in water-in-oil emulsions. Langmuir 2012, 28, 5539-5547.
51. Ghosh, S., Tran, T., Rousseau, D., Triacylglycerol interfacial crystallization and shear structuring in water-in-oil emulsions. Cryst. Growth Des. 2012, 12, 4944-4954.
52. Acevedo, N. C., Block, J. M., Marangoni, A. G., Unsaturated emulsifier-mediated modification of the mechanical strength and oil binding capacity of a model edible fat crystallized under shear. Langmuir 2012, 28, 16207-16217.
53. Verstringe, S., Danthine, S., Blecker, C., Depypere, F., Dewettinck, K., Influence of monopalmitin on the isothermal crystallization mechanism of palm oil. Food Res. Int. 2013, 51, 344-353.
54. Cerdeira, M., Pastore, V., Vera, L. V., Martini, S. et al., Nucleation behavior of blended high-melting fractions of milk fat as affected by emulsifiers. Eur. J. Lipid Sci. Technol. 2005, 107, 877-885.
55. Sakamoto, M., Ohba, A., Kuriyama, J., Maruo, K. et al., Influences of fatty acid moiety and esterification of polyglycerol fatty acid esters on the crystallization of palm mid fraction in oil-in-water emulsion. Coll. Surf., B 2004, 37, 27-33.
56. Wright, A. J., Marangoni, A. G., Effect of DAG on milk fat TAG crystallization. J. Am. Oil Chem. Soc. 2002, 79, 395-402.
57. Garbolino, C., Bartoccini, M., Floeter, E., The influence of emulsifiers on the crystallisation behaviour of a palm oil-based blend. Eur. J. Lipid Sci. Technol. 2005, 107, 616-626.
58. Fredrick, E., Foubert, J., Van De Sype, J., Dewettinck, K., Influence of monoglycerides on the crystallization behavior of palm oil. Cryst. Growth Des. 2008, 8, 1833-1839.
59. Arima, S., Ueno, S., Ogawa, A., Sato, K., Scanning microbeam small-angle X-ray diffraction study of interfacial heterogeneous crystallization of fat crystals in oil-in-water emulsion droplets. Langmuir 2009, 25, 9777-9784.
60. Ueno, S., Hamada, Y., Sato, K., Controlling polymorphic crystallization of n-alkane crystals in emulsion droplets throughinterfacial heterogeneous nucleation. Cryst. Growth Des. 2003, 2, 935-939.
61. Basso, R. C., Ribeiro, A. P. B., Masuchi, M. H., Gioielli, L. A. et al., Tripalmitin and monoacylglycerols as modifiers in the crystallisation of palm oil. Food Chem. 2010, 122, 1185-1192.
62. Sato, K., Ueno, S., in: Garti, N., Sato, K. (Eds.), Crystallization Processes in Fats and Lipid Systems, Marcel Dekker, New York Inc. 2001, pp. 177-209.
63. MacMillan, S. D., Roberts, K. J., Rossi, A., Wells, M. A. et al., In situ small angle x-ray scattering (SAXS) studies of polymorphism associated with the crystallization of cocoa butter fat using shearing conditions. Cryst. Growth Des. 2002, 2, 221-226.
64. Mazzanti, G., Guthrie, S. E., Sirota, E. B., Marangoni, A. G., Idziak, S. H. J., Orientation and phase transitions of fat crystals under shear. Cryst. Growth Des. 2003, 3, 721-725.
65. Humphrey, K. L., Narine, S. S., A comparison of lipid shortening functionality as a function of molecular ensemble and shear: Crystallization and melting. Food Res. Int. 2004, 37, 11-27.
66. Sonwai, S., Mackley, M. R., The effect of shear on the crystallization of cocoa butter. J. Am. Oil Chem. Soc. 2006, 83, 583-596.
67. Dhonsi, Q., Stapley, A. G. F., The effect of shear rate, temperature, sugar and emulsifier on the tempering of cocoa butter. J. Food Eng. 2006, 77, 936-942.
68. Mazzanti, G., Guthrie, S. E., Marangoni, A., Idziak, S. H. J., A conceptual model for shear-induced phase behavior in crystallizing cocoa butter. Cryst. Growth Des. 2007, 7, 1230-1241.
69. Mazzanti, G., Marangoni, A. G., Idziak, S. H. J., Modeling of a two-regime crystallization in a multicomponent lipid system under shear flow. Eur. Phys. J. E 2008, 27, 135-144.
70. de Graef, V., van Puyvelde, P., Goderis, B., Dewettinck, K., Influence of shear flow on polymorphic behavior and microstructural development during palm oil crystallization. Eur. J. Lipid Sci. Technol. 2009, 111, 290-302.
71. Padar, S., Mehrle, Y. E., Windhab, E. J., Shear-induced crystal formation and transformation in cocoa butter. Cryst. Growth Des. 2009, 9, 4023-4031.
72. Mudge, E., Mazzanti, G., Rheo-NMR measurements of cocoa butter crystallized under shear flow. Cryst. Growth Des. 2009, 9, 3111-3118.
73. Mazzanti, G., Marangoni, A. G., Idziak, S. H. J., Synchrotron study on crystallization kinetics of milk fat under shear flow. Food Res. Int. 2009, 42, 682-694.
74. Mazzanti, G., Li, M., Marangoni, A. G., Idziak, S. H. J., Effects of shear rate variation on the nanostructure of crystallizing triglycerides. Cryst. Growth Des. 2011, 11, 4544-4550.
75. Maleky, F., Marangoni, A. G., Process development for continuous crystallization of fat under laminar shear. J. Food Eng. 2008, 89, 399-407.
76. Maleky, F., Smith, A. K., Marangoni, A. G., Laminar shear effects on crystalline alignments and nanostructure of a triacylglycerol crystal network. Cryst. Growth Des. 2011, 11, 2335-2345.
77. Maleky, F., Marangoni, A. G., Thermal and mechanical properties of cocoa butter crystallized under an external laminar shear field. Cryst. Growth Des. 2011, 11, 2429-2437.
78. Maleky, F., Marangoni, A. G., Nanoscale effects on oil migration through triacylglycerol polycrystalline colloidal networks. Soft Matter 2011, 7, 6012-6024.
79. Chopin-Doroteo, M., Morales-Rueda, J. A., Dibildox-Alvarado, E., Charo-Alonso, M. A. et al., The Effect of shearing in the thermo-mechanical properties of candelilla wax and candelilla wax-tripalmitin organogels. Food Biophys. 2011, 6, 359-376.
80. Shiota, M., Iwasawa, A., Kotera, M., Konno, M. et al., Effect of fatty acid composition of monoglycerides and shear on the polymorph behavior in water-in-palm oil-based blend. J. Am. Oil Chem. Soc. 2011, 88, 1103-1111.
81. Maleky, F., McCarthy, K. L., McCarthy, M. J., Marangoni, A. J., Effect of cocoa butter structure on oil migration. J. Food Sci. 2012, 77, E74-E79.
82. Kaufmann, N., De Graef, V., Dewettinck, K., Wiking, L., Shear-induced crystal structure formation in milk fat and blends with rapeseed oil. Food Biophys. 2012, 7, 308-316.
83. Acevedo, N. C., Block, J. M., Marangoni, A. G., Critical laminar shear-temperature effects on the nano- and mesoscale structure of a model fat and its relationship to oil binding and rheological Properties. Faraday Discuss. 2012, 158, 171-194.
84. Patist, A., Bates, D., Ultrasonic innovations in the food industry: from the laboratory to commercial production. Innov. Food Sci. Emerg. Technol. 2008, 9, 147-154.
85. Awad, T. S., Moharram, H. A., Shaltout, O. E., Asker, D., Youssef, M. M., Applications of ultrasound in analysis, processing and quality control of food: A review. Food Res. Int. 2012, 48, 410-427.
86. McClements, D. J., Povey, M. J. W., Ultrasonic analysis of edible fats and oils. Ultrasonics 1992, 30, 383-388.
87. Singh, A. P., McClements, D. J., Marangoni, A. G., Comparison of ultrasonic and pulsed NMR techniques for determination of solid fat content. J. Am. Oil Chem. Soc. 2002, 79, 431-437.
88. Saggin, R., Coupland, J. N., 2004, Shear and longitudinal ultrasonic measurements of solid fat dispersions. J. Am. Oil Chem. Soc. 2004, 81, 27-32.
89. Martini, S., Bertoli, C., Herrera, M. L., Neeson, I. et al., In situ monitoring of solid fat content by means of pulsed nuclear magnetic resonance spectrometry and ultrasonics. J. Am. Oil Chem. Soc. 2005, 82, 305-312.
90. Martini, S., Herrera, M. L., Marangoni, A. G., New technologies to determine solid fat content on-line. J. Am. Oil Chem. Soc. 2005, 82, 313-317.
91. Martini, S., Bertoli, C., Herrera, M. L., Neeson, I., Marangoni, A. G., Attenuation of ultrasonic waves: Influence of microstructure and solid fat content. J. Am. Oil Chem. Soc. 2005, 82, 319-328.
92. Maleky, F., Campos, R., Marangoni, A. G., Structural and mechanical properties of fats quantified by ultrasonics. J. Am. Oil Chem. Soc. 2007, 84, 331-338.
93. Santacatalina, J. V., Garcia-Perez, J. V., Corona, E., Benedito, J., Ultrasonic monitoring of lard crystallization during storage. Food Res. Int. 2011, 44, 146-155.
94. Higaki, K., Ueno, S., Koyano, T., Sato, K., Effects of ultrasound irradiation on crystallization behavior of tripalmitoylglycerol and cocoa butter. J. Am. Oil Chem. Soc. 2001, 78, 513-518.
95. Ueno, S., Ristic, R., Higaki, K., Sato, K., In situ studies of ultrasound-stimulated fat crystallization using synchrotron radiation. J. Phys. Chem. B 2003, 107, 4927-4935.
96. Martini, S., Suzuki, A. H., Hartel, R. W., Effect of high intensity ultrasound on crystallization behavior of anhydrous milk fat. J. Am. Oil Chem. Soc. 2008, 85, 621-628.
97. Suziki, A. H., Lee, J., Padilla, S. G., Martini, S., Altering functional properties of fats using power ultrasound. J. Food Sci. 2010, 75, E208-E214.
98. Chen, F., Zhang, H., Sun, X., Wang, X., Xu, X., Effects of ultrasonic parameters on the crystallization behavior of palm oil. J. Am. Oil Chem. Soc. 2013, 90, 941-949.
99. Wagh, A., Walsh, M. K., Martini, S., Effect of lactose monolaurate and high intensity ultrasound on crystallization behavior of anhydrous milk fat. J. Am. Oil Chem. Soc. 2013, 90, 977-987.
100. Torres, J. A., Velazquez, G., Commercial opportunities and research challenges in the high pressure processing of foods. J. Food Eng. 2005, 67, 95-112.
101. Nosho, Y., Ueshima, K., Ikehara, T., Hashimoto, S., Kato, M., Process for producing fat composition. US Patent, US 6495189 B1, 2002.
102. Ferstl, P., Gillig, S., Kaufmann, C., Duerr, C. et al., Pressure-induced phase transitions in triacylglycerides. Ann. N.Y. Acad. Sci. 2010, 1189, 62-67.
103. Ferstl, P., Eder, C., Russ, W., Wierschem, A., Pressure-induced crystallization of triacylglycerides. High Pres. Res. 2011, 31, 339-349.
104. Greiner, M., Reilly, A. M., Briesen, H., Temperature- and pressure-dependent densities, self-diffusion coefficients, and phase behavior of monoacid saturated triacylglycerides: Toward molecular-level insights into processing. J. Agric. Food Chem. 2012, 60, 5243-5249.
105. Greiner, M., Elts, E., Briesen, H., Molecular dynamics simulations as a predictive tool for the behavior of fats in high-pressure processes. Proceedings of Foodsim 2012 Conference, Freising 2012, pp. 10-14.