Solubility behaviour, crystallisation kinetics and pour point:A comparison of linear alkane and triacyl glyceride solute/solvent mixtures

Paul D.I. Fletcher; Noel A. Roberts; Choephel Urquhart

Journal of Industrial and Engineering Chemistry, Vol.34, 382-389, February, 2016

DOI10.1016/j.jiec.2015.12.012 Export Citation

Solubility behaviour, crystallisation kinetics and pour point:A comparison of linear alkane and triacyl glyceride solute/solvent mixtures

Paul D.I. Fletcher^†, Noel A. Roberts, and Choephel Urquhart

Surfactant & Colloid Group, Department of Chemistry, University of Hull, Hull HU6 7RX, UK

E-mail:

Mixtures of either a hydrocarbon wax in a hydrocarbon solvent or a long chain triacyl glyceride (TAG) in a TAG solvent show complex solubility boundary temperature hysteresis and precipitated crystal network formation leading to gelation. For these industrially-important systems, we show how the equilibrium solubility and its hysteresis, crystallisation kinetics and pour point temperature vary with solute concentration for representative examples of both hydrocarbon (n-tetracosane (C24) solute in n-heptane (C7) solvent) and TAG (tristearin (SSS) solute in tricaprylin (CCC) solvent) mixtures. The behaviour is modelled with good accuracy; thereby providing a useful aid to formulation and process optimisation.

Keywords:Alkane;Triacyl glyceride;Solubility;Crystallisation;Pour point

[References]

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Visintin RFG, Lapasin R, Vignati E, D'Antona P, Lockhart TP, Langmuir, 21(14), 6240 (2005)
Vignati E, Piazza R, Visinton RFG, Lapasin R, D’Antona P, Lockhart TP, J. Phys. Condens. Matter, 17, S3651 (2005)
Marangoni AG, Wesdorp LH, Structure and Properties of Fat Crystal Networks, 2nd ed., CRC Press, Boca Raton, 2012.
Marangoni AG, Acevedo N, Maleky F, Co E, Peyronel F, Mazzanti G, Quinn B, Pink D, Soft Matter, 8, 1275 (2012)
Madsen HEL, Boistelle R, J. Chem. Soc.-Faraday Trans., 72, 1078 (1976)
Chang SS, Maurey JR, Pummey WJ, J. Chem. Eng. Data, 28, 187 (1983)
Haulait-Pirson MC, Huys G, Vanstraelen E, Ind. Eng. Chem. Res., 26, 447 (1987)
Domanska U, Rolinska J, Fluid Phase Equilib., 45, 25 (1989)
Coutinho JA, Andersen SI, Stenby EH, Fluid Phase Equilib., 103(1), 23 (1995)
Liragaleana C, Firoozabadi A, Prausnitz JM, AIChE J., 42(1), 239 (1996)
Pauly J, Dauphin C, Daridon JL, Fluid Phase Equilib., 149(1-2), 191 (1998)
Provost E, Chevallier V, Bouroukba M, Petitjean D, Dirand M, J. Chem. Eng. Data, 43(5), 745 (1998)
Ghogomu PM, Provost E, Bouroukba M, Dirand M, Hoch M, J. Therm. Anal., 53, 49 (1998)
Kato S, Hoshino D, Noritomi H, Nagahama K, Fluid Phase Equilib., 219(1), 41 (2004)
Coutinho JAP, Goncalves C, Marrucho IM, Pauly J, Daridon JL, Fluid Phase Equilib., 233(1), 28 (2005)
Coutinho JAP, Mirante F, Pauly J, Fluid Phase Equilib., 247(1-2), 8 (2006)
Coutinho JAP, Edmonds B, Moorwood T, Szczepanski R, Zhang XH, Energy Fuels, 20(3), 1081 (2006)
Coto B, Martos C, Espada JJ, Robustillo MD, Pena JL, Fuel, 89(5), 1087 (2010)
Ghanaei E, Esmaeilzadeh F, Fathikalajahi J, Fuel, 99, 235 (2012)
Wang W, Wu K, Duan J, Wang P, Gong J, Adv. Mech. Eng., article ID:829591, 1. (2013)
Turnbull D, Cormia RL, J. Chem. Phys., 34, 820 (1961)
Sirota EB, J. Chem. Phys., 112(1), 492 (2000)
Kraack H, Sirota EB, Deutsch M, J. Chem. Phys., 112(15), 6873 (2000)
Mota FL, Teychene S, Biscans B, Ind. Eng. Chem. Res., 53(7), 2811 (2014)
Senra M, Scholand T, Maxey C, Fogler HS, Energy Fuels, 23, 5947 (2009)
Binks BP, Fletcher PDI, Roberts NA, Dunkerley J, Greenfield H, Mastrangelo A, Trickett K, Phys. Chem. Chem. Phys., 17, 4107 (2015)
Chapman D, Chem. Rev., 62, 433 (1962)
Dafler JR, J. Am. Oil Chem. Soc., 54, 249 (1977)
Barrall EM, Guffy JC, Ordered fluids and liquid crystals, in: Porter RS, Johnson JF (Eds.), Advances in Chemistry Series,, 63, American Chemical Society Publication, 1967, p. 1 chapter 1.
Bennema P, van Eupen J, van der Wolf BMA, Los JH, Meekes H, Int. J. Pharm., 351, 74 (2008)
Sato K, Chem. Eng. Sci., 56(7), 2255 (2001)
Himawan C, Starov VM, Stapley AGF, Adv. Colloid Interface Sci., 122, 3 (2006)
Povey MJW, Food Hydrocolloids, 42, 118 (2014)
Garti N, Wellner E, Sarig S, J. Am. Oil Chem. Soc., 59, 181 (1982)
Singh SK, Jalali AF, Alden M, J. Am. Oil Chem. Soc., 76, 507 (1999)
Kloek W, Walstra P, van Vliet T, J. Am. Oil Chem. Soc., 77, 389 (2000)
Campos R, Ollivon M, Marangoni AG, Cryst. Growth Des., 10, 205 (2010)
Ahmadi L, Wright AJ, Marangoni AG, Food Biophys., 4, 64 (2009)
Pattarino F, Bettini R, Bonda SF, Bella AD, Giovannelli L, Int. J. Pharm., 473, 87 (2014)
Higaki K, Sasakura Y, Koyano T, Hachiya I, Sato K, J. Am. Oil Chem. Soc., 80, 263 (2003)
ASTM, Designation D97-09 Standard Test Method for Pour Point of Petroleum Products, 2009.
Schroder IZ, Z. Phyz. Chem., 11, 449 (1893)
Chatelier HL, Compte. Rend., 118, 638 (1894)
Dirand M, Bouroukba M, Chevallier V, Petitjean D, Behar E, Ruffier-Meray V, J. Chem. Eng. Data, 47(2), 115 (2002)
Da Silva E, Bresson S, Rousseau D, Chem. Phys. Lipids, 157, 113 (2009)
Turnbull D, Fisher JC, J. Chem. Phys., 17, 71 (1949)
Foubert I, Dewettinck K, Vanrolleghem PA, Trends Food Sci. Technol., 14, 79 (2003)
Fowkes FM, J. Phys. Chem., 67, 2538 (1963)
Owens DK, Wendt RC, J. Appl. Polym. Sci., 13, 1741 (1969)
van Oss CJ, Interfacial Forces in Aqueous Media, Marcel Dekker, New York, 1994.
Goodrum JW, Eiteman MA, Bioresour. Technol., 56(1), 55 (1996)
Binks BP, Desforges A, Duff DG, Langmuir, 23(3), 1098 (2007)
Haas FCW (Ed.), Selected Values of Properties of Hydrocarbons and Related Compounds, Thermodynamics Research Center AP144 Hydrocarbon Project, Thermodynamic Research Center, Texas A&M University College Station, Texas, 1978.
Zeppieri S, Rodriguez J, de Ramos ALL, J. Chem. Eng. Data, 46, 1086 (2001)
Jasper JJ, J. Phys. Chem. Ref Data, 1, 841 (1972)
Saito M, Yabe A, Text. Res. J., 54, 18 (1984)
Wu W, Nancollas GH, Adv. Colloid Interface Sci., 79, 229 (1999)
Ghazani SM, Pink DA, Koutchekinia M, Carney JR, Bond R, Rakitsky W, Marangoni AG, RSC Adv., 5, 37180 (2015)
Acevedo NC, Marangoni AG, Cryst. Growth Des., 10, 3327 (2010)
Peyronel F, Pink DA, Marangoni AG, Curr. Opin. Colloid Interface Sci., 19, 459 (2014)

[Referenced By]

[1] Abdallah DJ, Weiss RG, Langmuir, 16(2), 352 (2000)

[2] Visintin RFG, Lapasin R, Vignati E, D'Antona P, Lockhart TP, Langmuir, 21(14), 6240 (2005)

[3] Vignati E, Piazza R, Visinton RFG, Lapasin R, D’Antona P, Lockhart TP, J. Phys. Condens. Matter, 17, S3651 (2005)

[4] Marangoni AG, Wesdorp LH, Structure and Properties of Fat Crystal Networks, 2nd ed., CRC Press, Boca Raton, 2012.

[5] Marangoni AG, Acevedo N, Maleky F, Co E, Peyronel F, Mazzanti G, Quinn B, Pink D, Soft Matter, 8, 1275 (2012)

[6] Madsen HEL, Boistelle R, J. Chem. Soc.-Faraday Trans., 72, 1078 (1976)

[7] Chang SS, Maurey JR, Pummey WJ, J. Chem. Eng. Data, 28, 187 (1983)

[8] Haulait-Pirson MC, Huys G, Vanstraelen E, Ind. Eng. Chem. Res., 26, 447 (1987)

[9] Domanska U, Rolinska J, Fluid Phase Equilib., 45, 25 (1989)

[10] Coutinho JA, Andersen SI, Stenby EH, Fluid Phase Equilib., 103(1), 23 (1995)

[11] Liragaleana C, Firoozabadi A, Prausnitz JM, AIChE J., 42(1), 239 (1996)

[12] Pauly J, Dauphin C, Daridon JL, Fluid Phase Equilib., 149(1-2), 191 (1998)

[13] Provost E, Chevallier V, Bouroukba M, Petitjean D, Dirand M, J. Chem. Eng. Data, 43(5), 745 (1998)

[14] Ghogomu PM, Provost E, Bouroukba M, Dirand M, Hoch M, J. Therm. Anal., 53, 49 (1998)

[15] Kato S, Hoshino D, Noritomi H, Nagahama K, Fluid Phase Equilib., 219(1), 41 (2004)

[16] Coutinho JAP, Goncalves C, Marrucho IM, Pauly J, Daridon JL, Fluid Phase Equilib., 233(1), 28 (2005)

[17] Coutinho JAP, Mirante F, Pauly J, Fluid Phase Equilib., 247(1-2), 8 (2006)

[18] Coutinho JAP, Edmonds B, Moorwood T, Szczepanski R, Zhang XH, Energy Fuels, 20(3), 1081 (2006)

[19] Coto B, Martos C, Espada JJ, Robustillo MD, Pena JL, Fuel, 89(5), 1087 (2010)

[20] Ghanaei E, Esmaeilzadeh F, Fathikalajahi J, Fuel, 99, 235 (2012)

[21] Wang W, Wu K, Duan J, Wang P, Gong J, Adv. Mech. Eng., article ID:829591, 1. (2013)

[22] Turnbull D, Cormia RL, J. Chem. Phys., 34, 820 (1961)

[23] Sirota EB, J. Chem. Phys., 112(1), 492 (2000)

[24] Kraack H, Sirota EB, Deutsch M, J. Chem. Phys., 112(15), 6873 (2000)

[25] Mota FL, Teychene S, Biscans B, Ind. Eng. Chem. Res., 53(7), 2811 (2014)

[26] Senra M, Scholand T, Maxey C, Fogler HS, Energy Fuels, 23, 5947 (2009)

[27] Binks BP, Fletcher PDI, Roberts NA, Dunkerley J, Greenfield H, Mastrangelo A, Trickett K, Phys. Chem. Chem. Phys., 17, 4107 (2015)

[28] Chapman D, Chem. Rev., 62, 433 (1962)

[29] Dafler JR, J. Am. Oil Chem. Soc., 54, 249 (1977)

[30] Barrall EM, Guffy JC, Ordered fluids and liquid crystals, in: Porter RS, Johnson JF (Eds.), Advances in Chemistry Series,, 63, American Chemical Society Publication, 1967, p. 1 chapter 1.

[31] Bennema P, van Eupen J, van der Wolf BMA, Los JH, Meekes H, Int. J. Pharm., 351, 74 (2008)

[32] Sato K, Chem. Eng. Sci., 56(7), 2255 (2001)

[33] Himawan C, Starov VM, Stapley AGF, Adv. Colloid Interface Sci., 122, 3 (2006)

[34] Povey MJW, Food Hydrocolloids, 42, 118 (2014)

[35] Garti N, Wellner E, Sarig S, J. Am. Oil Chem. Soc., 59, 181 (1982)

[36] Singh SK, Jalali AF, Alden M, J. Am. Oil Chem. Soc., 76, 507 (1999)

[37] Kloek W, Walstra P, van Vliet T, J. Am. Oil Chem. Soc., 77, 389 (2000)

[38] Campos R, Ollivon M, Marangoni AG, Cryst. Growth Des., 10, 205 (2010)

[39] Ahmadi L, Wright AJ, Marangoni AG, Food Biophys., 4, 64 (2009)

[40] Pattarino F, Bettini R, Bonda SF, Bella AD, Giovannelli L, Int. J. Pharm., 473, 87 (2014)

[41] Higaki K, Sasakura Y, Koyano T, Hachiya I, Sato K, J. Am. Oil Chem. Soc., 80, 263 (2003)

[42] ASTM, Designation D97-09 Standard Test Method for Pour Point of Petroleum Products, 2009.

[43] Schroder IZ, Z. Phyz. Chem., 11, 449 (1893)

[44] Chatelier HL, Compte. Rend., 118, 638 (1894)

[45] Dirand M, Bouroukba M, Chevallier V, Petitjean D, Behar E, Ruffier-Meray V, J. Chem. Eng. Data, 47(2), 115 (2002)

[46] Da Silva E, Bresson S, Rousseau D, Chem. Phys. Lipids, 157, 113 (2009)

[47] Turnbull D, Fisher JC, J. Chem. Phys., 17, 71 (1949)

[48] Foubert I, Dewettinck K, Vanrolleghem PA, Trends Food Sci. Technol., 14, 79 (2003)

[49] Fowkes FM, J. Phys. Chem., 67, 2538 (1963)

[50] Owens DK, Wendt RC, J. Appl. Polym. Sci., 13, 1741 (1969)

[51] van Oss CJ, Interfacial Forces in Aqueous Media, Marcel Dekker, New York, 1994.

[52] Goodrum JW, Eiteman MA, Bioresour. Technol., 56(1), 55 (1996)

[53] Binks BP, Desforges A, Duff DG, Langmuir, 23(3), 1098 (2007)

[54] Haas FCW (Ed.), Selected Values of Properties of Hydrocarbons and Related Compounds, Thermodynamics Research Center AP144 Hydrocarbon Project, Thermodynamic Research Center, Texas A&M University College Station, Texas, 1978.

[55] Zeppieri S, Rodriguez J, de Ramos ALL, J. Chem. Eng. Data, 46, 1086 (2001)

[56] Jasper JJ, J. Phys. Chem. Ref Data, 1, 841 (1972)

[57] Saito M, Yabe A, Text. Res. J., 54, 18 (1984)

[58] Wu W, Nancollas GH, Adv. Colloid Interface Sci., 79, 229 (1999)

[59] Ghazani SM, Pink DA, Koutchekinia M, Carney JR, Bond R, Rakitsky W, Marangoni AG, RSC Adv., 5, 37180 (2015)

[60] Acevedo NC, Marangoni AG, Cryst. Growth Des., 10, 3327 (2010)

[61] Peyronel F, Pink DA, Marangoni AG, Curr. Opin. Colloid Interface Sci., 19, 459 (2014)