Solvent effect on particle morphology in recrystallization of HMX (cyclotetramethylenetetranitramine) using supercritical carbon dioxide as antisolvent

Chang-Ki Kim; Byung-Chul Lee; Youn-Woo Lee; Hyoun Soo Kim

Korean Journal of Chemical Engineering, Vol.26, No.4, 1125-1129, July, 2009

DOI10.1007/s11814-009-0187-6 Export Citation

Solvent effect on particle morphology in recrystallization of HMX (cyclotetramethylenetetranitramine) using supercritical carbon dioxide as antisolvent

Chang-Ki Kim, Byung-Chul Lee^†, Youn-Woo Lee¹, and Hyoun Soo Kim²

Department of Chemical Engineering, Hannam University, 461-6 Jeonmin-dong, Yuseong-gu, Daejeon 305-811, Korea
¹School of Chemical and Biological Engineering, Seoul National University, San 56-1, Sillim-dong, Gwanak-gu, Seoul 151-742, Korea
²Agency for Defense Development, Jochiwongil 462, Yuseong-gu, Daejeon 305-152, Korea

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Supercritical fluid processes have gained great attention as a new and environmentally benign method of preparing the microparticles of energetic materials like explosives and propellants. In this work, HMX (cyclotetramethylenetetranitramine) was selected as a target explosive. The microparticle formation of HMX using supercritical antisolvent (SAS) recrystallization process was performed and the effect of organic solvent on the size and morphology of prepared particles was observed. The organic solvents used in this work were dimethylsulfoxide (DMSO), N,N-dimethylformamide (DMF), cyclohexanone, acetone, and N-methyl pyrrolidone (NMP).

Keywords:High Energy Material;Explosive;Supercritical Fluid;Recrystallization;Microparticle Formation;HMX;Morphology

[References]

Teipel U, PROPELLANT-EXPLOS-PYROTECH, 24(3), 134 (1999)
Teipel U, Mikonsaari I, Propellants, Explosives, Pyrotechnics, 27, 168 (2002)
Teipel U, Forter-Barth U, Gerber P, Krause HH, Propellants, Explosives, Pyrotechnics, 22, 165 (1997)
Pourmortazavi SM, Hajimirsadeghi SS, Ind. Eng. Chem. Res., 44(17), 6523 (2005)
Teipel U, Krober H, Krause HH, Propellants, Explosives, Pyrotechnics, 26, 168 (2001)
Beckman EJ, J. Supercrit. Fluids, 28(2-3), 121 (2004)
Teipel U, Forter-Barth U, Krause HH, PROPELLANT-EXPLOS-PYROTECH, 24(3), 195 (1999)
Lee S, Kim MS, Kim JS, Park HJ, Woo JS, Lee BC, Hwang SJ, J. Microencap., 23, 741 (2006)
Park CI, Shin MS, Kim H, Korean J. Chem. Eng., 25(3), 581 (2008)
Park SJ, Yeo SD, Korean J. Chem. Eng., 25(3), 575 (2008)
Kim MY, Yoo KP, Lim JS, Korean J. Chem. Eng., 24(5), 860 (2007)
Li G, Chu J, Song ES, Row KH, Lee KH, Lee YW, Korean J. Chem. Eng., 23(3), 482 (2006)
Stepanov V, Krasnoperov LN, Elkina IB, Zhang X, Propellants, Explosives, Pyrotechnics, 30, 178 (2005)
Thakur R, Gupta RB, Int. J. Pharm., 308, 190 (2006)
Achuthan CP, Jose CI, Propellants, Explosives, Pyrotechnics, 15, 271 (1990)
van der Heijden AEDM, Bouma RHB, Crystal Growth & Design, 4, 999 (2004)
Teipel U, Forter-Barth U, Krause HH, PROPELLANT-EXPLOS-PYROTECH, 24(3), 195 (1999)

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[2] Teipel U, Mikonsaari I, Propellants, Explosives, Pyrotechnics, 27, 168 (2002)

[3] Teipel U, Forter-Barth U, Gerber P, Krause HH, Propellants, Explosives, Pyrotechnics, 22, 165 (1997)

[4] Pourmortazavi SM, Hajimirsadeghi SS, Ind. Eng. Chem. Res., 44(17), 6523 (2005)

[5] Teipel U, Krober H, Krause HH, Propellants, Explosives, Pyrotechnics, 26, 168 (2001)

[6] Beckman EJ, J. Supercrit. Fluids, 28(2-3), 121 (2004)

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[8] Lee S, Kim MS, Kim JS, Park HJ, Woo JS, Lee BC, Hwang SJ, J. Microencap., 23, 741 (2006)

[9] Park CI, Shin MS, Kim H, Korean J. Chem. Eng., 25(3), 581 (2008)

[10] Park SJ, Yeo SD, Korean J. Chem. Eng., 25(3), 575 (2008)

[11] Kim MY, Yoo KP, Lim JS, Korean J. Chem. Eng., 24(5), 860 (2007)

[12] Li G, Chu J, Song ES, Row KH, Lee KH, Lee YW, Korean J. Chem. Eng., 23(3), 482 (2006)

[13] Stepanov V, Krasnoperov LN, Elkina IB, Zhang X, Propellants, Explosives, Pyrotechnics, 30, 178 (2005)

[14] Thakur R, Gupta RB, Int. J. Pharm., 308, 190 (2006)

[15] Achuthan CP, Jose CI, Propellants, Explosives, Pyrotechnics, 15, 271 (1990)

[16] van der Heijden AEDM, Bouma RHB, Crystal Growth & Design, 4, 999 (2004)

[17] Teipel U, Forter-Barth U, Krause HH, PROPELLANT-EXPLOS-PYROTECH, 24(3), 195 (1999)