3 Anti-solvent Crystallization Method for Production …
69
form is narrow. Therefore, if the operation point trajectory should not exceed the
solubility of metastable form, the batch operation time becomes long by the limitation of anti-solvent addition rate. Then, by incorporating heating operation in antisolvent crystallization, it becomes possible to increase an anti-solvent addition rate.
Moreover, when the particular temperature operation is integrated into anti-solvent
crystallization, target polymorph is successfully obtained with high yield compared
with isothermal conditions.
References
1. Takiyama, H.: Supersaturation operation for quality control op crystalline particles in solution
crystallization. Advanced Powder Tech. 23, 273–278 (2012)
2. Slavin, P.A., Sheen, D.B., Shepherd, E.E.A., Sherwood, J.N., Feederb, N., Docherty, R., Milojevic, S.: Morphological evaluation of the γ-polymorph of indomethacin. J. Crystal Growth.
237–239, 300–305 (2002)
3. Morissette, S.L., Almarsson, O., Peterson, M.L., Remenar, J.F., Read, M.J., Lemmo, A.V., Ellis,
S., Cima, M.J., Gardner, C.R.: High-throughput crystallization: polymorphs, salts, co-crystals
and solvates of pharmaceutical solids. Adv. Drug Delivery Rev., 56, 275–300 (2004)
4. Singhal, D., Curatolo, W.: Drug polymorphism and dosage form design: a practical perspective.
Adv. Drug Deliv. Rev. 56, 335–347 (2004)
5. Takiyama, H., Minamisono, T., Osada, Y., Matsuoka, M.: Operation design for controlling
polymorphism in the anti-solvent crystallization by using ternary phase diagram. Chem. Eng.
Res. Des. 88, 1242–1247 (2010)
6. Holmback, X., Rasmuson, A.C.: Size and morphology of benzoic acid crystals produced by
drowning-out crystallisation. J. Crystal Growth 198(199), 780–788 (1999)
7. Kitamura, M., Sugimoto, M.: Anti-solvent crystallization and transformation of thiazolederivative polymorphs-I: effect of addition rate and initial concentrations. J. Crystal Growth
257, 177–184 (2003)
8. Galan, O., Grosso, M., Baratti, R., Romagnoli, J.A.: Stochastic approach for the calculation
of anti-solvent addition policies in crystallization operations: An application to a bench-scale
semi-batch crystallizer. Chem. Eng. Sci. 65, 1797–1810 (2010)
9. Sheikhzadeh, M., Trifkovic, M., Rohani, S.: Real-time optimal control of an anti-solvent
isothermal semi-batch crystallization process. Chem. Eng. Sci. 63, 829–839 (2008)
10. Taboada, M.E., Graber, T.A., Asenjo, J.A., Andrews, B.A.: Drowning-out crystallisation of
sodium sulphate using aqueous two-phase systems. J. Chromatogr. B 743, 101–105 (2000)
11. Borissova, A., Dashova, Z., Lai, X., Roberts, K.J.: Examination of the semi-batch crystallization
of benzophenone from saturated methanol solution via aqueous antisolvent drowning-out as
monitored in-process using ATR FTIR spectroscopy. J. Crystal Growth Des., 4, 1053–1060
(2004)
12. Chang, S.M., Kim, J.M., Kim, I.H., Shin, D.M., Kim, W.S.: Agglomeration control of LOrnithine aspartate crystals by operating variables in drowning-out crystallization. Ind. Eng.
Chem. Res. 45, 1631–1635 (2006)
13. Wang, J., Loose, C., Baxter, J., Cai, D., Wang, Y., Tom, J., Lepore, J.: Growth promotion by
H 2 O in organic solvent—selective isolation of a target polymorph. J. Crystal Growth 283,
469–478 (2005)
14. Masuda, K., Tabata, S., Kono, H., Sakata, Y., Hayase, T., Yonemochi, E., Terada, K.: Solid-state
13C NMR study of indomethacin polymorphism. Int. J. Pharm. 318, 146–153 (2006)
15. Slavin, P.A., Sheen, D.B., Shepherd, E.E.A., Sherwood, J.N., Feeder, N., Docherty, R., Milojevic, S.: Morphological evaluation of the γ-polymorph of indomethacin. J. Crystal Growth
237–239, 300–305 (2002)
69
form is narrow. Therefore, if the operation point trajectory should not exceed the
solubility of metastable form, the batch operation time becomes long by the limitation of anti-solvent addition rate. Then, by incorporating heating operation in antisolvent crystallization, it becomes possible to increase an anti-solvent addition rate.
Moreover, when the particular temperature operation is integrated into anti-solvent
crystallization, target polymorph is successfully obtained with high yield compared
with isothermal conditions.
References
1. Takiyama, H.: Supersaturation operation for quality control op crystalline particles in solution
crystallization. Advanced Powder Tech. 23, 273–278 (2012)
2. Slavin, P.A., Sheen, D.B., Shepherd, E.E.A., Sherwood, J.N., Feederb, N., Docherty, R., Milojevic, S.: Morphological evaluation of the γ-polymorph of indomethacin. J. Crystal Growth.
237–239, 300–305 (2002)
3. Morissette, S.L., Almarsson, O., Peterson, M.L., Remenar, J.F., Read, M.J., Lemmo, A.V., Ellis,
S., Cima, M.J., Gardner, C.R.: High-throughput crystallization: polymorphs, salts, co-crystals
and solvates of pharmaceutical solids. Adv. Drug Delivery Rev., 56, 275–300 (2004)
4. Singhal, D., Curatolo, W.: Drug polymorphism and dosage form design: a practical perspective.
Adv. Drug Deliv. Rev. 56, 335–347 (2004)
5. Takiyama, H., Minamisono, T., Osada, Y., Matsuoka, M.: Operation design for controlling
polymorphism in the anti-solvent crystallization by using ternary phase diagram. Chem. Eng.
Res. Des. 88, 1242–1247 (2010)
6. Holmback, X., Rasmuson, A.C.: Size and morphology of benzoic acid crystals produced by
drowning-out crystallisation. J. Crystal Growth 198(199), 780–788 (1999)
7. Kitamura, M., Sugimoto, M.: Anti-solvent crystallization and transformation of thiazolederivative polymorphs-I: effect of addition rate and initial concentrations. J. Crystal Growth
257, 177–184 (2003)
8. Galan, O., Grosso, M., Baratti, R., Romagnoli, J.A.: Stochastic approach for the calculation
of anti-solvent addition policies in crystallization operations: An application to a bench-scale
semi-batch crystallizer. Chem. Eng. Sci. 65, 1797–1810 (2010)
9. Sheikhzadeh, M., Trifkovic, M., Rohani, S.: Real-time optimal control of an anti-solvent
isothermal semi-batch crystallization process. Chem. Eng. Sci. 63, 829–839 (2008)
10. Taboada, M.E., Graber, T.A., Asenjo, J.A., Andrews, B.A.: Drowning-out crystallisation of
sodium sulphate using aqueous two-phase systems. J. Chromatogr. B 743, 101–105 (2000)
11. Borissova, A., Dashova, Z., Lai, X., Roberts, K.J.: Examination of the semi-batch crystallization
of benzophenone from saturated methanol solution via aqueous antisolvent drowning-out as
monitored in-process using ATR FTIR spectroscopy. J. Crystal Growth Des., 4, 1053–1060
(2004)
12. Chang, S.M., Kim, J.M., Kim, I.H., Shin, D.M., Kim, W.S.: Agglomeration control of LOrnithine aspartate crystals by operating variables in drowning-out crystallization. Ind. Eng.
Chem. Res. 45, 1631–1635 (2006)
13. Wang, J., Loose, C., Baxter, J., Cai, D., Wang, Y., Tom, J., Lepore, J.: Growth promotion by
H 2 O in organic solvent—selective isolation of a target polymorph. J. Crystal Growth 283,
469–478 (2005)
14. Masuda, K., Tabata, S., Kono, H., Sakata, Y., Hayase, T., Yonemochi, E., Terada, K.: Solid-state
13C NMR study of indomethacin polymorphism. Int. J. Pharm. 318, 146–153 (2006)
15. Slavin, P.A., Sheen, D.B., Shepherd, E.E.A., Sherwood, J.N., Feeder, N., Docherty, R., Milojevic, S.: Morphological evaluation of the γ-polymorph of indomethacin. J. Crystal Growth
237–239, 300–305 (2002)