Research Article

Formation of Salicylic Acid/4,4′-Dipyridyl Cocrystals Based on the Ternary Phase Diagram

Kyeong-Sill Lee

Crystallization Process & Engineering Laboratory, Department of Chemical Engineering, Hanbat National University, Dukmyung-dong, Yuseong-Gu, Daejeon, South Korea.

Martin-Luther-Universitat Halle-Wittenberg, Zentrum für Ingenieurwissenschaften, Verfahrenstechnik/TVT, Halle, Germany.

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Kwang-Joo Kim,

Corresponding Author

Kwang-Joo Kim

[email protected]

Crystallization Process & Engineering Laboratory, Department of Chemical Engineering, Hanbat National University, Dukmyung-dong, Yuseong-Gu, Daejeon, South Korea.

Crystallization Process & Engineering Laboratory, Department of Chemical Engineering, Hanbat National University, Dukmyung-dong, Yuseong-Gu, Daejeon, South Korea.Search for more papers by this author

Joachim Ulrich,

Joachim Ulrich

Martin-Luther-Universitat Halle-Wittenberg, Zentrum für Ingenieurwissenschaften, Verfahrenstechnik/TVT, Halle, Germany.

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Kyeong-Sill Lee,

Kyeong-Sill Lee

Crystallization Process & Engineering Laboratory, Department of Chemical Engineering, Hanbat National University, Dukmyung-dong, Yuseong-Gu, Daejeon, South Korea.

Martin-Luther-Universitat Halle-Wittenberg, Zentrum für Ingenieurwissenschaften, Verfahrenstechnik/TVT, Halle, Germany.

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Kwang-Joo Kim,

Corresponding Author

Kwang-Joo Kim

[email protected]

Crystallization Process & Engineering Laboratory, Department of Chemical Engineering, Hanbat National University, Dukmyung-dong, Yuseong-Gu, Daejeon, South Korea.

Crystallization Process & Engineering Laboratory, Department of Chemical Engineering, Hanbat National University, Dukmyung-dong, Yuseong-Gu, Daejeon, South Korea.Search for more papers by this author

Joachim Ulrich,

Joachim Ulrich

Martin-Luther-Universitat Halle-Wittenberg, Zentrum für Ingenieurwissenschaften, Verfahrenstechnik/TVT, Halle, Germany.

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First published: 26 May 2015

https://doi.org/10.1002/ceat.201400738

Citations: 14

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Abstract

The solubility behavior of salicylic acid (SAA)/4,4′-dipyridyl (4,4′-dipy) cocrystals is investigated in an ethanol solvent. The phase solubility diagram (PSD) of SAA/4,4′-dipy cocrystals is determined which are formed in a 2:1 stoichiometric ratio in ethanol. The objective is to improve the fundamentals of the formation mechanisms, solution behavior, and solid-state properties of SAA/4,4′-dipy cocrystals. The solubility behavior and solution chemistry of cocrystals are studied. It was found that the thermodynamic stability regions of the cocrystals and its components are defined by the phase solubility diagram. Besides the kinetic also the thermodynamic factor turned out to be important for the crystallization of cocrystals.

References

1 C. M. Keck, R. H. Müller, Eur. J. Pharm. Biopharm. 2006, 62, 3.
10.1016/j.ejpb.2005.05.009
CAS PubMed Web of Science® Google Scholar
2 N. Sun, X. Wei, B. Wu, J. Chen, Y. Lu, W. Wu, Powder Technol. 2008, 182, 72.
10.1016/j.powtec.2007.05.029
CAS Web of Science® Google Scholar
3 T. Mihajlovic, K. Kachrimanis, A. Graovac, Z. Djuric, S. Ibric, AAPS PharmSciTech 2012, 13, 623.
10.1208/s12249-012-9786-3
PubMed Web of Science® Google Scholar
4 Y. Lu, J. Qi, W. Wu, Curr. Drug Metab. 2012, 13, 396.
10.2174/138920012800166544
CAS PubMed Web of Science® Google Scholar
5 Y. Xu, X. Liu, R. Lian, S. Zheng, Z. Yin, Y. Lu, W. Wu, Int. J. Pharm. 2012, 438, 287.
10.1016/j.ijpharm.2012.09.020
CAS PubMed Web of Science® Google Scholar
6 N. Schultheiss, A. Newman, Cryst. Growth Des. 2009, 9, 2950.
10.1021/cg900129f
CAS PubMed Web of Science® Google Scholar
7 K. Chadwick, R. Davey, G. Sadiq, W. Cross, R. Pritchard, Cryst. Eng. Commun. 2009, 11, 412.
10.1039/b818268j
CAS Web of Science® Google Scholar
8 N. Rodriguez-Hornedo, S. J. Nehm, K. F. Seefeldt, Y. Pagan-Torres, C. J. Falkiewicz, Mol. Pharm. 2006, 3, 362.
10.1021/mp050099m
CAS PubMed Web of Science® Google Scholar
9 S. J. Nehm, B. Rodríguez-Spong, N. Rodríguez-Hornedo, Cryst. Growth Des. 2005, 6, 592.
10.1021/cg0503346
CAS Web of Science® Google Scholar
10 R. A. Chiarella, R. J. Davey, M. L. Peterson, Cryst. Growth Des. 2007, 7, 1223.
10.1021/cg070218y
CAS Web of Science® Google Scholar
11 E. Gagnière, D. Mangin, F. Puel, A. Rivoire, O. Monnier, E. Garcia, J. P. Klein, J. Cryst. Growth 2009, 311, 2689.
10.1016/j.jcrysgro.2009.02.040
CAS Web of Science® Google Scholar
12 J. H. Ter Horst, P. W. Cains, Cryst. Growth Des. 2008, 8, 2537.
10.1021/cg800183v
CAS Web of Science® Google Scholar
13 E. Gagniere, D. Mangin, F. Puel, J. P. Valour, J. P. Klein, O. Monnier, Cryst. Growth Des. 2011, 316, 118.
10.1016/j.jcrysgro.2010.12.027
CAS Web of Science® Google Scholar
14 E. Gagniere, D. Mangin, F. Puel, C. Bebon, J. P. Klein, O. Monnier, E. Garcia, Cryst. Growth Des. 2009, 9, 3376.
10.1021/cg801019d
CAS Web of Science® Google Scholar
15 J. Lu, S. Rohani, Org. Process Res. Dev. 2009, 13, 1269.
10.1021/op900047r
CAS Web of Science® Google Scholar
16 A. Ainouz, J.-R. Authelin, P. Billot, H. Lieberman, Int. J. Pharm. 2009, 374, 82.
10.1016/j.ijpharm.2009.03.016
CAS PubMed Web of Science® Google Scholar
17 R. R. Schartman, Int. J. Pharm. 2009, 365, 77.
10.1016/j.ijpharm.2008.08.029
CAS PubMed Web of Science® Google Scholar
18 K.-S. Lee, K.-J. Kim, J. Ulrich, Cryst. Growth Des. 2014, 14, 2893.
10.1021/cg5001864
CAS Web of Science® Google Scholar
19 www.prosim.net/en/resources/download.html
Google Scholar
20 D. Bolten, R. Lietzow, M. Türk, Chem. Eng. Technol. 2013, 36, 426.
10.1002/ceat.201200510
CAS Web of Science® Google Scholar
21 R. D. B. Walsh, M. W. Bradner, S. Fleischman, L. A. Morales, B. Moulton, N. Rodriguez-Hornedo, M. J. Zaworotko, Chem. Commun. 2003, 186.
Google Scholar

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Volume38, Issue6

Special Issue:Industrial Crystallization

June, 2015

Pages 1073-1080

Formation of Salicylic Acid/4,4′-Dipyridyl Cocrystals Based on the Ternary Phase Diagram

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Formation of Salicylic Acid/4,4′-Dipyridyl Cocrystals Based on the Ternary Phase Diagram

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