Manipulating crystal growth and polymorphism by confinement in nanoscale crystallization chambers

Accounts of Chemical Research

Volumn 45, Issue 3, 2012, Pages 414-423

  Hamilton, Benjamin D ^a   Ha, Jeong Myeong ^a   Hillmyer, Marc A ^a   Ward, Michael D ^b  

^a University of Minnesota   (United States)

^b NEW YORK UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84858651760     PISSN: 00014842     EISSN: 15204898     Source Type: Journal    
DOI: 10.1021/ar200147v     Document Type: Article

References (41)

1. Bernstein, J. Polymorphism in Molecular Crystals; Clarendon Press: Oxford, U.K., 2002.
2. Khoshkhoo, S.; Anwar, J. Crystallization of Polymorphs: The Effects of Solvent J. Phys. D: Appl. Phys. 1993, 26, B90-B93
3. Kitamura, M. Controlling Factors of Polymorphism in Crystallization J. Cryst. Growth 2002, 237-239, 2205-2214
4. Davey, R. J.; Blagden, N.; Potts, G. D.; Docherty, R. Polymorphism in Molecular Crystals: Stabilization of a Metastable Form by Conformational Mimicry J. Am. Chem. Soc. 1997, 119, 1767-1772 (Pubitemid 27145524)
5. Last, J. A.; Hooks, D. E.; Hillier, A. C.; Ward, M. D. The Physiochemical Origins of Coincident Epitaxy in Molecular Overlayers: Lattice Modeling vs Potential Energy Calculations J. Phys. Chem. B 1999, 103, 6723-6733 (Pubitemid 129613794)
6. Price, C. P.; Grzesiak, A. L.; Matzger, A. J. Crystalline Polymorph Selection and Discovery with Polymer Heteronuclei J. Am. Chem. Soc. 2005, 127, 5512-5517 (Pubitemid 40569862)
7. Bonafede, S. J.; Ward, M. D. Selective Nucleation and Growth of an Organic Polymorph by Ledge-Directed Epitaxy on a Molecular Crystal Substrate J. Am. Chem. Soc. 1995, 117, 7853-7861
8. Weissbuch, I.; Lahav, M.; Leiserowitz, L. Toward Stereochemical Control, Monitoring, and Understanding of Crystal Nucleation Cryst. Growth Des. 2003, 3, 125-150
9. Defay, R.; Prigogine, I. Surface Tension and Adsoption; Longmans: London, 1966.
10. Ha, J.-M.; Hillmyer, M. A.; Ward, M. D. Thermotropic Properties of Organic Nanocrystals Embedded in Ultrasmall Chambers J. Phys. Chem. B 2005, 109, 1392-1399 (Pubitemid 40212520)
11. Erdemir, D.; Lee, A. Y.; Myerson, A. S. Nucleation of Crystals from Solution: Classical and Two-Step Models Acc. Chem. Res. 2009, 42, 621-629
12. Christenson, H. K. Confinement Effects on Freezing and Melting J. Phys.: Condens. Matter 2001, 13, R95-R133
13. Alcoutlabi, M.; McKenna, G. B. Effects of Confinement on Material Behavior at the Nanometer Size Scale J. Phys.: Condens. Matter 2005, 17, R461-R524
14. Rault, J.; Neffati, R.; Judeinstein, P. Melting of Ice in Porous Glass: Why Water and Solvents Confined in Small Pores Do Not Crystallize? Eur. Phys. J. B 2003, 36, 627-637
15. Jackson, C. L.; McKenna, G. B. Vitrification and Crystallization of Organic Liquids Confined to Nanoscale Pores Chem. Mater. 1996, 8, 2128-2137 (Pubitemid 126475402)
16. Olson, D. A.; Chen, L.; Hillmyer, M. A. Templating Nanoporous Polymers with Ordered Block Copolymers Chem. Mater. 2008, 20, 869-890 (Pubitemid 351315685)
17. Zalusky, A. S.; Olayo-Valles, R.; Wolf, J. H.; Hillmyer, M. A. Ordered Nanoporous Polymers from Polystyrene-Polylactide Block Copolymers J. Am. Chem. Soc. 2002, 124, 12761-12773 (Pubitemid 35216000)
18. Wolf, J. H.; Hillmyer, M. A. Ordered Nanoporous Poly(cyclohexylethylene) Langmuir 2003, 19, 6553-6560
19. Rzayev, J.; Hillmyer, M. A. Nanoporous Polystyrene Containing Hydrophilic Pores from an ABC Triblock Copolymer Precursor Macromolecules 2005, 38, 3-5 (Pubitemid 40135787)
20. Rzayev, J.; Hillmyer, M. A. Nanochannel Array Plastics with Tailored Surface Chemistry J. Am. Chem. Soc. 2005, 127, 13373-13379 (Pubitemid 41377633)
21. Ha, J.-M.; Wolf, J. H.; Hillmyer, M. A.; Ward, M. D. Polymorph Selectivity Under Nanoscopic Confinement J. Am. Chem. Soc. 2004, 126, 3382-3383 (Pubitemid 38366704)
22. Yu, L. Polymorphism in Molecular Solids: An Extraordinary System of Red, Orange, and Yellow Crystals Acc. Chem. Res. 2010, 43, 1257-1266
23. Beiner, M.; Rengarajan, G. T.; Pankaj, S.; Enke, D.; Steinhart, M. Manipulating the Crystalline State of Pharmaceuticals by Nanoconfinement Nano Lett. 2007, 7, 1381-1385 (Pubitemid 46834427)
24. Rengarajan, G. T.; Enke, D.; Steinhart, M.; Beiner, M. Stabilization of the Amorphous State of Pharmaceuticals in Nanopores J. Mater. Chem. 2008, 18, 2537-2539 (Pubitemid 351718084)
25. Rengarajan, G. T.; Enke, D.; Beiner, M. Crystallization Behavior of Acetaminophen in Nanopores Open Phys. Chem. J. 2007, 1, 18-24
26. Beiner, M. Nanoconfinement as a Tool to Study Early Stages of Polymer Crystallization J. Polym. Sci., Part B: Polym. Phys. 2008, 46, 1556-1561
27. Hamilton, B. D.; Hillmyer, M. A.; Ward, M. D. Glycine Polymorphism in Nanoscale Crystallization Chambers Cryst. Growth Des. 2008, 8, 3368-3375
28. Mullin, J. W. Crystallization; Elsevier Butterworth-Heinemann: London, 2001.
29. Ha, J.-M.; Hamilton, B. D.; Hillmyer, M. A.; Ward, M. D. Phase Behavior and Polymorphism of Organic Crystals Confined within Nanoscale Chambers Cryst. Growth Des. 2009, 9, 4766-4777
30. Ha, J.-M. Ph.D. Thesis, University of Minnesota. 2006.
31. Henschel, A.; Kumar, P.; Hofmann, T.; Knorr, K.; Huber, P. Preferred Orientation of n -Hexane Crystallized in Silicon Nanochannels: A Combined X-ray Diffraction and Sorption Isotherm Study Phys. Rev. E 2009, 79 032601
32. Henschel, A.; Hofmann, T.; Huber, P.; Knorr, K. Preferred Orientations and Stability of Medium Length N -Alkanes Solidified in Mesoporous Silicon Phys. Rev. E 2007, 75 021607
33. Henschel, A.; Huber, P.; Knorr, K. Crystallization of Medium-Length 1-Alcohols in Mesoporous Silicon: An X-ray Diffraction Study Phys. Rev. E 2008, 77 042602
34. Steinhart, M.; Stephan, S.; Wehrspohn, R. B.; Gosele, U.; Wendorff, J. H. Curvature-Directed Crystallization of Poly(vinylidene difluoride) in Nanotube Walls Macromolecules 2003, 36, 3646-3651
35. Hamilton, B. D.; Weissbuch, I.; Lahav, M.; Hillmyer, M. A.; Ward, M. D. Manipulating Crystal Orientation in Nanoscale Cylindrical Pores by Stereochemical Inhibition J. Am. Chem. Soc. 2009, 131, 2588-2596
36. Torbeev, V. Yu.; Shavit, E.; Weissbuch, I.; Leiserowitz, L.; Lahav, M. Control of Crystal Polymorphism by Tuning the Structure of Auxiliary Molecules as Nucleation Inhibitors. The β-Polymorph of Glycine Grown in Aqueous Solutions Cryst. Growth Des. 2005, 5, 2190-2196 (Pubitemid 41619311)
37. Kauzmann, W. The Nature of the Glassy State and the Behavior of Liquids at Low Temperatures Chem. Rev. 1948, 43, 219-256
38. Debenedetti, P. G.; Stillinger, F. H. Supercooled Liquids and the Glass Transition Nature 2001, 410, 259-267 (Pubitemid 32218700)
39. Takahashi, S.; Miura, H.; Kasai, H.; Okada, S.; Oikawa, H.; Nakanishi, H. Single-Crystal-to-Single-Crystal Transformation of Diolefin Derivatives in Nanocrystals J. Am. Chem. Soc. 2002, 124, 10944-10945 (Pubitemid 35025631)
40. Bučar, D.-K.; MacGillivray, L. R. Preparation and Reactivity of Nanocrystalline Cocrystals Formed via Sonocrystallization J. Am. Chem. Soc. 2007, 129, 32-33 (Pubitemid 46068252)
41. Weissbuch, I.; Leiserowitz, L.; Lahav, M. Stochastic "Mirror Symmetry Breaking" via Self-Assembly, Reactivity and Amplification of Chirality: Relevance to Abiotic Conditions Top. Curr. Chem. 2005, 259, 123-165 (Pubitemid 44420802)