Controlling polymorphic transformations of pentacene crystal through solvent treatments: An experimental and theoretical study

Crystal Growth and Design

Volumn 10, Issue 10, 2010, Pages 4501-4508

  Cheng, Horng Long ^a   Lin, Jr Wei ^a  

^a NATIONAL CHENG KUNG UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

CRYSTAL STRUCTURAL; ELECTRONIC COUPLING; ORGANIC ELECTRONICS; PENTACENE CRYSTALS; PENTACENES; POLYMORPHIC TRANSFORMATION; POST TREATMENT; POTENTIAL APPLICATIONS; QUANTITATIVE CRITERIA; QUANTUM CHEMICAL CALCULATIONS; REACTION PATHWAYS; SEPARATION DISTANCES; SIMPLE METHOD; SOLVENT INTERACTIONS; SOLVENT TREATMENT; STRUCTURAL IMPROVEMENTS; THEORETICAL STUDY;

BINDING ENERGY; DIMERS; ORGANIC SOLVENTS; QUANTUM CHEMISTRY; VACUUM APPLICATIONS; X RAY DIFFRACTION;

ABSORPTION SPECTROSCOPY;

EID: 77957702085     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg100760t     Document Type: Conference Paper

References (57)

1. For examples, see: Brütting, W. Physics of Organic Semiconductors; Wiley-VCH: Germany, 2005.
2. Bao, Z.; Locklin, J.; Organic Field-Effect Transistors; CRC Press: Boca Raton, 2007.
3. Brédas, J.-L.; Beljonne, D.; Coropceanu, V.; Cornil, J. Chem. Rev. 2004, 104, 4971
4. Coropceanu, V.; Cornil, J.; da Silva Filho, D. A.; Olivier, Y.; Silbey, R.; Brédas, J.-L. Chem. Rev. 2007, 107, 926
5. Sharma, C. V. K. Cryst. Growth Des. 2002, 2, 465
6. Minakata, T.; Imai, H.; Ozaki, M.; Saco, K. J. Appl. Phys. 1992, 72, 5220
7. Dimitrakopoulos, D.; Brown, A. R.; Pomp, A. J. Appl. Phys. 1996, 80, 2501
8. Heringdorf, F.; Reuter, M. C.; Tromp, R. M. Nature 2001, 412, 517
9. Mattheus, C. C.; de Wijs, G. A.; de Groot, R. A.; Palstra, T. T. M. J. Am. Chem. Soc. 2003, 125, 6323
10. Mattheus, C. C.; Dros, A. B.; Baas, J.; Oostergetel, G. T.; Meetsma, A.; de Boer, J. L.; Palstra, T. T. M. Synth. Met. 2003, 138, 475
11. Fritz, S. E.; Martin, S. M.; Frisbie, C. D.; Ward, M. D.; Toney, M. F. J. Am. Chem. Soc. 2004, 126, 4084
12. Drummy, L. F.; Martin, D. C. Adv. Mater. 2005, 17, 903
13. Mayer, A. C.; Kazimirov, A.; Malliaras, G. G. Phys. Rev. Lett. 2006, 97, 105503
14. Cheng, H. L.; Mai, Y. S.; Chou, W. Y.; Chang, L. R.; Liang, X. W. Adv. Funct. Mater. 2007, 17, 3639
15. Schiefer, S.; Huth, M.; Dobrinevski, A.; Nickel, B. J. Am. Chem. Soc. 2007, 129, 10316
16. Mannsfeld, S. B.; Virkar, A.; Reese, C.; Toney, M. F.; Bao, Z. Adv. Mater. 2009, 21, 2294
17. Murakami, Y.; Tomiya, S.; Koshitani, N.; Kudo, Y.; Satori, K.; Itabashi, M.; Kobayashi, N.; Nomoto, K. Phys. Rev. Lett. 2009, 103, 146102
18. Northrup, J. E.; Tiago, M. L.; Louie, S. G. Phys. Rev. B 2002, 66, 121404
19. Cheng, H. L.; Liang, X. W.; Chou, W. Y.; Mai, Y. S.; Yang, C. Y.; Chang, L. R.; Tang, F. C. Org. Electron. 2009, 10, 289
20. Facchetti, A. Mater. Today 2007, 10, 28
21. Lee, T.; Chang, S. C. Cryst. Growth Des. 2009, 9, 2674
22. Cheng, H. L.; Chou, W. Y.; Kuo, C. W.; Wang, Y. W.; Mai, Y. S.; Tang, F. C.; Chu, S. W. Adv. Funct. Mater. 2008, 18, 285
23. Hansen, C. M. Hansen Solubility Parameters: A User's Handbook, 2 nd ed.; CRC Press: Boca Raton, 2007.
24. Boys, S. F.; Bernardi, F. Mol. Phys. 1970, 19, 553
25. Simon, S.; Duran, M.; Dannenberg, J. J. J. Chem. Phys. 1996, 105, 11024
26. Yanai, T.; Tew, D.; Handy, N. Chem. Phys. Lett. 2004, 393, 51
27. Frisch, M. J., Gaussian 03, Revision E.01; Gaussian, Inc.: Wallingford, CT, 2004
28. Gaussian 09, Revision A.02; Gaussian, Inc.: Wallingford, CT, 2009.
29. Kasai, N.; Kakudo, M. X-Ray Diffraction by Macromolecules; Kodansha and Springer: Tokyo, 2005; Chapter 5.
30. Pecharsky, V. K.; Zavalij, P. Y. In Fundamentals of Powder Diffraction and Structural Characterization of Materials; Springer: New York, 2005; Chapter 2.
31. Yoshida, H.; Sato, N. Appl. Phys. Lett. 2006, 89, 101919
32. Kakudate, T.; Yoshimoto, N.; Saito, Y. Appl. Phys. Lett. 2007, 90, 081903
33. Yoshida, H.; Inaba, K.; Sato, N. Appl. Phys. Lett. 2007, 90, 181930
34. Campbell, R. B.; Robertson, J. M.; Trotter, J. Acta Crystallogr. 1962, 15, 289
35. Matheus, C. C.; Dros, A. B.; Baas, J.; Meetsma, A.; de Boer, J. L.; Palstra, T. T. M. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 2001, 57, 939
36. Wu, J. S.; Spence, J. C. H. J. Appl. Crystallogr. 2004, 37, 78
37. Barbara, P. F.; Meyer, T. J.; Ratner, M. A. J. Phys. Chem. 1996, 100, 13148
38. Thompson, D. G.; Schoonover, J. R.; Timpson, C. J.; Meyer, T. J. J. Phys. Chem. A 2003, 107, 10250
39. Wu, F. C.; Cheng, H. L.; Yen, C. H.; Lin, J. W.; Liu, S. J.; Chou, W. Y.; Tang, F. C. Phys. Chem. Chem. Phys. 2010, 12, 2098
40. Hobza, P.; Selzle, H. L.; Schlag, E. W. J. Phys. Chem. 1996, 100, 18790
41. Park, H.; Lee, S. Chem. Phys. Lett. 1999, 301, 487
42. Tsuzuki, S.; Honda, K.; Uchimaru, T.; Mikami, M.; Tanabe, K. J. Am. Chem. Soc. 2002, 124, 104
43. Gonzalez, C.; Lim, E. C. J. Phys. Chem. A 2000, 104, 2953
44. Lee, N. K.; Park, S.; Kim, S. K. J. Chem. Phys. 2002, 116, 7910
45. Walsh, T. R. Chem. Phys. Lett. 2002, 363, 45
46. Reyes, A.; Tlenkopatchev, M. A.; Fomina, L.; Guadarrama, P.; Fomine, S. J. Phys. Chem. A 2003, 107, 7027
47. Tomasi, J.; Mennucci, B.; Cammi, R. Chem. Rev. 2005, 105, 2999
48. Gundlach, D. J.; Jackson, T. N.; Schlom, D. G.; Nelson, S. F. Appl. Phys. Lett. 1999, 74, 3302
49. Amassian, A.; Pozdin, V. A.; Li, R.; Smilgies, D.-M.; Malliaras, G. G. J. Mater. Chem. 2010, 13, 2623
50. Käfer, D.; Helou, M. E.; Gemel, C.; Witte, G. Cryst. Growth Des. 2008, 8, 3053
51. Davydov, A. S. Theory of Molecular Excitons; McGraw-Hill: New York, 1971.
52. Lee, K. O.; Gan, T. T. Chem. Phys. Lett. 1977, 51, 120
53. Jentzsch, T.; Juepner, H. T.; Brzezinka, K.-W.; Lau, A. Thin Solid Films 1998, 315, 273
54. Faltermeier, D.; Gompf, B.; Dressel, M.; Tripathi, A. K.; Pflaum, J. Phys. Rev. B 2006, 74, 125416
55. Jankowiak, R.; Rockwltr, K. D.; Bässler, H. J. Phys. Chem. 1983, 87, 552
56. Marcus, R. A. Rev. Mod. Phys. 1993, 65, 599
57. Bromley, S. T.; Torrent, M. M.; Hadley, P.; Rovira, C. J. Am. Chem. Soc. 2004, 126, 6544