Solvent-dependent stoichiometry in perylene-7,7,8,8-tetracyanoquinodimethane charge transfer compound single crystals

Crystal Growth and Design

Volumn 14, Issue 12, 2014, Pages 6376-6382

  Hu, Peng ^a   Ma, Lin ^b   Tan, Ke Jie ^a   Jiang, Hui ^a   Wei, Fengxia ^a   Yu, Chuhuan ^a   Goetz, Katelyn P ^c   Jurchescu, Oana D ^c   McNeil, L E ^d   Gurzadyan, Gagik G ^b   Kloc, Christian ^a  

^a NANYANG TECHNOLOGICAL UNIVERSITY   (Singapore)

^b NANYANG TECHNOLOGICAL UNIVERSITY   (Singapore)

^c WAKE FOREST UNIVERSITY   (United States)

^d The University of North Carolina at Chapel Hill   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE; CHARGE TRANSFER; FLUORESCENCE; ORGANIC SOLVENTS; POLYCYCLIC AROMATIC HYDROCARBONS; PRECIPITATION (CHEMICAL); SOLVENTS; STOICHIOMETRY; TOLUENE;

BENZENE AND TOLUENE; BINARY COMPOUNDS; CHARGE-TRANSFER COMPOUNDS; FLUORESCENCE SPECTRA; GROWN CRYSTALS; PHYSICAL VAPOR TRANSPORT; SELECTIVE CRYSTALLIZATION; TIME-RESOLVED FLUORESCENCE MEASUREMENTS;

SINGLE CRYSTALS;

EID: 84908105796     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg501206f     Document Type: Article

References (54)

1. Reese, C.; Bao, Z. J. Mater. Chem. 2006, 16, 329-333
2. Jiang, L.; Dong, H.; Hu, W. J. Mater. Chem. 2010, 20, 4994-5007
3. El-Zaria, M. E. Spectrochim. Acta, Part A 2008, 69, 216-221
4. Andrade, S. M.; Costa, S. M. B.; Pansu, R. J. Colloid Interface Sci. 2000, 226, 260-268
5. Goetz, K. P.; Fonari, A.; Vermeulen, D.; Hu, P.; Jiang, H.; Diemer, P. J.; Ward, J. W.; Payne, M. E.; Day, C. S.; Kloc, C.; Coropceanu, V.; McNeil, L. E.; Jurchescu, O. D. Nat. Commun. 2014, 5, 5642
6. Hasegawa, T.; Takeya, J. Sci. Technol. Adv. Mater. 2009, 10, 1-16
7. Reese, C.; Bao, Z. N. Mater. Today 2007, 10, 20-27
8. Iwasa, Y.; Asanuma, H.; Shimotani, H.; Takenobu, T.; Nishikawa, T.; Takeya, J. Mol. Cryst. Liq. Cryst. 2006, 455, 277-285
9. Buurma, A. J. C.; Jurchescu, O. D.; Shokaryev, I.; Baas, J.; Meetsma, A.; de Wijs, G. A.; de Groot, R. A.; Palstra, T. T. M. J. Phys. Chem. C 2007, 111, 3486-3489
10. Shokaryev, I.; Buurma, A. J. C.; Jurchescu, O. D.; Uijttewaal, M. A.; de Wijs, G. A.; Palstra, T. T. M.; de Groot, R. A. J. Phys. Chem. A 2008, 112, 2497-2502
11. Kondo, H.; Moriya, T. J. Phys. Soc. Jpn. 1998, 67, 3695-3698
12. Singleton, J. J. Solid State Chem. 2002, 168, 675-689
13. Takahashi, K.; Horino, K.; Komura, T.; Murata, K. Bull. Chem. Soc. Jpn. 1993, 66, 733-738
14. Avci, R.; Flynn, C. P. Phys. Rev. Lett. 1978, 41, 428-431
15. Zhu, L. Y.; Yi, Y. P.; Li, Y.; Kim, E. G.; Coropceanu, V.; Bredas, J. L. J. Am. Chem. Soc. 2012, 134, 2340-2347
16. Ferraris, J.; Cowan, D. O.; Walatka, V.; Perlstein, J. H. J. Am. Chem. Soc. 1973, 95, 948-949
17. Singleton, J.; Mielke, C. Contemp. Phys. 2002, 43, 63-96
18. Goetz, K. P.; Vermeulen, D.; Payne, M. E.; Kloc, C.; McNeil, L. E.; Jurchescu, O. D. J. Mater. Chem. C 2014, 2, 3065-3076
19. Shaheen, S. E.; Ginley, D. S.; Jabbour, G. E. MRS Bull. 2005, 30, 10-19
20. Hoppe, H.; Sariciftci, N. S. J. Mater. Res. 2004, 19, 1924-1945
21. Clarke, T. M.; Durrant, J. R. Chem. Rev. 2010, 110, 6736-6767
22. Wakahara, T.; D'Angelo, P.; Miyazawa, K.; Nemoto, Y.; Ito, O.; Tanigaki, N.; Bradley, D. D. C.; Anthopoulos, T. D. J. Am. Chem. Soc. 2012, 134, 7204-7206
23. Hasegawa, T.; Akutagawa, T.; Nakamura, T.; Sasou, Y.; Kondo, R.; Kagoshima, S.; Mochida, T.; Saito, G.; Iwasa, Y. Synth. Met. 1999, 103, 1804-1805
24. Odom, S. A.; Caruso, M. M.; Finke, A. D.; Prokup, A. M.; Ritchey, J. A.; Leonard, J. H.; White, S. R.; Sottos, N. R.; Moore, J. S. Adv. Funct. Mater. 2010, 20, 1721-1727
25. Mochida, T.; Moriyama, H.; Hasegawa, T.; Kondo, R.; Kagoshima, S.; Iwasa, Y. Synth. Met. 1999, 102, 1678-1679
26. Nehm, S. J.; Rodríguez-Spong, B.; Rodríguez-Hornedo, N. Cryst. Growth Des. 2005, 6, 592-600
27. ter Horst, J. H.; Cains, P. W. Cryst. Growth Des. 2008, 8, 2537-2542
28. Chiarella, R. A.; Davey, R. J.; Peterson, M. L. Cryst. Growth Des. 2007, 7, 1223-1226
29. Jayasankar, A.; Reddy, L. S.; Bethune, S. J.; Rodríguez-Hornedo, N. Cryst. Growth Des. 2009, 9, 889-897
30. Alhalaweh, A.; George, S.; Boström, D.; Velaga, S. P. Cryst. Growth Des. 2010, 10, 4847-4855
31. Dobrowolski, M. A.; Garbarino, G.; Mezouar, M.; Ciesielski, A.; Cyranski, M. K. CrystEngComm 2014, 16, 415-429
32. van Mullekom, H. A. M.; Vekemans, J. A. J. M.; Havinga, E. E.; Meijer, E. W. Mater. Sci. Eng., R 2001, 32, 1-40
33. Trask, A. V.; van de Streek, J.; Motherwell, W. D. S.; Jones, W. Cryst. Growth Des. 2005, 5, 2233-2241
34. Karki, S.; Friščić, T.; Jones, W. CrystEngComm 2009, 11, 470-481
35. Halasz, I.; Puškarić, A.; Kimber, S. A. J.; Beldon, P. J.; Belenguer, A. M.; Adams, F.; Honkimäki, V.; Dinnebier, R. E.; Patel, B.; Jones, W.; Štrukil, V.; Friščić, T. Angew. Chem., Int. Ed. 2013, 52, 11538-11541
36. Vermeulen, D.; Zhu, L. Y.; Goetz, K. P.; Hu, P.; Jiang, H.; Day, C. S.; Jurchescu, O. D.; Coropceanu, V.; Kloc, C.; McNeil, L. E. J. Phys. Chem. C 2014, 118, 24688-24696
37. Tickle, I. J.; Prout, C. K. J. Chem. Soc., Perkin Trans. 2 1973, 720-723
38. Ida, T.; Yakushi, K.; Kuroda, H. J. Chem. Phys. 1989, 91, 3450-3455
39. Ishii, K.; Yakushi, K.; Kuroda, H.; Inokuchi, H. Bull. Chem. Soc. Jpn. 1984, 57, 3043-3047
40. Truong, K. D.; Bandrauk, A. D. Chem. Phys. Lett. 1976, 44, 232-235
41. Jiang, H.; Zhang, K. K.; Ye, J.; Wei, F.; Hu, P.; Guo, J.; Liang, C.; Chen, X.; Zhao, Y.; McNeil, L. E.; Hu, W.; Kloc, C. Small 2013, 9, 962-962
42. Shchuka, M. I.; Motyka, A. L.; Topp, M. R. Chem. Phys. Lett. 1989, 164, 87-95
43. Compton, R. N.; Cooper, C. D. J. Chem. Phys. 1977, 66, 4325-4329
44. Anderson, P. W.; Lee, P. A.; Saitoh, M. Solid State Commun. 1973, 13, 595-598
45. Seo, H.; Hotta, C.; Fukuyama, H. Chem. Rev. 2004, 104, 5005-5036
46. Jiang, H.; Kloc, C. MRS Bull. 2013, 38, 28-33
47. Jurchescu, O. D.; Baas, J.; Palstra, T. T. M. Appl. Phys. Lett. 2004, 84, 3061-3063
48. Ahn, S. Y.; Kang, S. J. Am. Ceram. Soc. 2000, 83, 1489-1494
49. Euler, W. B.; Kirschenbaum, L. J.; Ruekberg, B. J. Chem. Educ. 2000, 77, 1039-1040
50. Good, D. J.; Rodríguez-Hornedo, N. Cryst. Growth Des. 2009, 9, 2252-2264
51. Sharpe, A. G.; Housecroft, C. E. Inorganic Chemistry, 2 nd ed.; Prentice Hall: Harlow, England, 2005.
52. Tro, N. J. Principles of Chemistry: A Molecular Approach;; Prentice Hall: Upper Saddle River, NJ, 2010.
53. Katoh, R.; Sinha, S.; Murata, S.; Tachiya, M. J. Photochem. Photobiol., A 2001, 145, 23-34
54. Kaplanová, M.; Čermák, K. J. Photochem. 1981, 15, 313-319