Tailoring the thermotropic behavior of tetra-substituted phthalocyanines via the lateral chains architecture

Chemistry of Materials

Volumn 17, Issue 11, 2005, Pages 2825-2832

  Gearba, Raluca I ^a   Bondar, Alexander I ^a   Goderis, Bart ^b   Bras, Wim ^c   Ivanov, Dimitri A ^a  

^a UNIVERSITÉ LIBRE DE BRUXELLES   (Belgium)

^b UNIVERSITY OF LEUVEN   (Belgium)

^c EUROPEAN SYNCHROTRON RADIATION FACILITY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ATOMIC FORCE MICROSCOPY; CRYSTAL ORIENTATION; DIFFERENTIAL SCANNING CALORIMETRY; LIGHT POLARIZATION; SYNTHESIS (CHEMICAL); THERMOTROPIC LIQUID CRYSTALS; X RAY DIFFRACTION ANALYSIS;

PHTHALOCYANINES; POLARIZED OPTICAL MICROSCOPY; ROOM TEMPERATURE; X-RAY FIBER DIFFRACTION;

NITROGEN COMPOUNDS;

EID: 20544463216     PISSN: 08974756     EISSN: None     Source Type: Journal    
DOI: 10.1021/cm050165c     Document Type: Article

References (40)

1. Piechocki, C.; Simon, J.; Skoulios, A.; Guillon, D.; Weber, P. J. Am. Chem. Soc. 1982, 104, 5245-5247.
2. Simon, J.; Bassoul, P. Phthalocyanines Properties and Applications; VCH: New York, 1993; Chapter 6.
3. Scheuten, P. G.; Warman, J. M.; de Haas, M. P.; Fox, M. A.; Pan, H. L. Nature 1991, 353, 736-737.
4. Warman, J. M.; de Haas, M. P.; van der Pool, J. F.; Drenth, W. Chem. Phys. Lett. 1989, 164, 581-586.
5. Orti, E.; Brèdas, J. L.; Clarisse, C. J. Chem. Phys. 1990, 92, 1228-1235.
6. Guillon, D.; Skoulios, A.; Piechocki, C.; Simon, J.; Weber, P. Mol. Cryst. Liq. Cryst. 1983, 100, 275-284.
7. van der Pol, J. F.; Neeleman, E.; Zwikker, J. W.; Nolte, R. J. M.; Drenth, W.; Aerts, J.; Visser, R.; Picken, S. J. Liq. Cryst. 1989, 6, 577-592.
8. Engel, M. K.; Bassoul, P.; Bosio, L.; Lehmann, H.; Hanack, M.; Simon, J. Liq. Cryst. 1993, 15, 709-722.
9. Van Nostrum, C. F.; Bosman, A. W.; Gelinck, G. H.; Scheuten, P. G.; Warman, J. M.; Ketgens, A. P. M.; Devillers, M. A. C.; Meijerink, A.; Picken, S. J.; Sohling, U.; Scheuten, A.-J.; Nolte, R. J. M. Chem. Eur. J. 1995, 1, 171-182.
10. Kroon, J. M.; Koehorst, R. B. M.; Van Dijk, M.; Sanders, G. M.; Sudhölter, E. J. R. J. Mater. Chem. 1997, 7, 615-624.
11. Clarkson, G. J.; Cook, A.; McKeown, N. R.; Treacher, K. E.; Ali-Adib, Z. Macromolecules 1996, 29, 913-917.
12. Hatsusaka, K.; Ohta, K.; Yamamoto, I.; Shirai, H. J. Mater. Chem. 2001, 11, 423-433.
13. Scheuten, P. G.; Van der Pol, J. F.; Zwikker, J. W.; Drenth, W.; Picken, S. J. Mol. Cryst. Liq. Cryst. 1991, 195, 291-305.
14. van Nostrum, C. F.; Bosnian, A. W.; Gelinck, G. H.; Picken, S. J.; Scheuten, P. G.; Warman, G. M.; Scheuten A. J.; Nolte, R. J. M. J. Chem. Soc. Chem. Commun. 1993, 1120-1122.
15. Collard, D. M.; Lillya, C. P. J. Am. Chem. Soc. 1989, 111, 1829-1830.
16. Lillya, C. P. J. Am. Chem. Soc. 1989, 111, 1829-1830.
17. Scheuten, P. G.; Warman, J. M.; de Haas, M. P.; van der Pol, J. F.; Zwikker, J. W. J. Am. Chem. Soc. 1992, 114, 9028-9034.
18. Schouten, P. G.; Warman, J. M.; de Haas, M. P.; van Notrum, C. F.; Gelinck, G. H.; Nolet, R. J. M.; Copyn, M. J.; Zwikkler, J. W.; Engel, M. K.; Hanack, M.; Chang, Y. H.; Ford, W. T. J. Am. Chem. Soc. 1994, 116, 6880-6894.
19. Velez, M.; Vieira, S.; Chambrier, I.; Cook, A. M. Langmuir 1998, 14, 4227-4231.
20. Smolenyak, P.; Peterson, R.; Nebesny, K.; Türker, M.; O'Brien, D. F.; Armstrong, N. R. J. Am. Chem. Soc. 1999, 121, 8628-8636.
21. Drager, A. S.; Zangmeister, R. A. P.; Armstrong, N. R.; O'Brien, D. F. J. Am. Chem. Soc. 2001, 123, 3595-3596.
22. Zangmeister, R. A. P.; O'Brien, D. F.; Amstrong, N. R. Adv. Funct. Mater. 2002, 12, 179-186.
23. Klinov, D.; Magonov, S. Appl. Phys. Lett. 2004, 84 (14), 2697-2699.
24. Gearba, R. I.; Bondar, A.; Lehmann, M.; Goderis, B.; Bras, W.; Koch, M. H. J.; Ivanov, D. A. Adv. Mater. 2005, 17, 671-676.
25. Tant, J. Discotic liquid crystals as organic semiconductors for photovoltaic device applications. Ph.D. Thesis, Universitè Libre de Bruxelles, Brussels, Belgium, 2004.
26. Bras, W.; Dolbnya, I. P.; Detollenaere, D.; van Toi, R.; Malfois, M.; Greaves, G. N.; Ryan, A. J.; Heeley, E. J. Appl. Crystallogr. 2003, 56, 791-794.
27. Press, W. H.; et al. Numerical Recipes in C, The Art of Scientific Computing; Plenum Press: New York 1988.
28. Ruland, W. Colloid. Polym. Sci. 1977, 255, 417-427.
29. Koberstein, J. T.; Morra, B.; Stein, R. S. J. Appl. Crystallogr. 1980, 13, 34-45.
30. Balta-Calleja, F. J.; Vonk, C. G. X-ray Scattering of Synthetic Polymers; Elsevier: Amsterdam, 1989.
31. Basire, C.; Ivanov, D. A. Phys. Rev. Lett. 2000, 55, 5587-5590.
32. Ivanov, D. A.; Magonov, S. Atomic Force Microscopy Studies of Semicrystalline Polymers at Variable Temperature. In Polymer Crystallization: Observations, Concepts and Interpretations; Sommer, J. U., Reiter, G., Eds.; Springer-Verlag: Berlin, 2003; pp 98-129.
33. Mamlok, L.; Malthete, J.; Tinh, N. H.; Destrade, C.; Levelut, A. M. J. Phys. Lett. 1982, 43, 641-647.
34. Levelut, A. M. J. Chim. Phys. 1983, 80, 149-161.
35. Bondi, A. J. Phys. Chem. 1964, 68, 441-451.
36. Destarde, C.; Foucher, P.; Gasparoux, H.; Tinh, N. H.; Levelut, A. M.; Malthete, J. Mol. Cryst. Liq. Cryst. 1984, 106, 121-146.
37. International Tables for Crystallography, 1st ed.; Kluwer Academic Publishers: Boston, MA, 2002; Vol. A, p 100.
38. It should be mentioned that, in some instances, the azimuthal distributions of the P peak were found to be slightly different for the lower and upper parts of the 2D diffraction patterns: the peaks in the upper part appear to be better resolved. This could be accounted for by a small misalignment of the image plate. Therefore, the analysis was performed only for the upper parts of the patterns.
39. Weber, P.; Guillon, D.; Skoulios, A. Uq. Cryst. 1991, 9 (3), 369-382.
40. Levelut, A. M.; Malthete, J.; Destrade, C.; Tinh, N. H. Liq. Cryst. 1987, 2 (6), 877-888.