Liquid-crystalline behavior and structure of charge-transfer complexes of pyrene derivatives with four linear alkanoyloxy substituents

Molecular Crystals and Liquid Crystals

Volumn 524, Issue , 2010, Pages 68-101

  Hirose, Takuji ^a   Yumoto, Takuya ^a   Matsumoto, Kozue ^a   Mitsushio, Satomi ^a   Kawakami, Osamu ^a   Yasutake, Mikio ^a  

^a SAITAMA UNIVERSITY   (Japan)

Author keywords

2,4,5,7 tetranitro 9 fluorenone; Charge transfer complex; lamellar structure; tetraalkanoyloxypyrenes

Indexed keywords

CHARGE TRANSFER COMPLEX; DISCOTICS; ELECTRON-ACCEPTING; FLUORENONES; LAMELLAR PHASE; LIQUID-CRYSTALLINE; MESOMORPHIC PROPERTY; MESOPHASES; POLARIZING OPTICAL MICROSCOPY; PYRENE DERIVATIVES; SPECTROSCOPIC STUDIES; THERMAL BEHAVIORS; VARIABLE TEMPERATURE; XRD MEASUREMENTS;

COMPUTERIZED TOMOGRAPHY; DIFFERENTIAL SCANNING CALORIMETRY; KETONES; OPTICAL MICROSCOPY; OPTICAL PROPERTIES; PYRENE; SPECTROSCOPIC ANALYSIS; X RAY DIFFRACTION; X RAY DIFFRACTION ANALYSIS;

LAMELLAR STRUCTURES;

EID: 77954617766     PISSN: 15421406     EISSN: 15635287     Source Type: Journal    
DOI: 10.1080/15421406.2010.484613     Document Type: Article

References (44)

1. Cammidge, A. N., & Bushby, R. J. (1998). Synthesis and Structural Features. In: Handbook of Liquid Crystals, Demus, D., Goodby, J., Gray, G. W., Spiess, H.-W., & Vill, V. (Eds.), Wiley-VCH: New, USA, Vol.2B, Chapter VII, 693.
2. Mori, H., Itoh, Y., Nishiura, Y., Nakamura, T., & Shinagawa, Y. (1997). Jpn. J. Appl. Phys., 36, 143.
3. Kamada, K., Watanabe, J., Arakawa, K., & Kozono, H. (1995). Liquid Crystal Display. European Patent Application, 646829 A1.
4. van de Craats, A. M., Warman, J. M., Fechtenkötter, A., Brand, J. D., Harbison, M. A., & Müllen, K. (1999). Adv. Mater., 11, 1469.
5. Adam, D., Schuhmacher, P., Simmerer, J., Hässling, L., Siemensmeyer, K., Etzbachi, K. H., Ringsdorf, H., & Haarer, D. (1994). Nature, 371, 141.
6. Boden, N., & Movaghar, B. (1998). Application Properties of Columnar Discotic Liquid Crystals. In: Handbook of Liquid Crystals, Demus, D., Goodby, J., Gray, G. W., Spiess, H.-W., & Vill, V. (Eds.), Wiley-VCH: New York, USA, Vol.2B, Chapter IX, 781.
7. Warman, J. M., & Schouten, P. G. (1995). J. Phys. Chem., 99, 17181.
8. Mullen, K., Spiess, H. W., Fechtenkotter, A., Saalwachter, K., & Harbison, M. A. (1999). Angew. Chem. Int. Ed. Engl., 38, 3039.
9. Dieter, A., Peter, S., Juergen, S., Lukas, H., Wolfgang, P., Karl, S., Heinz, E. K., Helmut, R., & Dietrich, H. (1995). Adv. Mater., 7, 276.
10. Krishnan, K., & Balagurusamy, V. S. K. (2001). Liq. Cryst., 28, 321.
11. Rego, J. A., Kumar, S., & Ringsdorf, H. (1996). Chem. Mater., 8, 1402.
12. Kouwer, P. H. J., Jager, W. F., Mijs, W. J., & Picken, S. J. (2004). Mol. Cryst. Liq. Cryst., 411, 305.
13. Hassheider, T., Benning, S. A., Kitzerow, H.-S., Achard, M.-F., & Bock, H. (2001). Angew. Chem. Int. Ed. Engl., 40, 2060.
14. Kumar, S., Takezoe, H., & Rao, D. S. S. (2008). Bull. Chem. Soc. Jpn., 81, 163.
15. Seung, J. L., & Chang, J. Y. (2003). Tetrahedron Lett., 44, 7493.
16. Kamikawa, Y., & Kato, T. (2006). Org. Lett., 8, 2463.
17. Singer, D., Liebmann, A., Praefcke, K., & Wendorff, J. H. (1993). Liq. Cryst., 3, 785.
18. Praefcke, K., Singer, D., Kohne, B., Ebert, M., Liebmann, A., & Wendorff, J. H. (1991). Liq. Cryst., 10, 147.
19. Stepien, M., Donnio, B., & Sesler, J. L. (2007). Angew. Chem. Int. Ed. Engl., 46, 1431.
20. Lehmann, M., Sierra, T., Barbera, J., Serrano, J. L., & Parker, R. (2002). J. Mater. Chem., 12, 1342.
21. Markovitsi, D., Bengs, H., & Ringsdorf, H. (1992). J. Chem. Soc. Faraday Trans., 88, 1275.
22. Bengs, H., Ebert, M., Karthaus, O., Kohne, B., Praefcke, K., Ringsdorf, H., Wendorff, J. H., & Wüstefeld, R. (1990). Adv. Mater., 2, 141.
23. Ringsdorf, H., Wüstefeld, R., Zerta, E., Ebert, M., & Wendorff, J. H. (1989). Angew. Chem. Int. Ed. Engl., 28, 914.
24. Janietz, D. (1996). Chem. Commun., 6, 713.
25. Hirose, T., Kawakami, O., & Yasutake, M. (2006). Mol. Cryst. Liq. Cryst., 45, 65.
26. Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G., & Spagna, R. (1999). J. Appl. Cryst., 32, 115.
27. Sheldrick, G. M. (1997). SHELEXL97: Program for the Refinement of Crystal Structures, University of Go?ttingen: Germany.
28. Vollmann, H., Becker, H., Correll, M., & Streeck, H. (1937). Liebigs Ann. Chem., 1, 531.
29. Newman, M. S., & Boden, H. (1962). Organic Syntheses, 42, 95.
30. Bock, H., & Helfrich, W. (1995). Liq. Cryst., 18, 707.
31. Matsunaga, Y., Saito, G., & Sakai, N. (1974). Bull. Chem. Soc. Jpn., 47, 2873.
32. Fletcher, I. D., Guillon, D., Heinrich, B., Omenat, A., & Serrano, J. L. (1997). Liq. Cryst., 23, 51.
33. Serrette, A. G., Lai, C. K., & Swager, T. M. (1994). Chem. Mater., 6, 2252.
34. Ito, S., Ando, M., Nomura, A., Morita, N., Kabuto, C., Mukai, H., Ohta, K., Kawakami, J., Yoshizawa, A., & Tajiri, A. (2005). J. Org. Chem., 70, 3939.
35. Ohta, K., Takenaka, O., Morizumi, Y., Fujimoto, T., & Yamamoto, I. (1991). Mol. Cryst. Liq. Cryst., 195, 135.
36. MM2 calculations were performed with the MOPAC 2002 Version 2.5.3 of CAChe Version 7.5.0.85.
37. Ohta, K., Muroki, H., Takagi, A., Hatada, K., Ema, H., Yamamoto, I., & Matsuzaki, K. (1986). Mol. Cryst. Liq. Cryst., 140, 131.
38. Shimizu, Y., Miya, M., Nagata, A., Ohta, K., Matsumura, A., Yamamoto, I., & Kusubayashi, S. (1991). Chem. Lett., 25.
39. Praefcke, K., Singer, D., Kohne, B., Ebert, M., Liebmann, A., & Wendorff, J. H. (1991). Liq. Cryst., 10, 147.
40. Bengs, H., Renkel, R., Ringsdorf, H., Baehr, C., Ebert, M., & Wendorff, J. H. (1991). Makromol. Chem. Rapid Comm., 12, 439.
41. Davidson, P., Levelut, A. M., Strzelecka, H., & Gionis, V. (1983). J. Phys. Lett., 44, L-823.
42. Kruglova, O., Mendes, E., Yildirim, Z., Wu?benhorst, M., Mulder, F. M., Stride, J. A., Picken, S. J., & Kearley, G. J. (2007). Chem. Phys. Chem., 8, 1338.
43. Hegmann, T., Kain, J., Diele, S., Pelzl, G., & Tschierske, C. (2001). Angew. Chem. Int. Ed., 40, 887.
44. Kuroda, R., Imai, Y., & Tajima, N. (2002). Chem. Commun., 2848.