Novel synthesis of calamitic and discotic liquid crystalline derivatives of tetrathiafulvalene (TTF)

Abstract

A synthesis has been developed for both calamitic and discotic mesogens based on the bis(phenylenedithio-TTF) (BPhDT-TTF) nucleus.

References

1. N. Boden, R. A. Bissell, J. Clements and B. Movaghar, Curr. Sci., 1996, 71, 599.
2. D. Adam, F. Closs, T. Frey, D. Funhoff, D. Haarer, H. Ringsdorf, P. Schuhmacher and K. Siemensmeyer, Phys. Rev. Lett., 1993, 70, 457.
3. N. Boden, R. C. Borner, R. J. Bushby and J. C. Clements, J. Am. Chem. Soc., 1994, 116, 10 807.
4. N. Boden, R. J. Bushby, J. Clements, M. V. Jesudason, P. F. Knowles and G. Williams, Chem. Phys. Lett., 1988, 152, 94; N. Boden, R. J. Bushby and J. Clements, J. Chem. Phys., 1993, 98, 5920; N. Boden, R. J. Bushby, J. Clements, B. Movaghar, K. J. Donovan and T. Kreouzis, Phys. Rev. B, 1995, 52, 13274.
5. M. Funahashi and J. Hanna, Jpn. J. Appl. Phys., 1996, 35, L703; Appl. Phys. Lett., 1997, 71, 602; Phys. Rev. Lett., 1997, 78, 2184.
6. T. Christ, B. Glusen, A. Greiner, A. Kettner, R. Sander, V. Stumpflen, V. Tsukruk and J. H. Wendorff, Adv. Mater., 1997, 9, 48.
7. U. T. Mueller-Westerhoff, A. Nazzal, R. J. Cox and A.-M. Giroud, J. Chem. Soc., Chem. Commun., 1980, 497; C. Polycarpe, E. Torreilles, L. Giral, A. Babeau, N. H. Tinh and H. Gasparoux, J. Heterocycl Chem., 1984, 21, 1741; M. R. Bryce, J. Mater. Chem., 1995, 5, 1481; J. M. Williams, A. J. Schultz, U. Geiser, K. D. Carlson, A. M. Kini, H. H. Wang, W.-K. Kwok, M.-H. Whangbo and J. E. Schirber, Science, 1991, 252, 1501; P. Day, Chem. Soc. Rev., 1993, 51.
8. G. Saito, Pure Appl. Chem., 1987, 59, 999; M. A. Fox and H. Pan, J. Org. Chem., 1994, 59, 6519; S. Frenzel, S. Arndt, R. Ma, G. Mullen and K. Mullen, J. Mater. Chem., 1995, 5, 1529; M. J. Cook, G. Cooke and A. Jafari.-Fini, Chem. Commun., 1996, 1925; R. Andreu, J. Barbera, J. Garin, J. Orduna, J. L. Serrano, T. Sierra, P. Leriche, M. Salle, A. Riou, M. Jubault and A. Gorguess, Synth. Met., 1997, 86, 1869.
9. N. Svenstrup and J. Becher, Synthesis, 1995, 215.
10. M. F. Ansell, B. W. Nash and D. A. Wilson, J. Chem. Soc., 1963, 3012.
11. R. J. Bushby and A. Cammidge, Discotic Liquid Crystals—Synthesis and Structural Features, in Handbook of Liquid Crystals, ed. D. Demus, J. W. Goodby, G. W. Gray, H. W. Spiess and V. Vill, VCH, Weinheim, 1997, in the press.
12. N. Boden, R. J. Bushby, J. Clements and B. Movaghar, J. Appl. Phys., in the press.
13. C. Nakano, K. Imaeda, T. Mori, Y. Maruyama, H. Inokuchi, N. Iwasawa and G. Saito, J. Mater. Chem., 1991, 1, 37.