Phthalocyanines substituted with dendritic wedges: glass-forming columnar mesogens

Abstract

Peripheral substitution of the phthalocyanine macrocycle with poly(aryl ether) dendritic wedges produces materials whose properties are dominated both by the columnar self-association of the phthalocyanine core and by the glass-forming character of the dendritic substituents.

References

1. For a recent review see: G. R. Newcombe, C. N. Moorefield and F. Vögtle, Dendritic Molecules: Concepts, Syntheses and Perspectives, VCH, Weinheim, 1996.
2. C. J. Hawker and J. M. J. Fréchet, J. Am. Chem. Soc., 1990, 112, 7638; K. L. Wooley, C. J. Hawker and J. M. J. Fréchet, J. Am. Chem. Soc., 1991, 113, 4252.
3. K. L. Wooley, C. J. Hawker, J. M. J. Fréchet, F. Wudl, G. Srdanov, S. Shi, C. Li and M. Kao, J. Am. Chem. Soc., 1993, 115, 9836.
4. R.-H. Jin, T. Aida and S. Inoue, J. Chem. Soc., Chem. Commun., 1993, 1260.
5. C.-F. Shu and H.-M. Shen, J. Mater. Chem., 1997, 7, 47.
6. N. B. McKeown, Phthalocyanine Materials: Synthesis, Structure and Function, Cambridge University Press, Cambridge, 1998.
7. G. J. Clarkson, N. B. McKeown and K. E. Treacher, J. Chem. Soc., Perkin Trans. 1, 1995, 1817.
8. A. Kraft, Chem. Commun., 1996, 77.
9. J. Simon and C. Piechocki, J. Am. Chem. Soc., 1982, 104, 5245; K. Ohta, L. Jacquemin, C. Sirlin, L. Bosio and J. Simon, New J. Chem., 1988, 12, 751.
10. R. D. George and A. W. Snow, Chem. Mater., 1994, 4, 209; M. Brewis, G. J. Clarkson, V. Goddard, M. Helliwell, A. M. Holder and N. B. McKeown, Angew. Chem., Int. Ed. Engl., in the press.
11. K. E. Treacher, G. J. Clarkson and N. B. McKeown, Liq. Cryst., 1995, 19, 887.