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Abstract
Two new naphthyl‐containing homologous series of mesogenic ligands, the 4‐n‐alkoxy‐2‐hydroxybenzylidene‐2′‐naphthylamines (series I) and 4(4′‐n‐alkoxybenzoyloxy)‐2‐hydroxybenzylidene‐2″‐naphthylamines (series II), as well as the related metallomesogens of higher homologues containing a Cu(II) atom, have been synthesized. All the ligands and complexes were characterized by a combination of elemental analysis and standard spectroscopic methods. In series I, n‐heptyloxy and n‐octyloxy derivatives are non‐mesogenic whereas the remaining higher members synthesized exhibit a monotropic nematic mesophase. In series II, all the members synthesized exhibit an enantiotropic nematic mesophase. All the metallomesogens of series I synthesized exhibit a monotropic smectic A mesophase, except for the n‐octyloxy derivative, which is non‐mesogenic, whereas metallomesogens of series II exhibit enantiotropic nematic mesophases up to the n‐tetradecyloxy derivatives; the n‐tetradecyloxy and n‐hexadecyloxy derivatives also exhibit smectic C mesophases. All the members of series II and their metallomesogens exhibit mesophases with wide temperature ranges and greater thermal stability as compared to series I and their metallomesogens, respectively. The mesomorphic properties of both the present series and their metallomesogens are compared with each other and with other structurally related series to evaluate the effect of the naphthalene moiety on mesomorphism.
† This paper was presented at the 9th International Symposium on Metallomesogens held at Lake Arrowhead, Los Angeles, California, USA, 31 May to 3 June 2005.
Notes
† This paper was presented at the 9th International Symposium on Metallomesogens held at Lake Arrowhead, Los Angeles, California, USA, 31 May to 3 June 2005.
