Synthesis and Studies of Mesomorphism of New Octa-(benzo-15-crown-5)-Substituted Phthalocyanines and Transition Metal Phthalocyaninates

N. M. Logacheva, V. E. Baulin^a, O. B. Akopova, and A. Yu. Tsivadze

Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences,
Leninskii pr. 31, Moscow, 119991 Russia

^a Ivanovo State University, ul. Ermaka 39, Ivanovo, 153000 Russia

Received November 24, 2008

Abstract — Previously unknown octa-(benzo-15crown-5)-substituted phthalocyanine (1) and its metallocom-
plexes with Ni(II) (2), Co(II) (3), Cu(II) (4), Zn(II) (5), and Cd(II) (6) are synthesized. The possible formation of mesophases of these compounds is predicted and their mesomorphic properties are studied. It is found that compounds 1, 2, and 4 exhibit high-temperature enantiotropic mesomorphism typical of discotic mesogenes, which is well consistent with the predicted results. Free phthalocyanine (1) reveals dimesomorphism according to the DSC and thermomicroscopic data. According to the studies of miscibility of compound 1 with discotic mesogene, 2,3,6,7,10,11-hexa(cyclohexanebenzoyloxy)triphenylene, which exhibits nematic mesomorphism. The second phase transition is identified as the transition to a nematic phase. According to the texture of this mixture, compound 1 was classified with discotic mesogenes that form columnar nematics (N_Col). The first phase transition of 1 from a crystal to the mesophase was identified as columnar (Col). Phthalocyanines of cobalt (3) and copper(4) revealed latent mesomorphism according to the studies of their mixtures with the chiralnematic liquid crystal of cholesterin diphenylate.

PACS: 81.16.Fg; 81.05.Lg; 81.07.Nb