We have synthesized a novel series of flying-seed-like derivatives (3a~g) based on phthalocyaninato copper(II) (abbreviated as PcCu) substituted by bulky groups {PhO (a), Thus, we have revealed that mesomorphism could be induced by these novel bulky substituents instead of using long alkyl chains, and that the mesophase structures were greatly affected by the number and position of methoxy groups. Especially, it is very interesting that the derivatives having methoxy group(s) at the meta position(s), 3c, 3e, 3f and 3g, tend to show enantiotropic mesophase(s), whereas neither the derivative having no methoxy group, 3a, nor the derivative having a methoxy group at the para position, 20 3d, show a mesophase.

5In our previous work, we synthesized a series of phthalocyanine-based flying-seed-like compounds, (nPh-PhO) 4 PcCu (n = 3, 2, 1 and 0 in nPh-PhO: a, b, c and d), and revealed that each of them shows a columnar liquid crystalline phase (Col ho or Col rho ) from rt to an extremely high temperature near 500 o C.Thus, we could obtain columnar liquid crystalline phases for discotic compounds by using bulky substituents (a~d) instead of long alkyl chains. In order to furthermore study the utility of these bulky and that balance of core size and bulkiness of substients is very important to obtain mesomorphism in flying-seed-like compounds.We believe that this is a new guideline for induction of mesomorphism by using bulky groups instead of long alkyl chains.

ABSTRACT:We have synthesised a novel type of donor-acceptor liquid crystalline material, phthalocyanine-fullerene (Pc-C 60 ) dyad, [m, p, m'-(C 14 O) 3 PhO] 6 PcCu-C 60 (7), and the Pc precursors, [m, p, m'-(C 14 O) 3 PhO] 6 PcCu-OFBA (6) and [m, p, m'-(C 14