Discotic liquid crystals of transition metal complexes 48: Synthesis of novel phthalocyanine-fullerene dyads and effect of a methoxy group on their clearing points

Abstract

ABSTRACT:In our previous work, we could successfully synthesize the 1:1 phthalocyanine-fullerene (Pc-C 60 ) dyads, (OFbaC 60 )PcCu(OCH 3 ) 2, in very high yields (81~96%) by using Prato reaction. In this study, we have Moreover, it is noteworthy that 3c and 3d show only one Col tet.o mesophase having ordered stacking distance with perfect homeotropic alignment. Such simple phase transition can contribute to maintain stable performance in wide temperature range, when they will be applied to organic thin film solar cells.

Discotic liquid crystals of transition metal complexes 49: establishment of helical structure of fullerene moieties in columnar mesophase of phthalocyanine-fullerene dyads

“…1) significantly lowers the cp of C 12 -PcCu(OFbaC60) (3f in Fig. 1) by about 70 o C in comparison with that of 2 having the methoxy group [29].…”

“…The synthetic route was already developed and reported for C 12 -7, C 12 -8, 9f and 3f in our previous work [29]. In this work we have synthesized a series of the novel homologous derivatives, C n -7 (n = 6, 8, 10), C n -8 (n = 6, 8, 10), 9a~e and 3a~e by using the same synthetic route.…”

“…Since the procedures for C 12 -7, C 12 -8, 9f and 3f (n = 12) have been already reported in previous work [29], we describe here the detailed procedures only for the novel homologous derivatives, C n -7 (n = 6, 8, 10), C n -8 (n = 6, 8, 10), 9a~e and 3a~e.…”

“…Recently, we successfully synthesized novel phthalocyanine-fullerene dyads, C 12 -PcCu(OFbaC60) (3f in Fig. 1), also by using Prato reaction and another commercially available starting material [29].…”

Discotic liquid crystals of transition metal complexes 52: Synthesis and homeotropic alignment of liquid crystalline phthalocyanine-fullerene dyad bridged by vanillin

“…1[C]. To more establish the helical structure of C 60 moieties, we adopted a new monodomain method (like as single crystal method) [23,[30][31][32] together with the conventional polydomain method (like as powder crystal method) [15][16][17][18][20][21][22][23][24][25][26][27][28][29][30][31][32] for the SAXS measurements. From these two different methods, we could thoroughly establish this additional peak as a helical pitch in Z-axis direction, at the first time in 2011 [23,[30][31][32].…”