Photopolymerization and Molecular Orientational Order of the Discotic Nematic Phase in 2,3,6,7,10,11‐Hexakis(4‐(8‐acryloyloxyoctyloxy)benzoyloxy)triphenylene

A triphenylene-based discotic liquid crystal, 2,3,6,7,10,11-hexakis(4-(8-acryloyloxyoctyloxy)benzoyloxy)triphenylene (6ABTP) was investigated on the behavior of local order parameters for the discotic nematic (N D ) phase from the viewpoint of change of the molecular orientational order by photopolymerization. The local order parameters of the aromatic C = C, C-H and two C = O bonds of the acryloyl and benzoyl C = O groups were evaluated by an infrared dichroic method of Vij et al. It was found that 6ABTP tends to show a homeotropic alignement in the N D phase on a polyimide film spin-coated on BaF 2 and the triphenylene core shows a large order parameter (ca. 0.4-1.0), while the C = O moieties have a quite lower one (< 0.3). In order to investigate the disordering of molecular alignement due to crosslinking by photopolymerization, the behavior of local order parameters in photopolymerization was also evaluated. It was found that the order parameter of the aromatic core in the N D phase remarkably decreases at the early stage of photopolymerization, but only about 20% of decrease in the order parameter could be attained at the end of polymerization.

[1]  Dirk J. Broer,et al.  Synthesis and photopolymerization of a liquid-crystalline diepoxide , 1993 .

[2]  E. Sudhölter,et al.  Liquid Crystalline Perylene diimides : Architecture and Charge Carrier Mobilities , 2000 .

[3]  P. Schuhmacher,et al.  Fast photoconduction in the highly ordered columnar phase of a discotic liquid crystal , 1994, Nature.

[4]  Alignment behaviour of the discotic nematic phase of 2,3,6,7,10,11-hexa(4-n-octyloxybenzoyloxy)triphenylene on polyimide and cetyltrimethylammonium bromide coated substrates , 2001 .

[5]  A. Greiner,et al.  Multicoloured chromophore for white‐light‐emitting diodes , 1997 .

[6]  H. Ringsdorf,et al.  Infrared absorption study of hexapentyloxytriphenylene A discotic liquid crystal , 1993 .

[7]  H. Bock,et al.  Absorption and luminescence spectra of electroluminescent liquid crystals with triphenylene, pyrene and perylene units , 2001 .

[8]  H. Bock,et al.  An all-columnar bilayer light-emitting diode , 2000 .

[9]  P. Styring,et al.  Lateral substitution in the peripheral moieties of triphenylen-2,3,6,7,10,11-hexayl hexakis(4-alkoxybenzoate)s: dimethyl-substituted systems , 1993 .

[10]  D. Broer,et al.  Temperature effects on the kinetics of photoinitiated polymerization of dimethacrylates , 1991 .

[11]  G. R. Luckhurst,et al.  Molecular field treatment of nematic liquid crystals , 1972 .

[12]  J. Lub,et al.  Stable Anisotropic Films Obtained by In-Situ Photopolymerization of Discotic Liquid Crystalline Acrylates , 1996 .

[13]  N. Boden,et al.  Enhanced electronic transport properties in complementary binary discotic liquid crystal systems , 2000 .

[14]  D. Broer,et al.  INSITU PHOTOPOLYMERIZATION OF AN ORIENTED LIQUID-CRYSTALLINE ACRYLATE .2. , 1989 .

[15]  J. Lub,et al.  Optical and structural properties of new discotic acrylates polymerized in the discotic nematic phase , 1996 .

[16]  W. L. Mcmillan,et al.  Simple Molecular Model for the Smectic A Phase of Liquid Crystals , 1971 .

[17]  J. Vij,et al.  Orientational studies of discotic liquid crystals using Fourier transform infrared spectroscopy , 1997 .

[18]  John M. Warman,et al.  Record Charge Carrier Mobility in a Room‐Temperature Discotic Liquid‐Crystalline Derivative of Hexabenzocoronene , 1999 .

[19]  V. Tsukruk,et al.  Columnar discotics for light emitting diodes , 1997 .

[20]  D. Haarer,et al.  Photopolymerization and transport properties of liquid crystalline triphenylenes , 1997 .

[21]  K. Kawata Orientation control and fixation of discotic liquid crystal. , 2002, Chemical record.

[22]  N. H. Tinh,et al.  Truxene Derivatives: A New Family of Disc-Like Liquid Crystals With an Inverted Nematic-Columnar Sequence , 1981 .