journal article·2003-01-01

Room Temperature Discotic Liquid Crystalline Thin Films of Hexa-peri-hexabenzocoronene: Synthesis and Optoelectronic Properties

Chong-yang Liu, Andreas Fechtenkötter, Mark D. Watson, K. Müllen, Allen J. Bard

Chemistry of Materials· Volume 15· Issue 1
Publisher page

Abstract

The compound hexa-(3,7,11,15-tetramethylhexadecanyl)hexa- peri -hexabenzocoronene (HBC-C 4/16 ), soluble in most organic solvents such as chloroform and THF, was synthesized. This compound shows a stable discotic hexagonal columnar mesophase between −36 and 231 °C. Symmetrical sandwich cells of ITO/HBC-C 4/16 /ITO (∼1 μm thick) were prepared by capillary filling by the molten state for the studies of their optical and optoelectronic properties. Two distinct textures, one very bright and the other gray, were clearly seen in thin films of HBC-C 4/16 between two crossed polarizers in an optical microscope at room temperature. Short-circuit photocurrents ( I sc ) were obtained with such cells, and the gray areas generated a much higher short circuit photocurrent compared to that of the bright spots. This photocurrent difference was attributed to different orientations of the HBC-C 4/16 molecular columns relative to the ITO electrode surface. The charge trapping and detrapping effects found earlier with other materials, such as zinc porphyrins (ZnODEP), and of potential use in optoelectronic data storage were also observed with these cells.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Liquid Crystal Research Advancements · Lipid Membrane Structure and Behavior · Porphyrin and Phthalocyanine Chemistry

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712, and Max-Planck-Institut für Polymerforschung, Ackermannweg 10, D-55128 Mainz, Germany

References (32)

Show source-provided references
1. Chandrasekhar S. · Pramana · 1977 · 9 · 47110.1007/BF02846252 ↗
2. Herwig P. · Adv. Mater. · 1996 · 8 · 51010.1002/adma.19960080613 ↗
3. Fox M. A. · J. Chem. Mater. · 1998 · 10 · 1776
4. Craats A. M. · Adv. Mater. · 1998 · 10 · 3610.1002/(SICI)1521-4095(199801)10:1<36::AID-ADMA36>3.0.CO;2-A ↗
5. Liu C.-Y. · J. Phys. Chem. · 1995 · 99 · 763210.1021/j100019a050 ↗
6. Adam D. · Ber. Bunsen-Ges. Phys. Chem. · 1993 · 97 · 7010.1002/bbpc.19930971031 ↗
7. Liu C.-Y. · J. Science · 1993 · 261 · 897
8. Liu C.-Y. · J. Chem. Mater. · 1997 · 9 · 142210.1021/cm970039b ↗
9. Liu C.-Y. · J. Electrochem. and Solid-State Lett. · 2001 · 4 · 3
10. Gregg B. A. · J. Phys. Chem. · 1989 · 93 · 422710.1021/j100347a065 ↗
11. Schmidt-Mende L. · Science · 2001 · 293 · 111910.1126/science.293.5532.1119 ↗
12. Liu C.-Y. · J. Acc. Chem. Res. · 1999 · 32 · 245
13. Liu, C.Y.; Bard, A. J. InConjugated Oligomers, Polymers, andDendrimers: From Polyacetylene to DNA; Brédas, J.L., Ed.; De Boeck Université: Paris, 1999; pp 85−116.
14. Liu C.-Y. · J. Am. Chem. Soc. · 1998 · 120 · 557510.1021/ja980302p ↗
15. Liu C.-Y. · J. Chem. Mater. · 1997 · 9 · 94310.1021/cm9605025 ↗
16. Brown S. P. · J. Am. Chem. Soc. · 1999 · 121 · 671210.1021/ja990637m ↗
17. Fechtenkötter A. · Angew. Chem., Int. Ed. · 1999 · 38 · 303910.1002/(SICI)1521-3773(19991018)38:20<3039::AID-ANIE3039>3.0.CO;2-5 ↗
18. Fechtenkötter A. · Tetrahedron · 2001 · 57 · 376910.1016/S0040-4020(01)00252-6 ↗
19. Collard D. M. · J. Am. Chem. Soc. · 1989 · 111 · 182910.1021/ja00187a042 ↗
20. Schouten P. G. · J. Mol. Cryst. Liq. Cryst. · 1991 · 195 · 29110.1080/00268949108030908 ↗
21. Schouten P. G. · J. Am. Chem. Soc. · 1994 · 116 · 688010.1021/ja00094a048 ↗
22. Liu C.-Y. · J. Phys. Chem. · 1996 · 100 · 358710.1021/jp9516093 ↗
23. Gramatica P. · Tetrahedron · 1987 · 43 · 448110.1016/S0040-4020(01)90325-4 ↗
24. Schweizer E. E. · J. Org. Chem. · 1969 · 34 · 21210.1021/jo00838a046 ↗
25. Hayashi T. · J. Am. Chem. Soc. · 1984 · 106 · 15810.1021/ja00313a032 ↗
26. Strukelj M. · J. Science · 1995 · 267 · 1969
27. Stabel A. · Angew. Chem. · 1995 · 107 · 176810.1002/ange.19951071529 ↗
28. Herwig P. · Adv. Mater. · 1996 · 8 · 51010.1002/adma.19960080613 ↗
29. Saito T. · J. Chem. Mater. · 1997 · 9 · 131810.1021/cm960652f ↗
30. Liu C.-Y. · J. Chem. Mater. · 2000 · 12 · 2362
31. Liu C.-Y. · J. Chem. Mater. · 1998 · 10 · 84010.1021/cm970583k ↗
32. Liu C.-Y. · J. Electrochem. Soc. · 1996 · 143 · 1916