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lated by Gaussian 03W (RHF/6-31G).
5
6
1
¨
¸
À3
2
À1 À1
s
carrier mobilities observed are 1.03 Â 10 cm V
for
À1
s for liquid crystalline
1
5
À4
2
À1
FET
and B10
semiconductors.
cm
V
1
6
¨
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In summary, a trioctyloxytruxene discoticogen was synthe-
sised as a candidate for liquid crystalline semiconductors. It
was found that it exhibits a Colho mesophase, even though
only three peripheral chains are attached to a truxene core.
Also surprisingly it shows lower thermal stability than the
corresponding hexa-substituted homologue, indicating that
the weaker nano-sized segregation takes place between the
central aromatics and the peripheral aliphatics, while a high
J. M. Warman, J.-L. Bre
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das and J. Cornil, J. Am. Chem. Soc.,
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´
das, J. P. Calbert, D. A. da Silva Filho
´
7
8
´
,
O. A. Rakitin, M. B. Ros and T. Torroba, Angew. Chem., Int. Ed.,
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carrier mobility of positive charges was found in the Col
À1
ho
1
Compound identification data:
H NMR (CDCl3): d 7.49
(d, J = 8.4 Hz, 3H), 7.35 (d, J = 1.8 Hz, 3H), 6.91 (dd, J =
and metastable mesophases, which are 2 Â 10
and
2
À1 À1
7
–4 Â cm V
s
, respectively. This columnar mesomorphism
7
.8 Hz, and J = 2.4 Hz, 3H), 4.08 (t, J = 6.6 Hz, 6H), 4.02(s, 6H),
.91–1.86 (m, 6H), 1.58–1.53 (m, 6H), 1.45–1.36 (m, 24H), 0.92 (t, J
and high drift mobility are so interesting in terms of structure-
mesomorphism relationship for liquid crystalline semiconductors
and would give an inspiration for a new molecular design
concept for LC-based semiconductors, particularly, in terms
of the volume ratio of central aromatic and peripheral alipha-
tic moieties with an appropriate symmetry of HOMO and
LUMO of the molecule.
1
= 6.6 Hz, 9H). HRMS: calcd. for C51
H O
66 3
, 726.5012; found
+
M) : 726.5013. Elemental Analysis, calcd. for C51 C 84.25,
(
H 9.15: found C 84.68, H 8.98% .
66 3
H O
1
9
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0 P. Foucher, C. Destrade, N.-H. Tinh, J. Malthete and
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This research was financially supported by the National
Natural Science Foundation of China (No.20872104,
11 J. Y. Wang, J. Yan, L. Ding, Y. Ma and J. Pei, Adv. Funct. Mater.,
009, 19, 1746.
2
5
0673069) and the NSFC-JSPS Bilateral International Joint
1
2 F. Nekelson, H. Monobe, M. Shiro and Y. Shimizu, J. Mater.
Chem., 2007, 17, 2607.
Research Project (No. 50811140156).
1
3 Y. Miyake, Y. Shiraiwa, K. Okada, H. Monobe, T. Hori,
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This journal is c The Royal Society of Chemistry 2011