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Fig. 30 HBC derivatives used in organic electronics [ 113 - 116 ]
material by creating an insulating domain around the
stacked columnar core.
Compounds 156 and 157 exhibited pronounced self-assembly properties and good
device results. For instance, a field-effect mobility of 2.8
p
-
p
10 3 cm 2 V 1 s 1 and
a power conversion efficiency of 1.5% were achieved for 157, which are fairly
impressive for HBC-based materials [ 114 , 115 ]. In subsequent studies, a series of
thiophene dendrons were introduced to extend the effective conjugation to produce
a thiophene-fluorene co-oligomer substituted HBC 158, which showed a broader
absorption between 250 and 550 nm. The corresponding BHJ devices showed good
performance with power conversion efficiency of 2.5%. This is attributed to the
enhanced light harvesting property as well as the formation of ordered morphology
in solid state induced by the self-assembly of the HBC molecules [ 116 ] (Fig. 30 ).
4.2 All-Benzenoid PAHs Larger than HBC
Taking advantage of FeCl 3 or Cu(OTf) 2 -AlCl 3 mediated oxidative cyclodehydro-
genation reactions, larger all-benzenoid PAHs with variable shapes and sizes are
accessible. Increasing the size of the highly planar HBC core is predicted to
improve the
p
-
p
intermolecular interaction due to the large overlap of the
p
-surface
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