Sensitivity of Redox and Optical Properties of Electroactive
Carbazole Derivatives to the Molecular Architecture and Methoxy Substitutions
Version 2 2018-04-30, 16:21
Version 1 2018-04-30, 16:18
Posted on 2018-04-30 - 16:21
In
the domain of organic light-emitting diode (OLED) applications,
organic electroactive materials play a crucial role. In order to allow
for more flexibility in their properties, methoxy or other substituents
are frequently used. However, undesirable modifications in their polarity
may be additionally obtained, which is particularly important in the
case of TADF-based OLEDs. In order to dissociate as much as possible
intramolecular and bulk effects, we synthesized two series of methoxy-substituted
carbazole–bridge–carbazole (bridge = carbazolyl, phenyl)
compounds and characterized them by means of experimental and theoretical
methods. V-shape (3,6) substitutions on the carbazole bridge and linear
(para-phenyl) bisubstitutions were used in the new
compounds. By varying the number of methoxy groups from 0 to 4 per
carbazole unit, we analyze the effect of the number and the linking
topology of the methoxy substitutions on the thermal, electronic,
and optical properties of the molecules. The results indicate that
the variations of the redox and fluorescence properties upon methoxy
substitutions depend importantly on the linear- versus V-shape D–A–D
molecular architecture, due to the absence and presence, respectively,
of the dipolar moments and of the bulk polarity. The choice of the
molecular architecture and methoxy substitutions can be used consequently
to switch on/off the molecular polarity and to tune the sensitivity
of redox and optical properties of electroactive materials with respect
to medium electrostatic effects. These compounds were additionally
utilized in blue phosphorescence organic light-emitting devices and
showed good hole-transporting, exciton-blocking, and electron-blocking
properties.
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Sallenave, Xavier; Bucinskas, Audrius; Salman, Seyhan; Volyniuk, Dmytro; Bezvikonnyi, Oleksandr; Mimaite, Viktorija; et al. (2018). Sensitivity of Redox and Optical Properties of Electroactive
Carbazole Derivatives to the Molecular Architecture and Methoxy Substitutions. ACS Publications. Collection. https://doi.org/10.1021/acs.jpcc.8b02148
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AUTHORS (8)
XS
Xavier Sallenave
AB
Audrius Bucinskas
SS
Seyhan Salman
DV
Dmytro Volyniuk
OB
Oleksandr Bezvikonnyi
VM
Viktorija Mimaite
JG
Juozas Vidas Grazulevicius
GS
Gjergji Sini