jo0c01166_si_001.pdf (8.31 MB)
Fine-Tuning the Electronic Properties of Azo Chromophore-Incorporated Perylene Bisimide Dyads
journal contribution
posted on 2020-08-06, 22:22 authored by Tankut Türel, Suresh ValiyaveettilPerylene
bisimide (PBI) and azo-compounds are fascinating molecules
with interesting optical properties. Here, we combine the two chromophores
to prepare nonconjugated and conjugated stable azo-PBI dyes. The detailed
structural characterization, comparison of properties, and solid-state
self-assembly of the compounds are discussed. The incorporation of
azo groups at the bay side of PBI led to significant changes in optical
properties as compared to the model PBIs (M1 and M2). All
new azo-PBIs showed photoinduced isomerization, which caused disaggregation
and enhancement in fluorescence. The amine-incorporated azo-PBIs (3 and 6) reduced chloroauric acid into gold nanoparticles.
The current study offers a simple synthetic strategy and comparison
of the properties of conjugated and nonconjugated azo-PBIs, which
could be useful in photoelectronic devices.