Perylene
bisimide-based materials are good candidates for photosensitive
applications. Herein, we report synthesis, characterization, and complexation
studies of perylene bisimide macrocycles obtained through bayside
coupling. The isomeric macrocycles incorporated with interesting optical
properties and tubular-shaped cavities are able to recognize geometric
isomers of azobenzenes and aromatic amines. Such selective recognition
is useful toward developing potential sensors for interesting isomeric
pairs in the future.
The phenol-metal coordination polymers are used in applications such as catalysis, sensing and separation science. In addition, combining eco-freindly conditions with economical and handling advantages of the polymeric catalyst is...
Perylene
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 (M
1
and M
2
). 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.
Polycyclic aromatic hydrocarbon with extended conjugation and broad absorption properties are interesting due to their easy accessibility, response to external stimuli and high stability. Herein, we report synthesis and full characterization of four compounds having multiple photoactive units in conjugation with a central pyrene group. The compound 2 with extended conjugation showed high fluorescence intensity in the solid state. Since the target molecules are non‐toxic and highly fluorescent, water dispersible nanoparticles were prepared from these molecules and explored for cellular imaging.
Naphthalene diimide (NDI) compounds are widely used as electron acceptors in various applications. Herein, we combine NDI with quaternary ammonium groups for the synthesis of a highly electron‐deficient linear compound 2 and macrocycle 3. The complexation studies of the water‐soluble macrocycle 3 with aromatic di‐ and tetra‐ carboxylate anions in water were done using absorption, emission, 1H NMR and NOESY spectroscopic titrations. The NDI incorporated macrocycle 3 showed high binding affinities towards linear aromatic tetracarboxylate anions owing to the size and charge complementarity of the host‐guest complex. Macrocycle 3 binds tetracarboxylate anion much better than dicarboxylate anions. Furthermore, the macrocycle 3 is solvated differently in acetonitrile and in water or dimethyl sulfoxide, which induces changes in conformation and photophysical properties. Such electron‐deficient optically active macrocycles are useful for developing useful sensor materials.
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