Self-assembly, optical and electrical properties of five membered O- or S-heterocyclic annulated perylene diimides

Self-assembly, optical and electrical properties of perylene diimide dyes bearing unsymmetrical substituents at bay position

“…Such a self-assembly approach takes the advantage of strong intermolecular π-π interaction, which is enhanced in a solvent where the solvophobic interaction of the molecule is maximized. Similar methods have previously been used for self-assembling of 1D nanostructure of planar aromatic molecules 35 .…”

“…As expected, they exhibit two quasi-reversible reduction waves and one quasi-reversible oxidation wave. These two reduction processes originate from successive reduction of the perylene core that give a radical anion in the first step, and a dianion in the second step 35 . The HOMO and the LUMO energy levels of 1 , 2 and 3 estimated from cyclic voltammetry were estimated to be −6.71/−4.10 eV, −6.72/−4.09 eV and −6.49/−3.96 eV respectively.…”

Facile Syntheses, Characterization, and Physical Properties of Sulfur‐Decorated Pyran‐Annulated Perylene Diimides

“…So, fully fused bay‐modification has been the focus of intensive scientific research and such fusion has been demonstrated to provide excellent electronic and optoelectronic properties . Here, we are particularly interested in the design and synthesis of large conjugated systems based on PDIs dyes . In our previous works, various π‐extended PDIs dyes such as π‐extended furan and thiophene annulated PDIs, single BN‐fused PDIs, and pyran‐fused PDIs were designed and synthesized via straightforward synthetic methodologies.…”

“…Here, we are particularly interested in the design and synthesis of large conjugated systems based on PDIs dyes . In our previous works, various π‐extended PDIs dyes such as π‐extended furan and thiophene annulated PDIs, single BN‐fused PDIs, and pyran‐fused PDIs were designed and synthesized via straightforward synthetic methodologies. PDI dyes with large π‐electron delocalization usually have broader and stronger absorption compared with unconjugated structures, whereas they usually display much lower LUMO levels.…”

Nitro-Perylenediimide: An Emerging Building Block for the Synthesis of Functional Organic Materials

“…L. Chen et al reported the formation of derivatives 14 and 15 in 34% and 42% yields respectively, by heating the reaction in DMF at 120 • C [60]. On the other hand, bubbling O 2 or adding selenium powder into 1-nitroPDI 5 in NMP at 180-190 • C led to O-annulated PDI 16 [61]. or selenophene-heterocycle 17 in 30% and 80% yields, respectively [46].…”