Bay-substituted perylene bisimide dye with an undistorted planar scaffold and outstanding solid state fluorescence properties

Abstract

Single crystal X-ray analysis reveals a flat perylene π-scaffold for a perylene bisimide bearing bulky 2,6-diphenylphenoxy substituents at the 1,7 bay positions. The flat structure provides sharp vibronic progressions in the absorption and fluorescence spectra, the sterical shielding outstanding fluorescence quantum yields in the solid state.

1,7‐Bay‐Substituted Perylenediimide Derivative with Outstanding Laser Performance

“…The measured PL quantum yield ( PL ) in CHCl 3 was the unity, indicating an undistorted core, in agreement with results obtained previously with a similar derivative. [11] This  PL value is much larger than that of most b-PDIs reported in the literature. [9a] The shape and relative intensity of the bands in the abs and PL spectra for the b-PDI- for any doping ratio within the investigated range.…”

“…In this context, during the progress of this work some authors have synthesized a b-PDI derivative, particularly a 1,7-bis(diphenylphenoxy)PDI, with an undistorted core and, thus, a PL quantum yield in solution close to unity. [11] In addition, thanks to the bulky groups attached, high PL quantum yields (37%) were obtained in solid state (single crystals). photostability, has allowed establishing criteria to design optimized devices based on these materials for a given application.…”

Design of acceptors based on perylene diimide toward organic solar cell materials

“…high fluorescence quantum yields, superb chemical, thermal, photochemical characteristic and tunability by substitution. 3 Shin et al prepared four PDI derivatives, and their highest incident photon to current conversion efficiency is 19% at 495 nm and the power conversion efficiency is 0?18% under AM 1?5. 4 Wasielewski et al utilised the PDI derivatives to fabricate organic field effect transistors on bare SiO 2 substrates.…”

Perylene diimide dye/layered carbide charge transfer composite: Design, synthesis, and photophysical properties

“…Substitution at bay positions is an effective strategy for designing new functional PDIs [6]. Furthermore, the preparation of perylene diimide dye-inorganic nanocomposites has received increased attention due to their potential application in optoelectronic devices [7,8].…”