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Perylene‐Fused, Aggregation‐Free Polycyclic Aromatic Hydrocarbons for Solution‐Processed Distributed Feedback Lasers

Ya Zou, Víctor Bonal, Sergio Moles Quintero, Pedro G. Boj, José M. Villalvilla, José A. Quintana, Guangwu Li, Shaofei Wu, Qing Jiang, Yong Ni, Juan Casado, María A. Díaz‐García, Jishan Wu

2020Angewandte Chemie International Edition39 citationsDOIOpen Access PDF

Abstract

Perylene-fused, aggregation-free polycyclic aromatic hydrocarbons with partial zigzag periphery (ZY-01, ZY-02, and ZY-03) were synthesized. X-ray crystallographic analysis reveals that there is no intermolecular π-π stacking in any of the three molecules, and as a result, they show moderate-to-high photoluminescence quantum yield in both solution and in the solid state. They also display the characteristic absorption and emission spectra of perylene dyes. ZY-01 and ZY-02 with a nearly planar π-conjugated skeleton exhibit amplified spontaneous emission (ASE) when dispersed in polystyrene thin films. Solution-processed distributed feedback lasers have been fabricated using ZY-01 and ZY-02 as active gain materials, both showing narrow emission linewidth (<0.4 nm) at wavelengths around 515 and 570 nm, respectively. In contrast, ZY-03 did not show ASE and lasing, presumably due to its highly twisted backbone, which facilitates nonradiative internal conversion and intersystem crossing.

Topics & Concepts

PeryleneLasing thresholdPhotoluminescenceStackingQuantum yieldPhotochemistryAmplified spontaneous emissionIntermolecular forceMaterials scienceConjugated systemAbsorption (acoustics)MoleculeChemistryLaserPolymerWavelengthOptoelectronicsFluorescenceOrganic chemistryOpticsComposite materialPhysicsLuminescence and Fluorescent MaterialsSynthesis and Properties of Aromatic CompoundsOrganic Electronics and Photovoltaics