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Intramolecular Hydrogen Bonding Enables 5.9% External Quantum Efficiency in Radical-Based Near-Infrared Organic Light-Emitting Diodes with Emission beyond 850 nm

Minzhe Zhang, Yeung S. Yu, Zenghui Dai, Wenzhao Wang, Houyu Zhang, Ming Zhang, Feng Li

2025Journal of the American Chemical Society11 citationsDOI

Abstract

Organic open-shell emitters capable of near-infrared (NIR) emission are of growing interest for optoelectronic and bioimaging applications, yet achieving high efficiency remains a fundamental challenge due to severe nonradiative losses. Here, we report a rational design strategy that integrates intramolecular hydrogen bonding and rotational restriction to construct highly emissive NIR radicals. Incorporating a pyrimidine-modified tris(2,4,6-trichlorophenyl)methyl scaffold with donor units yields two radicals, Pm -DMNA and Pm -TPA, featuring planar donor–acceptor geometries and rigidified conformations. These structural features enhance charge-transfer interactions while effectively suppressing vibrational deactivation pathways. As a result, Pm -DMNA exhibits a photoluminescence quantum efficiency (PLQE) of 36% at 783 nm and enables organic light-emitting diodes (OLEDs) with a record-high external quantum efficiency (EQE) of 5.9% beyond 850 nm. This work illustrates a generalizable approach for engineering efficient open-shell emitters through precise conformational control.

Topics & Concepts

Intramolecular forceQuantum efficiencyChemistryPhotoluminescenceOptoelectronicsPlanarOLEDDiodeQuantumHydrogen bondRational designWork (physics)Molecular engineeringPhotochemistryChemical physicsNanotechnologyLuminescenceExcitonLight-emitting diodeSpontaneous emissionOrganic Light-Emitting Diodes ResearchLuminescence and Fluorescent MaterialsSynthesis and Properties of Aromatic Compounds
Intramolecular Hydrogen Bonding Enables 5.9% External Quantum Efficiency in Radical-Based Near-Infrared Organic Light-Emitting Diodes with Emission beyond 850 nm | Litcius