Highly efficient and stable green fluorescent OLEDs with high color purity using a BODIPY derivative

Nakamura, Takeru; Sasabe, Hiroyuki; Abe, Shigeki; Kumada, Kengo; Sugiyama, Ryo; Hanayama, Takanori; Kido, Junji

doi:10.1039/d3me00029j

Cited by 11 publications

(10 citation statements)

References 48 publications

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“…All four emitters have been successfully synthesized using commercially available materials and the detailed synthetic routes are outlined in Schemes S1−S4. The synthesized molecules were confirmed with 1 H NMR, 13 C NMR, and mass spectrometry.…”

Section: Resultsmentioning

confidence: 99%

“…The chemical reactions were monitored by using thin-layer chromatography (TLC) with detection by UV light. 1 H and 13 C NMR and mass spectrometry were used for the characterization of specific molecules. The UV−visible absorption spectra were recorded on a Jasco (V-750) spectrophotometer.…”

Section: Methodsmentioning

confidence: 99%

“…4.2.2. General Synthesis of tPPP-BODIPY (13). It was synthesized by reacting tPh-BODIPY with 2,2,3,3,3-pentafluoropropanol in 1,2-dimethoxyethane followed by a slow addition of 1.6 M n-butyllithium in hexane at room temperature.…”

Section: Methodsmentioning

confidence: 99%

“…All of the synthesized BODIPYs were characterized by using 1 H NMR, 13 C NMR, and mass spectrometry. The detailed synthetic routes and characterization data of all four molecules are available in the Supporting Information.…”

Section: Methodsmentioning

confidence: 99%

“…In the quest for longlived pure green OLEDs, Zhang et al developed a BODIPY derivative called tPhBODIPY by fusing a bulky m-(bis-tbutylphenyl) phenyl moiety at meso-position to suppress the ACQ effects in the solid states. 9,13 The tPhBODIPY showed a sharp emission at 518 nm with an fwhm of 28 nm. The corresponding OLED showed narrowband emission with a peak maximum of 520 nm and an EQE Max of 8.2%, which deviates from the pure green emission.…”

Section: Introductionmentioning

confidence: 99%

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Structural Optimization of BODIPY Derivatives: Achieving Stable and Long-Lived Green Emission in Hyperfluorescent OLEDs

Gawale,

Palanisamy,

Lee

et al. 2024

ACS Appl. Mater. Interfaces

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Boron dipyrromethene (BODIPY) derivatives are widely studied as terminal emitters in organic light-emitting diodes (OLED) due to their narrow emission and high photoluminescence quantum yield (PLQY). However, the strategy for precisely tuning their emission toward a high color purity is still challenging. Herein, we developed a new design strategy to regulate the emission of BODIPY derivatives by modifying the electronic and steric dominance using functionalities, such as nitrile, pentafluorophenyl, diethyl, and monobenzyl. These rational modifications yielded a series of four novel green BODIPY emitters, namely, tPN-BODIPY, tPPP-BODIPY, tPBn-BODIPY, and tPEN-BODIPY, each benefited with a tuned emissions range of 517 to 542 nm with a narrow fwhm of 25 nm and high photoluminescence quantum yield up to 96%. Among these synthesized BODIPYs, an unsymmetrical tPBn-BODIPY was chosen as a final dopant (FD) to explore its application in OLED devices. The fabricated TADF sensitized fluorescence-OLED (TSF-OLED) exhibits a narrow band pure green emission at 531 nm with corresponding CIE coordinates of (x, y) = (0.27, 0.68) and a maximum external quantum efficiency (EQE) of 20%. Furthermore, the TSF-OLED displayed an exceptionally prolonged device operational lifetime (LT 90 ) of 210 h at an initial luminescence of 3000 cd m −2 .

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Structural Optimization of BODIPY Derivatives: Achieving Stable and Long-Lived Green Emission in Hyperfluorescent OLEDs

Gawale,

Palanisamy,

Lee

et al. 2024

ACS Appl. Mater. Interfaces

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Elevating Charge Transport Layer for Stable Perovskite Light‐Emitting Diodes

Yi,

Wang,

Cao

et al. 2024

Advanced Materials

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Ion migration is a major factor affecting the long term stability of perovskite light‐emitting diodes (LEDs), which limits their commercialization potential. The accumulation of excess halide ions at the grain boundaries of perovskite films is a primary cause of ion migration in these devices. Here, we demonstrate that the channels of ion migrations can be effectively impeded by elevating the hole transport layer between the perovskite grain boundaries, resulting in highly stable perovskite LEDs. The unique structure is achieved by reducing the wettability of the perovskites, which prevents infiltration of the upper hole‐transporting layer into the spaces of perovskite grain boundaries. Consequently, nanosized gaps are formed between the excess halide ions and the hole transport layer, effectively suppressing ion migration. With this structure, we achieve perovskite LEDs with operational half‐lifetimes of 256 and 1774 hours under current densities of 100 and 20 mA cm−2 respectively. These lifetimes surpass those of organic LEDs at high brightness. We further find that this approach can be extended to various perovskite‐based light‐emitting diodes, showing great promise for promoting perovskite LEDs toward commercial applications.This article is protected by copyright. All rights reserved

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Shedding Light on Highly Emissive 1,4‐Dihydropyrrolo[3,2‐b]pyrrole Derivatives: Synthesis and Aggregate‐Dependent Emission

Abatti,

Decarli,

Gogoc

et al. 2023

ChemPlusChem

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Three tetraaryl‐1,4‐dihydropyrrolo[3,2‐b]pyrrole derivatives containing different number of long alkoxy chains (2, 4 and 6) were synthesized, characterized and applied in Organic Light Emitting Diodes (OLEDs). The compounds showed good emission properties with Photoluminescence Quantum Yields (PLQYs) higher than 80% in solution and 50% in solid state (thin film). The solvatochromism results revealed a pronounced vibronic emission in methylcyclohexane and toluene, characterized by two distinct sharp emission peaks and a small redshift in the following order: methylcyclohexane > toluene > dichloromethane > tetrahydrofuran > acetonitrile. Also, the compounds formed aggregates with redshifted emission, which can be attributed to excimer formation. This phenomenon was observed in solutions containing 90% water and with the concentration variation in methylcyclohexane (MCH). Compounds with a greater number of peripheral chains showed the capacity to keep hexagonal columnar organization in films after fast cooling from liquid state. OLEDs fabricated with these compounds showed turn‐on voltages lower than 4.0 V, with luminance higher than 1400 cd.m2, electroluminescence spectra with Full Width at Half Maximum lower than 70 nm and maximum External Quantum Efficiency between 7.2% and 4.3%. Overall, this shows that the 1,4‐dihydropyrrolo[3,2‐b]pyrrole moiety is promising for applications where luminescence is paramount, as in organic light‐emitting devices

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Highly efficient and stable green fluorescent OLEDs with high color purity using a BODIPY derivative

Abstract: High-color-purity, efficient, and long-lifetime organic light-emitting devices have been successfully developed. The optimized device realized an FWHM of 32 nm, CIE of (0.28, 0.67), EQEmax of nearly 19%, and LT50 of 14 000 h at 1000 cd m−2.

Cited by 11 publications

References 48 publications

Structural Optimization of BODIPY Derivatives: Achieving Stable and Long-Lived Green Emission in Hyperfluorescent OLEDs

Structural Optimization of BODIPY Derivatives: Achieving Stable and Long-Lived Green Emission in Hyperfluorescent OLEDs

Elevating Charge Transport Layer for Stable Perovskite Light‐Emitting Diodes

Shedding Light on Highly Emissive 1,4‐Dihydropyrrolo[3,2‐b]pyrrole Derivatives: Synthesis and Aggregate‐Dependent Emission

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