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Bis(Triphenylamine)Benzodifuran Chromophores: Synthesis, Electronic Properties and Application in Organic Light-Emitting Diodes.

ABSTRACT: A series of bis(triphenylamine)benzodifuran chromophores have been synthesized and fully characterised. Starting from suitably functionalized benzodifuran (BDF) precursors, two triphenylamine (TPA) moieties are symmetrically coupled to a central BDF unit either at 4,8-positions through double bonds (1) and single bonds (2) respectively, or at 2,6-positions through double bonds (3). Their electronic absorption and photoluminescence properties as well as redox behaviour have been investigated in detail, indicating that the π-extended conjugation via vinyl linkers in 1 and 3 leads to comparatively strong electronic interactions between the relevant redox moieties TPA and BDF. Due to intriguing electronic properties and structural planarity, 3a has been applied as a dopant emitter in organic light-emitting diodes. A yellowish-green OLED exhibits a high external quantum efficiency (EQE) of 6.2%, thus exceeding the theoretical upper limit most likely due to energy transfer from an interface exciplex to an emissive layer and/or favorable horizontal orientation.

SUBMITTER: Li H

PROVIDER: S-EPMC8333860 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Pyrenylpyridines: Sky-Blue Emitters for Organic Light-Emitting Diodes.

Project description:A novel sky-blue-emitting tripyrenylpyridine derivative, 2,4,6-tri(1-pyrenyl)pyridine (2,4,6-TPP), has been synthesized using a Suzuki coupling reaction and compared with three previously reported isomeric dipyrenylpyridine (DPP) analogues (2,4-di(1-pyrenyl)pyridine (2,4-DPP), 2,6-di(1-pyrenyl)pyridine (2,6-DPP), and 3,5-di(1-pyrenyl)pyridine (3,5-DPP)). As revealed by single-crystal X-ray analysis and computational simulations, all compounds possess highly twisted conformations in the solid state with interpyrene torsional angles of 42.3°-57.2°. These solid-state conformations and packing variations of pyrenylpyridines could be correlated to observed variations in physical characteristics such as photo/thermal stability and spectral properties, but showed only marginal influence on electrochemical properties. The novel derivative, 2,4,6-TPP, exhibited the lowest degree of crystallinity as revealed by powder X-ray diffraction analysis and formed amorphous thin films as verified using grazing-incidence wide-angle X-ray scattering. This compound also showed high thermal/photo stability relative to its disubstituted analogues (DPPs). Thus, a nondoped organic light-emitting diode (OLED) prototype was fabricated using 2,4,6-TPP as the emissive layer, which displayed a sky-blue electroluminescence with Commission Internationale de L'Eclairage (CIE) coordinates of (0.18, 0.34). This OLED prototype achieved a maximum external quantum efficiency of 6.0 ± 1.2% at 5 V. The relatively high efficiency for this simple-architecture device reflects a good balance of electron and hole transporting ability of 2,4,6-TPP along with efficient exciton formation in this material and indicates its promise as an emitting material for design of blue OLED devices.

| S-EPMC6796915 | biostudies-literature

Towards efficient near-infrared fluorescent organic light-emitting diodes.

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| S-EPMC7820436 | biostudies-literature

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| S-EPMC7474697 | biostudies-literature

Rational Design of π-Conjugated Tricoordinated Organoboron Derivatives With Thermally Activated Delayed Fluorescent Properties for Application in Organic Light-Emitting Diodes.

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| S-EPMC7554541 | biostudies-literature

Operating organic light-emitting diodes imaged by super-resolution spectroscopy.

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Color-Stable White Organic Light-Emitting Diodes Utilizing a Blue-Emitting Electron-Transport Layer.

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| S-EPMC6645075 | biostudies-literature

Sub-millisecond Control of Neuronal Firing by Organic Light-Emitting Diodes.

Project description:Optogenetics combines optics and genetics to enable minimally invasive cell-type-specific stimulation in living tissue. For the purposes of bio-implantation, there is a need to develop soft, flexible, transparent and highly biocompatible light sources. Organic semiconducting materials have key advantages over their inorganic counterparts, including low Young's moduli, high strain resistances, and wide color tunability. However, until now it has been unclear whether organic light emitting diodes (OLEDs) are capable of providing sufficient optical power for successful neuronal stimulation, while still remaining within a biologically acceptable temperature range. Here we investigate the use of blue polyfluorene- and orange poly(p-phenylenevinylene)-based OLEDs as stimuli for blue-light-activated Sustained Step Function Opsin (SFFO) and red-light-activated ChrimsonR opsin, respectively. We show that, when biased using high frequency (multi-kHz) drive schemes, the OLEDs permit safe and controlled photostimulation of opsin-expressing neurons and were able to control neuronal firing with high temporal-resolution at operating temperatures lower than previously demonstrated.

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| S-EPMC5320488 | biostudies-literature

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| S-EPMC8357948 | biostudies-literature

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