Promising four-coordinated organoboron emitters for organic light-emitting diodes

Shi, Junqing; Ran, Zhiyu; Peng, Fuwei

doi:10.1016/j.dyepig.2022.110383

Cited by 18 publications

(13 citation statements)

References 126 publications

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“…1 H NMR: (400 MHz, CDCl 3 ) δ 8.13 (d, J = 8.8 Hz, 2H), 7.63 (d, J = 8.4 Hz, 1H), 7.46 (s, 1H), 7.16−7.09 (m, 11H), 7.07−6.98 (m, 6H), 6.74 (d, J = 8.9 Hz, 2H), 3.18 (s, 6H). 13 The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acsaom.3c00090.…”

Section: General Procedures For the Synthesis Of Boron Compounds (5−8)mentioning

confidence: 99%

“…Hz, 2H), 3.08 (s, 6H), 3.06 (s, 6H) 13. C NMR: (101 MHz, CDCl 3 ) δ = 203.7, 176.8, 153.2, 152.7, 130.5, 129.1, 129.0, 122.0, 111.4, 111.0, 105.9, 40.3, 40.2.…”

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confidence: 99%

“…Greenish red solid, yield: 0.38 g (53%). Single crystals of 8 were obtained from a mixture of CH 2 Cl 2 /diethyl ether.1 H NMR: (400 MHz), CDCl 3 δ 8.12 (d, J = 9.2 Hz, 1H), 7.93 (d, J = 9.2 Hz, 1H), 7.46 (s, 1H), 6.75 (d, J = 9.2 Hz, 1H), 6.70 (d, J = 9.1Hz, 1H), 3.15 (s, 4H), 3.10 (s, 4H) 13. C NMR: (176 MHz, CDCl 3 ) δ = 180.4, 178.2, 154.7, 153.9, 147.9 (d, J = 238 Hz), 139.9 (d, J = 252 Hz), 137.1 (d, J = 257 Hz), 132.3, 130.5, 127.1, 121.4, 111.6, 107.9, 105.9, 40.3, 40.3.…”

mentioning

confidence: 99%

“…H NMR: (400 MHz, CDCl 3 ) δ 7.93 (d, J = 8.4 Hz, 2H), 7.64 (d, J = 8.3 Hz, 2H), 7.51 (s, 1H), 7.21 (d, J = 8.3 Hz, 2H), 7.17−7.15 (m, 8H), 7.14−7.09 (m, 9H), 7.07−6.97 (m, 14H) 13. C NMR: (101 MHz, CDCl 3 ) δ 189.0, 181.1, 152.0, 150.6, 147.7 (d, J = 241 Hz), 144.1, 143.6, 143.1, 143.1, 143.0, 142.8, 140.4 (d, J = 257 Hz), 139.7, 139.5, 137.2 (d, J = 251 Hz), 137.0, 132.3, 132.2, 131.5, 131.4, 131.4, 129.4, 128.2, 128.1, 128.0, 127.8, 127.4, 127.3, 127.1, 127.1, 110.2.…”

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confidence: 99%

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Red-Emitting Tetraphenylethylene-Based Boron Thioketonates: Effect of Substitution and Study of Nonlinear Optical Properties

Murali

Nayak

Panda

et al. 2023

ACS Appl. Opt. Mater.

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We present tetraphenylethylene (TPE) and N,N-dimethylaniline (DMA)-substituted monothio-β-diketonate boron compounds. All O,S-chelated boron compounds showed red emission in solution as well as in the solid state. A comparison of O,Ochelated vs O,S-chelated compound reveals that the latter showed a pronounced red shift in both absorption and emission. Furthermore, the O,S-chelated compound showed the reduction potential at a less-negative position over the O,O-chelated compound. The marked red shift in O,S-chelated compounds indicates that there is a discernible enhancement in linear polarizability upon optical excitation, and consequently, we explore the nonlinear optical properties of the compounds at infrared wavelengths. The open-aperture Z-scan measurements using ultrashort pulses reveal the optical-limiting behavior of these compounds along with a greater nonlinear absorption for those variants, which exhibits a greater red shift in absorption and emission spectrum.

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Section: General Procedures For the Synthesis Of Boron Compounds (5−8)mentioning

confidence: 99%

“…Hz, 2H), 3.08 (s, 6H), 3.06 (s, 6H) 13. C NMR: (101 MHz, CDCl 3 ) δ = 203.7, 176.8, 153.2, 152.7, 130.5, 129.1, 129.0, 122.0, 111.4, 111.0, 105.9, 40.3, 40.2.…”

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confidence: 99%

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confidence: 99%

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confidence: 99%

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Red-Emitting Tetraphenylethylene-Based Boron Thioketonates: Effect of Substitution and Study of Nonlinear Optical Properties

Murali

Nayak

Panda

et al. 2023

ACS Appl. Opt. Mater.

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“…They are used in various fields as fluorescent sensors [1][2][3] in analytical chemistry 4,5 and as organic components of various devices in photovoltaics. [6][7][8] This variety of physicochemical properties of BODIPYs can be achieved through the accessible route of molecular structure modification. [9][10][11][12][13] For example, the introduction of aryl substituents along the periphery of the BODIPY core leads to a red shift of the absorption and emission maxima, allowing us to use BODIPYs in the ''phototherapeutic window'' region.…”

Section: Introductionmentioning

confidence: 99%

Accurate prediction of ¹¹B NMR chemical shift of BODIPYs via machine learning

Ksenofontov

Isaev

Lukanov

et al. 2023

Phys. Chem. Chem. Phys.

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Spiroborate‐Based Host Materials with High Triplet Energies and Ambipolar Charge‐Transport Properties

Hayakawa

Kameda

Kawasumi³

et al. 2023

Angewandte Chemie

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Figure 4. a) Energy diagram of the OLED materials (eV). The emitting layer comprises 1 wt % of the emitting material (ν-DABNA) and 99 wt % of the host material (SBON, SBON-Me, or mCBP). b) Normalized EL spectra of the OLEDs containing SBON (blue line), SBON-Me (red line), or mCBP (green line) as the host material. c) CIE (x, y) coordinates observed using the SBON device. d) Current density (solid) and luminance (dashed) as functions of driving voltage. e) EQE and f) power efficiency as functions of luminance.

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Promising four-coordinated organoboron emitters for organic light-emitting diodes

Cited by 18 publications

References 126 publications

Red-Emitting Tetraphenylethylene-Based Boron Thioketonates: Effect of Substitution and Study of Nonlinear Optical Properties

Red-Emitting Tetraphenylethylene-Based Boron Thioketonates: Effect of Substitution and Study of Nonlinear Optical Properties

Accurate prediction of ¹¹B NMR chemical shift of BODIPYs via machine learning

Spiroborate‐Based Host Materials with High Triplet Energies and Ambipolar Charge‐Transport Properties

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Promising four-coordinated organoboron emitters for organic light-emitting diodes

Cited by 18 publications

References 126 publications

Red-Emitting Tetraphenylethylene-Based Boron Thioketonates: Effect of Substitution and Study of Nonlinear Optical Properties

Red-Emitting Tetraphenylethylene-Based Boron Thioketonates: Effect of Substitution and Study of Nonlinear Optical Properties

Accurate prediction of 11B NMR chemical shift of BODIPYs via machine learning

Spiroborate‐Based Host Materials with High Triplet Energies and Ambipolar Charge‐Transport Properties

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Accurate prediction of ¹¹B NMR chemical shift of BODIPYs via machine learning