Enhancement of green electroluminescence from 2,5-di-p-anisyl-isobenzofuran by double-layer doping strategy

Li, J.Y.; Hong, Zirou; Wang, P.F.; Lee, C.S.; Wong, Ning‐Bew; Kwong, Hoi‐Lun; Lee, S.T.

doi:10.1016/s0040-6090(03)01241-0

Cited by 15 publications

(7 citation statements)

References 11 publications

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“…The former, i.e. the 456 nm peak, with a full width half maximum (FWHM) of 45 nm, was assigned to the NPB emission, and the latter, i.e. the 500 nm peak, with an FWHM of 75 nm, was assigned to the BAlq emission .…”

Section: Resultsmentioning

confidence: 99%

The excitation mechanism of btp₂Ir(acac) in CBP host

Zhang

Wei

2016

Luminescence

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Whether bis(2-(2'-benzo[4,5-α]thienyl)pyridinato-N,C3')iridium(acetylacetonate) (btp Ir(acac)) emission comes from carrier trapping and/or energy transfer, when doped in the 4,4'-bis(N-carbazolyl)biphenyl (CBP) host in organic light-emitting devices, is not clear; therefore, the btp Ir(acac) emission in CBP hosts was studied. In the red-doped device, both N,N'-bis(1-naphthyl)-N,N'-diphenyl-1.1'-bipheny1-4-4'-diamine (NPB) and (1,1'-biphenyl-4'-oxy)bis(8-hydroxy-2-methylquinolinato)-aluminum (BAlq) emission appeared, which illustrated that CBP excitons cannot be formed at two emissive layer (EML) interfaces in the device. In the co-doped devices, NPB and BAlq emissions disappear and 1,4-bis[2-(3-N-ethylcarbazoryl)vinyl]benzene (BCzVB) emission appears, illustrating the formation of CBP excitons at two EML interfaces in these devices. The reason for this difference was analyzed and it was found that holes in the NPB layer could be made directly into the CBP host in the EML interface of the red-doped device. In contrast, holes were injected into CBP host via the btp Ir(acac)/BCzVB dopants in the co-doped devices, which facilitated hole injection from the NPB layer to the EML, leading to the formation of CBP excitons at two EML interfaces in the co-doped devices. Therefore, btp Ir(acac) emission was caused by carrier trapping in the red-doped device, while, in the co-doped devices, it resulted from both carrier trapping and energy transfer from the CBP. Furthermore, it was revealed that the carrier trapping mechanism is less efficient than the energy transfer mechanism for btp Ir(acac) excitation in co-doped devices. In summary, our results clarified the excitation mechanism of btp Ir(acac) in the CBP host.

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Section: Resultsmentioning

confidence: 99%

The excitation mechanism of btp₂Ir(acac) in CBP host

Zhang

Wei

2016

Luminescence

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“…Photochemists very well know such compounds, as they are very efficient probes for the presence of singlet oxygen yielding to the opening of the furan ring when detected (5–7). The electroluminescent properties of IBFs have been known for more than 50 years (8) and are still exploited (9,10). Even more promising, in the realm of dye‐sensitized solar cells, is the ability of IBFs to perform singlet fission in the solid state thus generating two triplet excited states by the absorption of a single photon (11–14).…”

Section: Introductionmentioning

confidence: 99%

Structure and Dynamics of the Excited States of 1,3‐Diarylisobenzofurans: An Experimental and Theoretical Study

Jacq¹,

Tsekhanovich²,

Orio³

et al. 2012

Photochem & Photobiology

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The emission properties of a series of substituted 1,3-diarylisobenzofurans have been studied. Most compounds exhibit very intense emission in the nanosecond timescale at room temperature as well as at 77 K. The room temperature emission is attributed to the deactivation of a twisted intramolecular charge transfer excited state, based on its energy, shape and solvent dependence. The experimental results are strongly supported by a theoretical study on one representative compound. The DFT/TD-DFT calculations demonstrate that the initial excited state relaxes toward a twisted structure.

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“…There are examples as fluorophores (2), OLEDs (3), in photovoltaics (4), and in low band gap polymers (5). In contrast, functional materials containing isobenzofuran are much less reported in the literature (6). Recently, Meek and coworkers (7) and Zhang and coworkers (8) demonstrated that isobenzofuran can be a better building block for functional materials than isobenzothiphene and that its incorporation into donor-acceptor dyes even further reduced the band gap of these materials.…”

Section: Introductionmentioning

confidence: 99%

The Effect of Substituents on Characteristics of Functional Material: Consequences of Fusing Schiff Bases and Some of Its Proton Substitutes on Isobenzofuran

Irshaidat

2010

Polycyclic Aromatic Compounds

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Research on functional materials is one of the hot technology-related topics. Isobenzofurans and Schiff bases are important building blocks for functional materials. In this study, fundamental aspects of hybrid structures were studied based on B3LYP calculations. The results confirm that fused ortho-amino Schiff bases can have significant impact on the electronic structure of isobenzofuran. The derivatives are unique structures, the magnetic (NICS(0)) / geometric (HOMA) data illustrate that they exhibit the highest π-system localization known for aromatic compounds. The data also provide evidence that the elements in groups 1A, 2A, and 3A can induce a ring current, which is described by "percent aromatic character" with respect to the reference structure. The moderate induction of aromaticity in the fused chelates is associated with significant localization of the atomic charges (APT scheme). However, this computational organic chemistry study identifies for the first time in the chemical literature structures that can be described as aromatic metalla-hetero[14]annulenes (metal-based polycyclic aromatic structures). The band gap calculations of the frontier orbitals revealed that these derivatives are better conductors and chromophores at the molecular level than isobenzofuran. This approach suggests that similar chelates may be used to fine-tune the physical properties of building blocks of functional materials. From a fundamental organic chemistry point of view, the molecular changes are unique and novel as it appears from the chemical literature.

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Enhancement of green electroluminescence from 2,5-di-p-anisyl-isobenzofuran by double-layer doping strategy

Cited by 15 publications

References 11 publications

The excitation mechanism of btp₂Ir(acac) in CBP host

The excitation mechanism of btp₂Ir(acac) in CBP host

Structure and Dynamics of the Excited States of 1,3‐Diarylisobenzofurans: An Experimental and Theoretical Study

The Effect of Substituents on Characteristics of Functional Material: Consequences of Fusing Schiff Bases and Some of Its Proton Substitutes on Isobenzofuran

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Enhancement of green electroluminescence from 2,5-di-p-anisyl-isobenzofuran by double-layer doping strategy

Cited by 15 publications

References 11 publications

The excitation mechanism of btp2Ir(acac) in CBP host

The excitation mechanism of btp2Ir(acac) in CBP host

Structure and Dynamics of the Excited States of 1,3‐Diarylisobenzofurans: An Experimental and Theoretical Study

The Effect of Substituents on Characteristics of Functional Material: Consequences of Fusing Schiff Bases and Some of Its Proton Substitutes on Isobenzofuran

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The excitation mechanism of btp₂Ir(acac) in CBP host

The excitation mechanism of btp₂Ir(acac) in CBP host