Highly efficient greenish blue-emitting organic diodes based on pyrene derivatives

Yang, Cheng‐Hsien; Guo, Tzung‐Fang; Sun, I‐Wen

doi:10.1016/j.jlumin.2006.02.003

Cited by 40 publications

(9 citation statements)

References 17 publications

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“…Py_1 was purchased from Aldrich. 1,4-Di(pyren-1-yl)benzene ( Py_4 ) was prepared by adapting a literature procedure [48]. Py_12 was synthesized as previously reported [49].…”

Section: Methodsmentioning

confidence: 99%

New core-pyrene π structure organophotocatalysts usable as highly efficient photoinitiators

Telitel¹,

Dumur²,

Faury³

et al. 2013

Beilstein J. Org. Chem.

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SummaryEleven di- and trifunctional compounds based on a core-pyrene π structure (Co_Py) were synthesized and investigated for the formation of free radicals. The application of two- and three-component photoinitiating systems (different Co_Pys with the addition of iodonium or sulfonium salts, alkyl halide or amine) was investigated in detail for cationic and radical photopolymerization reactions under near-UV–vis light. The proposed compounds can behave as new photocatalysts. Successful results in terms of rates of polymerization and final conversions were obtained. The strong MO coupling between the six different cores and the pyrene moiety was studied by DFT calculations. The different chemical intermediates are characterized by ESR and laser flash photolysis experiments. The mechanisms involved in the initiation step are discussed, and relationships between the core structure, the Co_Py absorption property, and the polymerization ability are tentatively proposed.

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“…Py_1 was purchased from Aldrich. 1,4-Di(pyren-1-yl)benzene ( Py_4 ) was prepared by adapting a literature procedure [48]. Py_12 was synthesized as previously reported [49].…”

Section: Methodsmentioning

confidence: 99%

New core-pyrene π structure organophotocatalysts usable as highly efficient photoinitiators

Telitel¹,

Dumur²,

Faury³

et al. 2013

Beilstein J. Org. Chem.

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“…[7] As a polycyclic aromatic hydrocarbon, pyrene has unique inherent fluorescence [8] and has been used to fabricate novel fluorescence probes for proteins, enzymes, nucleic acids, [9,10] and organic light-emitting diodes. [11] Polypyrene, which has higher molecular weight and a more rigid plane of repeated units, has even better fluorescence, much higher electrical conductivity, higher thermal stability, and lower toxicity than pyrene monomer. However, few reports on polypyrene exist because of the difficulty of polymerization originating from the absence of traditionally polymerizable groups like NH 2 , =O, CHO, OH, COCl, and COOH on the pyrene rings.…”

Section: Introductionmentioning

confidence: 99%

Simple Efficient Synthesis of Strongly Luminescent Polypyrene with Intrinsic Conductivity and High Carbon Yield by Chemical Oxidative Polymerization of Pyrene

Liu

Huang

et al. 2010

Chemistry A European J

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A wholly aromatic polypyrene was synthesized by direct chemical oxidative polymerization of pyrene with ferric chloride as oxidant in hexane/nitromethane. Successful synthesis of polypyrene was thoroughly confirmed by IR, UV/Vis, 1D (1)H NMR, 2D (1)H-(1)H COSY, 2D (1)H-(13)C HSQC, MALDI-TOF MS, elemental analysis, and X-ray diffraction methods. The results indicated that the polypyrene was formed mainly through dehydro coupling between 2- or 1- and 2'- or 1'-positions on pyrene rings having a degree of polymerization of around 24. The polypyrene was purified and then separated into THF-soluble (ca. 10 %) and THF-insoluble (ca. 90 %) fractions. Compared with insulating pyrene monomer, the polypyrene is a controllably conducting polymer that has low conductivity of 3.4x10(-8) S cm(-1) in its virgin state, moderate conductivity of 2.28x10(-4) S cm(-1) upon iodine doping, but much higher conductivity of up to 81.2 S cm(-1) after the insoluble polypyrene was heated up to 1300 degrees C in nitrogen with a high char yield of 70.6 %. In particular, the soluble polypyrene demonstrates much stronger visible color fluorescence and much lower toxicity than pyrene. The soluble polypyrene would be advantageous for detecting Fe(3+) with almost no interference of other metal ions. The soluble and insoluble polypyrene fractions have potential applications as intrinsically luminescent and highly conducting carbon materials, respectively.

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“…PVK is a blue electroluminescent polymer widely used in OLEDs due to its good hole transporting properties. Its highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) positions (−6.1; −1.2 eV versus vacuum)23 fit well with the pyrene HOMO–LUMO (−5.4; −2.3 eV) 21. In Figure 3 the absorption and PL spectra of G 3 :PVK blends are shown for different dendron concentrations.…”

Section: Resultsmentioning

confidence: 67%

“…The compatibility of the two compounds minimizes unwanted micro‐aggregation processes. As shown in Figure 2, the EL spectra of the donor D 2 film show a green emission at 500 nm typical of the pyrene excimer21 with an additional component at about 690 nm. The relative intensity of this low‐energy component increases during device operation and is higher for devices fabricated with the D 3 donor molecules (see insert of Figure 2).…”

Section: Resultsmentioning

confidence: 91%

Multi‐Colour Electroluminescence of Dendronic Antennae Containing Pyrenes as Light Harvesters

et al. 2010

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Dendronic antennae systems containing pyrene units as energy donors and a styrylpyridinium derivative as energy acceptor show efficient energy transfer from the green-emitting pyrene excimer to the red-emitting acceptor. For the third dendron generation the effective screening of the pyrene units on the acceptor provides thin films showing bright red emission. Single-layer light-emitting diodes prepared by properly balancing the dendrons and donor units concentration in polyvinylcarbazole show electroluminescence from the blue, green and red components of the monomeric donor, the donor excimer and the acceptor when excitons are generated in the polymer and subsequently transferred to the molecules by resonant energy transfer.

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Highly efficient greenish blue-emitting organic diodes based on pyrene derivatives

Cited by 40 publications

References 17 publications

New core-pyrene π structure organophotocatalysts usable as highly efficient photoinitiators

New core-pyrene π structure organophotocatalysts usable as highly efficient photoinitiators

Simple Efficient Synthesis of Strongly Luminescent Polypyrene with Intrinsic Conductivity and High Carbon Yield by Chemical Oxidative Polymerization of Pyrene

Multi‐Colour Electroluminescence of Dendronic Antennae Containing Pyrenes as Light Harvesters

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