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Phosphorescent compounds and devices comprising the same

A compound and independent technology, applied in the direction of osmium organic compounds, ruthenium organic compounds, indium organic compounds, etc., can solve the problems of outdated cathode ray tubes

Inactive Publication Date: 2005-03-02
UNIVERSAL DISPLAY +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Of the known electronic display technologies, organic light-emitting elements (OLEDs) have attracted considerable interest due to their potential role in the development of color flat-panel The bulky cathode ray tubes of computer monitors are becoming obsolete

Method used

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  • Phosphorescent compounds and devices comprising the same
  • Phosphorescent compounds and devices comprising the same
  • Phosphorescent compounds and devices comprising the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0206] Embodiment 1: compound and element performance

[0207] Characterization of substituted phenylquinolyl iridium(III) acetylacetonates 2-13 and comparative compound 1 (see figure 1 and 2 ) and as emissive dopant for glass / ITO / CuPc / NPD / CPB: dopant / BAlq / Alq 3 / LiF / Al structure of the organic light-emitting device. The photophysical properties of the compounds and components are surprisingly excellent, as shown in Table 1. The element glow extends from orange to deep red. The highest efficiencies were obtained with orange-red elements including compound 11. Typically, the brightness level of a color display, i.e., 10-1000cd / m 2 The external quantum efficiency greater than 8% and the luminous efficiency higher than 20cd / A are obtained. These efficiencies are almost better than known red-emitting fluorescent elements, such as Hatwar et al. in Proceedings of the10 th The DCJTB element reported by International Workshop of Inorganic and Organic Electroluminescence, Decem...

Embodiment 2

[0209] Example 2: Change the luminous color

[0210] By attaching the activating substituent to the coordinating atom associated with the HOMO of the compound of the invention, a red shift of 50 nm in the photoluminescence maximum relative to the unsubstituted reference compound was observed. For example, the photoluminescence maximum of compound 5 (see figure 1 ) reported in Table 1 as 656 nm, which is an increase of 50 nm relative to the reference compound with a photoluminescence maximum at 606 nm (Table 1) (see figure 1 ). MO Computational Oracle, R 3 Substituents contribute to the HOMO (see Figure 7 ). In fact, the activated methoxyl substituting the R 3 bit on, with where R 3 Compared with the reference compound 1 which is hydrogen, there is an obvious red shift in the photoluminescence spectrum.

Embodiment 3

[0211] Embodiment 3: the synthesis of two (2-phenylquinoline) iridium (III) acetylacetonate (compound 1)

[0212] step 1

[0213] 2-Phenylquinoline (6.0 g, 29 mmol) and iridium(III) chloride hydrate (5.2 g, 14 mmol) were added to a flask containing 80 mL of 2-methoxyethanol and 20 mL of distilled water . The reaction mixture was heated to reflux and stirred under a nitrogen atmosphere for 24 hours. After cooling, the red precipitate formed was vacuum filtered and washed first with absolute ethanol and then with hexane. The dichloro-bridged dimer was dried in a vacuum oven to afford 6.7 g of product (38% yield). The product was used directly in the next step without any further purification.

[0214] Step 2:

[0215] The dichloro-bridged dimer (6.7 g, 5.3 mmol) was added to a solution containing 2-methoxyethanol (150 mL) in 200 mL. Sodium carbonate (5.6 g, 53 mmol) and 2,4-pentanedione (5.3 g, 53 mmol) were added to the reaction mixture. The reaction mixture was heated t...

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Abstract

Phosphorescent organometallic complexes comprising phenylquinolinato ligands are provided. High efficiency organic light emitting devices comprising these compounds are also described.

Description

field of invention [0001] The present invention relates to organometallic compounds and efficient organic light-emitting elements comprising the same. Background of the invention [0002] At present, electronic display is the main means of fast transmission of information. Televisions, computer monitors, dashboards, calculators, printers, cordless phones, hand-held computers, and others aptly demonstrate that speed, versatility, and interactivity characterize this medium. Of the known electronic display technologies, organic light-emitting elements (OLEDs) have attracted considerable interest due to their potential role in the development of color flat-panel The bulky cathode ray tubes of machine and computer monitors became obsolete. [0003] Typically, OLEDs consist of several organic layers, at least one of which can be electroluminescent by applying a voltage across the elements (see, for example, Tang et al. Appl. Phys. Lett. 1987, 51, 913 and Burruges et al. Nature,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/92C07D215/04C07D217/02C07F13/00C07F15/00C09K11/06H10K99/00
CPCC09K2211/1011C09K2211/1029H01L51/50C07F15/002Y10S428/917C07D215/04C07F15/0086C09K11/06C09K2211/185H01L51/0085C07F15/0033C07F15/0046H01L51/0084C09K2211/1007H01L51/0086C07F13/00C09K2211/1014H10K85/341H10K85/344H10K85/342H10K59/121H10K50/00
Inventor R·C·夸昂D·B·诺尔斯M·E·汤普森
Owner UNIVERSAL DISPLAY
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