Compound and organic electroluminescent element using the same

A technology of electroluminescent components and compounds, applied in the direction of electroluminescent light sources, electrical components, electric light sources, etc., can solve problems such as insufficient satisfaction, and achieve the effects of increasing current value, high efficiency, and high solubility

Inactive Publication Date: 2010-01-27
CANON KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, such requirements have not been adequately met

Method used

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  • Compound and organic electroluminescent element using the same
  • Compound and organic electroluminescent element using the same
  • Compound and organic electroluminescent element using the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0122]

[0123]

[0124] 1g (1.35mmol) of compound A, 672mg (3.39mmol) of 2-biphenylboronic acid, 156mg of Pd (PPh 3 ) 4 , 20ml of toluene, 10ml of ethanol, and 20ml of 2M aqueous sodium carbonate solution were added to a 100ml round bottom flask, and then the whole mixture was stirred at 80°C for 8 hours in a nitrogen stream. After the reaction was completed, the formed product was extracted with toluene, and the organic layer was dried over magnesium sulfate. After this time, the drying agent was filtered off and the solvent was distilled off. The residue was dissolved in chloroform, and the solution was separated and purified by alumina column chromatography, followed by recrystallization from toluene. The formed crystals were vacuum-dried at 120° C., and the formed product was subjected to sublimation and purification to obtain 700 mg of Exemplified Compound No. X-25 (58% yield).

[0125] The M+ of 882.4 as the compound was confirmed using matrix assisted laser des...

Embodiment 2

[0130] In this example, in Figure 1B A device with three organic layers shown in was used as the device structure.

[0131] ITO (as transparent electrode 14 ) having a thickness of 100 nm was patterned on a glass substrate (as transparent substrate 15 ). Utilized in a 10 -5 The following organic layers and electrode layers were successively formed on the ITO substrate by the vacuum evaporation method of resistance heating in a vacuum chamber at a pressure of Pa so that the opposing electrode area was 3mm 2 .

[0132] Hole transport layer 13 (50nm): α-NPD

[0133] Emitting layer 12 (50nm): [host] example compound No.X-25, [guest] Ir (4mopiq) 3 (weight ratio: 4%) and Ir(bq) 3 (weight ratio: 8%)

[0134] Electron transport layer 16 (50 nm): Bphen (manufactured by DOJINDO LABORATORIES) Metal electrode layer 1 (1 nm): KF

[0135] Metal electrode layer 2 (130nm): Al

[0136] The current-voltage characteristic of the EL element was measured by using a microammeter 4140B (man...

Embodiment 3

[0150]

[0151]

[0152] 2g (3.13mmol) of compound B, 1.38g (6.89mmol) of 2-bromophenylboronic acid, 400mg of Pd (PPh 3 ) 4 , 20 ml of toluene, 10 ml of ethanol, and 20 ml of 2M aqueous sodium carbonate solution were added to a 100 ml round bottom flask, and then the whole mixture was stirred at 80° C. for 4 hours under nitrogen flow. After the reaction was completed, the formed product was extracted with toluene, and the organic layer was dried over magnesium sulfate. After this time, the drying agent was filtered off and the solvent was distilled off. The residue was dissolved in chloroform, and the solution was separated and purified using silica gel chromatography, followed by recrystallization from toluene, thereby obtaining 1.37 g of Compound C (63% yield).

[0153] 694.1 as M+ of the compound was observed using matrix-assisted laser desorption / ionization-time-of-flight mass spectrometry (MALDI-TOF MS).

[0154] In addition, the structure of the compound was conf...

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Abstract

Provided is a novel compound that can be suitably used as a compound for an organic EL device. The compound is represented by general formula (1): wherein x, y and z are an integer of 0 to 3 with x + z = 1; R3, R15, R16, R17, and R18 are hydrogen or a linear or branched alkyl; R1, R2, R4, and R5 are hydrogen, a linear or branched alkyl, or a substituted or unsubstituted aryl with at least one being a substituted or unsubstituted aryl; A is hydrogen, a linear or branched alkyl, or group B: (2) (wherein R6, R7, R8, R9, and R10 are hydrogen, a linear or branched alkyl, or a substituted or unsubstituted aryl); R11, R12, R13, and R14 are hydrogen, a linear or branched alkyl, or a substituted or unsubstituted aryl; and each CH on the benzene ring may be replaced by nitrogen.

Description

technical field [0001] The present invention relates to a light-emitting element using an organic compound, and more particularly to a novel compound having a specific molecular structure and an organic electroluminescence (EL) element using the same. Background technique [0002] In an old example of an organic light-emitting element, a voltage was applied to an anthracene vapor-deposited film to emit light (Thin Solid Films, 94 (1982), 171). In addition, applied research on organic light emitting elements has been actively conducted. [0003] As described in detail in Macromol. Symp. 125, pages 1 to 48 (1997), organic EL elements are generally structurally designed to have two (upper and lower) electrodes formed on a transparent substrate and include an electrode formed between the electrodes. The organic material layer including the light-emitting layer. [0004] In addition, a class of devices using not only ordinary light emission using fluorescence upon transition fr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C13/567C07D213/53C07C22/08C09K11/06C07C25/13H05B33/14C07D213/16
Inventor 桥本雅司冈田伸二郎泷口隆雄镰谷淳井川悟史中须美奈子岩腋洋伸大石亮太
Owner CANON KK
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