Compound and organic electroluminescent element using the same

An electroluminescent element and compound technology, applied in electroluminescent light sources, electrical components, electrical light sources, etc., can solve problems such as insufficient satisfaction, and achieve the effects of improving current value, high luminosity, and high efficiency

Inactive Publication Date: 2007-03-07
CANON KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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 embodiment, an element having three organic layers shown in FIG. 1B is used as the element 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)

[0135] Metal electrode layer 1 (1nm): KF

[0136] Metal electrode layer 2 (130nm): Al

[0137] The current-voltage characteristic of the EL element was measured by using a microammeter 4...

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

A novel compound suitable as a compound for an organic EL element is provided. The compound is represented by general formula (1), wherein x, y and z are each independently an integer from 0 to 3 and x+z≥1; R3, R15, R16, R17 and R18 are hydrogen or linear or branched Alkyl; R1, R2, R4 and R5 are hydrogen, straight or branched chain alkyl, or substituted or unsubstituted aryl, at least one of which is substituted or unsubstituted aryl; A is hydrogen Atom, straight chain or branched chain alkyl group, or group B (see diagram above), where R6, R7, R8, R9 and R10 are hydrogen, straight chain or branched chain alkyl group, or substituted or unsubstituted aryl; R11, R12, R13 and R14 are hydrogen atoms, linear or branched alkyl groups, or substituted or unsubstituted aryl groups; 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 Applications(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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