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Aromatic amine derivative and organic electroluminescent device using same

A technology of aromatic amines and derivatives, applied in electroluminescence light sources, electrical components, electric light sources, etc., can solve the problem of not being sufficient, and achieve the effect of improving yield and long life

Inactive Publication Date: 2009-03-25
IDEMITSU KOSAN CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] As mentioned above, although there are reports of long-life organic EL elements, they are not necessarily sufficient

Method used

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  • Aromatic amine derivative and organic electroluminescent device using same
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  • Aromatic amine derivative and organic electroluminescent device using same

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Embodiment

[0280] Next, the present invention will be further described in detail using synthesis examples and examples.

Synthetic example 1

[0281] Synthesis Example 1 (Synthesis of Intermediate 1)

[0282] Under argon flow, in a three-necked flask, add 81.9 g of phenylboronic acid, 200 g of dibromonaphthalene, tetrakis(triphenylphosphine) palladium (Pd(PPh 3 ) 4 ) 16.2g, 2M Na 2 CO 3 Solution 1050ml, dimethoxyethane 3.4L, toluene 3L, and then reflux for 8 hours. The reaction solution was extracted with toluene / water, and dried over anhydrous sodium sulfate.

[0283] This was concentrated under reduced pressure, and the obtained crude product was subjected to column purification to obtain the following intermediate 1 as 70 g of white powder. Utilize the analysis of FD-MS (field desorption mass spectrometry), for C 16 h 11 Since Br=233 and main peaks were obtained at m / z=282 and 284, it was identified as Intermediate 1 below.

[0284] [chem 29]

[0285]

[0286] Intermediate 1

Synthetic example 2

[0287] Synthesis Example 2 (Synthesis of Intermediate 2)

[0288]In Synthesis Example 1, the reaction was performed in the same manner except that 138.5 g of 4-biphenylboronic acid was used instead of 81.9 g of phenylboronic acid, and the following intermediate 2 was obtained as 90 g of white powder. Using FD-MS analysis, for C 22 h 15 Br=359, and main peaks were obtained at m / z=358 ​​and 360, so it was identified as Intermediate 2 below.

[0289] [chem 30]

[0290]

[0291] Intermediate 2

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Abstract

Disclosed is a novel aromatic amine derivative represented by the general formula (1) below. Also disclosed is an organic electroluminescent device wherein an organic thin film composed of one or more layers including at least a light-emitting layer is interposed between a cathode and an anode, and at least one layer of the organic thin film contains the aromatic amine derivative by itself or as a component of a mixture. The organic electroluminescent device has long life, while being improved in the production yield since crystallization of molecules hardly occurs therein. Namely, the aromatic amine derivative enables to realize such an organic electroluminescent device. (1) [In the formula, R1 represents an aryl group or the like; a represents an integer of 0-4; b represents an integer of 1-3; and at least one of Ar1-Ar4 represents a group represented by the following general formula (2): (wherein Ar5 represents a fused aromatic ring group and Ar6 represents an aryl group or an aromatic heterocyclic group). In the general formula (1), any of Ar1-Ar4 which is not a group represented by the general formula (2) independently represents an aryl group or an aromatic heterocyclic group].

Description

technical field [0001] The present invention relates to an aromatic amine derivative and an organic electroluminescence (EL) device using the same, and particularly relates to suppression of molecular crystallization by using an aromatic amine derivative having a specific substituent as a hole transport material Chemical, improve the yield when manufacturing organic EL elements, improve the life of organic EL elements, and realize the aromatic amine derivatives. Background technique [0002] An organic EL element is a self-luminous element utilizing the principle that a fluorescent substance emits light by recombination energy of holes injected from an anode and electrons injected from a cathode by application of an electric field. Report from C.W.Tang et al. of Eastman Kodak Co., Ltd. to drive organic EL elements at low voltage using stacked elements (C.W.Tang, S.A.Vanslyke, Applied Physics Letters, vol. 51, p. 913, 1987, etc.) Since then, research on organic EL elements u...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/58C09K11/06H01L51/50
CPCH01L51/5012H01L51/006H05B33/14C09K11/06C09K2211/1014H01L51/0058C07C211/58H10K85/626H10K85/633H10K50/11H10K85/649H10K85/631
Inventor 薮乃内伸浩
Owner IDEMITSU KOSAN CO LTD