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Aromatic amine derivative and organic electroluminescent element using same

A technology of aromatic amines and derivatives, which is applied in the field of aromatic amine derivatives and organic electroluminescent elements using them, and can solve problems such as blocked outlets, crystallization, and lower yields of light-emitting elements.

Active Publication Date: 2012-02-15
IDEMITSU KOSAN CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, when there are many aromatic groups in the molecule, when using such a hole transport material to form a thin film to produce an organic electroluminescence device, the following problems will occur: crystallization is likely to occur, thereby clogging the crucible used in evaporation. Export, or the occurrence of film defects caused by crystallization, which leads to a decrease in the yield of organic electroluminescent elements, etc.
In addition, it is generally believed that although the compound with a plurality of aromatic groups in the molecule usually has a high glass transition temperature (Tg), the sublimation temperature is high, causing decomposition during vapor deposition and uneven formation of vapor deposition, so there is a lifespan. short question

Method used

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

Examples

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Effect test

preparation example

[0167] Hereinafter, a production example of an organic electroluminescence element having a structure in which an anode / hole injection layer / light-emitting layer / electron injection layer / cathode are sequentially provided on a light-transmitting substrate is given. First, an anode is prepared by forming a thin film of an anode material on a suitable translucent substrate by vapor deposition or sputtering to a film thickness of 1 μm or less (preferably within a range of 10 to 200 nm). Next, a hole injection layer was provided on the anode. The formation of the hole injection layer can be carried out by methods such as vacuum evaporation method, spin coating method, casting method, LB method, etc. as described above, but it is preferable to use formed by vacuum evaporation. When the hole injection layer is formed by vacuum evaporation, the evaporation conditions vary depending on the compound used (the material of the hole injection layer), the crystal structure and the recombin...

Embodiment

[0171] Hereinafter, the present invention will be described in more detail based on synthesis examples and examples.

[0172] The structural formulas of Intermediates 1 to 14 produced in Synthesis Examples 1 to 14 are shown below.

[0173]

Synthetic example 1

[0174] Synthesis Example 1 (Synthesis of Intermediate 1)

[0175] Under argon flow, add 47g of 4-bromobiphenyl, 23g of iodine, 9.4g of periodic acid dihydrate, 42mL of water, 360mL of acetic acid, and 11mL of sulfuric acid into a 1000mL three-necked flask, and stir at 65°C for 30 minutes. The reaction was carried out at 90° C. for 6 hours. The reactant was poured into ice water and filtered. After washing with water, methanol was used to obtain 67 g of a white powder. By FD-MS analysis, relative to C 12 h 8BrI=359, the main peaks of m / z=358 ​​and 360 were obtained, which were identified as Intermediate 1.

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Abstract

Disclosed are: an aromatic monoamine derivative which has both an organic group containing a fluorene structure and an organic group containing an aromatic hydrocarbon group; and an organic electroluminescent element which includes a cathode, an anode, and a single- or multi-layer organic thin film that is interposed therebetween and that contains at least a light-emitting layer, wherein the aromatic amine derivative alone or as a component of a mixture is contained in at least one layer constituting the organic thin film, particularly in a hole-transporting layer. The organic electroluminescent element can retain high light emission efficiency even when exposed to high-temperature atmosphere, and exhibits a low driving voltage and a long emission life, while the aromatic amine derivative is a material whereby the organic electroluminescent element can be provided.

Description

technical field [0001] The present invention relates to aromatic amine derivatives and organic electroluminescent (EL) elements using them, and particularly relates to an aromatic amine derivative having a specific structure, and by combining an asymmetric Aromatic amine derivatives are used in hole transport materials, which can improve the efficiency, inhibit the crystallization of molecules, increase the yield in the manufacture of organic electroluminescent elements, and improve the life of organic electroluminescent elements. Background technique [0002] The organic electroluminescence element is a self-luminous element, which utilizes the principle that a fluorescent substance emits light under the action of the recombination energy of holes injected from the anode and electrons injected from the cathode by applying an electric field. Since C.W.Tang et al. of Eastman Kodak reported the use of low-voltage driving organic electroluminescent elements of laminated element...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61C09K11/06H01L51/50
CPCC07C211/61C09K11/06C09K2211/1007C09K2211/1011H05B33/10C09B57/00C09B57/008C07C2603/18C07C2603/26C07C2603/52C07C2603/94Y10S428/917H10K85/633H10K85/324H10K50/15H10K85/615
Inventor 薮之内伸浩加藤朋希藤山高广户谷由之
Owner IDEMITSU KOSAN CO LTD
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