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Organic electroluminescence material and electroluminescence device using the same

a technology of electroluminescence and electroluminescence material, which is applied in the direction of luminescnet screens, discharge tubes, other domestic articles, etc., can solve the problems of deteriorating the function of the device, failing to give the device which can continuously emit sufficient bright light, and the structure showing insufficient improvement in the stability of the devi

Inactive Publication Date: 2006-11-23
SAMSUNG MOBILE DISPLAY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The patent describes an organic electroluminescence material that contains specific chemicals. These chemicals have various functions and can be used to improve the performance of the material. The material can be used in various applications such as displays and lighting. The technical effects of the patent include improved efficiency, reduced power consumption, and improved durability of the material.

Problems solved by technology

However, crystallization or agglomeration of the layer also occurs after the device is assembled, deteriorating its functions.
However, it also fails to give the device which can continuously emit sufficiently bright light.
However, even this structure shows insufficient improvement in device stability.
Moreover, the conventional organic EL device is insufficient in brightness, when it is to be used for light-emitting devices, e.g., full-color display, and is required to have higher brightness.
As described above, the organic EL device is less durable than other types of light-emitting devices, and insufficient in brightness-related properties, which have greatly retarded its commercialization.

Method used

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  • Organic electroluminescence material and electroluminescence device using the same
  • Organic electroluminescence material and electroluminescence device using the same
  • Organic electroluminescence material and electroluminescence device using the same

Examples

Experimental program
Comparison scheme
Effect test

synthesis example 1

[0095]

[0096] N,N-dimethylformamide and 3,3′,3″-trimethyltriphenylamine (shown by the formula (i)) were put in an ice-cooled three-necked flask equipped with a drop funnel, a nitrogen gas leading pipe and a reflux condenser, and stirred in a nitrogen atmosphere, to which phosphorus oxychloride was slowly added dropwise by the drop funnel. On completion of the addition, the temperature of the mixture was raised upto 80° C. slowly and kept 80° C. for 10 hours with stirring. After on completion of the reactions water was added thereto, the mixture was stirred for 15 min. The mixture was purified by the common method, to obtain 3,3′,3″-trimethyl-4,4′,4″-triformyltriphenylamine (shown by the formula (ii)).

[0097] 4-chloromethyl-4′,4″-dimethyltriphenylamine (shown by the formula (iii)) and triethyl phosphite were put in a three-necked flask equipped with a reflux condenser, to which toluene was added and heated with stirring for 8 hours under reflux. The mixture was purified by the common...

synthesis example 2

[0099]

[0100] 3-bromobenzyl chloride shown by the formula (vi) and triethyl phosphite were put in a three-necked flask equipped with a reflux condenser, to which toluene was added and heated with stirring for 8 hours under reflux. The mixture was purified by common method, to obtain diethyl 3-bromobenzylphosphonate shown by the formula (vii).

[0101] Diethyl 3-bromobenzylphosphonate shown by the formula (vii) was reacted with 4-formyltriphenylamine shown by the formula (viii) in a solution of N,N-dimethylformamide suspended with hydrogenated sodium at 40° C. for 40 hours. The mixture was purified by the common method, to obtain 4-(3-bromostyryl)triphenylamine shown by the formula (ix).

[0102] 4-(3-bromostyryl)triphenylamine (shown by the formula (ix)) and tetrahydrofuran were put in a three-necked flask equipped with a drop funnel and dryer tube, and stirred. The mixture was cooled to −78° C., to which a hexane solution of butyl lithium was added dropwise by a drop funnel. The temper...

example 1

[0103] Referring to FIG. 2(a), a glass substrate 11 was coated with a thin film of ITO (indium tin oxide) as the anode 12, having a resistivity of 20 Ω / □, by sputtering, the compound 1 shown by Table I-1 to a thickness of 50 nm as the hole transport layer 13 by resistance heating vacuum deposition, tris-(8-hydroxquinolinol)aluminum (compound (a)) to a thickness of 60 nm as the light-emitting layer 14 also by resistance heating vacuum deposition, and finally MgAg (deposition rate ratio; 10:1) to a thickness of 150 nm as the cathode 16 also by resistance heating vacuum deposition, in this order.

[0104] Very bright green color planar-emission was performed from the light-emitting layer of tris-(8-hydroxquinolinol)aluminum Brightness of the light was 203 cd / m2 initially at a constant current density of 10 mA / cm2 in a dried nitrogen atmosphere, and 147 cd / m2 after 1000 hours drive, by which is meant that this organic EL device of the present invention is more durable than those prepared...

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Abstract

An organic electroluminescence material of the present invention includes, in order to provide an durable organic EL device emitting light of high brightness, a compound shown by the general formula (A-I) or (B-I) (as explained in the specification) wherein, A1 to A3 which may be the same or different, are independently each a substituent shown by the general formula (A-II) (as explained in the specification): and a1, b1, and b2 are independently each an aryl group which may be substituted, a1 having at least one substituent shown by the general formula (B-II) (as explained in the specification), and b1 and b2 each having at least one substituent shown by the general formula (B-III) (as explained in the specification), and b1 and b2 may be the same of different.

Description

BACKGROUND OF THE INVENTION [0001] The present invention relates to an organic-electroluminescence (EL) device used for planar light sources and displays, and the organic EL material therefore DESCRIPTION OF THE RELATED ART [0002] An organic EL device has been attracting attention as a planar display element. The organic EL device with two or more organic layers has much improved light-emitting efficiency, emitting light of high brightness at a voltage of 10 V or less applied thereto (Applied Physics Letters, vol. 51, pp. 913, 1987 and vol. 56, pp. 799, 1990). It generally comprises an anode, hole transport region, EL light-emitting region, electron transport region and cathode as the basic structure. It may lack one of the hole and electron transport regions, or both. Each region may consist of one layer, or two or more layers. [0003] Many of the conventional organic EL devices use a triphenylamine derivatives for the hole transport region. For example, 1,1-bis-(4-diparatolylaminop...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): H01L51/54H05B33/12C07C211/00C09K11/06H10K99/00
CPCC07C211/54Y10S428/917C07C211/57C07C217/80C07C217/92C09K11/06C09K2211/1014H01L51/0059H01L51/006H01L51/0081H01L51/5012H01L51/5048H01L2251/308H05B33/14C07C211/56H10K85/631H10K85/633H10K85/324H10K50/11H10K50/14H10K2102/103
Inventor TADA, HIROSHIODA, ATSUSHIISHIKAWA, HITOSHITOGUCHI, SATORUMORIOKA, YUKIKO
Owner SAMSUNG MOBILE DISPLAY CO LTD