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Oligoaniline compound

By using a charge transport varnish that combines an oligoaniline compound with a triphenylamine structure and a silane compound in an organic electroluminescent device, the problem of low molecular weight compounds forming a uniform film in the hole injection layer and improving luminous efficiency is solved. Efficient charge transfer and device lifetime extension are achieved.

Active Publication Date: 2010-03-24
NISSAN CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are no reports of examples of adding silane compounds to charge transport varnishes containing low molecular weight compounds.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0178] For the fabrication of OLED devices, electron transport varnishes were used by various methods shown below.

[0179] To prepare PLED devices, the charge transport varnishes of the present invention were used by the following non-limiting methods.

[0180] The cathode and anode can be formed from the same materials used for the OLED device described above. Clean and surface them in the same manner as above.

[0181] Solvents include toluene, xylene, chloroform, and the like. Dissolution or uniform dispersion can be achieved by stirring with or without heating or ultrasonic dispersion.

Embodiment

[0182] The present invention is illustrated in more detail with reference to the following Examples and Comparative Examples, which are not intended to limit the scope thereof. The following devices were used in the examples.

[0183] [1] Synthesis of oligoaniline compounds

Embodiment 1

[0186] Into a 500-mL Erlenmeyer flask were placed 20 g (41.19 mmol) of PTA and 300 mL of chloroform. Stir the contents with the oval stirring blade. (PTA did not dissolve in chloroform but remained suspended.) In a 200-mL beaker, 39.72 g (82.38 mmol) of tetrabutylammonium tribromide (TBABr 3 ), which was dissolved in 50 mL of chloroform added afterward. The resulting solution was added dropwise to the chloroform-PTA solution, and the mixture was stirred at room temperature in air for 20 hr. Then, the chloroform-PTA solution was transferred to a 1000-mL separatory funnel and washed 5 times with 100 mL of a saturated aqueous solution of sodium thiosulfate. After separation, the chloroform layer was transferred to a 500-mL Erlenmeyer flask, and then dehydrated with 20 g of anhydrous magnesium sulfate. Anhydrous magnesium sulfate was removed by filtration, the chloroform solution was transferred to a 500-mL eggplant-shaped flask and chloroform was removed using an evaporator. ...

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PUM

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Abstract

Any of the oligoaniline compounds with a triphenylamine structure represented by the formula (1) exhibits satisfactory light emitting efficiency and brightness performance when used in either an OLEDdevice or a PLED device, and is further satisfactory in the solubility in organic solvents so as to be applicable to various coating methods. Each of R<1> and R<2> independently is a hydrogen atom, anoptionally substituted monovalent hydrocarbon group, t-butoxycarbonyl, etc.; each of R<3> to R<34> independently is a hydrogen atom, hydroxyl, silanol, thiol, carboxyl, a phosphoric group, a phosphoric ester group, ester, thioester, amido, nitro, an optionally substituted monovalent hydrocarbon group, etc.; and each of m and n is an integer of 1 or greater provided that they satisfy the relationship m+n=20.

Description

technical field [0001] The present invention relates to oligoaniline compounds, more particularly, to oligoaniline compounds having a triphenylamine structure, use of the compounds as charge transport materials, and charge transport varnishes containing the compounds. Background technique [0002] It has been reported that a low-molecular-weight organic electroluminescence (hereinafter referred to as OLED) device with a copper phthalocyanine (CuPC) layer as a hole-injection layer is used to improve initial characteristics such as reduced driving voltage and increased luminous efficiency and Life characteristics are improved (Non-Patent Document 1: Applied Physics Letters, U.S., 1996, vol.69, p.2160-2162). It is also reported that if an organic electroluminescent (hereinafter referred to as PLED) device with a polymer light-emitting material is provided with a polyaniline material (patent document 1: JP-A3-273087; non-patent document 2: Nature, U.K., 1992 , vol.357, p.477-4...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/54C07C211/56C07C251/22C09D5/24C09D179/02H01L51/50
CPCH01L51/0035C07C211/56C08G73/0266C07C211/54C09D5/24C09D179/02H01L51/5048H01L51/5052H01L51/0059H01L51/5092H01L51/5088Y02E10/549H10K85/111H10K85/631H10K50/14H10K50/17H10K50/155H10K50/165H10K50/171H10K71/10
Owner NISSAN CHEM CORP
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