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Electron transporting material and organic electroluminescent device using same

A technology of electron transport material and electron transport layer, applied in electroluminescence light sources, electrical components, electric light sources, etc., can solve the problems of low Tg and impracticality of compounds

Inactive Publication Date: 2015-01-21
JNC CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The compounds described in Non-Patent Document 1 have low Tg and are not practical

Method used

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  • Electron transporting material and organic electroluminescent device using same
  • Electron transporting material and organic electroluminescent device using same
  • Electron transporting material and organic electroluminescent device using same

Examples

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example

[0157] Hereinafter, the present invention will be described in more detail based on examples. First, synthesis examples of compounds used in Examples will be described below.

Synthetic example 1

[0158] [Synthesis Example 1] Synthesis of Compound (1-3-1)

[0159]

[0160] Under a nitrogen atmosphere, while stirring at room temperature, 10 ml of a chloroform solution containing 0.2 g of iodine was added dropwise to 580 ml of a chloroform solution containing 104 g of 9-phenylanthracene and 80 g of N-bromosuccinimide. After completion of the dropwise addition, the mixture was stirred at reflux temperature for 3 hours. After cooling the reaction liquid to room temperature, the precipitate was removed by suction filtration, and then 500 ml of toluene was added and liquid-separated. The organic layer was washed with water, the solvent was distilled off under reduced pressure, and the obtained solid was washed with 250 ml of methanol to obtain 135 g of 9-bromo-10-phenylanthracene.

[0161]

[0162] Under a nitrogen atmosphere, a THF solution containing 70 g of 2-bromo-6-methoxynaphthalene was dropped into a flask containing 10.7 g of magnesium and a small amount of iodin...

Synthetic example 2

[0170] [Synthesis Example 2] Synthesis of Compound (1-3-2)

[0171] 2.8 g of 3-pyridineboronic acid, 10.0 g of 6-(10-phenylanthracene-9-yl)naphthalene-2-yl trifluoromethanesulfonate, Pd(PPh 3 ) 4 0.7 g, 8.0 g of potassium phosphate, 40 ml of 1,2,4-trimethylbenzene, 4 ml of 2-propanol, and 4 ml of water were stirred at reflux temperature for 6 hours. After cooling the reaction liquid to room temperature, the salt was removed by washing with water, and the separated organic layer was purified by silica gel column chromatography (toluene / ethyl acetate=95 / 5 (volume ratio)). The solid obtained by distilling off the solvent under reduced pressure was washed with methanol to obtain compound (1-3-2): 3-(6-(10-phenylanthracene-9-yl)naphthalene-2-yl)pyridine 2.1 g. The structure of the compound was confirmed by NMR measurement.

[0172] 1 H-NMR (CDCl 3 ): 9.1(dd, 1H), 8.7(dd, 1H), 8.2(d, 1H), 8.2~8.1(d, 1H), 8.1~8.0(m, 1H), 8.0(m, 2H), 7.8( dd, 1H), 7.7(m, 4H), 7.7~7.6(dd, 1H), 7...

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Abstract

A compound represented by formula (1) is useful as an electron transporting material for an organic EL device. Use of this electron transporting material contributes to the prolongation of the life of the organic EL device and so on. In formula (1), Py's independently represent each a group represented by formula (2), (3), (4) or (5); m and n represent 0 or 1, provided that m+n is 1; and hydrogen atoms in the benzene, naphthalene and pyridine rings in the formulae may be independently substituted by C1-6 alkyl or C3-6 cycloalkyl.

Description

[0001] This application is a divisional application of a patent with an application date of May 28, 2010, an application number of 201080018916.X, and an invention name of an electron transport material and an organic electroluminescent element using the same. technical field [0002] The present invention relates to a novel electron transport material having a pyridyl group, an organic electroluminescence element (hereinafter, sometimes abbreviated as an organic EL (Electroluminescence, electroluminescence) element or simply an element) using the electron transport material, etc. . Background technique [0003] In recent years, an organic EL element has attracted attention as a next-generation full-color flat panel display and has been actively researched. In order to promote the practical use of organic EL elements, reduction in driving voltage and long life of the element are essential elements, and new electron transport materials have been developed to achieve these ele...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/22H01L51/54H10K99/00
CPCC09K2211/1011H01L51/0067C07D213/16C09K2211/1007C09K2211/1029H05B33/14C09K11/06H01L51/5048C07D213/22C07D213/127H01L51/0058H10K85/626H10K85/654H10K50/14H10K50/16
Inventor 小野洋平马场大辅内田学
Owner JNC CORP
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