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Spiro-type organic material, and organic electroluminescent device using same

A technology for organic light-emitting elements and compounds, which is applied in the field of organic electroluminescent elements and can solve the problems of obtaining a blue light-emitting layer in a short wavelength region, etc.

Inactive Publication Date: 2016-03-16
DAEJOO ELECTRONICS MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it has never been proposed to use a spiro compound to obtain a blue light-emitting layer in the short-wavelength region

Method used

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  • Spiro-type organic material, and organic electroluminescent device using same
  • Spiro-type organic material, and organic electroluminescent device using same
  • Spiro-type organic material, and organic electroluminescent device using same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0101] Intermediate 2-1 (8.2 g) was added to a 1 L three-neck round bottom flask, and stirred for 30 minutes under an argon atmosphere. After stirring for 30 minutes, Intermediate 1 (10 g) was added and melted through toluene (250 mL), followed by the addition of palladium(II) acetate (0.21 g), tri-tert-butylphosphine (0.9 g), sodium tert-butoxide (7.3 g ) was refluxed and stirred for 18 hours. After the reaction, the above solution was filtered in a hot state, and then the filtered solid was washed with hot toluene and dichloromethane, and the filtrate was concentrated under reduced pressure. The substance produced by concentration was purified using silica gel column chromatography (eluent: N-hexane:dichloromethane=1:1), and then recrystallized using tetrahydrofuran, whereby a yellow-green solid having the following structure was obtained.

[0102]

[0103] 1 HNMR (500MHz, CDCl 3 ,TMS)δ(PPM)8.20(d,2H),8.05(m,4H),7.69(d,2H),7.51(d,2H),7.32(m,4H),7.21(m,6H),7.13 (m,6H),...

Embodiment 2 to Embodiment 76

[0105] The compound of Example 2-76 was prepared by the same method as in Example 1, using Intermediates 2-2 to 2-76 instead of Intermediate 2-1. The structures and NMR data of Examples 2-76 prepared respectively are shown in Tables 6-70 below.

[0106] Table 6

[0107]

[0108] Table 7

[0109]

[0110] Table 8

[0111]

[0112] Table 9

[0113]

[0114] Table 10

[0115]

[0116] Table 11

[0117]

[0118] Table 12

[0119]

[0120] Table 13

[0121]

[0122] Table 14

[0123]

[0124] Table 15

[0125]

[0126] Table 16

[0127]

[0128] Table 17

[0129]

[0130] Table 18

[0131]

[0132] Table 19

[0133]

[0134] Table 20

[0135]

experiment example 1

[0137] Experimental example 1: Fabrication of the organic electroluminescent element using Example 1

[0138] Put an indium tin oxide (ITO) transparent electrode substrate with a film thickness of 100nm into distilled water dissolved in a cleaning agent in a size of 40mm×40mm×0.7m, clean it with ultrasonic waves for 10 minutes, and wash it twice in distilled water for 10 minutes.

[0139] After cleaning with distilled water, ultrasonic cleaning and drying are performed on solvents such as isopropanol, acetone, and methanol in sequence. After wet purification, oxygen plasma and argon plasma are used for dry cleaning, and then the glass substrate with transparent electrode lines is installed on the substrate holder of the vacuum evaporation device, and the indium tin oxide with transparent electrode lines formed A compound represented by the following chemical formula A was thermally vacuum-evaporated to a thickness of 3 nm on the (ITO) side surface to form a hole injection laye...

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Abstract

The present invention relates to spiro-type organic material and to an organic electroluminescent device using same and, more particularly, to spiro-type organic material and to an organic electroluminescent device using same by means of which short-wavelength luminescence can be obtained at high efficiency.

Description

technical field [0001] The present invention relates to a spiro-ring type organic material and an organic electroluminescent element using the material, and more specifically, to an organic electroluminescent element capable of emitting short wavelengths with high efficiency, which can be used as a display device. Light-emitting spiro-ring organic materials and organic electroluminescence elements using the materials. Background technique [0002] Organic semiconductors are being developed for use in many different types of electronic devices. Compared with other flat-panel display devices such as the existing liquid crystal display (LCD), plasma display panel (PDP), and field emission display (FED), the organic electroluminescent element has a simple structure and has many advantages in the manufacturing process. Due to its high brightness, excellent viewing angle characteristics, fast response, and low drive voltage, it has been actively developed to be used as a light so...

Claims

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Application Information

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IPC IPC(8): C07C211/54C09K11/06H01L51/50
CPCC09K11/06C07C255/51C07C255/58C07C211/56C07C211/59H05B33/14C09K2211/1007C09K2211/1011C09K2211/1014C07C2603/94C07F7/081H10K85/626H10K85/633H10K2102/103
Inventor 金泂镐南相镇李在训全永珉朴正圭李彰珩李恩贞金埈佑
Owner DAEJOO ELECTRONICS MATERIALS CO LTD
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