Electron transporting material and organic electroluminescent device using same
A technology of electron transport material and electron transport layer, which is applied in the direction of electroluminescence light source, electrical components, electric light source, etc., and can solve the problems of impracticality and low compound Tg
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[0156] Hereinafter, the present invention will be explained in more detail based on examples. First, the synthesis examples of the compounds used in the examples are described below.
Synthetic example 1
[0157] [Synthesis Example 1] Synthesis of Compound (1-3-1)
[0158]
[0159] 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 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 separation was performed. The organic layer was washed with water, and the solvent was distilled off under reduced pressure, and then the obtained solid was washed with 250 ml of methanol to obtain 135 g of 9-bromo-10-phenylanthracene.
[0160]
[0161] In a nitrogen atmosphere, a THF solution containing 70 g of 2-bromo-6-methoxynaphthalene was added dropwise to a flask containing 10.7 g of magnesium and a small amount of io...
Synthetic example 2
[0169] [Synthesis Example 2] Synthesis of Compound (1-3-2)
[0170] Add 2.8g of 3-pyridineboronic acid, 6-(10-phenylanthracene-9-yl)naphthalene-2-yl trifluoromethanesulfonate 10.0g, 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 the reaction solution was cooled to room temperature, it was washed with water to remove salts, and then 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)naphthalen-2-yl)pyridine 2.1 g. The structure of the compound was confirmed by NMR measurement.
[0171] 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 ...
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