Benzo[a]carbazole compound, electron transport material, and organic electroluminescent device using same
A compound, carbazole technology, applied in the field of benzo[a]carbazole compounds, can solve the problems of impracticality and low Tg of compounds
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[0679] Hereinafter, the present invention will be described in more detail based on examples. First, synthesis examples of benzo[a]carbazole compounds used in Examples will be described below.
Synthetic example 1
[0680] [Synthesis Example 1] Synthesis of Compound (1-1-66)
[0681]
[0682] [chem 229]
[0683]
[0684] Under a nitrogen atmosphere, 13.13 g of 1-chloro-4-methoxy-2-nitrobenzene, 15.56 g of (6-methoxynaphthalen-2-yl) boric acid, tetrakis (triphenylphosphine) palladium (0 )(Pd(PPh 3 ) 4 ) 2.43 g, 29.72 g of tripotassium phosphate, and 280 ml of a mixed solvent of toluene and ethanol (toluene / ethanol=4 / 1 (volume ratio)) were added to the flask and stirred for 5 minutes. Next, 28 ml of pure water was added, and reflux was performed for 5 hours. After completion of heating, the reaction solution was cooled, and the precipitated solid was collected by filtration to obtain crude product 1. The filtrate was separated, and the organic layer was dried over anhydrous sodium sulfate. The desiccant was removed by filtration, the solvent was distilled off under reduced pressure, and the obtained solid was obtained as crude product 2. The above-mentioned crude product 1 and cr...
Synthetic example 2
[0712] [Synthesis Example 2] Synthesis of Compound (1-1-758)
[0713]
[0714] [chem 236]
[0715]
[0716] Under nitrogen atmosphere, compound (a-5a) 2g, 3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl ) pyridine 2.01g, tetrakis (triphenylphosphine) palladium (0) (Pd (PPh 3 ) 4 ) 0.20 g, 2.89 g of tripotassium phosphate, and 14 ml of N,N-dimethylacetamide were added to the flask, stirred, and then heated at 120° C. for 4 hours. After the reaction was completed, pure water was added to the reaction solution, and the precipitated solid was collected by filtration, and then the obtained solid was purified using a silica gel column (solvent: toluene / ethyl acetate=2 / 1 (volume ratio)), Further, purification by sublimation was carried out to obtain the target compound (1-1-758): 11-phenyl-3,9-bis(3-pyridin-3-yl)phenyl-11H-benzo[a]carbazole 0.53 g (yield: 25%). The structure of the compound (1-1-758) was confirmed by MS spectrum and NMR measurement.
[0717] 1 H-N...
PUM
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