organic electroluminescent device
An electroluminescence device and luminescence technology, applied in the direction of electroluminescence light source, electric light source, organic chemistry, etc., can solve problems such as the reduction of driving voltage efficiency
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Synthetic example 1
[0142] Synthesis Example 1: Preparation of Compound C-4
[0143]
[0144] Preparation of compound 1-1
[0145] 100 g of indanone (757 mmol), 111.6 g of phthalaldehyde (832 mmol), 10.3 g of 20% sodium ethoxide in ethanol (151 mmol) and 1300 mL of ethanol were added to the reaction vessel. After the mixture was refluxed for 2 hours, the mixture was cooled to room temperature and stirred overnight. The reaction solution was cooled to 0° C., and the separated solid was filtered and washed with cold methanol and hexane to obtain 95 g of Compound 1-1 (yield: 55%).
[0146] Preparation of compound 1-2
[0147] 33.3 g of iodine (144 mmol), 44 g of hypophosphorous acid (660 mmol, 50% aqueous solution) and 2000 mL of acetic acid were added to the reaction vessel, and the mixture was stirred at 80° C. for 30 minutes. Thereto, 95 g of compound 1-1 (413 mmol) was slowly added dropwise, and the mixture was stirred under reflux overnight. The reaction solution was cooled to room ...
Synthetic example 2
[0156] Synthesis Example 2: Preparation of Compound C-5
[0157]
[0158] 40g compound 1-4 (124mmol), 44.7g N-1,1'-biphenyl-4-yl-9,9-dimethyl-9H-fluorene-2-amine (124mmol), 3.4g three (two Benzylideneacetone)dipalladium(0) (4mmol), 3mL of tri-tert-butylphosphine (7mmol, 50% solution in toluene), 17.8g of sodium tert-butoxide (186mmol) and 600mL of toluene were added to the reaction vessel, and the mixture was refluxed for 3 hours . The reaction solution was cooled to room temperature. The solvent was removed with a rotary evaporator, and the resulting product was purified with column chromatography to obtain 37.8 g of compound C-5 (yield: 51%). The properties of Compound C-5 are shown in Table 1.
Synthetic example 3
[0159] Synthesis Example 3: Preparation of Compound C-7
[0160]
[0161] 10g compound 1-4 (31mmol), 16.5g N-1,1'-biphenyl-4-yl-9,9-diphenyl-9H-fluorene-2-amine (34mmol), 1.4g three (two Benzylideneacetone) dipalladium (0) (2mmol), 1.2mL tri-tert-butylphosphine (3mmol, 50% solution in toluene), 5.9g sodium tert-butoxide (62mmol) and 600mL toluene were added to the reaction vessel, and the mixture was refluxed for 3 Hour. The reaction solution was cooled to room temperature. The solvent was removed with a rotary evaporator, and the resulting product was purified with column chromatography to obtain 11 g of compound C-7 (yield: 49%). The properties of compound C-7 are shown in Table 1.
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