Organic electroluminescent material and applications thereof
An electroluminescent material and electroluminescent technology, which are applied in the fields of luminescent materials, organic chemistry, circuits, etc., can solve the problems of short conjugation length, low fluorescence quantum efficiency, reduced molecular crystallization tendency, etc., and achieve good device efficiency and good luminescence. performance effect
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Embodiment 1
[0041] The preparation of embodiment 1 compound 1
[0042]
[0043] In a 3L three-necked flask, add 4-bromo-5-chloro-[1,8]naphthyridine (126.9g, 0.52mol), o-diphenylboronic acid inanol ester (165g, 0.50mol), K 2 CO 3 (125g, 0.9mol), toluene (1200mL), deionized water (600mL), N 2 Protection, adding Pd(OAc) 2 (4.5g, 0.02mol), phosphine ligand 2-bicyclohexylphosphine-2', 6'-dimethoxy-1,1'-biphenyl (16.4g, 0.04mol), N 2 Under protection, raise the temperature to reflux, keep the temperature for 48h, cool down to room temperature, separate the liquid, wash the organic phase once with 500mL deionized water, collect the organic phase, anhydrous Na 2 SO 4 After drying and filtering, the filtrate quickly passed through a 10 cm thick silica gel layer to remove the solvent. The crude product was recrystallized with isopropanol as a solvent to obtain 72.5 g of yellow crystals with a yield of 71.0%, MS (m / s): 204.1.
Embodiment 2
[0044] The preparation of embodiment 2 compound 2
[0045]
[0046] In a 2L three-necked flask, add compound 1 (71.5g, 0.35mol), nitrobenzene (1200mL), bromine (67.2g, 0.42mol), heat up to an internal temperature of 145-150°C, keep the reaction for about 8 hours, and drop to At room temperature, slowly pour the reaction solution into 2500mL of methanol, stir rapidly for about 1h, filter with suction, collect the filter cake in a 2L Erlenmeyer flask, add 1200g of deionized water, about 45g of sodium sulfite, stir for 1h, filter with suction, collect the filter cake in Add 600 mL of methanol to a 2L Erlenmeyer flask, stir at room temperature for 1 h, filter with suction, collect the filter cake, and air-dry to obtain 75.8 g of a light pink solid with a yield of 76.5%, MS (m / s): 282.0.
Embodiment 3
[0047] The preparation of embodiment 3 compound 3
[0048]
[0049]In a 2L three-necked flask, add compound 2 (75.0g, 0.26mol), bis-borate incandyl alcohol ester (76.2g, 0.30mol), Pd (PPh 3 ) 4 (6.5g, 0.0056mol), potassium acetate (41.2g, 0.42mol), 1,4-dioxane (1100mL), under the protection of nitrogen, heat up to an internal temperature of 102°C, keep the reaction for 9h, cool down to room temperature, 300mL Wash the organic phase once with deionized water, separate the liquid, collect the organic phase, remove the solvent, and purify the crude product by silica gel column chromatography, the eluent is petroleum ether: ethyl acetate = 1:3, and further use absolute ethanol to recrystallize After purification, compound 3 was obtained, 67.2 g of off-white solid, yield 78.3%, MS (m / s): 330.1.
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