Star type fluorescent molecules as well as preparation method and application thereof
A technology of fluorescent molecules and light-emitting layers, which is applied in the field of star-shaped fluorescent molecules and its preparation, can solve the problems of high OLED product prices, expensive instruments and equipment, and low material utilization, and achieve excellent solubility, excellent shape, Effect of Improving Fluorescence Quantum Yield
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[0051] 1. Preparation of monomer
[0052] Preparation of bis(3,5-dichlorophenyl)sulfur
[0053] Under argon atmosphere, add 1,3-dichloro-5 iodobenzene (2.73g, 10mmol), 3,5-dichlorothiophenol (2.15g, 12mmol), cuprous iodide (9.5 mg, 0.5mmol), potassium carbonate (6.9g, 50mmol) and 50ml of DMF solvent, stirred and heated to 120°C, reacted for 12h, after stopping the reaction, spin the solvent, extract with dichloromethane solvent, collect the organic phase, concentrate, pass Purified by silica gel column chromatography, using a mixed solvent of petroleum ether / dichloromethane (15 / 1, v / v) as eluent, to obtain a white solid with a yield of 75%; 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product, and the chemical reaction equation of the preparation process is as follows:
[0054]
[0055] Preparation of 5,5-sulfone bis(1,3-dichlorobenzene)
[0056] Under argon atmosphere, add bis(3,5-dichlorophenyl)sulfur (3.24g, 10mmol...
Embodiment 1
[0071] Embodiment 1 Preparation of star-shaped fluorescent material X1:
[0072] Under argon atmosphere, in a 100mL three-necked flask, add 5',5""-sulfone bis(4,4"-dibromo-1,1':3',1"-tetraphenyl) (1.0g, 1.2mol), 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-diyl)-9,9-dioctylfluorene (purchased from Changchun Sanbang Pharmaceutical Co., Ltd. Technology Co., Ltd.) (2.48g, 4.8mmol), potassium carbonate aqueous solution (2mol / L, 1.32g / 4.8ml deionized water, 9.6mmol), tetrabutylammonium bromide (19mg, 0.06mmol), tetratriphenyl Palladium phosphine (69mg, 0.06mmol) and 50ml tetrahydrofuran. Heat and stir to 85°C, react for 12h. After the reaction was terminated, the solvent was concentrated, and the crude product was purified by column chromatography using a mixed solvent of petroleum ether and dichloromethane (3 / 1, v / v) as the eluent to obtain a beige solid. 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product X1, and the chemica...
Embodiment 2
[0077]Embodiment 2 Preparation of star-shaped fluorescent material X2:
[0078] Under argon atmosphere, in a 100mL three-necked flask, add 5,5',5",5"'-(sulfone bis(benzene-5,1,3-yl)tetrakis(2-bromothiophene) (1.03g , 1.2mol), 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-diyl)-9,9-dioctylfluorene (purchased from Changchun Sanbang Pharmaceutical Technology Co., Ltd.) (2.48g, 4.8mmol), aqueous solution of potassium carbonate (2mol / L, 1.32g / 4.8ml deionized water, 9.6mmol), tetrabutylammonium bromide (19mg, 0.06mmol), four three Phenylphosphine palladium (69mg, 0.06mmol) and 50ml tetrahydrofuran. Heat and stir to 85 ° C, react for 12h. After stopping the reaction, concentrate the solvent, and the crude product is purified by column chromatography, petroleum ether and dichloromethane mixed solvent (3 / 1 , v / v) as the eluent, and finally a beige solid was obtained. 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product X2, and the ch...
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