Organic metal complex as well as preparation method and application thereof
An organometallic and complex technology, applied in indium organic compounds, platinum group organic compounds, organic chemistry, etc.
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Synthetic example 1
[0122] Synthesis example 1: Ir-1 synthesis and structural characterization:
[0123]
[0124] Add 1-phenyl-3-methylimidazolium iodide, ethylene glycol methyl ether, silver oxide, and IrCl to a round bottom flask 3 ·3H 2 O, the resulting solution was evacuated three times under a nitrogen atmosphere, and then refluxed in the dark for 12 hours. Return to room temperature after the reaction, remove the solvent by filtration, rinse the filter cake with dichloromethane, concentrate the eluent to remove the solvent, wash the dimer solid with methanol and dry in air.
[0125] Add dimer (25mg, 0.02mmol, 1.0eq), ligand (ligand) (29mg, 0.2mmol, 10.0eq) to 60mL sealed tube, Na 2 CO 3 (21mg, 0.2mmol, 10.0eq), ethylene glycol methyl ether (3mL), bubbling nitrogen for 5min, heating up to 120°C, reacting for 14h, cooling and adding water, dichloromethane (DCM) extraction and liquid separation, organic phase drying, DCM :MeOH=20:1 The target point was separated by column to obtain 23 m...
Synthetic example 2
[0129] Synthesis example 2: Ir-2 synthesis and structural characterization:
[0130]
[0131] Add dimer (25mg, 0.02mmol, 1.0eq), ligand (38mg, 0.20mmol, 10.0eq), Na 2 CO 3 (21mg, 0.20mmol, 10.0eq), ethylene glycol monomethyl ether 3mL, N 2 After bubbling for about 5 minutes, the temperature was raised to 120°C, and after 14 hours of reaction, cooling was added and water was added, extracted with dichloromethane (DCM) and separated, and the organic phase was dried. DCM:MeOH=20:1 was passed through a column to separate the target point, and 21 mg of a light yellow solid was obtained. rate of 75%.
[0132] The luminescence spectrum in dichloromethane solution at room temperature is shown as figure 2 As shown, the main emission peak is at 549nm, which is a kind of green light material. 1 H-NMR (300MHz, CDCl 3 )δ: 9.17(d, J=8.1Hz, 1H), 8.03(d, J=5.4Hz, 1H), 7.89(t, J=7.8Hz, 1H), 7.81(d, J=8.2Hz, 1H) ,7.43(d,J=2.0Hz,1H),7.36(d,J=2.0Hz,1H),7.18(t,J=7.8Hz,1H),7.15–7.06(m,3H)...
Synthetic example 3
[0134] Synthesis example 3: Ir-3 synthesis and structural characterization:
[0135]
[0136]Add dimer (25mg, 0.02mmol, 1.0eq), ligand (40mg, 0.20mmol, 10.0eq), Na 2 CO 3 (21mg, 0.20mmol, 10.0eq), ethylene glycol monomethyl ether 3mL, N 2 Replaced 3 times, raised the temperature to 120°C, reacted for 20 hours, cooled to room temperature, filtered, rinsed with 10mL water, ethanol, and petroleum ether, and separated the target point by DCM:MeOH=20:1 column chromatography to obtain 18mg yellow solid , yield 64%.
[0137] The luminescence spectrum in dichloromethane solution at room temperature is shown as image 3 As shown, the main emission peak is at 499nm, which is a kind of blue-green light material.
[0138] ESI MS:708.2,[M+H] + .
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