Organometallic complex, preparation method thereof and application thereof
A technology of organometallic complexes, 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 structure characterization:
[0123]
[0124] Add 1-phenyl-3-methylimidazolium iodide, ethylene glycol methyl ether, silver oxide and IrCl to the round bottom flask 3 ·3H 2 O, the resulting solution was evacuated three times under nitrogen atmosphere, and then refluxed for 12 hours in the dark. After the reaction, the temperature was returned to room temperature, the solvent was removed by filtration, the filter cake was rinsed with dichloromethane, the rinse was concentrated to remove the solvent, the obtained dimer solid was washed with methanol and dried in the air.
[0125] Add dimer (25mg, 0.02mmol, 1.0eq), ligand (29mg, 0.2mmol, 10.0eq), Na 2 CO 3 (21mg, 0.2mmol, 10.0eq), ethylene glycol methyl ether (3mL), bubbling with nitrogen for 5min, heating to 120℃, reacting for 14h, cooling and adding water, dichloromethane (DCM) extraction and liquid separation, organic phase drying, DCM :MeOH=20:1 to separate the target points through t...
Synthetic example 2
[0129] Synthesis Example 2: Ir-2 synthesis and structure 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 the reaction was carried out for 14 hours. After cooling and adding water, the dichloromethane (DCM) was used for extraction and liquid separation, and the organic phase was dried. DCM:MeOH=20:1 was passed through the column to separate the target points to obtain 21mg of light yellow solid. The rate is 75%.
[0132] The luminescence spectrum in dichloromethane solution at room temperature is as follows figure 2 As shown, the main emission peak is at 549nm, which is a green light material. 1 H-NMR (300MHz, CDCl 3 )δ: 9.17 (d, J = 8.1 Hz, 1H), 8.03 (d, J = 5.4 Hz, 1H), 7.89 (t, J = 7.8 Hz, 1H), 7.81 (d, J = 8.2 Hz, 1H) ,7.43(d,J=2.0Hz,1H),7.36(d,J=2.0Hz,1H),7.18(t,J=7.8Hz...
Synthetic example 3
[0134] Synthesis Example 3: Ir-3 synthesis and structure 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, heated to 120°C, reacted for 20 hours and then cooled to room temperature, filtered, and rinsed with 10 mL of water, ethanol, and petroleum ether. The solid was separated by column chromatography with DCM: MeOH = 20:1 to obtain 18 mg of yellow solid. , The yield is 64%.
[0137] The luminescence spectrum in dichloromethane solution at room temperature is as follows image 3 As shown, the main emission peak is at 499 nm, which is a blue-green light material.
[0138] ESI MS: 708.2,[M+H] + .
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