Tetradentate cyclometalated platinum complex phosphorescent material and organic light-emitting element
A phosphorescent material, metal platinum technology, applied in the direction of luminescent materials, platinum group organic compounds, platinum organic compounds, etc., to achieve the effects of material stability, energy reduction, and strong molecular rigidity
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Embodiment 1
[0055] Example 1: The synthetic route of tetracyclic metal platinum (II) complex phosphorescent material Pt (bp-1) is as follows:
[0056]
[0057] Synthesis of intermediate 1-Br: Add 3-bromo-9,9-dimethyl-9,10-dihydroacridine (2.00g, 6.94mmol, 1.00 equivalents) to a dry three-necked flask with a magnetic stirrer , cuprous iodide (67 mg, 0.35 mmol, 5 mol%) and lithium tert-butoxide (833 mg, 10.41 mmol, 1.50 equiv). Then nitrogen was evacuated three times, and 1-methylimidazole (57mg, 0.69mmol, 10mol%), 2-bromopyridine (1.31g, 8.33mmol, 1.20eq) and toluene (30mL) were added under nitrogen protection. Then put the three-neck bottle into an oil bath with magnetic stirring, raise the temperature to 120° C. and react for 48 hours, and monitor by thin-layer chromatography until the reaction of the raw materials is completed. The reaction was cooled to room temperature, diluted with ethyl acetate, and the organic phase was washed with water. After liquid separation, the organic ph...
Embodiment 2
[0061] Example 2: The synthetic route of tetracyclic metal platinum (II) complex phosphorescent material Pt (bp-2) is as follows:
[0062]
[0063] Synthesis of intermediate (2-Br): Add 5,5-dimethyl-5,10-dihydrobenzo[b][1,8]naphthyridine (1.66 g, 7.90mmol, 1.0eq), cuprous iodide (301mg, 1.58mmol, 10mol%), L-proline (273mg, 2.37mmol, 30mol%) and potassium carbonate (2.18g, 15.80mmol, 2.0eq) , replace the nitrogen three times, add 1-bromo-3-iodobenzene (3.35g, 11.84mmol, 1.5 equivalents) and dimethyl sulfoxide (35mL) under the protection of nitrogen, put the three-necked flask into the oil with magnetic stirring In the bathing pot, the temperature was raised to 110° C. for 60 hours, and the reaction of the raw materials was monitored by thin-layer chromatography until the reaction of the raw materials was completed. The reaction was cooled to room temperature, diluted with ethyl acetate, and the organic phase was washed with water. After liquid separation, the organic phase wa...
Embodiment 3
[0066] Example 3: The synthetic route of tetradentate ring metal platinum (II) complex phosphorescent material Pt (bp-3) is as follows:
[0067]
[0068] Synthesis of intermediate (3-Br): Add 9H-pyrido[2,3-b]indole (4.00g, 23.78mmol, 1.00 equivalents), cuprous iodide to a dry three-necked flask with a magnetic stirrer (906mg, 4.76mmol, 20mol%), L-proline (548mg, 4.76mmol, 20mol%) and potassium carbonate (6.57g, 47.56mmol, 2.0 equivalents), pumping nitrogen three times, adding 1- Bromo-3-iodobenzene (10.09g, 35.67mmol, 1.5 equivalents) and dimethyl sulfoxide (50mL), put the three-necked flask into an oil bath with magnetic stirring, raise the temperature to 120°C for 72 hours, and thin layer Chromatographic monitoring until the reaction of raw materials is complete. The reaction was cooled to room temperature, diluted with ethyl acetate, and the organic phase was washed with water. After liquid separation, the organic phase was dried with anhydrous sodium sulfate. After fil...
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