Benzylimine pyridine iron complex, preparation method thereof and application thereof in preparation of isoprene rubber
A technology of benzyl imine pyridine iron, iron complex, applied in the direction of iron organic compounds, etc., can solve the problems of industrial application gap, high polyisoprene gel content, low reactivity and selectivity, etc. low cost effect
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preparation example 1
[0037] This embodiment prepares the imine pyridine iron complex shown in formula II:
[0038] 100mL dry reaction bottle, add 4A molecular sieve and bake for 30 minutes. Under argon atmosphere, dry dichloromethane (40 mL), benzylamine (1.2 g, 10.8 mmol) and 6-bromopyridine-2-carbaldehyde (2.0 g, 10.8 mmol) were added sequentially. The reaction was carried out overnight at room temperature, and the reaction of the aldehyde substrate was detected by TLC plate to complete the reaction. Filtration, spinning to dryness, and drying under vacuum gave a yellow liquid (2.4g, yield: 82%), and the structural formula was
[0039] 25mL dry reaction tube, add 15mL redistilled dichloromethane, equimolar ratio of anhydrous FeCl in the glove box 2 (100 mg, 0.8 mmol) and the iminopyridine ligand (217 mg, 0.8 mmol) prepared above were stirred at room temperature for 15 h. After the reaction, dichloromethane was vacuum-dried, washed with 10 mL of dry n-hexane for 3 times, and vacuum-dried to ...
preparation example 2
[0043]This embodiment prepares the imine pyridine iron complex shown in formula III:
[0044] 100mL dry reaction bottle, add 4A molecular sieve and bake for 30 minutes. Under argon atmosphere, dry dichloromethane (60 mL), 2-methylbenzylamine (1.1 g, 9.3 mmol) and pyridine-2-carbaldehyde (1.0 g, 9.3 mmol) were added sequentially. The reaction was carried out overnight at room temperature, and the reaction of the aldehyde substrate was detected by TLC plate to complete the reaction. Filtration, spinning to dryness, and drying under vacuum gave a yellow liquid (2.2g, yield: 61%), the structural formula was
[0045] 25mL dry reaction tube, add 15mL redistilled dichloromethane, equimolar ratio of anhydrous FeCl in the glove box 2 (100.0 mg, 0.8 mmol) and the iminopyridine ligand (165.9 mg, 0.8 mmol) prepared above were stirred at room temperature for 15 h. After the reaction, dichloromethane was vacuum-dried, washed 3 times by adding 10 mL of dry n-hexane, and vacuum-dried to ...
preparation example 3
[0049] This embodiment prepares the imine pyridine iron complex shown in formula IV:
[0050] 100mL dry reaction bottle, add 4A molecular sieve and bake for 30 minutes. Under argon atmosphere, dry dichloromethane (60 mL), 2-methylbenzylamine (1.9 g, 14.0 mmol) and pyridine-2-carbaldehyde (1.5 g, 14.0 mmol) were added sequentially. The reaction was carried out overnight at room temperature, and the reaction of the aldehyde substrate was detected by TLC plate to complete the reaction. Filtration, spinning to dryness, and drying under vacuum gave a yellow liquid (2.6g, yield: 84%), and the structural formula was
[0051] 25mL dry reaction tube, add 15mL redistilled dichloromethane, equimolar ratio of anhydrous FeCl in the glove box 2 (100.0 mg, 0.8 mmol) and the iminopyridine ligand (177.0 mg, 0.8 mmol) prepared above were stirred at room temperature for 15 h. After the reaction, dichloromethane was vacuum-dried, washed with 10 mL of dry n-hexane for 3 times, and vacuum-drie...
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