A kind of catalyst composition and its application in propylene hydroformylation reaction
A technology of composition and catalyst, which is applied in the direction of carbon monoxide reaction preparation, organic compound preparation, carbon-based compound preparation, etc., which can solve the difficulties of catalyst oil solubility and product separation, poor high-temperature performance of rhodium catalyst, and the inability to use high-level olefin carbonylation, etc. problem, to achieve the effect of improving catalytic conversion rate and conversion rate, strong catalytic activity and stability, and strong Π electron receiving ability
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Embodiment 1
[0046] 179g of raw material 2-hydroxybenzyl alcohol derivative (1mol) (the structure is shown in the following formula 1-1) was added into 600ml of dichloromethane and mixed well, and 4.0836g of acetic anhydride (0.04 mol) catalytic reaction was carried out, after stirring for 2h, a quinone intermediate was obtained, and then 132.928g (0.8mol) triethyl phosphite was added to the system, and the reaction was carried out at 60 °C overnight (12h) to generate a cyclization reaction, and the reaction progress was monitored by dot plate. . After the completion of the reaction, dichloromethane, the solvent, was removed by rotary distillation, and eluted by column chromatography to obtain 196 g of oxygen-containing heterocyclic phosphate. Referred to as the first ligand A1; the structure is shown in the following formula 1-2.
[0047]
[0048] The yield was 70%. The NMR data supports the following:
[0049] 1 H NMR (400MHz, CDCl 3 ,TMS):δ0.89(t,J=8Hz,3H),2.28(s,3H),3.41-3.72(m...
Embodiment 2
[0051] 193g of raw material 2-phenol hydroxybenzyl alcohol derivative (1mol) (the structure is shown in the following formula 2-1) was added into 500ml of chloroform and mixed evenly. At room temperature of 25°C, 5.1045g of acetic anhydride (0.05mol ) catalytic reaction was carried out. After stirring for 2 hours, 166.16 g of triethyl phosphite (1 mol) was added to the system, and the reaction was carried out at 50 °C overnight (20 h) for cyclization reaction, and the reaction progress was monitored by spot plate. After the reaction was completed, the solvent chloroform was removed by rotary distillation, and 216.45 g of oxygen-containing heterocyclic phosphate was obtained by column chromatography, which was referred to as the first ligand A2; the structure was shown in the following formula 2-2.
[0052]
[0053] The yield was 82%. The NMR data supports the following:
[0054] 1 H NMR (400MHz, CDCl 3 ,TMS):δ0.90(td,J=8,0.48Hz,3H),2.34(s,3H),2.27(s,3H),3.39-3,49(m,1H),3...
Embodiment 3
[0056] 277g of raw material 2-phenol hydroxybenzyl alcohol derivative (1mol) (the structure is shown in the following formula 3-1) was added into 800ml of benzene and mixed well, and 6.1254g of acetic anhydride (0.06mol ) catalytic reaction was carried out. After stirring for 2h, 199.392g of triethyl phosphite (1.2mol) was added to the system, and the reaction was carried out at 70°C overnight (10h) for cyclization reaction, and the reaction progress was monitored by spot plate. After the completion of the reaction, the solvent benzene was removed by rotary distillation, and column chromatography was performed to obtain 316.68 g of oxygen-containing heterocyclic phosphate. Referred to as the first ligand A3; the structure is shown in the following formula 3-2.
[0057]
[0058] The yield was 91%. The NMR data supports the following:
[0059] 1 H NMR (400MHz, CDCl 3 ,TMS):δ1.35(td,J=8,0.56Hz,3H),2.27(s,3H),2.30(s,3H),3.38-3.48(m,1H),3.85-3.95(m,1H) ),7.00(t,J=8Hz,2H),7....
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