A Hydrosilylation Reaction of Unsaturated Compound Catalyzed by Metallocene
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A technology for hydrosilylation reaction and metallocene catalyst is applied in the field of hydrosilylation reaction of unsaturated compounds, which can solve the problems of high price and limited industrial application, and achieve the effects of low cost, wide applicability and simple operation.
Active Publication Date: 2020-09-01
FOSHAN PULIDA TECH
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[0003] The present invention is to overcome the shortcoming that the industrial application of the existing hydrosilylation reaction catalyst is limited due to its high price, and provides a kind of unsaturated compound hydrosilylation reaction using a metallocene as a catalyst. The reaction condition of the catalyst is mild, safe and effective
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Embodiment 1
[0015] A metallocene catalyst is used to catalyze the hydrosilylation reaction of unsaturated compounds: titanocene dichloride (0.50 g, 0.002 mol), samarium metal powder (0.60 g, 0.004 mol), hexene (3.36 g, 0.04 mol ), Ph 2 SiH 2 (8.84 g, 0.048 mol) was added into a 25 mL flask and stirred at 90 °C for 12 h. After the reaction was completed, the conversion of olefins was 94.6% and the selectivity of β-addition products was 98.5% as measured by GC.
Embodiment 2
[0017] A metallocene catalyst is used to catalyze the hydrosilylation reaction of unsaturated compounds: titanocene dichloride (0.50 g, 0.002 mol), samarium metal powder (0.60 g, 0.004 mol), octene (4.48 g, 0.04 mol ), Ph 2 SiH 2 (8.84 g, 0.048 mol) was added to a 25 mL flask and stirred at 90 °C for 12 h. After the reaction was completed, the conversion of olefins was 92.8% and the selectivity of β-addition products was 99.2% as measured by GC.
Embodiment 3
[0019] A hydrosilylation reaction of unsaturated compounds catalyzed by a metallocene catalyst: titanium dichloride (0.50 g, 0.002 mol), samarium metal powder (0.60 g, 0.004 mol), acetophenone (12.0 g, 0.10 mol), Ph 2 SiH 2 (22.1 g, 0.12 mol) was added into a 50 mL flask and stirred at 90 °C for 6 h. After the reaction was completed, the conversion rate of acetophenone was 98.6% as measured by GC.
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Abstract
The invention discloses an unsaturated compound hydrosilylation reaction taking metallocene as a catalyst. The catalyst comprises a metallocene coordination compound and metal powder, the molar ratioof the metallocene coordination compound to the metal powder is 1:1-1:3, the metallocene coordination compound is titanocene dichloride or zirconocene dichloride, and the metal powder is any of samarium, magnesium and aluminum or zinc. The prepared catalyst is a non-precious metal catalyst and has the advantages of low cost, simplicity in operation and the like, a new variety is increased for a hydrosilylation reaction catalyst, and the catalyst has excellent catalytic effects on hydrosilylation reaction of unsaturated olefins, can catalyze addition reaction of olefin, ketone and hydrogen-containing silane and is wide in applicability.
Description
technical field [0001] The invention relates to a catalyst in the field of organosilicon chemistry, in particular to a hydrosilylation reaction of an unsaturated compound with a metallocene as a catalyst. Background technique [0002] Catalytic hydrosilylation plays an important role in synthetic organic chemistry, and is one of the most important ways to synthesize organosilicon coupling agents and functional organosilicon compounds and polymers. Usually directly use noble metal complexes such as platinum, rhodium, iridium as the catalyst (Ohtat T, Ito M, Tsuneto A, J.Chem.Soc., Chem.Commun., 1994, 2525; Peng J, Bai Y, Li J, Lai G, Current Org. Chem., 2011, 15(16), 2802), although their catalytic activity is relatively good, but the high price of this type of catalytic system limits its industrial application, most catalytic systems Only stay at the research level. In recent years, some low-cost, low-toxic, environmentally friendly, simple to prepare, and relatively stabl...
Claims
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