Catalyst for olefin multimerization and method for producing olefin multimer in presence of said catalyst
A technology for olefin multimers and production methods, applied to the field of olefin multimerization catalysts and the production of olefin multimers in the presence of the catalysts, to achieve excellent activity and high production efficiency
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[0244] Hereinafter, the present invention will be specifically described based on synthesis examples and examples, but the present invention is not limited to these examples.
[0245] The structure of the compound obtained by the synthesis example uses 270MHz 1 H NMR (manufactured by JEOL, device name GSH-270), ICP emission spectrometer (manufactured by Agilent Technologies, device name 720-ES type) and other devices.
[0246] The yield of the reaction product and the selectivity of 1-hexene and 1-octene were analyzed by gas chromatography (Shimadzu GC-14A, J&WScientific DB-5 column).
[0247] [catalytic activity]
[0248] The catalytic activity was obtained by dividing the mass of the reaction product obtained per unit time by the transition metal atomic weight (mmol) in the transition metal catalyst component used for the polymerization.
[0249] [Selectivity of 1-hexene or 1-octene]
[0250] The selectivity of 1-hexene or 1-octene was calculated|required according to the f...
Synthetic example 1
[0258] Into a well-dried 20 mL reactor, 2.1 mL (25.4 mmol) of pyrrolidine and 1.0 mL (13.3 mmol) of 37% aqueous formaldehyde were added, followed by stirring at room temperature. After 17 hours, diethyl ether was added to the reaction solution, the soluble fraction was extracted, and the obtained fraction was dried over anhydrous magnesium sulfate. After filtering magnesium sulfate, the filtrate was distilled off the solvent under reduced pressure. The obtained crude product was distilled under reduced pressure to obtain 1.32 g (64% yield) of an amine compound represented by the following formula (B-2) (hereinafter referred to as compound (1)).
[0259] 1 H-NMR (270MHz, CD 3 COCD 3 ):3.10(2H,s),2.52-2.43(8H,m),1.74-1.62(8H,m)ppm
[0260] [chemical 14]
[0261]
Synthetic example 2
[0263] Into a well-dried 20 mL reactor, 3.2 mL (27.0 mmol) of 3-methylpiperidine and 1.0 mL (13.3 mmol) of 37% aqueous formaldehyde were added at 0°C, followed by stirring at room temperature. After 18 hours, diethyl ether was added to the reaction solution, the soluble fraction was extracted, and the obtained fraction was dried over anhydrous magnesium sulfate. After filtering magnesium sulfate, the filtrate was distilled off the solvent under reduced pressure. The obtained crude product was distilled under reduced pressure to obtain 1.95 g (yield 70%) of an amine compound represented by the following formula (B-3) (hereinafter referred to as compound (2)).
[0264] 1 H-NMR (270MHz, CD 3 COCD 3 ):2.92-2.82(4H,m),2.74(2H,s),1.84-1.73(2H,m),1.71-1.37(10H,m),0.93-0.86(2H,m),0.85(3H,d ,J=1.6Hz),0.83(3H,d,J=1.6Hz)ppm
[0265] [chemical 15]
[0266]
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