Alpha-sulfonic acid-beta-diimine nickel complex, preparation method and application of alpha-sulfonic acid-beta-diimine nickel complex in catalyzing olefin polymerization
A technology of diimine compound and diimine nickel, which is applied in the direction of nickel organic compounds, organic chemical methods, chemical instruments and methods, etc., can solve the problem of low polymerization activity of phosphonic acid nickel palladium catalyst, low molecular weight of copolymerized products, thermal stability Poor resistance and other problems, to achieve good tolerance characteristics, good broad-spectrum, temperature resistance to improve the effect
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Embodiment 1
[0059] This embodiment provides a 2,6-diisopropylphenyl-substituted β-diimine A1, the synthesis method of which is as follows.
[0060] Acetylacetone (4.1 g, 41 mmol), 2,6-diisopropylaniline (15.1 g, 85.2 mmol), ethanol (500 mL) and hydrochloric acid (12 M, 6 mL) were sequentially added to the round-bottomed flask. The system was heated to 100°C in an oil bath and reacted for 72h. The solution was then cooled to room temperature and the solvent was removed by rotary evaporation to give a brown solid. The resulting solid was dissolved in dichloromethane (300 mL), saturated NaHCO 3 The solution was washed and extracted twice, and the organic phase was collected. The organic phase was dried with anhydrous magnesium sulfate, filtered, and the filtrate was collected; then the filtrate was rotary evaporated to obtain a crude product, which was recrystallized from methanol to obtain a white solid. Yield 87.3%. The NMR spectrum is as follows: 1 H NMR (CDCl 3, 400MHz)δ(ppm): 12....
Embodiment 2
[0062] This embodiment provides a 2,6-dimethylphenyl-substituted β-diimine A2, the synthesis method of which is as follows.
[0063] According to the synthetic method of Example 1, 2,6-dimethylaniline was replaced by 2,6-dimethylaniline to obtain a white solid. The yield was 82.7%. The NMR spectrum is as follows: 1 H NMR (CDCl 3 ,400MHz)δ(ppm):12.17(s,1H,NH),7.05-6.92(m,6H,Ar-H),4.87(s,1H,H β ),2.16(s, 12H,CH 3 ),1.68(s,6H,α-CH 3 ).
Embodiment 3
[0065] This embodiment provides an α-sulfonic acid-β-diimide lithium salt compound L1, the synthesis method of which is as follows.
[0066] Under nitrogen atmosphere, β-diimine A1 (3.86 g, 9.24 mmol) was dissolved in dry tetrahydrofuran, n-BuLi (4.3 mL, 10.75 mmol) was slowly added dropwise at -78 °C, and stirring was continued for 1 h at -78 °C. , the obtained system was slowly warmed to room temperature, and stirring was continued for 30 min. -78℃, add SO 3 .NMe 3 (0.84 g, 6.04 mmol), slowly warmed to room temperature, and continued stirring for 24 h. The filtrate obtained after the solution was filtered was concentrated, and frozen at -30°C to obtain a white precipitate. The white solid obtained by filtration was washed twice with n-hexane and dried in vacuo to obtain a white solid with a yield of 82.3%. The NMR spectrum is as follows: 1 H NMR (MeOD, 400MHz) δ (ppm): 7.13-7.02 (m, 6H, Ar-H), 5.04 (s, 1H, H β ),3.72(m,8H,THF),3.09(m,4H,CHMe 2 ),2.09(s,6H,CH 3 ),1.86(...
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Abstract
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