Ligand compound and preparation thereof, and complex containing ligand compound

A technology of ligand compounds and complexes, applied in the preparation of imino compounds, nickel organic compounds, organic chemistry, etc., can solve the problems that late transition metal catalysts cannot meet the requirements

Active Publication Date: 2017-02-15
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The existing ethylene gas-phase polymerization process requires a polymerization temperature of above 85°C, and the ethylene solution polymerization process requires a polymeri

Method used

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  • Ligand compound and preparation thereof, and complex containing ligand compound
  • Ligand compound and preparation thereof, and complex containing ligand compound
  • Ligand compound and preparation thereof, and complex containing ligand compound

Examples

Experimental program
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Effect test

Example Embodiment

[0061] Example 1

[0062] 1) Preparation of ligand (R in structural formula (I) 1 , R 3 , R 4 And R 6 Is methyl, R 2 , R 5 And R 7 -R 10 All are hydrogen):

[0063] Compound A (4.07g, 4.8mmol) and 2,6-methylaniline (1.3ml, 10.4mmol), p-toluenesulfonic acid as a catalyst, refluxed in 100mL toluene for 1 day, filtered and removed the solvent, and the remainder was dichloride The methane is dissolved, the over-basic alumina column is rinsed with petroleum ether / ethyl acetate (20:1), the second stream is divided into products, and the solvent is removed to obtain a yellow solid with a yield of 81%. 1 H NMR(CDCl 3 ,δ,ppm): 1.16 (s, 36H), 1.86 (s, 12H), 5.20 (s, 2H), 7.08 (m, 22H), 7.68 (m, 8H).

[0064] 2) Preparation of complex 1:

[0065] Put 10ml (DME) NiBr 2 (277mg, 0.9mmol) of dichloromethane solution was added dropwise to 10ml of the above ligand (962mg, 0.9mmol) in dichloromethane solution, stirred at room temperature for 6 hours, precipitated out, filtered, washed with ether and dr...

Example Embodiment

[0068] Example 2

[0069] 10atm ethylene polymerization: A 1L stainless steel polymerizer equipped with mechanical stirring was continuously dried at 130°C for 6hrs, vacuumed while hot, and N 2 Gas replacement 3 times. 12.9 mg (10 μmol) of complex 1 prepared in Example 1 was added, and then vacuum was applied and replaced with ethylene 3 times. Inject 500 ml of hexane, and then add 6.5 ml of methylaluminoxane (MAO) (1.53 mol / l toluene solution) to make Al / Ni=1000. At 100°C, the ethylene pressure was maintained at 10 atm, and the reaction was stirred for 30 min. Neutralize with 5% hydrochloric acid acidified ethanol solution to obtain polyethylene, polymerization activity is 4.86×10 6 g·mol -1 (Ni)·h -1 , The results are shown in Table 1.

Example Embodiment

[0070] Example 3

[0071] 1) Preparation of ligand (R in structural formula (I) 1 , R 3 , R 4 And R 6 Is ethyl, R 2 , R 5 And R 7 -R 10 All are hydrogen):

[0072] Compound A (6.62g, 7.8mmol) and 2,6-diethylaniline (3.0ml, 17.4mmol), p-toluenesulfonic acid as a catalyst, refluxed in 100mL toluene for 1 day, filtered and removed the solvent, the remainder was used The methyl chloride was dissolved, the over-basic alumina column was rinsed with petroleum ether / ethyl acetate (20:1), the second stream was divided into products, and the solvent was removed to obtain a yellow solid with a yield of 88%. 1 H NMR(CDCl 3 ,δ,ppm): 1.08 (t, 12H, J = 7.5Hz), 1.16 (s, 36H), 2.24 (dd, 8H, J = 7.5Hz), 5.20 (s, 2H), 7.07 (22H), 7.68 (m,8H).

[0073] 2) Preparation of complex 2: add 10ml (DME) NiBr 2 (155mg, 0.5mmol) of dichloromethane solution was added dropwise to 10ml of the above ligand (563mg, 0.5mmol) in dichloromethane solution, stirred at room temperature for 6 hours, precipitated out, filter...

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Abstract

The invention provides a ligand compound with a structural formula I as shown in the specification. In the structural formula I, R1 to R10 are same or different and are independently selected from a group consisting of hydrogen, saturated or unsaturated alkyl groups, oxyl groups and halogen. The invention also relates to the preparation method for the ligand compound, a complex containinging the ligand compound, and a preparation method and application of the complex. When the complex is used as a main catalyst, higher polymerization activity is obtained under a high-temperature polymerization condition, and an obtained polymer has high molecular weight.

Description

technical field [0001] The invention relates to the field of catalysts, in particular to a ligand compound with a novel structure and a nickel complex formed therefrom. The invention also relates to the preparation method of the ligand compound and the complex, and the application of the complex as an olefin polymerization catalyst in olefin polymerization. Background technique [0002] my country is the country with the fastest growing consumption of synthetic resin and the largest importer of synthetic resin. At present, the proportion of polyolefin production is nearly 60%. Compared with other resin materials, olefin resin has excellent environmental coordination. In 2003, the world production of the materials used for key promotion in the industry reached 83.3 million tons; among them, polyethylene is the synthetic resin with the fastest development, the largest output and a wide range of uses, reaching 51.1 million tons that year. Industrialized polyethylene catalysts i...

Claims

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Application Information

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IPC IPC(8): C07C251/20C07C249/02C07F15/04C08F10/02C08F4/70
Inventor 高榕刘东兵周俊领李岩廖浩瀚傅捷
Owner CHINA PETROLEUM & CHEM CORP
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