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Preparation method and application of amido-imine nickel vinyl polymerization catalyst

A kind of amino imine nickel, when the amino imine nickel technology is applied in the field of catalyzing the active polymerization of ethylene and the preparation of the amino imine nickel complex, which can solve the problem of widening the dispersion coefficient of the polymer, worsening the solubility, reducing the Catalyst activity and other issues, to achieve the effect of simple synthesis method, wide variety and low cost of raw materials

Active Publication Date: 2011-11-23
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, too low temperature is not suitable for existing industrial reaction devices, and will reduce the activity of the catalyst
In addition, the solubility of polyolefin in the reaction medium becomes poor, which also broadens the dispersion coefficient of the polymer.

Method used

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  • Preparation method and application of amido-imine nickel vinyl polymerization catalyst
  • Preparation method and application of amido-imine nickel vinyl polymerization catalyst
  • Preparation method and application of amido-imine nickel vinyl polymerization catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Synthesis of α-diimine compound A1

[0062] Under nitrogen atmosphere and room temperature, 30 mL of absolute ethanol, 7.1 g (40 mmol) of 2,6-diisopropylaniline, 1.55 g (18 mmol) of diacetyl, and 0.5 mL of formic acid were added successively to a 100 mL branched flask. The reaction was stirred at ℃ for 12 h. After cooling to room temperature, the solvent was removed, and the crude product was recrystallized from ethanol to obtain 5.8 g of orange-yellow crystals with a yield of 79.8%. 1 H NMR (CDCl 3 , 500 MHz): 7.19-7.10 (m, 6H, Ph), 2.72 (septet, 4H, J = 6.87 Hz, CH), 2.10(s, 6H, CH 3 ), 1.19 (dd, 24H, J 1 = 2.61Hz, J 2 = 6.87 Hz, CH 3 ). 13 C NMR (CDCl 3 , 125 MHz): 168.15, 146.16, 135.03, 123.73, 122.99, 28.51, 23.00, 22.68, 16.57.

[0063]

Embodiment 2

[0065] Synthesis of α-diimine compound A2

[0066] According to the synthesis method of α-diimine compound A1 in Example 1, 2,6-dimethylaniline was used to replace 2,6-diisopropylaniline, and other operating conditions were the same to obtain 3.4g orange-yellow crystals, the yield 64.6%. 1 H NMR (CDCl 3 , 500 MHz): 7.08 (d, 4H, J = 7.50 Hz, Ph), 6.95 (t, 2H, J = 7.46 Hz, Ph), 2.05 (s, 6H, CH 3 ), 2.04(s, 12H, CH 3 ). 13 C NMR (CDCl 3 , 125 MHz): 167.96, 148.29, 127.86, 124.52, 123.18, 17.71, 15.73.

[0067]

Embodiment 3

[0069] Synthesis of α-diimine compound A3

[0070] According to the synthesis method of α-diimine compound A1 in Example 1, aniline was used instead of 2,6-diisopropylaniline, and other operating conditions were the same to obtain α-diimine compound A3. 1 H NMR (CDCl 3 , 500 MHz): 7.37(t, 4H, J = 7.95 Hz, Ph), 7.12(t, 2H, J = 7.45 Hz, Ph), 6.79(d, 4H, J = 7.34Hz, Ph), 2.16(s, 6H, Me). 13 C NMR (CDCl 3 , 125 MHz): 168.08, 150.85, 128.85, 123.68, 118.61, 15.23.

[0071]

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Abstract

The invention discloses a preparation method of an amido-imine nickel catalyst and application of the amido-imine nickel catalyst to catalyzing vinyl polymerization. The complex has the structures of a formula (I) and a formula (II) shown in the specification, wherein R1 is hydrogen or alkyl, R2 is hydrogen or alkyl, R3 is hydrogen or alkyl, R4 is hydrogen or alkyl, and X is halogen. The preparation method of the complex comprises the following steps of: carrying out condensation reaction on a diketone compound and phenylamine through ketoamine to obtain an diimine compound; then reacting with trimethyl aluminum, and hydrolyzing to obtain an amido-imine ligand; finally carrying out coordination reaction on the amido-imine ligand and (DME)NiX2 under the condition without water and oxygen to obtain a nickel complex. The complex disclosed by the invention has a specific ligand replacement structure and can be used for catalyzing the vinyl polymerization under the activation of modified methyl aluminium oxane or alkyl aluminum, showing the characteristics of living polymerization under specific conditions and obtaining the high-molecular-weight narrowly-distributed branched polyethylene.

Description

technical field [0001] The invention relates to the field of catalytic polymerization of olefins, in particular to a preparation method of an aminoimine nickel complex and its application in catalyzing active polymerization of ethylene. Background technique [0002] Living polymerization is a polymerization reaction without obvious chain transfer and chain termination during the polymerization process, which can be used for the synthesis of various new materials such as narrow distribution polymers with controllable molecular weight, end-functionalized polymers, and block copolymers. Coordination polymerization of olefins catalyzed by transition metals has high reactivity, the catalyst performance can be easily adjusted by changing the ligand structure, and the stereostructure of the polymer is well controllable. Therefore, coordination living polymerization is of great significance. [0003] At present, the catalytic systems that can realize the living polymerization of ole...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/04C08F10/02C08F4/70
Inventor 高海洋胡海斌伍青
Owner SUN YAT SEN UNIV
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